
Waterfront holiday rentals in Sarasota Beach
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Sarasota Beach
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Crystal House on Siesta Key Beach
This is an updated and renovated two bedroom suite on Siesta Key. Complete with marble dining table, stainless appliances and large televisions. There is a computer in the spare bedroom for your convenience along with an Xbox and DVD player. We tried to think of everything so please feel free to make suggestions after your stay. Your satisfaction is our number one concern. The sofa is a Laz-Y-Boy and is not a sleeper but is very comfortable!!! There is a set of twin-twin bunks in the main room!
4.88 out of 5 average rating, 146 reviews
NO Stairs, Siesta beachfront. Walk to the village!
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 bedrooms 1.5 bathroom beachfront home with Gulf views that sleeps 6.
4.95 out of 5 average rating, 146 reviews
Beachwalk Townhouse with view of Gulf of Mexico
Townhouse with 1550 sq. ft. Private elevator, all new flooring, quartz countertops, sinks, faucets, shower. View of the Beach and Gulf of Mexico from Lanai and Master Bedroom. Only a few steps to Siesta Key Beach Heated Pool, garage, grill, all beach accessories. Relax on the lanai with a view of the beach/gulf or in the downstairs Florida room by the pool. Walking distance to the village of Siesta Key to the many restaurants and amenities. Have a relaxing stay on a wonderful island.
4.79 out of 5 average rating, 110 reviews
Siesta Premier Location - The 'Calm of Siesta'
My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!
4.94 out of 5 average rating, 143 reviews
Beach Bliss!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!
5.0 out of 5 average rating, 125 reviews
Beachfront Siesta Key | Gulf View + Private Beach
Sun Bum Studio is your Siesta Key Beachfront Escape Wake up steps from the white quartz sand of world-famous Siesta Key. Sun Bum Studio is located in the beachfront tower at Palm Bay Club, with a south-facing view of the beach and Gulf from the floor-to-ceiling glass doors and patio. Enjoy private Crescent Beach access with complimentary beach loungers, two heated pools, hot tub, fitness center, tennis and pickleball courts, fishing pier, boat docks, grills and free covered parking.
4.97 out of 5 average rating, 397 reviews
Best Gulf Coast Condo w/Private Beach & Bay view
Experience the best of Florida’s Gulf Coast in this bright, spacious condo with an open floor plan and everything you need for a relaxing stay. Enjoy the rare best of both worlds location with direct access to a private white-sand Gulf beach and Intracoastal waterfront views right behind the property. Amenities include a heated pool, BBQ area, fishing dock, and boat dock. Quiet, peaceful resort. Owner-managed; monthly stays include a complimentary second cleaning. 🌴
4.86 out of 5 average rating, 205 reviews
Heated Pools & Spa · Private Beach + Bay Views
Effortless Gulf-to-Bay stays for families and friends: mornings on Crescent Beach, afternoons by heated pools and evenings watching yachts and dolphins from the bay. This oversized renovated 2‑bed, 2‑bath condo sleeps six , a king in the primary and two full beds in the second bedroom; both full baths serve the group. Private beach access is within the complex via a short paved path across the grounds; beach chairs, umbrella, cooler and wagon are provided.
4.97 out of 5 average rating, 137 reviews
Siesta Keys stylish and affordable Airbnb.
Relax while you stay in a colorful and warm Siesta Key/Sarasota neighborhood home that is only minutes from the famous Siesta Key beach. Enjoy your private, safe, and comfortable suite while being in close reach to all that Florida has to offer. Your suite is spacious and accommodating, wether your an individual, couple, family, or group of friends we have the space and amenities for you to maximize both your comfort and fun time while here in Florida :-)
4.91 out of 5 average rating, 397 reviews
Siesta Key Quaint Beach House
This home, built in the 1950’s, has old Florida highlights including cypress wood walls and terrazzo floors located in a peaceful neighborhood. It is all on one level and sleeps 4 adults with a private patio including a gas grill. It’s only a 5 minute walk to Siesta Key beach and includes a beach cart, chairs, umbrella, towels and a cooler. Only a 10 minute walk or 2 minute ride to the village with shops, restaurants, music and nightlife.
4.97 out of 5 average rating, 114 reviews
Siesta Key Beach Front Condo
Located at CRESCENT ROYALE CONDOMINIUMS - one of the finest gated communities on Siesta Key. Large HEATED outdoor pool - this 2 bedroom/2 bath PRIVATELY OWNED vacation condo is steps away from world famous, breathtaking Siesta Beach - consistently VOTED #1 BEST BEACH IN THE USA year after year! This condo is nicely situated on the 2nd floor. The large screened lanai provides spectacular gulf coast views.
4.91 out of 5 average rating, 137 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, 130 reviewsPopular amenities for waterfront rentals in Sarasota Beach
Waterfront apartment rentals

Modern Garden Condo w/ Heated Pool | 1BR
4.82 out of 5 average rating, 106 reviews
Serenity on the Manatee
4.97 out of 5 average rating, 471 reviews
· King bed . Pool. Daily rentals
4.85 out of 5 average rating, 390 reviews
Siesta Key Condo. Sit by the water !
4.71 out of 5 average rating, 196 reviews
Solitude Suite Studio-Siesta Key-Waterfront Resort
4.78 out of 5 average rating, 356 reviews
Sweet Retreat at Shorewalk!
4.97 out of 5 average rating, 157 reviews
Studio - On the sand! Right on the beach. Sunsets
4.92 out of 5 average rating, 157 reviews
Longboat Key-OCEAN FRONT- on the beach
4.96 out of 5 average rating, 125 reviewsWaterfront house rentals

Lake Front House with a Pool
4.94 out of 5 average rating, 181 reviews
Lakefront Getaway in Sunny FL
4.9 out of 5 average rating, 101 reviews
Walk to it all! Restaurants + Heated Pool +Beach!
4.98 out of 5 average rating, 114 reviews
Lovely Home by Sarasota Bay
4.97 out of 5 average rating, 122 reviews
Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
4.91 out of 5 average rating, 131 reviews
2BR/2BA home w/ heated pool, 5 min to Siesta Key!
4.92 out of 5 average rating, 122 reviews
LUXE! Heated Salt POOL! Close to Town, Beach, IMG
4.84 out of 5 average rating, 119 reviews
Coastal Paradise w/ Pool & Dock, Minutes to Siesta
4.95 out of 5 average rating, 128 reviewsWaterfront apartment rentals

Sunset and beach view from your balcony Unit 403
4.88 out of 5 average rating, 139 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 166 reviews
Sarasota Surf & Racquet Club Siesta Key Condo
4.83 out of 5 average rating, 151 reviews
Bayside Sunrise Cottage on Siesta Key!
4.88 out of 5 average rating, 119 reviews
Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
5.0 out of 5 average rating, 109 reviews
Siesta Key For Me @ The Palm Bay Club
4.98 out of 5 average rating, 139 reviews
Private Beach | Gulf Views | Pool | Walk to Dining
4.87 out of 5 average rating, 107 reviews
Beach Condo with Quiet, Private Beach
4.98 out of 5 average rating, 110 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
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- Img Academy
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- Fort De Soto Park
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Myakka River State Park





