358,603 properties available

Located in Holmes Beach, Florida, United States. Best Little Beach House on Anna Maria Island...With a pool *Check in / Check out - SATURDAYS ONLY*This is the Best Little Beach House on Anna Maria Island...with a pool. Our home is a completely renovated 1 bedroom / 1 bathroom home that will take your breath away! Located in Holmes Beach, it is 5 houses and a short 1 minute stroll to the beautiful white sandy Gulf of Mexico beaches.The beach itself is quiet section due to the fact that there are no large resort / hotel / motel accommodations close by.We are the ONLY one bedroom private home with a pool on Anna Maria Island.Many homes on the Island are actually duplexes where you each have your own pool but have shared interior walls. This is a truly 'Private' home without shared walls or a backyard separated by fencing. The private heated pool has a waterfall, in-pool cocktail table, and bench seating. Outdoor amenities include lounge chairs, dining table, outdoor shower, front porch seating and gas barbecue. With tropical style co

Located in Terra Ceia, North Carolina, United States. Canalfront Home w/ Kayaks, Pool & On-Site Fishing! Swim, hike, and sightsee to your heart’s content when you stay at this cozy vacation rental. Located within walking distance of Terra Ceia Bay, this 2-bedroom, 1-bathroom home is perfect for a peaceful getaway with your loved ones. When you’re not paddleboarding down the canal, head 16 miles up the road to spend the afternoon on Anna Maria Public Beach. End each day with an al fresco dinner on the patio before enjoying a fun-filled game of cornhole with your loved ones. Waterfront living awaits!-- THE PROPERTY --Dock | Step-Free Access | Bicycles | Coffee Bar | Private Pool Whether you’re looking for a serene retreat with your significant other or a quiet escape with your family, this lovely abode is guaranteed to please.Bedroom 1: California King Bed | Bedroom 2: Queen Bed | Living Room: Sleeper SofaKITCHEN: Fully equipped with stainless steel appliances, drip coffee maker, dishware & flatware, spices, blender, cooking basics, Crock-P

Located in Holmes Beach, Florida, United States. Anna Maria Island Family-Friendly Home with Pool, 6 mins to Beach - Beach Isle Beach Isle by Anna Maria Vacations Home in Holmes Beach, FL 34217 VRC16-000611 Welcome to Beach Isle, your perfect family getaway on Anna Maria Island! This charming two-bedroom, two-bath home is just moments from the stunning Gulf beaches. Create cherished memories as you explore the soft sands, meet friendly locals at the historic City Pier, enjoy delicious meals at beachfront restaurants, and stroll through the delightful shops on Pine Ave. Adventure awaits your family at Beach Isle! Highlights • 6-minute walk to the beach • Private Heated Pool with In-ground Spa • Private Fenced Yard with Seating and Grill• Near Restaurants, Shops, and Skate Park• Dog friendly with approval and additional fee• Washer and DryerCoastal Interior Space: Step inside to the inviting open living space, featuring a cozy couch, armchairs, and a flat-screen TV—perfect for relaxation. The kitchen boasts stainless steel appliances,

Located in Palmetto, California, United States. Breezy, Garden-Level Home < 2 Mi to Riverwalk! Life's a sea breeze at this coastal abode, located a few blocks from the Manatee River! Immediately, you'll feel right at home at this 1-bed, 1-bath mid-century modern vacation rental featuring a fully equipped kitchen and garden complete with a fire pit. From here, enjoy quick access to Palmetto and Bradenton's top attractions like Riverwalk, Desoto National Memorial Park, and The Bishop Museum of Science and Nature. White-sand beaches aren't far either with Manatee Public Beach 10 miles away!-- THE PROPERTY --Single-Story Home | Outdoor Entertainment Space | Off-Street ParkingBeach lovers and city dwellers unite at this well-appointed home featuring easy access to both coastal adventures and urban sights and sounds!Bedroom: Queen BedOUTDOORS: Covered patio w/ dining table, charcoal grill, fire pit w/ seating, gas grillINDOOR LIVING: Open-concept living area, mid-century modern, dry bar, flat-screen cable TV, step-free accessKITCHEN: Full

