
Beach house vacation rentals in Siesta Key
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Top-rated beach house rentals in Siesta Key
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Steps to Siesta Key Beach! Sunset Balcony Views!
This beautifully appointed 2-bedroom, 1-bath condo (Sleeps 6) is centrally located directly across from the world-famous "sugar-white sands" of Siesta Key Beach. Unit 205 offers a perfect location with spectacular Gulf of Mexico sunsets from your private balcony. Enjoy a covered parking spot. The master suite has a King bed, a second bedroom with two twin beds, and a pull-out sofa in the living area. Nearby find rentals for bikes, scooters, water sports, parasailing, fishing, sunset cruise.
5.0 out of 5 average rating, 13 reviews
Beachfront 180-Degree View, Walk to Village!
This secluded beachfront property offers panoramic 180-degree views of the beach and the gulf from this newly renovated top floor condo, ideally located an easy 5-minute walk from Siesta Key Village. This spacious 2 bedroom 2 bath is filled with light and stocked with everything you need for an amazing stay at America's best beach. Savor the sunrises and sunsets on the wrap-around porch while you watch dolphins, turtles, and diverse bird life on the quietest most natural part of Siesta Beach.
5.0 out of 5 average rating, 48 reviews
Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
Unwind in this spacious 4BR/2BA Siesta Key getaway, set on a quiet street steps from gated, private beach entry. Enjoy a resort-style shared pool when you're not at the shore, then head out to Siesta Key Village restaurants, shops, and the island's top attractions. ✔ 4 Bedrooms (Sleeps 10) ✔ Private Beach Access ✔ Open Design Living ✔ Renovated Chef's Kitchen ✔ Private Patio & Shared Outdoors (Pool, BBQ, Games, Fire Pit, Lounges) ✔ Smart TVs ✔ Wi-Fi ✔ Laundry ✔ Parking Learn more below!
4.91 out of 5 average rating, 129 reviews
Do you love the beach?
Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.
4.94 out of 5 average rating, 105 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.
4.98 out of 5 average rating, 125 reviews
TOES IN THE SAND!
Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.
4.9 out of 5 average rating, 73 reviews
Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games
Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.
5.0 out of 5 average rating, 8 reviews
Island home w/ pool, kayak & BBQ
Welcome to your Siesta Key escape - a bright, walkable island home just steps from world-famous white sand & the Village. - Sleeps 10 | 3 bedrooms | 5 beds | 2 baths - 2-min walk to Siesta Key Beach, 4-min walk to Village - Shared heated pool (open 24hrs, year-round) & outdoor dining - Bikes, kayak, beach essentials & BBQ included - Free WiFi, 4 HDTVs, fully equipped kitchen & free parking (2 cars) - Pet-friendly (fee applies)
4.94 out of 5 average rating, 18 reviews
Black Pearl! NEW! Block and half to Beach!
Black Pearl is a brand-new luxury 4-bedroom, 4-bath home just a block and a half from the beaches of Holmes Beach. This modern coastal retreat features a rooftop deck with gorgeous views, a private pool and spa, BBQ grill, ping pong table, and corn hole. Each bedroom offers a queen bed and ensuite bath, making it perfect for families or friends seeking upscale comfort and walkable beach access on Anna Maria Island. 🏖️✨
4.92 out of 5 average rating, 13 reviews
Siesta Beach home w/ private access, walk to town!
Welcome to your own private getaway directly on Siesta Beach! Meticulous, updated unit with amazing location to the village and access to tow You will literally, walk out your door, down the steps, 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 3 bathroom beachfront home with Gulf views that sleeps 8.
4.94 out of 5 average rating, 133 reviews
Casa Bella Vita | Walk to Crescent Beach!
Exclusive Amenities Include: • Semi Private, HOA Maintained Heated Pool • Less Than 0.1 Miles to Point of Rocks Beach • 3 Bedrooms, 3 Full Baths - 1 King Bed, 1 Queen Bed, 2 Full Bed, 1 Queen Sofa Sleeper (Sleeps 10) • 4 Spacious Balconies • Elevator for Luggage, Groceries and Personal Gear • Free WiFi & 5 HDTV’s • Private 2 Car Garage with Ping Pong Table • Regular & Keurig Coffee Maker
5.0 out of 5 average rating, 8 reviews
Your DreamOasisAwaits: SiestaKeyEscape with Pool!
Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴
4.98 out of 5 average rating, 128 reviewsPopular amenities for Siesta Key beach house rentals
Beach house rentals with a pool

Top Floor Beautiful View Condo-Shore To Please
4.94 out of 5 average rating, 69 reviews
Angelfish Cottage, Sweet 2 BR/1B with Private Pool
5.0 out of 5 average rating, 6 reviews
Payton's Place | Private Heated Saltwater Pool/Spa
4.88 out of 5 average rating, 8 reviews
A100 step to the sugar sand gulf front view & pool
4.79 out of 5 average rating, 92 reviews
Stylish & Bright: Steps to Beach ~ Pool ~ Hot Tub!
Accuracy
4.86 out of 5 average rating, 125 reviews
Summer House longboat key
4.86 out of 5 average rating, 143 reviews
Siesta Key Condo in Paradise - Best Location!
5.0 out of 5 average rating, 9 reviews
Steps Away from the Sandy Shores of Holmes Beach!
LocationNearbyGetting around
4.82 out of 5 average rating, 28 reviewsPrivate beach house rentals

Fins to the Right: On the Gulf of Mexico! Beach!
4.95 out of 5 average rating, 21 reviews
2 BR beachview home
4.64 out of 5 average rating, 14 reviews
Coastal Retreat in Peaceful Siesta Key
5.0 out of 5 average rating, 9 reviews
New Listing - Close to the Beach - The SALTY SHORE
5.0 out of 5 average rating, 9 reviews
Bayou and Beach Longboat Key Private Home
5.0 out of 5 average rating, 4 reviews
#1 Siesta Key Beach Glass House w/supplies 7-days+
4.53 out of 5 average rating, 19 reviews
The Barefoot Bungalow
5.0 out of 5 average rating, 6 reviews
Salt & Sol - Your Siesta Key retreat for 6
5.0 out of 5 average rating, 5 reviewsPet-friendly beach house rentals

NEW! w/ Pool - The Pearl Unit 2 on AMI
5.0 out of 5 average rating, 11 reviews
Private Pool + Walk 2 blocks to Beach! King Beds!
4.97 out of 5 average rating, 39 reviews
Private Pool - Tropical Smiles by SeaBreeze Vacati
4.67 out of 5 average rating, 3 reviews
Island Paradise Siesta Key
5.0 out of 5 average rating, 3 reviews
The Pink House - Short Walk to the Beach
5.0 out of 5 average rating, 15 reviews
Sea Biscuit - walk to the beach!
5.0 out of 5 average rating, 16 reviews
Under the Foxtails by Beach Boutique Rentals
5.0 out of 5 average rating, 10 reviews
Holly's Garden: North End Canal Front
4.8 out of 5 average rating, 5 reviewsDestinations to explore
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Vinoy Park
- Manasota Key Beach
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- Crescent Beach
- Tropicana Field
- Englewood Beach
- Fort De Soto Park
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- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
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