37,298 results for "Florida Keys waterfront"

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The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town! Siesta Key, Florida

The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!

Located in Siesta Key, Florida, United States. The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town! Newly renovated and first time on the market for this 4 bedroom, 3 bathroom spacious 2-floor unit with beautiful unobstructed views of the. Bring the whole family to this great place with lots of room for fun and convenient beach access. Beautiful views to make memories to last a life time. Two full frontal decks to take in all the gulf has to offer. The first deck has table chairs, grill and lounge chairs. The top deck has rocking chairs with side table to watch the gulf, read a book or get some sun. There is a beach in front of the building to enjoy, in addition to a private beach path down to the waters edge. Dogs are allowed on a case by case basis with $175 fe. No cats allowed, as I'm allergic. Walking distance to the beach, public beach and a half mile to the Village. Walk down your private access to the beach and explore the amazing shells and sands of Siesta Beach. Continue south to the public bea

🛏 4 beds · 👥 10 guests
$1,092 /night
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Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins! Siesta Key, Florida

Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins!

Located in Siesta Key, Florida, United States. Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins! Welcome to Heron House, an exclusive retreat in the heart of Siesta Key Village, where laid-back luxury meets coastal convenience. This duplex property just half a block from the pristine shores of Siesta Key Beach, this 3-bedroom, 3-bath haven invites you to experience the best of beachside living. Indulge in the privacy of your own heated swim spa at Heron House, a perfect oasis to unwind after a day of sun-soaked adventures. The prime location places you right in the vibrant Siesta Key Village, ensuring you're just steps away from an array of restaurants, bars, shops, and entertainment options. Convenience meets luxury as you enjoy easy access to the vibrant energy of the village and the breathtaking beauty of Siesta Key Beach.This thoughtfully designed units, Heron House, accommodates up to 12 guests, offering 3 bedrooms featuring 2 King beds, 2 Full beds, and 2 Full sleeper sofas, each adorned with provided

🛏 3 beds · 👥 10 guests
$437 /night
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[lounge like locals] walk to siesta beach +bikes Siesta Key, Florida

[lounge like locals] walk to siesta beach +bikes

Located in Siesta Key, Florida, United States. [lounge like locals] walk to siesta beach +bikes The whole group will enjoy easy access to everything from this centrally located place. Relax and recharge in this elevated two bedroom home. The high ceilings bring in plentiful natural sunlight with direct access to a private oversized deck. The bright and spacious layout provides plenty of space for families or couples traveling to the beach. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. 2 bikes are available onsite ($40 each rental charge by Venmo) The interior is tastefully designed with functional decor. Please note this home is not suitable for young children due to the steep stairs at the entrance. Also there is a separate air Bnb unit below, there are no shared spaces. laundry room is shared with unit below and is located in garage available daily 4-9 pm . Through air Bnb messenger or in person. Siesta key village Bike/ walk /car/ Uber Please park in front of the garage towards the right side

🛏 2 beds · 👥 4 guests
$231 /night
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Siesta Key beach house Siesta Key, Florida

Siesta Key beach house

Located in Siesta Key, Florida, United States. Siesta Key beach house Nice house with private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach. Canal on the backyard there you can relax and fishing or have your barbecue. Perfekt place for you and your family.

🛏 3 beds · 👥 6 guests
$342 /night
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2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach Siesta Key, Florida

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Located in Siesta Key, Florida, United States. 2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach This charming tropical 1,320 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. This private beach home will have you relaxed from the moment you kick off your flip flops. The home is equipped with 3 4K smart TVs and a ton of beach toys, chairs to keep traveling easy.

🛏 3 beds · 👥 6 guests
$223 /night
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**Beach, Village, Canal, Dock & Private Heated Pool!! Siesta Key, Florida

**Beach, Village, Canal, Dock & Private Heated Pool!!

Located in Siesta Key, Florida, United States. **Beach, Village, Canal, Dock & Private Heated Pool!! HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the first time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot. Welcome.... From the minute you arrive at the "RCC" (Rad's Cozy Cottage on Canal) in Siesta Village you will soon know you have arrived in a special place. You will be able to completely relax and count this as one of your best vacations or getaways ever! From the quaint enclosed front porch, you will begin to relax and enjoy your view of the famous Siesta Key canal on the outer rim of "Palm Island," watch the Siesta Village Trolley and people pass by just relaxing.This is a true Gem in Siesta Key that has new electric and we h

🛏 2 beds · 👥 6 guests
$395 /night
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Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️ Siesta Key, Florida

Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️

Located in Siesta Key, Florida, United States. Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️ Introducing Pineapple Paradise: Your Exclusive Oasis Just Steps from Siesta Key Beach!Indulge in tranquility at Pineapple Paradise, a serene hideaway nestled just one block away from the acclaimed Siesta Key Beach, honored as the #1 beach in the USA. This exceptional vacation rental duplex offers the perfect fusion of convenience and relaxation, with effortless access to the beach, Siesta Key Village, and an array of resort-style amenities.The Space:Discover pure relaxation at Pineapple Paradise, an oasis of comfort and coastal elegance. Recently renovated, this retreat exudes modern charm with sleek furnishings and vibrant decor throughout. The fully equipped kitchen invites culinary exploration, while the sleek bathroom offers a rejuvenating sanctuary. Unwind in the inviting living area or soak up the Florida sunshine at your resort style pool.Guest Access:At Pineapple Paradise, you'll enjoy access to

🛏 2 beds · 👥 8 guests
$269 /night
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SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!! Siesta Key, Florida

SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!!

