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Waterfront vacation rentals in Sarasota County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Sarasota County

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

4.94 out of 5 average rating, 18 reviews

Venice Gardens getaway

Quiet, peaceful getaway in nice, centrally located Venice Gardens neighborhood. Comfortable beachy decor. Heated pool with large patio. Gas grill. Overlooks Claw Lake. 2 master bedrooms with full baths. 2 Living rooms. 10-15 minutes from beaches like Venice, Casperson, Manasota, Nokomis. Downtown Venice is 10 minutes. Shops, restaurants, and parks aplenty. Golf, bike, walk, boat, fish, work on your tan while staying in this Venice gem. New stainless steel appliances and fully equipped kitchen.

Home in Sarasota

4.96 out of 5 average rating, 71 reviews

True Island Living House/beach/water views

Charming Bayfront Home in heart of Siesta Key. 3 bdrm/3.5 bath, full water views, spectacular sun rises, private, gas heated pool, boat dock/ lift, outdoor sitting area /lush tropical landscape. Open floor plan, contemporary decor, gas fireplace, hardwood floors throughout, updated kitchen, stainless steel appliances, granite counters and a full walk-in pantry. 2 Master Suites upstairs and one guest bdrm on main floor. Washer and dryer inside, 3 TV’s. Outdoor shower. Fishing. Parking for 2 cars.

Guesthouse in Englewood

4.91 out of 5 average rating, 274 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

An outdoor seating area is presented with dark wicker furniture, blue cushions, and an orange throw draped over the arm. A table sits in the center, with manicured grass and a view of the waterfront in the background, framed by a decorative gazebo.

4.95 out of 5 average rating, 151 reviews

MCM Waterfront Retreat • Dock, Kayaks & Beaches

Welcome to our Mid-Century Modern waterfront escape on Curry Creek, minutes from Nokomis Beach (2 miles) and Venice Beach (3 miles). Spend your days fishing from the private dock, paddling one of 4 kayaks, or biking the Legacy Trail with 6 bikes. Evenings are for the firepit, grilling on the charcoal BBQ, or cornhole under the stars. We’ve stocked shark tooth gear, beach essentials, toiletries, coffee, tea, olive oil, spices, and a welcome bottle of wine — so you can arrive, unpack, and relax.

Top guest favorite

A spacious living area features a comfortable sofa and two cozy armchairs. A wooden coffee table sits at the center, complemented by a geometric area rug. Large sliding glass doors provide natural light and lead to an outdoor seating area, showcasing a view of the beach.

Condo in Siesta Key

4.93 out of 5 average rating, 120 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.

Top guest favorite

An outdoor patio with a screened enclosure features a private pool and seating area. The space includes several wicker chairs surrounding a glass table, with a view of Sarasota Bay and lush greenery in the background under a clear blue sky.

Home in Sarasota

4.97 out of 5 average rating, 33 reviews

Right on the bay! Heated pool! King bed

Conveniently located near plenty of Sarasota's shopping and dining areas, your new home away from home is nice and isolated, surrounded by gorgeous views and just a quick walk from the waters of Sarasota Bay. You will have whole house except two rooms which will be locked and no one will be there. One bedroom with a king size bed and sleeping sofa in the family room (if more than two guests coming). Full size kitchen, two family rooms, pool and gorgeous view on the salty bay for nature lovers.

An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.

Tiny home in Sarasota

4.87 out of 5 average rating, 234 reviews

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Top guest favorite

Guest suite in Sarasota

4.9 out of 5 average rating, 344 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 :-)

A heated pool is framed by a screened enclosure, allowing for sunlit swims while providing shade. Comfortable lounge chairs are lined along the poolside, and greenery is visible in the background, creating a serene atmosphere for relaxation.

Home in Sarasota

4.93 out of 5 average rating, 106 reviews

2BR/2BA home w/ heated pool, 5 min to Siesta Key!