Located in Holmes Beach, Florida, United States. Turtle Tyme: Dog Friendly, Pool, Putting Green, 2 Blocks to Beach by Anna Maria Life Turtle Tyme by Anna Maria Life Vacation Rentals4601 Gulf, Holmes Beach, FL 34217What You'll Love About This Home:Location! Central to all of AMI! 2 Blocks to Gulf Beaches!3 Bedrooms / 2 Bathrooms1 King, 1 Queen, Twin over Queen Bunk BedsPrivate Heated PoolPool LoungersGas GrillBackyard Patio DiningPutting GreenProfessional Linen Service, Washer & DryerComplimentary WIFIDog Friendly - with pet fee - see info belowBeach Towels, Beach Chairs, Beach WagonParking for 3 CarsDetails:Welcome to Turtle Tyme! Centrally located on Anna Maria in Holmes Beach with easy access to the entire island, Turtle Tyme is a quick two block walk to the sparkling, clear waters of the Gulf of Mexico.The open and airy eat-in kitchen has everything you need to prepare a meal while your family enjoys the comfortable living room. With access to the backyard and pool, grill up dinner and enjoy your meal under the palm trees at the p

Located in Anna Maria, Florida, United States. Charming cottage in quiet area, close to beach & bay. Welcome to Anna Maria Island ''paradise without an attitude''. Our ground level newly renovated unit is located in the village of Anna Maria on a quiet residential street, a short stroll to the sugar white sand beach. Free trolley stop, shopping, a variety of restaurants, both fishing piers, the island community center are all within walking distance. Many local concerts, festivals, art & craft shows and fireworks depending on the season of your visit.With Bradenton, Sarasota and Tampa so close your can be as busy as you like with endless activities or quietly walk the beautiful beach, watch the dolphins swim pass while you wait for the spectacular sunset. We have wifi internet , unlimited long distance calling in the US & Canada. Tiled floors and beautiful screened lanai. Fenced in large yard with patio and will consider well behaved pets. Our rates are based on double occupancy.When using instant confirmation please provide

Located in Anna Maria, Florida, United States. Canal Front Home with Private Dock, Saltwater Pool, Kayaks - Magnolia Breeze Magnolia Breeze by Anna Maria Vacations Home in Anna Maria, FL 34216 VR16-000454 Escape to the serenity of Magnolia Breeze, a peaceful two bedroom and two bath retreat situated along a serene canal with a private dock, complimentary kayaks, and a saltwater pool.Highlights • Canal front with dock • Saltwater pool • Less than a 15-minute walk to Gulf beaches • BBQ grill • 2 KayaksThe family room offers cozy sofa seating, a convenient work desk, and there is a second seating area with a TV just off to the left. The fully equipped kitchen has essential cookware and pots and pans and opens to the casual dining table. If you're in the mood for a cookout, fire up the BBQ grill for an alfresco feast.The primary bedroom has an island vibe with calming, coastal decor and an ensuite bathroom with a shower and tub combination. The second bedroom has a twin and full bed and easy access to the hall bath with a walk-in showe

Located in Anna Maria, Florida, United States. The Wee Cottage | House in Anna Maria The Wee CottageOur calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'Welcome to The Wee Cottage, managed by Vacasa. This house is located in Anna Maria but your 24/7 support is always nearby.This house features 1 bedroom and 1 bathroom with space enough for 4.Please review our property photos and our available amenities to make sure this rental is a perfect fit for your needs. We strive to keep this information as up-to-date as possible so you can feel confident in knowing what you are renting.We will send you all necessary pre-arrival and check-in information after booking. This can include guest instructions, notices, and other helpful information.What We LoveStep into a slice of Old Florida when you step inside this adorable 1926 cottage. Complementary antiques and books fill the home's interior, accenting the space's vintage appeal. The private backyard paradise o