Located in Siesta Key, Florida, United States. SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!! Looking for the ultimate Siesta Key experience? This is it!! Located just South of Morton's in Siesta Key Village. Only 10 min walk to Beach! Heated Pool, Smart TVs w/ Strong WIFI in every room. Comfy beds, fully-stocked kitchen will easily sleep 6. Restaurants, Bars, Seafood, Night Clubs, Big Olaf, Bike rentals, Live Music & so much more -- it's all here. No car needed. Free trolley leaves Morton's every 30 min to take you up and down the Key. You will absolutely love it here!NOTE: BOOKING FEBRUARY? Please book ENTIRE month only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28? Okay. Want to book February 15 - March 15? Not okay. Please ask first if you are unsure. We will try and work with you. Thanks in advance.The spaceYour Vacation Home near the HEART of Siesta Key Village!This centrally-locat

🛏 2 beds · 👥 6 guests
$175 /night
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Location. 3 bedroom cottage block from beach and two blocks from Siesta Village Siesta Key, Florida

Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

Located in Siesta Key, Florida, United States. Location. 3 bedroom cottage block from beach and two blocks from Siesta Village Location, location, location. Our charming 3-bedroom 2 bath Florida beach cottage, which is over 1000 feet and sleeps 6, which we call the “Manatee Cottage” is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United States (you will be a 5 minute walk from access 7). Enjoy the amazing sunsets each night of your stay without the hassles of traffic, parking and crowds. You will also be 2 blocks from Siesta Village with its numerous restaurants, bars and shops. Park your car and forget about driving as you walk or bike and feel like a local as you enjoy our special piece of heaven.Downtown Sarasota, which is a brief ride or Uber away, is world renowned and known for its cultural institutions, gourmet restaurants, art galleries, theater, the John and Mable Ringling Museum of Art, and the Ringlings’ breathtaking home, Ca’d’Zan on Sar

🛏 3 beds · 👥 6 guests
$328 /night
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Resort Style Backyard! Private Dock and Beach Views! - Sea Spray Siesta Key, Florida

Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

Located in Siesta Key, Florida, United States. Resort Style Backyard! Private Dock and Beach Views! - Sea Spray Sea Spray by Siesta Key Luxury Rental PropertiesHome in Siesta Key, FloridaWelcome to Sea Spray! This eight-bedroom and six-and-a-half-bathroom home will check off all the boxes for your desired Siesta Key rental. It is a short walk to Siesta Key Beach and within walking distance to Downtown Siesta Key Village Area. So, catch some sunshine at the beach or enjoy great live music, dining, or shopping in the village. Highlights• Private Dock • Rooftop Deck• Beach Views• Less than a 5-minute walk to the beach• Private Pool with Waterslide and In-ground Spa• Ping Pong• Foosball table• Convenient location near dining and shopping• Dog friendly with approval and additional feeThe spectacular backyard is built like a private waterpark with a Private Resort Style Heated Pool featuring a Rock Water Slide, Waterfall, Grotto, Swim-up bar, Sun Shelf, and Spa. You’ll love the lounge chairs, dining options, and BBQ grill. Just across t

🛏 8 beds · 👥 22 guests
$1,012 /night
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No stairs! Directly on Siesta Beach, private access and walk to town. Siesta Key, Florida

No stairs! Directly on Siesta Beach, private access and walk to town.

Located in Siesta Key, Florida, United States. No stairs! Directly on Siesta Beach, private access and walk to town. Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS! Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings and décor. You literally, walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 1.5 bathroom beachfront home with Gulf views that sleeps 6.

🛏 2 beds · 👥 6 guests
$420 /night
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Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access! Siesta Key, Florida

Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

Located in Siesta Key, Florida, United States. Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access! Spend your vacation relaxing in this lovely 3-bedroom, 2.5-bathroom townhome. On the ground level, you will find covered parking for up to 2 cars, and storage. The second level hosts an open concept for the living room, dining, and kitchen areas. The spacious living room features rattan ceiling panels for a casual coastal vibe. The kitchen offers plenty of storage and stainless countertops. On this floor, you will also find a powder room and a balcony for enjoying the fresh island breeze. The 3 bedrooms and 2 full bathrooms are located on the third level. The master bedroom includes 2 bathing areas, one of which is open to the bedroom and has a jetted bathtub. Located within walking distance to Siesta Key Village, this home is adjacent to beach access #10 – perfect for taking a trip down to Siesta Beach! *This property is stairs only; all guests must have the ability to use stairs.Bedroom 1 – KingBedroom 2 – QueenBedroom 3

🛏 3 beds · 👥 10 guests
$257 /night
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Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa Siesta Key, Florida

Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa

Located in Siesta Key, Florida, United States. Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!The BEST LOCATION! You are literally steps from the world-famous Siesta Key Beach and the entrance to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!This house is on

🛏 7 beds · 👥 18 guests
$1,038 /night
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Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village! Siesta Key, Florida

Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!