Charming 2BR/2BA Lakefront Home with Heated Pool – Just 2 Miles to Siesta Key Beach! Escape to this picturesque lakefront retreat, only 2 miles from the world-famous Siesta Key Beach. Perfect for families or groups, this spacious and beautifully furnished home offers a relaxing and memorable getaway. Lounge by the heated pool, soak in stunning lake views, or explore nearby attractions—this home is your ideal Sarasota vacation base.

Top guest favorite

A serene outdoor space features a sparkling pool surrounded by lush greenery. Comfortable seating is provided under a large umbrella, while decorative light fixtures enhance the ambiance. Tropical plants and well-maintained landscaping create a refreshing atmosphere for relaxation and enjoyment.

Home in Sarasota

4.97 out of 5 average rating, 79 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. 🌴

A wooden pathway leads through lush greenery to a sandy beach. The gentle ocean waves are visible in the distance under a partly cloudy sky. Colorful paddleboards and kayaking equipment are positioned along the shoreline, inviting outdoor activities.

Island in Sarasota

4.97 out of 5 average rating, 334 reviews

RARE Sept SALE! OPEN! Sarasota #1 Lux BEACH Villa

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

A cozy living area features a blue sectional sofa accompanied by decorative pillows and a side table with a lamp. A wall clock adds a modern touch, while large sliding glass doors offer views of the outdoor space. A dark blue accent chair complements the scene.

Condo in Sarasota

4.89 out of 5 average rating, 153 reviews

6 min to Siesta Beach | Heated Pool | Lake View

🌴 Stylish Retreat Near Siesta Key & Heated Pool! Welcome to your perfect Sarasota getaway! This 720 sq. ft. pet-friendly home offers a , heated pool access, and a prime location just 6 minutes from Siesta Key Beach. Whether you're here for a beach vacation, a family trip, or a remote work retreat, this home has everything you need for a comfortable and stress-free stay.

Vacation rentals for every style

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A space thats all yours, with room for everyone

Popular amenities for Sarasota County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

The living area features a white sofa paired with two pink accent chairs, creating a refreshing ambiance. A wooden coffee table sits on a light-colored rug, while plants and beach-themed artwork add charm. Large sliding doors provide natural light and connect to the outdoor space.

Apartment in Siesta Key

4.83 out of 5 average rating, 30 reviews

Condo Kokomo - stay ON the beach in Siesta Key!

A vibrant sunset is captured over the calm ocean waters, with the sun partially dipping below the horizon. A silhouette of a bird is seen flying across the sky, adding movement to the serene scene. The warm orange and yellow tones dominate the visual landscape.

Apartment in Siesta Key

4.93 out of 5 average rating, 71 reviews

Siesta Sunsets Suite

An aerial view captures a waterfront community along the Myakka River. The image highlights the blue rooftop condos nestled among lush greenery, with a serene water expanse stretching into the horizon. The area is marked by a wooden pier extending into the river.

Apartment in Port Charlotte

4.9 out of 5 average rating, 10 reviews

Waterfront Condo w Scenic Views-Heated Pool

An aerial view captures the vibrant blue exterior of the house set beside serene waterways. A pool is visible, surrounded by lounge chairs. Lush tropical vegetation frames the scene, along with docks and boats gently anchored nearby.

Apartment in Siesta Key

4.84 out of 5 average rating, 265 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

Top guest favorite

The image captures a serene beach scene, showcasing gentle waves lapping at the shore under a bright blue sky. Tall grasses sway gracefully in the foreground, while lush greenery borders the sandy beach, leading to the calm, turquoise waters of the Gulf.

Apartment in Longboat Key

5 out of 5 average rating, 57 reviews

Condo with a View 3: October Availability!

Apartment in Port Charlotte

4.78 out of 5 average rating, 65 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

Top guest favorite

Apartment in Sarasota

5 out of 5 average rating, 8 reviews

Cozy Condo in Siesta key with boat dock

The enclosed Lanai features large bay windows showcasing views of the Gulf of Mexico. A seating area includes wicker chairs and a coffee table. Light-colored walls are contrasted by wooden accents and a ceiling fan, creating a bright and airy atmosphere.