Located in Anna Maria, Florida, United States. Golf Cart, Simpatico by SeaBreeze Vacation 6 PERSON GOLF CART INCLUDED ON ALL NEW RESERVATIONS MADE AFTER 1/24/24 WITH A CHECK-IN DATE AFTER 4/9/24!All Drivers must be over the age of 21. Driver's must provide valid US Driver's License and US Vehicle InsuranceAfter a day out on your boat or riding on your jet skis, you have plenty of amenities back at this home. You can sit on the boat dock and have a drink, take a dip in the newly designed heated pool, sit at the tiki bar or relax in the various outdoor seating/dining areas. Surrounded by lush, swaying palm trees, the backyard oasis is great to work on your tan or relax in the spa after a day at the beach, jet skiing or fishing! There's even a grill for outdoor cooking! This recently renovated home boasts 3 bedrooms and 2 1/2 bathrooms and full-size laundry area. The fully-equipped kitchen has stools along the island or dine at the six person dining room table. The primary bedroom has a king-size bed and its own private bathroom, and

Located in Anna Maria, Florida, United States. Canal Front Home with Dock, Saltwater Pool, Ping Pong - Ama Maria Ama Maria by Anna Maria VacationsHome in Anna Maria, FL VR16-000113 Welcome to Ama Maria! This three-bedroom and two bath canal front home has everything you need to have the best Anna Maria Island vacation ever. It has a private dock that can accommodate a boat up to 26 ft, a ping pong table, a screened-in patio with a saltwater pool, and plenty of seating to enjoy the gorgeous tropical views. Highlights • Canal front home with private dock • Saltwater pool• Ping pong table • Less than a 15-minute walk to Gulf beach • Less than a 5-minute walk to Bay beach Enjoy good times in the main living space of the house, which features a beach-themed seating area with recliner sofas, a TV, a fully equipped kitchen, and a dining table inside and on the balcony.The primary bedroom is perfect for getting some restful sleep. It has been decorated with light blue touches to create a serene atmosphere, and it also provides balcony acce

Located in Anna Maria, Florida, United States. 4 FREE BIKES for new fall stays Sep 3-Nov 16 FALL SPECIAL: 4 FREE bikes for reservations *booked after 8/20/24* for stays *arriving between 9/3/24 and 11/16/24*. (Provided by our friends at Beach Bums at 427 Pine Ave, Anna Maria, FL 34216. Guests will need to pick up and drop off bikes.)Welcome to Seahorse Cottage, your cozy 2-bedroom, 2-bathroom vacation rental on Anna Maria Island! Located north of Pine Avenue, this cottage offers the perfect combination of privacy and convenience. With a 2-minute walk to the beach access, you can spend your days soaking up the sun and surf at the Gulf of Mexico.But that's not all – Seahorse Cottage boasts a heated pool for when you want to take a refreshing dip, and the pool patio is equipped with outdoor dining and a grill for all your cooking needs. Savor your meals in the fresh air while enjoying the warm Florida breeze.Inside, the cottage is tastefully decorated and fully equipped with all the amenities you need to feel at home. The living room

Located in Treasure Island, Louisiana, United States. Top-Floor Sunset Vistas Condo: Ocean-View Balcony! Enjoy a Gulf Coast getaway from the crown jewel of the area at this Treasure Island vacation rental. With a bright and beachy interior, a balcony with beautiful sunset views over the water, and tons of resort amenities, this 2-bed, 2-bath condo on the top floor of Sunset Vistas is the perfect beach escape! Take the beach gear down to the shore for a day in the Florida sunshine, lounge by the pool, or grab drinks at the tropical bar. John’s Pass is less than a mile away if you want to explore.-- THE PROPERTY --Resort Amenities | Step-Free Access w/ Elevator | Close to John's PassBedroom 1: King Bed | Bedroom 2: Queen Bed | Living Room: Sleeper SofaRESORT AMENITIES: Beach access, 2 outdoor pools, 2 hot tubs, tropical bar, game room, fitness center, business centerINDOOR LIVING: Flat-screen TV, DVD player, books, dining table, en-suite bathroomKITCHEN: Cooking basics, dishware/flatware, dishwasher, refrigerator, stove, microwave, coffee m