Located in Siesta Key, Florida, United States. Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village! This is Casa Van Lopik, a Gertrude Rentals property! Leave the car behind! Large 3BR home perfectly located steps to the best beaches, shopping, dining, and entertainment on Siesta Key. Out-door dining and grilling (shared), open floor plan perfect for bigger groups, surrounded by palms with king beds in both master bedrooms. Sure to provide a combination of fun and relaxation you can't get in other getaways.CASA VAN LOPIK “AT A GLANCE” - Large 3BR/2Bath (sleeps 11)- In the World-famous Siesta Key Village.- Award Winning Beaches, 20 Bar Restaurants, Walk to everything!- Live Music, Daiquiris, Oysters, stone crab, ice cream, fresh donuts.- Walk to Siesta Key Beaches and clear calm Azure Water & pure quartz White Sand. - Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.- Perfect house for large gatherings vaulted ceilings & Great Room flows onto Balcony.- Garden-patio (c

🛏 3 beds · 👥 12 guests
$262 /night
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Walk to the Beach and Village - Hibiscus Villa Siesta Key, Florida

Walk to the Beach and Village - Hibiscus Villa

Located in Siesta Key, Florida, United States. Walk to the Beach and Village - Hibiscus Villa Siesta – Retreats Village House Vacation Rentals is the ideal getaway - Whether you’re looking for a romantic getaway, a family vacation, or getting away by yourself, this is the perfect "hideaway" for your vacation! located in the heart of Siesta Key Village – just steps to all the shops and restaurants and only a three-minute walk to the world-famous Siesta Key Beach!Less than 5 minute walk to the beach (#7 # 5 access) and 3 minute walk to Siesta Key village.Escape to Paradise in Siesta Key VillageIntroducing Hibiscus Villa – the perfect tropical retreat in the heart of Siesta Key! This spacious one-bedroom villa is just steps from the shops and restaurants of lively Siesta Village and only a three-minute stroll from the world-famous white sands of Siesta Key Beach.Siesta Village is a charming coastal community with plenty to see and do. Stroll down Ocean Boulevard and take your pick from over 20 restaurants ranging from beach bars to fi

🛏 1 bed · 👥 4 guests
$175 /night
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Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf Siesta Key, Florida

Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf

Located in Siesta Key, Florida, United States. Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!This luxury Siesta Key rental home is steps (literally across the street) from the world-famous Siesta Key Beach, and a casual walk or quick bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It is the perfect spot! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of

🛏 8 beds · 👥 19 guests
$1,438 /night
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Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach! Siesta Key, Florida

Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!

Located in Siesta Key, Florida, United States. Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach! Hoppy's Beach-View Siesta Key” is a Gertrude Rentals property! Spacious 3BR/3Bath with Beach/Ocean Views, Private Elevator, Pool (shared), Alfresco Dining area, 1 to 2-minute Walk to Best Beaches, in World-Famous Siesta Key Village! Spend your days soaking in Sun and Seabreeze's on the worlds #1 Beach or your private Ocean and Beach View Patio. Spend evenings lounging dining and drinking alfresco at your choice of 20 fantastic restaurants. Just a 2 minute walk to Beach Access 11, best on Siesta. Just a 2-minute ride by golf cart to the top shopping, dining, and entertainment on the island. HOPPY'S OCEAN VIEW VILLA “AT A GLANCE” - Large 3BR/3Bath (sleeps 8), shared Pool.- Beach and gulf views from the living room and private balcony.- Award Winning Beaches, the world-famous Siesta Key Village! - 1-to-2-minute walk to the Siesta Key Beach's clear calm blue water & pure quartz White Sand. - 10-minute w

🛏 3 beds · 👥 10 guests
$609 /night
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Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View Siesta Key, Florida

Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View

Located in Siesta Key, Florida, United States. Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View Surf View by Siesta Key Luxury Rental PropertiesHome in Siesta Key, FLGather your family for an unforgettable reunion at Surf View, an expansive eight-bedroom, eight-and-a-half-bath home in Siesta Key, just three minutes from the world-famous beaches and vibrant Siesta Key Village.Highlights • 3-minute walk to the beach • 3-minute walk to dining and shopping • Pool with In-ground Spa • Grill • Ping Pong • Foosball • Pool Table • Dog friendly with approval and additional fee • Balcony • Washer and dryer This home is a haven for all ages, offering a lush backyard oasis with a sparkling pool, spa, and BBQ grill for family meals. Inside, enjoy a spacious third floor with a fully equipped kitchen, cozy seating area, and formal dining, while the second floor features a large family room with a wet bar. Each bedroom is thoughtfully designed with a dresser, TV, and ensuite bathroom, plus some rooms offer relaxing balconies.

🛏 8 beds · 👥 22 guests
$647 /night
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One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!. Siesta Key, Florida

One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!.

Located in Siesta Key, Florida, United States. One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!. Las Ventanas 8BR - A one-of-a-kind 100% Private Resort like setting in the heart of Siesta Village.You truly deserve this! Experience a unique and exclusive resort-like setting right in the heart of Siesta Village, a mere 450 feet away from Siesta's finest beach. Spacious, bright, airy, and surrounded by palms with a terrace off every bedroom. Eight bedrooms in two units, a 100% private property! Amenities include an Ocean View Rooftop Decks with wet-bar, Elevator, Pool-side Lanais, 6 Terraces, and a fully appointed Swim-out Room, and100% Private Heated Pool with 2 Sun-Shelves. Swim-out Room has a bath, wet-bar, living area, TV and ping pong. All of this is highlighted by 3000 ft.² of windows and views of Royal Palm's. *Las Ventanas is now a Gertrude Rentals property!Your Group Will Love It – You aren't planning one vacation, you're planning vacations for every individual in your p

🛏 8 beds · 👥 22 guests
$1,394 /night
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Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach! Siesta Key, Florida

Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach!