Apartment in Siesta Key

4.93 out of 5 average rating, 116 reviews

Siesta Premier Location - The 'Calm of Siesta'

Waterfront house rentals

Top guest favorite

A swimming pool reflects the clear blue sky, surrounded by a spacious deck and lush greenery. The exterior of the house is painted in a warm yellow hue, with expansive windows allowing natural light to fill the interior. A barbecue grill is positioned nearby.

Home in Sarasota

5 out of 5 average rating, 11 reviews

Pool House lots of Wonderful Wildlife

An outdoor BBQ area is showcased under a covered structure, featuring a picnic table, two grilling stations, and a surrounding landscape of beach and palm trees. The soothing ocean can be seen in the background, enhancing the space for relaxation and dining.

Home in Siesta Key

4.77 out of 5 average rating, 525 reviews

Beachfront Getaway in Siesta Key

A lush green landscape is framed by trees, with a view of calm waters in the background. A wooden dock extends into the water, inviting potential relaxation and observation of local wildlife. The setting sun casts gentle shadows over the manicured lawn.

Home in Port Charlotte

4.85 out of 5 average rating, 228 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Home in Sarasota

5 out of 5 average rating, 18 reviews

Brand New Luxury Home w/ Pool & Putting Green

Top guest favorite

A serene beach scene displays soft sand meeting gentle waves under a bright sky. The water showcases a gradient of blue hues, while fluffy white clouds add to the tranquil atmosphere. Footprints can be seen leading towards the shoreline, inviting exploration.

4.95 out of 5 average rating, 37 reviews

Dolphin Cottage

A heated saltwater pool is framed by a spacious screened-in patio, featuring a bar area with seating and views of surrounding greenery. Sunlight filters through the mesh enclosure, casting patterns on the water's surface. The inviting atmosphere includes ceiling fans for added comfort.

Home in Siesta Key

5 out of 5 average rating, 7 reviews

Tide's End

Home in Sarasota

4.92 out of 5 average rating, 12 reviews

Downtown Sarasota 2BR Cottage Near Siesta/Lido Key

A screened-in outdoor pool area is surrounded by lush tropical foliage. The clear blue water of the pool sparkles under sunlight, with a shallow entry and spa section visible. Comfortable outdoor seating can be seen nearby, offering a peaceful environment for relaxation.

4.88 out of 5 average rating, 43 reviews

Lake+Trees+Beach+Private Pool!

Waterfront condo rentals

A detailed map highlights the location of Siesta Key, showcasing nearby points of interest and roadways. The Gulf of Mexico is indicated to the southwest, while the surrounding areas and other keys are marked, providing context for travel and exploration.

Condo in Siesta Key

4.87 out of 5 average rating, 104 reviews

Bayside Sunrise Cottage on Siesta Key!

A modern dining area is highlighted by a marble table with an elegant vase and tableware arranged for a meal. Stainless steel appliances and a large television are visible in the background, with natural light flowing in from sliding glass doors leading to an outdoor space.

Condo in Siesta Key

4.89 out of 5 average rating, 126 reviews

Crystal House on Siesta Key Beach

Condo in Siesta Key

4.96 out of 5 average rating, 336 reviews

On the Beach; Siesta Key SunBum Studio

Condo in Siesta Key

4.93 out of 5 average rating, 105 reviews

Siesta Key Gulf Front Condo

An aerial view captures a wide stretch of sandy beach meeting the turquoise waters. Colorful umbrellas and beach chairs dot the shoreline, with beachgoers enjoying the sun. Lush greenery and buildings can be seen in the distance against a partly cloudy sky.

Condo in Sarasota

4.95 out of 5 average rating, 55 reviews

Top Floor Beautiful View Condo-Shore To Please

Condo in Siesta Key

4.85 out of 5 average rating, 157 reviews

The Key to a Great Vacation!

Condo in Siesta Key

4.95 out of 5 average rating, 129 reviews

Siesta Key condo, beach access, heated pool

Top guest favorite

Condo in Siesta Key

4.97 out of 5 average rating, 126 reviews

Siesta Key Condo. Checkout our great rates!

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