72,107 properties available

Located in Siesta Key, Florida, United States. Siesta Key Village and Beach Walkable, Condo, Private Porch Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.This Siesta Key Dream’s vacation rental features a bright, welcoming 1 bedroom, 1 bath space. You’ll experience an open floor plan connecting a welcoming living room and kitchen with a stove, fridge, & microwave. In a separate room, you’ll see your comfortable queen bed and a private bathroom. Siesta Key Dreams is happy to provide free, high-speed internet & Wi-Fi, an HD Television equipped with live sports & extension channel options via free streaming servi

Located in Siesta Key, Florida, United States. Tropical Oasis | Luxury Home on Siesta Key w/ Private Heated Pool/ Spa, Steps to Beach & Village! Welcome to Tropical Oasis. This private family home is perfect for large families, with the ability to accommodate up to 16 guests, with 7 bedrooms and 6.5 bathrooms.The backyard is a twinkling mirage, secluded by rows of palms that will have you feeling like you're thousands of miles away in a tropical resort. The private, heated pool and spa create an oasis of sparkling water, while the pristine putting green and ping pong table ensure hours of entertainment without stepping a foot off the property. Use the stairs or take the private elevator to reach the second floor with a luxurious lounging area, affixed with an array of bedrooms. Twin bunk beds, a jack and jill bathroom, along with queen and king bedrooms with ensuites create an entire floor with a myriad of sleeping arrangements that will create a comfortable night's sleep for every guest. A luxe wet bar is nestled next to the floor

Located in Siesta Key, Florida, United States. The Wildflower | Reserve Your Private Resort with Pool, Games, 1 Block to Beach! 🏝️ Discover Your Private Oasis at Wildflower: A Resort-Style Retreat Just Moments from Siesta Key Beach!Indulge in luxury and exclusivity at Wildflower, an enchanting resort-style retreat nestled just moments away from the pristine shores of Siesta Key Beach. With its lush surroundings and array of upscale amenities, Wildflower offers the perfect setting for a memorable vacation experience.The Space:Welcome to Wildflower, your own private oasis where luxury meets tranquility. This sprawling resort boasts eight separate units, each meticulously designed and furnished to ensure maximum comfort and relaxation. From spacious living areas to fully equipped kitchens, every aspect of Wildflower has been crafted with your ultimate enjoyment in mind.Guest Access:As a guest at Wildflower, you'll enjoy exclusive access to a wealth of resort-style amenities. Take a refreshing dip in the sparkling pool, unwind in the s

Located in Siesta Key, Florida, United States. Luxury Condo - Ocean Views & Rare Rooftop Sundeck Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.Offering some of the best views of Siesta Key Dream’s portfolio and PRIVATE beach access with a gated key, this location features a crisp and airy 3 bed, 2 bath layout. This rental is perfect for family and friend gatherings and can accommodate up to 10 guests (8 adults and 2 children) with a total of 7 beds. This large, spacious floor plan connects a welcoming living room, a dining room that can accommodate well more than 8, and a full kitchen. Next to your living room

Located in Siesta Key, Florida, United States. Remodeled Townhome with Private Pool, Spa, and Ping Pong! Island Time East Island Time East by Siesta Key Luxury Rental PropertiesHome in Sarasota, FL 34242Siesta Key Luxury Rental Properties - The Best Homes, Location, and Vacation Experience on Siesta Key!Enjoy a beautiful coastal vacation at Island Time East, a three-bedroom and three-and-a-half bathroom getaway located just a short walk away from Florida's most stunning beach and the vibrant Siesta Key village. Island Time East boasts an amazing backyard with a sparkling pool, an in-ground spa, and a stunning waterfall. At A Glance• Private Pool and In-Ground Spa• Less than a 5-minute walk to the beach• Game Room• Dog Friendly• Covered PatioThe living area features a beach-themed decor complete with a cozy sofa, two comfortable side chairs, and an HDTV. The stunning kitchen with stainless steel appliances is perfect for preparing your favorite meals. The primary bedroom has a king-size bed and a balcony with comfortable seating, wh