Located in Siesta Key, Florida, United States. Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach! Featuring high ceilings and a spacious living area this 3-bedroom, 2.5-bath, beautifully renovated townhouse condominium presents the best Siesta Key has to experience. This multifloored unit offers the convenience of condominium living without a high-rise building. One of four townhomes in the Beach Walk complex, this home features lush tropical landscaping, paver walks, drive, and heated community pool. You will love the covered and screened outdoor rec space. Some of the features include a TV and ping pong table. Just out the door you’ll find grilling and a pool for your enjoyment. Located only a half block from the famous white sands of Siesta Beach, the No. 1 beach in the US and close to Siesta Village’s unique boutiques and restaurants, this unit is the perfect island getaway. Only 20 minutes by car to downtown Sarasota’s urban amenities, shopping, restaurants, museums, and entertainment. Just bring your sunscreen, b

🛏 3 beds · 👥 8 guests
$269 /night
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Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach Siesta Key, Florida

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

Located in Siesta Key, Florida, United States. Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!This nearly beachfront home is just across the street from the world-famous Siesta Key Beach, and about a 3-minute walk or less than 1-minute bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It’s in such a great location! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazi

🛏 6 beds · 👥 14 guests
$639 /night
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Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach! Siesta Key, Florida

Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!

Located in Siesta Key, Florida, United States. Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach! Welcome to Casa Mahalo, a stunning vacation rental duplex that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway.Located just a two-minute walk from the world-renowned Siesta Key Beach, you'll have easy access to its powdery white sands and glistening turquoise waters. Spend your days indulging in beach activities, from sunbathing and swimming to building sandcastles and taking leisurely walks along the shore.With four spacious bedrooms and three full baths, Casa Mahalo comfortably accommodates up to 12 guests. Each bedroom is elegantly furnished, featuring three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers. Linens are provided, ensuring a restful night's sleep and ultimate convenience.To enhance

🛏 4 beds · 👥 12 guests
$399 /night
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Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount Siesta Key, Florida

Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount

Located in Siesta Key, Florida, United States. Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount Apartment /entire First floorThis charming Siesta Key vacation rental home is a unique combination of relaxation and fun, a beautiful kitchen, dining area, living room and outdoor patio area. This beautiful property has access to a heated pool (the pool is shared between the two units in the house). This home has every amenity you could fathom at an absolute location in the HEART of Siesta Key Village and just a 2-minute walk to the #1 beach in the USA!3 bedrooms/1st one king bed2nd Two queens beds3rd one king bed

🛏 3 beds · 👥 7 guests
$249 /night
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Haven cottage Across street from beach  and  Heated Pool Siesta Key, Florida

Haven cottage Across street from beach and Heated Pool

Located in Siesta Key, Florida, United States. Haven cottage Across street from beach and Heated Pool This suite is ground level, just a few steps from pool-side. This roomy and bright unit with all tile floors on the diagonal, has a combined living and dining area, with an open-air balcony off the living room with a 6-foot sliding glass door.The leather couch adds to the comfort while watching the 65" flat screen TV with Blu-ray player. A fully equipped kitchen with granite counter tops and breakfast bar, have all the comforts of home. The master bedroom includes a Serta ICOMFORT Memory Foam Gel, King size bed and wall mounted flat screen TV. Tub/shower bath is attached to master bedroom. (Maximum 2 Guests).

🛏 1 bed · 👥 2 guests
$220 /night
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The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!

Siesta Key, Florida

The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!

🛏 4 bed · 👥 10 guests

Located in Siesta Key, Florida, United States. The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town! Newly renovated and first time on the market for this 4 bedroom, 3 bathroom spacious 2-floor unit with beautiful unobstructed views of the. Bring the whole family to this great place with lots of room for fun and convenient beach access. Beautiful views to make memories to last a life time. Two full frontal decks to take in all the gulf has to offer. The first deck has table chairs, grill and lounge chairs. The top deck has rocking chairs with side table to watch the gulf, read a book or get some sun. There is a beach in front of the building to enjoy, in addition to a private beach path down to the waters edge. Dogs are allowed on a case by case basis with $175 fe. No cats allowed, as I'm allergic. Walking distance to the beach, public beach and a half mile to the Village. Walk down your private access to the beach and explore the amazing shells and sands of Siesta Beach. Continue south to the public bea

$1,092

/ night

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Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins!

Siesta Key, Florida

Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins!

🛏 3 bed · 👥 10 guests

Located in Siesta Key, Florida, United States. Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins! Welcome to Heron House, an exclusive retreat in the heart of Siesta Key Village, where laid-back luxury meets coastal convenience. This duplex property just half a block from the pristine shores of Siesta Key Beach, this 3-bedroom, 3-bath haven invites you to experience the best of beachside living. Indulge in the privacy of your own heated swim spa at Heron House, a perfect oasis to unwind after a day of sun-soaked adventures. The prime location places you right in the vibrant Siesta Key Village, ensuring you're just steps away from an array of restaurants, bars, shops, and entertainment options. Convenience meets luxury as you enjoy easy access to the vibrant energy of the village and the breathtaking beauty of Siesta Key Beach.This thoughtfully designed units, Heron House, accommodates up to 12 guests, offering 3 bedrooms featuring 2 King beds, 2 Full beds, and 2 Full sleeper sofas, each adorned with provided

$437

/ night

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[lounge like locals] walk to siesta beach +bikes