Located in Holmes Beach, Florida, United States. Perfectly Located Near the Beach and Shopping! Saltwater Palms by AMI LocalsTownhome in Holmes Beach, FLLocated just across the street from the Gulf Beaches!Highlights:• Heated pool• Screened lanai• Oversized back covered BBQ area• Outdoor Shower• Corn Hole• Beach Chairs• Beach WagonHome Layout:Bedroom #1-King bedBedroom #2-King bedBedroom #3-Queen bedThis hip beachy townhome has everything you need! Located just across the street from the Gulf Beaches, Saltwater Palms is sure to please! Recently remodeled and updated with a fresh new look you will enjoy all the space from the sundeck, screened lanai for morning coffee to the oversized back covered BBQ area with plenty of room to sit among the palms while entertaining after a day in the sun. The Master bedroom is on first floor with two guest bedrooms and bathroom on the top floor, giving added privacy for guests. Beach equipment and playroom on lower level with slider door access to back yard. Take a walk down the wooden path to the

Located in Anna Maria, Florida, United States. A Change in Latitude - 3bed and 3bath By Island Real Estate Vacations This elevated 3-bedroom 3 bathroom home is a great place to spend your vacation while on Anna Maria Island. Newly updated, A Change in Latitude is located on the northern end of Anna Maria island, in the city of Anna Maria. Its location places it near great local spots such as the Historic Rod and Reel Pier, and the beaches of the Bay. Each only a 4 minute walk away. The famous Bean Pointe, with it’s crystal sands and gulf waters, is only 4 minutes away.During your stay you’ll be sure to enjoy A Change in Latitude’s floor plan, as it’s spacious and open layout leaves plenty of space for enjoyment and relaxation. A fully equipped kitchen allows you to prepare breakfast, lunch, and dinner, all of which can be enjoyed on the wonderful, screened in lanai. Don’t feel like cooking? Pine Ave has plenty of restaurants and eateries, which are all a short trip away.A Change in Latitude’s bedrooms are each painstakingly decorat

Located in Treasure Island, Louisiana, United States. Modern 2Br/2Ba Beachfront Condo with an Incredible View. Amenities, Pool, Beautiful Beach Modern, with all the Amenities and a Simply Incredible ViewLocated directly on the sand in beautiful Treasure Island and just over the John's Pass bridge, this resort offers a perfect place to spend your Florida vacation. With only 40 privately owned condominiums, the South Beach Resort is a small, very modern and upscale building giving you the comfort and privacy that is so hard to find, and makes for such a wonderful stay.-- Comfortably furnished two bedroom beachfront corner unit.-- King size bed in the master bedroom--Two twin size beds in the second bedroom-- Queen size sleeper sofa in the living room. -- Fully equipped kitchen and plenty of space for the family to spread out. -- Shaded Outdoor Barbecue with Gas & Charcoal Grills-- Heated Swimming Pool, Beach Volleyball Courts, Table Tennis & ShuffleboardTwo bathrooms complete the layout, with one directly off the Master bedroom, and one

Located in Holmes Beach, Florida, United States. Quiet 3BDR House, Walk to Beach, Private Pool Private Island Home with heated pool! This is a single whole house. The walk to beach is 4-5 minutes! Call me to arrange shorter stays You will love this Key West style private home on Anna Maria Island. The home is only a short walk to the pristine beaches of Anna Maria Island. The house is uniquely located at the end of a quiet cul-de-sac with no traffic, making it very peaceful & child friendly. Your island home has 3 bedrooms: 1 queen bedroom, 2 singles bedroom and 2 singles bedroom (double daybed trundle). Also, queen size pull-out couch. The home has free WIFI, full YouTube TV and large flat screen SMART TV. Also, Roku stick (bring your codes for NetFlix, Hulu, HBO etc.) in bedroom. The kitchen is fully equipped, ready for home cooked meals. Anna Maria Island is known for its beautiful sugar white sand beaches. A very short 3-4 minute walk from the house, brings you to a wide, uncrowded beach. Spend a day at the beach, fishing