Located in Siesta Key, Florida, United States. Large unit across from beach, walk to village, fully renovated & partial view. This unit is directly across from Beach Access 10 and is fully renovated and this is the first time on the market. There is a spacious king bedroom with tv, dresser and spacious closet with twin sleeping accommodations. The full bathroom has been fully renovated with tub and large single vanity. Dining area seats 4 and the kitchen is upgraded and well appointed with everything you should need to cook with. There is a living room with couch, seating area (with a small gulf view), tv and console and rollaway bed. The porch has glass windows that can be opened or closed, the area is air conditioned. There is a dining table for 2, rocking chair and two arm chairs with coffee table.

Located in Siesta Key, Florida, United States. The Village Breeze 6BR with heated Pool, near Beach, 250ft to Siesta Key Village! This is The Village Breeze 6BR, a Gertrude Rentals property. No car required! Three 2BR units, two units are side by side, and the 3rd is directly across the pool. Enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Key Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find in other getaways.The Location – The possibilities are endless! Enjoy the best Beaches, Seafood, Drinks, Ice-Cream, Shopping, Oysters, Live-Entertainment, fresh-Donuts, Daiquiris, big-Breakfast, and the Coldest-Beer on the Island. Rare secluded street in the heart of Siesta Keys world famous Village. Just a short walk to two of the best beaches on the planet and only 250 feet to all the best of the Village. One of only four units in this building. The beaches at this location are the widest and have panoramic views

Located in Siesta Key, Florida, United States. GROUND FLOOR CONDO DIRECTLY ON SIESTA BEACH! Only 3 blocks to Siesta Village Walk 50 ft. out your lanai door and you are on the white sands of Siesta Beach. Walk 3 blocks out your front door and you are in the heart of Siesta Village, dining and shopping area. No Car Required. This 2 BD/2 BA ground floor condo, corner unit, gives you direct access to 1,100 feet of PRIVATE sugar white sand of Siesta Beach (3.5 mi. long.) The views of the Gulf of Mexico, Big Pass and South Lido Beach are extraordinary. There are 2 pools in the complex. The one overlooking the Gulf of Mexico, is right on the beach just outside your lanai door about 40 ft. The condo's 26 foot expanse of tinted, hurricane poof glass doors on the lanai offer ever-present views of the beach and Gulf of Mexico from the Living Rm., Dinning Rm. and Primary Bedroom. This Beach home is 1440 sq. ft. which includes the 6'x26' lanai; The perfect place to enjoy cocktails and Siesta Keys beautiful sunsets. The home has been totally ref

Located in Siesta Key, Florida, United States. Modern 3 Bed/2.5 bath Gulf Side Condo Steps from Siesta Key Village and Beach! This updated, relaxing, modern, beachfront condo, offers partial beach views and a straight walk to the sugary white sand and crystal-clear water! With 3 bedrooms, 2.5 bathrooms, this home comfortably sleeps 8. Wake in the master bedroom’s king size bed to enjoy the Gulf of Mexico views from your own private balcony. In the second bedroom, is a queen size bed with another balcony and in the third bedroom is a full-over-queen size bunk bed, featuring a large walk-in closet. Perfectly located for a trip to the beach or a short walking into the Siesta Key Village, this lovely vacation home is sure to provide plenty of wonderful memories that will have you coming back year after year!*Stairs only. All guests must have the ability to use stairs.Master: KingBedroom 2: QueenBedroom 3: Bunk Bed (Full/ Queen)Included in your stay:Complimentary Bicycles,Wifi,Parking,Private Beach Access,Beach Chairs,Beach Towels,Beach