Siesta Key, Florida

[lounge like locals] walk to siesta beach +bikes

🛏 2 bed · 👥 4 guests

Located in Siesta Key, Florida, United States. [lounge like locals] walk to siesta beach +bikes The whole group will enjoy easy access to everything from this centrally located place. Relax and recharge in this elevated two bedroom home. The high ceilings bring in plentiful natural sunlight with direct access to a private oversized deck. The bright and spacious layout provides plenty of space for families or couples traveling to the beach. Both Siesta Key village and Beach access 7 are less than 1/2 mile from the home. 2 bikes are available onsite ($40 each rental charge by Venmo) The interior is tastefully designed with functional decor. Please note this home is not suitable for young children due to the steep stairs at the entrance. Also there is a separate air Bnb unit below, there are no shared spaces. laundry room is shared with unit below and is located in garage available daily 4-9 pm . Through air Bnb messenger or in person. Siesta key village Bike/ walk /car/ Uber Please park in front of the garage towards the right side

$231

/ night

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Siesta Key beach house

Siesta Key, Florida

Siesta Key beach house

🛏 3 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. Siesta Key beach house Nice house with private pool with tree bedrooms and tree bath close to Siesta Key Village resturants and Beach. Canal on the backyard there you can relax and fishing or have your barbecue. Perfekt place for you and your family.

$342

/ night

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2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key, Florida

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

🛏 3 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. 2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach This charming tropical 1,320 2 bedroom 2 bath home is located within the heart of Siesta Key Village and a block away from the famous Siesta Key Beach. This private beach home will have you relaxed from the moment you kick off your flip flops. The home is equipped with 3 4K smart TVs and a ton of beach toys, chairs to keep traveling easy.

$223

/ night

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**Beach, Village, Canal, Dock & Private Heated Pool!!

Siesta Key, Florida

**Beach, Village, Canal, Dock & Private Heated Pool!!

🛏 2 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. **Beach, Village, Canal, Dock & Private Heated Pool!! HERE IT IS! This “one of a kind” property is uniquely situated between the beach, canal, village with a private heated pool, one of the best spots on Siesta Key! This charming 1,500 sq. ft. cottage beach home is being offered for the first time. If you want a cute, private original bungalow style beach cottage home all to yourself without the shared wall feel of a condo, then you are in the right spot. Welcome.... From the minute you arrive at the "RCC" (Rad's Cozy Cottage on Canal) in Siesta Village you will soon know you have arrived in a special place. You will be able to completely relax and count this as one of your best vacations or getaways ever! From the quaint enclosed front porch, you will begin to relax and enjoy your view of the famous Siesta Key canal on the outer rim of "Palm Island," watch the Siesta Village Trolley and people pass by just relaxing.This is a true Gem in Siesta Key that has new electric and we h

$395

/ night

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Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️

Siesta Key, Florida

Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️

🛏 2 bed · 👥 8 guests

Located in Siesta Key, Florida, United States. Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️ Introducing Pineapple Paradise: Your Exclusive Oasis Just Steps from Siesta Key Beach!Indulge in tranquility at Pineapple Paradise, a serene hideaway nestled just one block away from the acclaimed Siesta Key Beach, honored as the #1 beach in the USA. This exceptional vacation rental duplex offers the perfect fusion of convenience and relaxation, with effortless access to the beach, Siesta Key Village, and an array of resort-style amenities.The Space:Discover pure relaxation at Pineapple Paradise, an oasis of comfort and coastal elegance. Recently renovated, this retreat exudes modern charm with sleek furnishings and vibrant decor throughout. The fully equipped kitchen invites culinary exploration, while the sleek bathroom offers a rejuvenating sanctuary. Unwind in the inviting living area or soak up the Florida sunshine at your resort style pool.Guest Access:At Pineapple Paradise, you'll enjoy access to

$269

/ night

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SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!!

Siesta Key, Florida

SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!!

🛏 2 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!! Looking for the ultimate Siesta Key experience? This is it!! Located just South of Morton's in Siesta Key Village. Only 10 min walk to Beach! Heated Pool, Smart TVs w/ Strong WIFI in every room. Comfy beds, fully-stocked kitchen will easily sleep 6. Restaurants, Bars, Seafood, Night Clubs, Big Olaf, Bike rentals, Live Music & so much more -- it's all here. No car needed. Free trolley leaves Morton's every 30 min to take you up and down the Key. You will absolutely love it here!NOTE: BOOKING FEBRUARY? Please book ENTIRE month only NOT mid-month to mid-month. This time frame is a monthly minimum property and we don't want to be empty for part of the time. Booking February 1 - February 28? Okay. Want to book February 15 - March 15? Not okay. Please ask first if you are unsure. We will try and work with you. Thanks in advance.The spaceYour Vacation Home near the HEART of Siesta Key Village!This centrally-locat

$175

/ night

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Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

Siesta Key, Florida

Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

🛏 3 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. Location. 3 bedroom cottage block from beach and two blocks from Siesta Village Location, location, location. Our charming 3-bedroom 2 bath Florida beach cottage, which is over 1000 feet and sleeps 6, which we call the “Manatee Cottage” is across the street from the soft, white sands of the world-famous Siesta Beach which is consistently rated the best beach in the United States (you will be a 5 minute walk from access 7). Enjoy the amazing sunsets each night of your stay without the hassles of traffic, parking and crowds. You will also be 2 blocks from Siesta Village with its numerous restaurants, bars and shops. Park your car and forget about driving as you walk or bike and feel like a local as you enjoy our special piece of heaven.Downtown Sarasota, which is a brief ride or Uber away, is world renowned and known for its cultural institutions, gourmet restaurants, art galleries, theater, the John and Mable Ringling Museum of Art, and the Ringlings’ breathtaking home, Ca’d’Zan on Sar