Located in Anna Maria, Florida, United States. Hidden Gem - 2BR pool home Anna Maria - Powered by Island Real Estate This delightful 2-bedroom, 2-bathroom vacation rental is the perfect spot for your unforgettable Anna Maria Island escape. "Hidden Gem" offers a charming "Old Florida" vibe and comfortable accommodations for up to 6 guests. Just one block from the beach and Bay Front Park, you can spend your days soaking up the sun near turquoise waters. The free trolley stop is a short walk away, making it easy to explore the vibrant shops, restaurants, and attractions of Anna Maria Island. Unwind after a day at the beach in the spacious living room, featuring comfy furniture and a flat-screen TV. Prepare delicious meals in the well-equipped kitchen, complete with stainless steel appliances and a dishwasher. Step outside and take a dip in the refreshing, heated pool. The poolside patio offers a perfect spot for grilling, relaxing in the sunshine, or enjoying a game of ping pong. "Hidden Gem" features two bedrooms, each equipped with

Located in Treasure Island, Louisiana, United States. Beautiful Beach View Condo with heated pool. No Resort Fees. Relax and Enjoy the beach in our comfortable studio directly on the beach in the Island Inn! NO resort Fees added.You’ll have a wonderful experience when you step outside right onto the beach of beautiful Treasure Island. We are the new owners of this unit and have short-term rental house just blocks away if you need to combine both for larger groups.We’ve added a new memory foam mattress, new leather sofa sleeper with a memory foam mattress, new bedding, bath towels and beach towels too. A brand new, high efficiency, and very quiet AC added 2023.The kitchen has all the dishes, pots and toaster, microwave for your convenience.The studio has a Smart TV and Wi-Fi is included. The views from the balcony of the Gulf and Boca Ciega Bay. The property features a year around heated pool and the Island Girl Tiki bar with snack and food adjacent to the pool.Walk to restaurants and other activities all around you.

Located in Holmes Beach, Florida, United States. Cozy Holmes Beach Cottage - 3/2 - 1 block from beach! The perfect location! 2 kings, 1 full bunk, and more. Beach gear and corn hole! Less than a mile or short walk from shopping and dining including a Walgreens, Publix, Mr. Bones BBQ , Skinny's famous burgers and more. Plenty of parking, bring your boat! Public boat launch less than a mile away. Every Island attraction is right at your fingertips during your stay here. Whether you want to sink your toes in the soft white sands on the beach, or pause to watch the sunset over the tranquilly Gulf of Mexico Ocean, you'll only have to walk a short distance. Come and experience for yourself why Anna Maria Island is considered Florida's hidden gem!The free Island Trolley is ready to take you to the north end of the island to visit the village of Anna Maria, where two historic piers offer opportunities for fishing and dinning. Shops restaurants, galleries, and even a museum and community theater can also be found on the north end of the isla

Located in St. Petersburg, Florida, United States. St Petersburg Home - Walk to Jungle Prada Pier! Spend a month in paradise when you book this spacious group-friendly home in St. Petersburg. Thoughtfully curated with your comfort in mind, this 3-bedroom, 2.5-bathroom vacation rental ensures every detail will be attended to during your time in the Sunshine State. Spend sunny days lounging on the patio beside the pool, fishing on the Jungle Prada Pier, or lying on the shore on one of the nearby beaches. End your day with an al fresco meal on the patio or a movie night on the couch.-- THE PROPERTY --Private Pool | 0.7 Mi to Jungle Prada de Narvaez Park Boat Ramp | WFH Friendly | 2,800 Sq FtBedroom 1: King Bed | Bedroom 2: Queen Bed | Bedroom 3: Full BedOUTDOOR LIVING: Private yard, pool w/ lounge chairs, large patio w/ seating & umbrellas, gas grill, screened patio w/ cushioned seating, beach chairs, umbrella & towelsINDOOR LIVING: Spacious living room, Smart TVs, dedicated office, multiple living areas, group-friendly dining table, fire