Located in Siesta Key, Florida, United States. Beach Road Condo - Private Deck - Siesta Key Village & Beach Walkable! Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.In addition to the stunning, white quartz sand, the beaches of Siesta Keys offer picnic areas, concession stands, and volleyball courts. The shallow, crystal water and year-round lifeguard protection makes each beach a safe and relaxing escape. Having your property mere minutes away from the ocean means that you will certainly witness breathtaking sunsets. A 3-minute walk from the beach reveals Siesta Village, which offers a wide-range of dining and

Located in Siesta Key, Florida, United States. Siesta Sea Life | Walking Distance to Siesta Key Beach & Village w/ Private Heated Pool! Welcome to Siesta Sea Life, a coastal villa that offers the perfect blend of luxury, convenience, and relaxation. This remarkable duplex property can be rented as a whole, known as Siesta Sea Life, or separately as Sea la Vie and Sea Esta, allowing you to choose the ideal accommodation to suit your needs. With a private heated pool, an unbeatable location just a 3-minute walk from Siesta Key Village, and a mere 1-minute walk to the pristine Siesta Key Beach, Siesta Sea Life is your ultimate gateway to an unforgettable vacation.Featuring 6 bedrooms and 4 full baths, including 2 master bedrooms, Siesta Sea Life provides ample space to comfortably accommodate up to 16 guests. The sleeping arrangements consist of 2 king beds and 6 queen beds, all equipped with high-quality linens to ensure a restful night's sleep.To ensure a seamless start to your vacation, we provide a starter pack of toiletry essenti

Located in Siesta Key, Florida, United States. Huge Yard, Heated Pool & Tiki Hut, Steps to Beach - The Pool House The Pool House by Siesta Key Luxury Rental PropertiesHome in Siesta Key, Florida Welcome to The Pool House, a gorgeous Sunset Pointe home where you can lounge by the sparkling pool in year-round sunshine, enjoy easy access to Siesta Beach, and dine in Siesta Village steps away. With five bedrooms and four bathrooms, there is plenty of space for your beach-loving crew to unwind and enjoy paradise. Pack your sunglasses and flip-flops and get ready for fun. Highlights• Less than 5-minute walk to Siesta Beach• Private heated pool with spa• Outdoor seating• Tiki hut• Ping Pong table• Dog friendly with approval and additional fee• Near restaurants and shopsWhen you enter the home, you'll notice the luxe coastal decor and open and airy spacious feel. There is a vibrant seating area with two sofas and a TV. Cooking is a breeze in the chef's kitchen with stainless steel appliances, a large island with countertop seating, and an

Located in Siesta Key, Florida, United States. Perfect location Walk to the village and beach Private Balcony Facing a stretch of Siesta Key’s Grand Canal, this 3-bedroom home is within strolling distance of the island’s best beaches, dining, shopping, and entertainment. Vaulted ceilings, an open multilevel floor plan, and breezy beach décor contribute to the space’s fresh, serene feel.Upon entry, immediately ascend to the main (second) floor. In the master bedroom, located on this main floor, you will find a king-sized bed with quality linens. An updated full bath is conveniently situated next to the master bedroom. Also on the main floor, the kitchen is equipped with modern cabinets, granite countertops with a sleek tile backsplash, and stainless steel appliances. Adjoining the kitchen is the dining area, which comfortably seats six and opens up to the great room. This spacious living area features sliding glass doors that open up to the balcony and 20-foot ceilings with ceiling fans. The flatscreen TV features cable with upgrad

Located in Siesta Key, Florida, United States. Stunning 3 Bedroom / 2.5 Bath Condo Steps from Siesta Key Beach! This must-see, beautiful home on Siesta Key offers a much sought after modern and contemporary design. This unit, located on the 2nd floor above the garage, has 3-bedroom, 2.5-bathrooms and can sleep up to 6 guests. Enjoy the fresh island breeze from your balcony, or step outside and relax in the warm sun by the pool, private to the Ocean Vue units. Less than 300 feet from beach access #11, this home offers quick access to the #1 rated Siesta Beach! You can even take the short walk into the Siesta Key Village where you can experience the many great shops, restaurants, and live entertainment the island has to offer. *This property is stairs only; all guest must have the ability to climb stairs.*No garage parking. Driveway parking only.Bedroom 1: QueenBedroom 2: KingBedroom 3: Queen Sleeper SofaIncluded in your stay:Complimentary Bicycles,Wifi,Parking,Beach Chairs,Beach Towels,Beach Wagon,Beach Cooler,Free-Rides Around Sies