$328

/ night

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Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

Siesta Key, Florida

Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

🛏 8 bed · 👥 22 guests

Located in Siesta Key, Florida, United States. Resort Style Backyard! Private Dock and Beach Views! - Sea Spray Sea Spray by Siesta Key Luxury Rental PropertiesHome in Siesta Key, FloridaWelcome to Sea Spray! This eight-bedroom and six-and-a-half-bathroom home will check off all the boxes for your desired Siesta Key rental. It is a short walk to Siesta Key Beach and within walking distance to Downtown Siesta Key Village Area. So, catch some sunshine at the beach or enjoy great live music, dining, or shopping in the village. Highlights• Private Dock • Rooftop Deck• Beach Views• Less than a 5-minute walk to the beach• Private Pool with Waterslide and In-ground Spa• Ping Pong• Foosball table• Convenient location near dining and shopping• Dog friendly with approval and additional feeThe spectacular backyard is built like a private waterpark with a Private Resort Style Heated Pool featuring a Rock Water Slide, Waterfall, Grotto, Swim-up bar, Sun Shelf, and Spa. You’ll love the lounge chairs, dining options, and BBQ grill. Just across t

$1,012

/ night

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No stairs! Directly on Siesta Beach, private access and walk to town.

Siesta Key, Florida

No stairs! Directly on Siesta Beach, private access and walk to town.

🛏 2 bed · 👥 6 guests

Located in Siesta Key, Florida, United States. No stairs! Directly on Siesta Beach, private access and walk to town. Welcome to your own private getaway directly on Siesta Beach! This ground floor unit is just steps from the powdery sands of Siesta Key. NO STAIRS! Enjoy the updated bathroom with quartz countertops, new fixtures, paint, new furnishings and décor. You literally, walk out your door and directly onto the beautiful, fine, powdery white sand of Siesta Key Beach. Private Paradise directly on the white powdery sand of Siesta Key! 2 bedroom 1.5 bathroom beachfront home with Gulf views that sleeps 6.

$420

/ night

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Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

Siesta Key, Florida

Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

🛏 3 bed · 👥 10 guests

Located in Siesta Key, Florida, United States. Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access! Spend your vacation relaxing in this lovely 3-bedroom, 2.5-bathroom townhome. On the ground level, you will find covered parking for up to 2 cars, and storage. The second level hosts an open concept for the living room, dining, and kitchen areas. The spacious living room features rattan ceiling panels for a casual coastal vibe. The kitchen offers plenty of storage and stainless countertops. On this floor, you will also find a powder room and a balcony for enjoying the fresh island breeze. The 3 bedrooms and 2 full bathrooms are located on the third level. The master bedroom includes 2 bathing areas, one of which is open to the bedroom and has a jetted bathtub. Located within walking distance to Siesta Key Village, this home is adjacent to beach access #10 – perfect for taking a trip down to Siesta Beach! *This property is stairs only; all guests must have the ability to use stairs.Bedroom 1 – KingBedroom 2 – QueenBedroom 3

$257

/ night

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Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa

Siesta Key, Florida

Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa

🛏 7 bed · 👥 18 guests

Located in Siesta Key, Florida, United States. Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!The BEST LOCATION! You are literally steps from the world-famous Siesta Key Beach and the entrance to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away!This house is on

$1,038

/ night

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Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!

Siesta Key, Florida

Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!

🛏 3 bed · 👥 12 guests

Located in Siesta Key, Florida, United States. Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village! This is Casa Van Lopik, a Gertrude Rentals property! Leave the car behind! Large 3BR home perfectly located steps to the best beaches, shopping, dining, and entertainment on Siesta Key. Out-door dining and grilling (shared), open floor plan perfect for bigger groups, surrounded by palms with king beds in both master bedrooms. Sure to provide a combination of fun and relaxation you can't get in other getaways.CASA VAN LOPIK “AT A GLANCE” - Large 3BR/2Bath (sleeps 11)- In the World-famous Siesta Key Village.- Award Winning Beaches, 20 Bar Restaurants, Walk to everything!- Live Music, Daiquiris, Oysters, stone crab, ice cream, fresh donuts.- Walk to Siesta Key Beaches and clear calm Azure Water & pure quartz White Sand. - Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.- Perfect house for large gatherings vaulted ceilings & Great Room flows onto Balcony.- Garden-patio (c

$262

/ night

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Walk to the Beach and Village - Hibiscus Villa

Siesta Key, Florida

Walk to the Beach and Village - Hibiscus Villa

🛏 1 bed · 👥 4 guests

Located in Siesta Key, Florida, United States. Walk to the Beach and Village - Hibiscus Villa Siesta – Retreats Village House Vacation Rentals is the ideal getaway - Whether you’re looking for a romantic getaway, a family vacation, or getting away by yourself, this is the perfect "hideaway" for your vacation! located in the heart of Siesta Key Village – just steps to all the shops and restaurants and only a three-minute walk to the world-famous Siesta Key Beach!Less than 5 minute walk to the beach (#7 # 5 access) and 3 minute walk to Siesta Key village.Escape to Paradise in Siesta Key VillageIntroducing Hibiscus Villa – the perfect tropical retreat in the heart of Siesta Key! This spacious one-bedroom villa is just steps from the shops and restaurants of lively Siesta Village and only a three-minute stroll from the world-famous white sands of Siesta Key Beach.Siesta Village is a charming coastal community with plenty to see and do. Stroll down Ocean Boulevard and take your pick from over 20 restaurants ranging from beach bars to fi

$175

/ night

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Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf

Siesta Key, Florida

Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf

🛏 8 bed · 👥 19 guests

Located in Siesta Key, Florida, United States. Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!This luxury Siesta Key rental home is steps (literally across the street) from the world-famous Siesta Key Beach, and a casual walk or quick bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It is the perfect spot! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazing theme parks of

$1,438

/ night

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Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!