Located in Bradenton Beach, Florida, United States. Beach house with Pool, Spa, and Outdoor Games - Shore Thing Shore Thing by AMI Locals Home in Bradenton Beach, Florida TPL22-000087Experience a true paradise at Shore Thing! This vacation home offers a perfect oasis with five spacious bedrooms and four luxurious bathrooms. You'll love the backyard, which is packed with amenities, including a sparkling pool, spa, putting green, and a covered patio with a ping pong table, cornhole, and a bar! Highlights • 2-minute walk to the beach • Private pool with in-ground spa • Putting green • Ping Pong table • BBQ grill The interior is tastefully decorated with modern furnishings, including an oversized sectional sofa and a dining area, highlighting the elegance of the space. The fully equipped kitchen is stylish and functional, with stainless steel appliances, a breakfast bar, and a farmhouse sink. Wake up refreshed in any of the five bedrooms. There are two king rooms and two queen rooms that boast luxury linens and ensuite walk-in showers. The

Located in Anna Maria, Florida, United States. Sunset Reflections | LUXURY New Home, Private Pool, Spa, Rooftop, Game Room, and MORE! ☀️ 🏝️ Welcome to Sunset Reflections: The Ultimate Luxury Retreat on Anna Maria IslandExperience unparalleled luxury and modern elegance at Sunset Reflections, a breathtaking vacation rental located in the prestigious city of Anna Maria on Anna Maria Island. This newly built, state-of-the-art home offers a perfect blend of sophistication and comfort, making it an ideal retreat for families and groups seeking a memorable getaway.Property Highlights:Prime Location: Situated near the iconic Bean Point and just a short walk to the pristine, powder-white sands, Sunset Reflections boasts extraordinary Gulf views from multiple levels. The home is conveniently close to Pine Avenue, a vibrant hub of restaurants, shops, and entertainment.Luxurious Accommodations: This expansive home features 4 beautifully designed bedrooms and 4.5 modern bathrooms. The spacious family room, kitchen, and dining area create an in

Located in Holmes Beach, Florida, United States. Private Pool, Game Room, and 2 minutes to the beach - Gulfside Oasis Gulfside Oasis by Anna Maria Vacations Home in Holmes Beach, Fl. 34217 Welcome to Gulfside Oasis! This multi-level vacation home boasts six bedrooms, five baths, a fantastic backyard for entertaining, and a cool game room complete with ping pong and foosball tables. Minutes from the beach, local shops, and eateries, plus easy access to the mainland. Your quintessential Florida vacation awaits! Highlights • 2-minute walk to the beach • Private pool and spa • Game room • BBQ grill • Washer and dryer Ascend upstairs to discover the home's main living space, boasting a stunning seating area adorned with a TV, a furnished balcony, a bistro table, and a formal dining area. The kitchen showcases granite countertops, a complete set of stainless steel appliances, and a spacious kitchen island doubling as a breakfast bar. The main bedroom exudes coastal elegance, featuring high-end furnishings, a balcony perfect for night ow

Located in Holmes Beach, Florida, United States. Home with Private Pool, 4 Minutes to the Beach - Hawaiian Hideaway Hawaiian Hideaway by Anna Maria VacationsHome in Holmes Beach, FL 34217VRC16-000298Welcome to Hawaiian Hideaway, a tropical escape with four bedrooms and two bathrooms! This home’s backyard has a private pool with a built-in table, plenty of outdoor seating, and a BBQ grill. With its serene ambiance and tropical charm, Hawaiian Hideaway ensures every moment is a blissful escape to paradise.Highlights• Less than a 5-minute walk to the beach• Private Pool• Close to Anna Maria Island Trolley stop• BBQ grill and Outdoor Seating• Near restaurantsWalking inside, you're welcomed into a coastal open living space with a fully equipped kitchen, a full suite of stainless-steel appliances, a chic dining table, and a lovely seating area with comfy sofas. Relax and rest in the primary bedroom, with storage space for your vacation outfits, lush landscaping out of the large windows, and an ensuite bathroom with a walk-in shower. The se