Located in Siesta Key, Florida, United States. Nook Cottage Across street from beach and Heated Pool This is a ground floor, one bedroom, one bath unit with King-size Serta ICOMFORT CF 3000 Memory Foam Gel Series bed in the master and full bath off of the bedroom, ensuite. Large walk-in tile shower with glass enclosure.The Nook features a fully equipped kitchen with granite counter tops and cozy dining area and beach chic laminate wood flooring throughout. This unit is naturally bright and spacious, with white-washed tongue and groove accent walls. Enjoy a flat screen, 55 inch TV in Living, DVD player and a flat-screen TV in master bedroom. Relax in the lovely outside garden area off the front entry, with table and chairs and extra seating for guests. This is a dog-friendly unit, but dogs must be approved by the office before booking. There is a dog fee placed on the reservation. (Maximum 2 Guests).

Located in Siesta Key, Florida, United States. Rooftop with Gulf Views, Heated Pool/Spa, and Games - Siesta Palooza Siesta Palooza by Siesta Key Luxury Rental Properties Home in Siesta Key, FL Resort island living awaits at Siesta Palooza! This eight-bedroom and eight-bath home is a true masterpiece with a picture-perfect backyard and marvelous amenities including, a sparkling pool, rooftop deck, ping pong table, washer and dryer, and loft area with video games. Highlights• Less than a 10-minute walk to the beach• Private pool and in-ground spa• Rooftop deck• Ping Pong table• ElevatorSiesta Key Luxury Rental Properties - The Best Homes, Location and Vacation Experience on Siesta Key! This home has four levels that can be easily accessed by using stairs or an elevator. The main living floor features a coastal seating area with a television and a fully-equipped kitchen with high-end appliances and essential amenities. Guests can choose to enjoy their meals at the kitchen island, in the formal dining room, or on the main deck that is

Located in Siesta Key, Florida, United States. Spacious Siesta Key Paradise-Canal front, private pool, walk to SK Beach/Village Beaches, Boating and Bistros! Live the island lifestyle in this spacious 5 bedroom, 4 bathroom house located on desirable Palm Island on Siesta Key. Lounge in the heated pool and spa or enjoy your favorite libation at your private Waterfront Tiki Bar. The best location on Siesta Key. 7 minute walk to Siesta Key Beach, 9 minute walk to Siesta Key Village. Large private heated pool with hot tub.House is located on the Grand Canal with access to the Intercostal Waterway, with private dock. Large private deck right on the canal for relaxing or entertaining. Also has Tiki Bar adjacent to pool and dock, with large fire pit area. Large heated pool has ample chase lounges, chairs and dinning area that seats 10. Pool area also has large spa whirlpool.The 5 bedrooms will accommodate 10 people. Master suite and 3 other bedrooms on main(second) floor, along with 3 full bathrooms. Master suite is equipped with

Located in Siesta Key, Florida, United States. 3-bedroom king bed, house in superb Siesta Key with WiFi, AC This 3-bedroom house is perfect for your escape to Siesta Key. With 1 king bed and 2 queen beds, guests can unwind in the wonderful bedrooms. The bathroom features a shower and a hair dryer for added convenience. In the cozy living room, there's an extra full bed for additional sleeping space. Enjoy the tranquil atmosphere of this quaint property, complete with amenities like a washing machine, AC, WiFi, and an iron. We hope you enjoy what our place and Siesta Key has to offer.