Siesta Key, Florida

Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!

🛏 3 bed · 👥 10 guests

Located in Siesta Key, Florida, United States. Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach! Hoppy's Beach-View Siesta Key” is a Gertrude Rentals property! Spacious 3BR/3Bath with Beach/Ocean Views, Private Elevator, Pool (shared), Alfresco Dining area, 1 to 2-minute Walk to Best Beaches, in World-Famous Siesta Key Village! Spend your days soaking in Sun and Seabreeze's on the worlds #1 Beach or your private Ocean and Beach View Patio. Spend evenings lounging dining and drinking alfresco at your choice of 20 fantastic restaurants. Just a 2 minute walk to Beach Access 11, best on Siesta. Just a 2-minute ride by golf cart to the top shopping, dining, and entertainment on the island. HOPPY'S OCEAN VIEW VILLA “AT A GLANCE” - Large 3BR/3Bath (sleeps 8), shared Pool.- Beach and gulf views from the living room and private balcony.- Award Winning Beaches, the world-famous Siesta Key Village! - 1-to-2-minute walk to the Siesta Key Beach's clear calm blue water & pure quartz White Sand. - 10-minute w

$609

/ night

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Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View

Siesta Key, Florida

Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View

🛏 8 bed · 👥 22 guests

Located in Siesta Key, Florida, United States. Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View Surf View by Siesta Key Luxury Rental PropertiesHome in Siesta Key, FLGather your family for an unforgettable reunion at Surf View, an expansive eight-bedroom, eight-and-a-half-bath home in Siesta Key, just three minutes from the world-famous beaches and vibrant Siesta Key Village.Highlights • 3-minute walk to the beach • 3-minute walk to dining and shopping • Pool with In-ground Spa • Grill • Ping Pong • Foosball • Pool Table • Dog friendly with approval and additional fee • Balcony • Washer and dryer This home is a haven for all ages, offering a lush backyard oasis with a sparkling pool, spa, and BBQ grill for family meals. Inside, enjoy a spacious third floor with a fully equipped kitchen, cozy seating area, and formal dining, while the second floor features a large family room with a wet bar. Each bedroom is thoughtfully designed with a dresser, TV, and ensuite bathroom, plus some rooms offer relaxing balconies.

$647

/ night

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One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!.

Siesta Key, Florida

One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!.

🛏 8 bed · 👥 22 guests

Located in Siesta Key, Florida, United States. One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!. Las Ventanas 8BR - A one-of-a-kind 100% Private Resort like setting in the heart of Siesta Village.You truly deserve this! Experience a unique and exclusive resort-like setting right in the heart of Siesta Village, a mere 450 feet away from Siesta's finest beach. Spacious, bright, airy, and surrounded by palms with a terrace off every bedroom. Eight bedrooms in two units, a 100% private property! Amenities include an Ocean View Rooftop Decks with wet-bar, Elevator, Pool-side Lanais, 6 Terraces, and a fully appointed Swim-out Room, and100% Private Heated Pool with 2 Sun-Shelves. Swim-out Room has a bath, wet-bar, living area, TV and ping pong. All of this is highlighted by 3000 ft.² of windows and views of Royal Palm's. *Las Ventanas is now a Gertrude Rentals property!Your Group Will Love It – You aren't planning one vacation, you're planning vacations for every individual in your p

$1,394

/ night

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Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach!

Siesta Key, Florida

Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach!

🛏 3 bed · 👥 8 guests

Located in Siesta Key, Florida, United States. Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach! Featuring high ceilings and a spacious living area this 3-bedroom, 2.5-bath, beautifully renovated townhouse condominium presents the best Siesta Key has to experience. This multifloored unit offers the convenience of condominium living without a high-rise building. One of four townhomes in the Beach Walk complex, this home features lush tropical landscaping, paver walks, drive, and heated community pool. You will love the covered and screened outdoor rec space. Some of the features include a TV and ping pong table. Just out the door you’ll find grilling and a pool for your enjoyment. Located only a half block from the famous white sands of Siesta Beach, the No. 1 beach in the US and close to Siesta Village’s unique boutiques and restaurants, this unit is the perfect island getaway. Only 20 minutes by car to downtown Sarasota’s urban amenities, shopping, restaurants, museums, and entertainment. Just bring your sunscreen, b

$269

/ night

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Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

Siesta Key, Florida

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

🛏 6 bed · 👥 14 guests

Located in Siesta Key, Florida, United States. Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach Vunique Vacations - Distinct vacation homes for the discerning traveler who is seeking a truly unforgettable vacation experience!This nearly beachfront home is just across the street from the world-famous Siesta Key Beach, and about a 3-minute walk or less than 1-minute bike ride to Siesta Key Village for access to all the restaurants, entertainment, shopping, grocers, and more. It’s in such a great location! If you want to explore further, without the hassle of driving, you’ll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You’re also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars and entertainment, and more. And, day trips to Lido Key and Anna Maria Island are just 30 minutes away, as well as the amazi

$639

/ night

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Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!

Siesta Key, Florida

Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!

🛏 4 bed · 👥 12 guests

Located in Siesta Key, Florida, United States. Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach! Welcome to Casa Mahalo, a stunning vacation rental duplex that promises to exceed all your expectations. Nestled in the heart of Siesta Key Village, this extraordinary retreat offers an abundance of luxurious amenities and unparalleled convenience for an unforgettable getaway.Located just a two-minute walk from the world-renowned Siesta Key Beach, you'll have easy access to its powdery white sands and glistening turquoise waters. Spend your days indulging in beach activities, from sunbathing and swimming to building sandcastles and taking leisurely walks along the shore.With four spacious bedrooms and three full baths, Casa Mahalo comfortably accommodates up to 12 guests. Each bedroom is elegantly furnished, featuring three king beds, one queen bed, one queen sofa sleeper, and two twin chair sofa sleepers. Linens are provided, ensuring a restful night's sleep and ultimate convenience.To enhance

$399

/ night

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Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount

Siesta Key, Florida

Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount

🛏 3 bed · 👥 7 guests

Located in Siesta Key, Florida, United States. Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount Apartment /entire First floorThis charming Siesta Key vacation rental home is a unique combination of relaxation and fun, a beautiful kitchen, dining area, living room and outdoor patio area. This beautiful property has access to a heated pool (the pool is shared between the two units in the house). This home has every amenity you could fathom at an absolute location in the HEART of Siesta Key Village and just a 2-minute walk to the #1 beach in the USA!3 bedrooms/1st one king bed2nd Two queens beds3rd one king bed

$249

/ night

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Haven cottage Across street from beach  and  Heated Pool

Siesta Key, Florida

Haven cottage Across street from beach and Heated Pool

🛏 1 bed · 👥 2 guests

Located in Siesta Key, Florida, United States. Haven cottage Across street from beach and Heated Pool This suite is ground level, just a few steps from pool-side. This roomy and bright unit with all tile floors on the diagonal, has a combined living and dining area, with an open-air balcony off the living room with a 6-foot sliding glass door.The leather couch adds to the comfort while watching the 65" flat screen TV with Blu-ray player. A fully equipped kitchen with granite counter tops and breakfast bar, have all the comforts of home. The master bedroom includes a Serta ICOMFORT Memory Foam Gel, King size bed and wall mounted flat screen TV. Tub/shower bath is attached to master bedroom. (Maximum 2 Guests).

$220

/ night

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The Blue Door-Luxury 4BD w/Full Gulf views, private beach access&walk to town!

Siesta Key, Florida

$1,092/night

Heron House | Pet Friendly, Walk to Siesta Key Beach & Village in 2 mins!

Siesta Key, Florida

$437/night

[lounge like locals] walk to siesta beach +bikes

Siesta Key, Florida

$231/night

Siesta Key beach house

Siesta Key, Florida

$342/night

2BR/2BA House Just Steps to Siesta Village & Siesta Key Beach

Siesta Key, Florida

$223/night

**Beach, Village, Canal, Dock & Private Heated Pool!!

Siesta Key, Florida

$395/night

Pineapple Paradise | 1 Block from Beach, Community Pool, Resort Style Amenities! ☀️

Siesta Key, Florida

$269/night

SKV 309 - Heated ❤ Pool, Close to Beach, Village, Restaurants, Bars, Shopping!!

Siesta Key, Florida

$175/night

Location. 3 bedroom cottage block from beach and two blocks from Siesta Village

Siesta Key, Florida

$328/night

Resort Style Backyard! Private Dock and Beach Views! - Sea Spray

Siesta Key, Florida

$1,012/night

No stairs! Directly on Siesta Beach, private access and walk to town.

Siesta Key, Florida

$420/night

Stunning 3 Bedroom/ 3 Bath Adjacent to Siesta Key Beach Access!

Siesta Key, Florida

$257/night

Unmatched Siesta Key Luxury - Steps to the Beach - Gulf Views - Resort Pool/Spa

Siesta Key, Florida

$1,038/night

Casa Van Lopik(Canal)- Tiki-Bar, Balcony, Tropical Patio, 250 steps to Beach and Village!

Siesta Key, Florida

$262/night

Walk to the Beach and Village - Hibiscus Villa

Siesta Key, Florida

$175/night

Steps to Beach - Amazing Gulf Views - Resort Pool/Spa/Slide & Mini Golf

Siesta Key, Florida

$1,438/night

Ocean-Views, Pool, Private Elevator, Covered Patio & Fire-Table, 150 steps to Beach!

Siesta Key, Florida

$609/night

Ultimate Family Reunion: Pool, Game Room, 3 mins to Beach - Surf View

Siesta Key, Florida

$647/night

One-of-a-Kind! - 100% Private, Pool, Terraces, Ocean-View Rooftop, in Siesta Village at best Beach!.

Siesta Key, Florida

$1,394/night

Stunning 3 bed/ 2.5 bath Townhouse Steps From Siesta Key Beach!

Siesta Key, Florida

$269/night

Unmatched Rooftop & Gulf Views-Resort Style Pool/Waterslide/Spa - Steps to Beach

Siesta Key, Florida

$639/night

Casa Mahalo | Pet Friendly, Ping Pong Table, Private Heated Pool, Elevator, Steps to Beach!

Siesta Key, Florida

$399/night

Best Location Siesta Key Village Beach, Restaurants, Bars10% Friends Discount

Siesta Key, Florida

$249/night

Haven cottage Across street from beach and Heated Pool

Siesta Key, Florida

$220/night