Located in Siesta Key, Florida, United States. The Little Salty - Siesta Key Cottage Live the Siesta Key lifestyle: • Short walk to the beautiful white sand beaches • Linger in the vibrant cafes and shops of The Village • Kayak along the key’s Grand Canal • Spend afternoons relaxing in the pool • Enjoy Siesta’s famous sunsets on your private dockThe houseNestled beneath the majestic southern live oaks and native palms, this is a two bedroom, two bath home with a 1 bedroom, 1 bath attached apartment. Both are fully furnished with everything you need for an amazing retreat. It is located on quiet and charming Palm Island, the “heart of Siesta Key”. The main cottage has an updated eat-in kitchen with everything you could want and overlooks the screened pool where you can cool off from long days at the beach. The large living and dining areas are perfect for entertaining and look out onto a covered patio just steps from your private dock and the famous Siesta Key Sunsets. The apartment offers a fully equipped galley kitchen overlooki

Located in Siesta Key, Florida, United States. Tivoli by the Sea-Unit 701 - Stunning & Spacious one bedroom wit Your Ultimate Vacation Getaway Awaits Here! This beautifully decorated 1 bedroom/1 bath condo has all the comforts of home. This unit does not have a balcony, but does have plenty of natural light from the wall length windows in the living area. There is a gorgeous partial view of the Gulf of Mexico from each room. This unit features a queen size bed and sleeps 4. *Note: This unit does not have an outside balcony, view looks past the rooftop on the 7th floor. *No Washer/Dryer in unit , coin laundry in common areas on each floor.* Minimum 1 week rental.

Located in Jarreau, Louisiana, United States. Lakefront Home on False River! Private Dock! Private lake front home on beautiful False river. Sleeps 8 guests with huge double decker pier and 12x40’ front porch to enjoy swimming, fishing and boating! Directly across from sandbar restaurant and close to La Express

Located in Jarreau, Louisiana, United States. Beautiful Townhome on False River PRIVATE PIER, BOAT LAUNCH, and GATED YARD! As soon as you walk through the door, you are drawn in to this home by the expansive views of False River. The amenities and unique features are what makes this newly renovated home the perfect getaway. Enjoy the upstairs screened in porch equipped with comfortable furniture and Air King fans. Walk out onto the beautifully landscaped patio and enjoy a book on the BED SWING or cocktail hour on the pier. Downstairs you have a full bathroom, kitchenette, living room, and office space with a printer and office supplies. Upstairs you have kitchen, dining, living, bathroom and 3 bedrooms. There is a place to tie boat near walkway. We are available during your stay if you have any questions or concerns. No more than 8 occupants allowed. Additional day guests (maximum 4) must be pre-approved by Owner. No pets allowed. Owner is a licensed Realtor. (The boat lift is not available)Guests have access to the entire townhom

Located in Ventress, Louisiana, United States. Down on the Bayou On False Bayou where the fishing is good or take a kayak ride down the canal 5 minutes from Jim’s Bar and landing for food drinks or to put your boat in Beautiful False River with a sunset like no other or just sit by the water and enjoy the fire pit big house and yard a swing for kids has a Bq pit bring your own charcoal picnic table for out door cooking 3 bathrooms 2 with queen beds and one with full 3 bathrooms one full bath and one with shower. Full kitchen with everything you will need from pods pans coffee pot microwave and toaster icebox with gas stove. Wi-Fi and two smart tv’s you can login your account to watch washer and dryer come and relax and enjoy your stay on the bayou.

Located in Ventress, Louisiana, United States. Sky View on False River Sunset Designed to captivate, Sky View pulls you into its warmth with its expansive rooms, details, and unparalleled view. Featuring a bed swing on the pier, a well-furnished upstairs balcony, and oversized patio, Sky View is meant to draw you outdoors. So grab a drink and find your spot to relax. Whether it's the upstairs balcony or the bed swing on the pier, there's no bad seat in the house, especially as the sun sets over beautiful False River.Guest accessGuest will have accessible to retrieve kayak, paddle board, yoga mats and bicycles.