Waterfront vacation rentals in Sarasota

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Sarasota

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

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Guest favorite

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.

Superhost

Home in Sarasota

5 out of 5 average rating, 3 reviews

The Pearl on the Bay, a breathtaking Bayfront Home

"Exclusive Amenities Include: •Private Heated Pool & Spa •Breathtaking Intracoastal Views •4 Bedrooms (4 Master Bedrooms), 4 Full Baths •3 King Beds, 1 Queen Beds (Sleeps 8) •Fishing Dock With Underwater Lights •Outdoor Fire Table •Spacious Balcony Deck Viewing The Bay With Lounging and Exterior Dinning Areas •Outdoor Lounge Area Includes Private Heated Pool, Spa, Fire Table, Hammock, Crows Nest, Gas Grill & More! •Wolf / Subzero Kitchen Appliances, Washer & Dryer, & Kitchen Essentials Provided"

Guest favorite

Condo in Siesta Key

4.9 out of 5 average rating, 119 reviews

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!

Guest favorite

Home in Indian Beach-Sapphire Shores

4.97 out of 5 average rating, 100 reviews

Superhost! Fully Renovated Sarasota Home

New, fully renovated, centrally located cozy home only 5 Min from SRQ Airport. Attractions: 15 Minutes to world famous Siesta Key (Ranked America's #1 beach)! 8 Min to Lido Beach and St Armands Circle where you can enjoy all the world class restaurants & shopping. 10 Min to Longboat Key & Ana Maria. 5 Min to Historic Downtown where you can enjoy restaurants, music, opera house, art exhibits and rooftop bars. Only 15 Min away UTC offers your favorite shopping, dining and lifestyle destination.

Guest favorite

Tiny home in Sarasota

4.89 out of 5 average rating, 221 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.

Guest favorite

Home in Sarasota

5 out of 5 average rating, 16 reviews

Coastal Retreat near Siesta Key Beach and Downtown

Welcome to your Coastal Retreat—your gateway to the best beach experience in all of Florida. Located in Sarasota’s most desirable neighborhood, this light-filled home blends fresh coastal design with a relaxed vacation vibe. Just minutes from award-winning beaches and vibrant downtown, you’ll have easy access to everything that makes this region a hidden gem. Walk to the charming bars and restaurants. Everything has been recently updated. Book your stay today—this is a truly special find!

Top guest favorite

Condo in Bradenton

4.98 out of 5 average rating, 125 reviews

KING Bed + AMI Beaches!

🎙️🦩Welcome to the Retro Flamingo! Your tropical getaway that combines style, fun, and the serene beauty of the Gulf Coast. This cozy, vibrant themed condo is the perfect destination for your next Beach vacation. Walking distance to Palma Sola Beach Causeway, where you can enjoy sun-bathing, horseback riding, jet skiing, and fishing! 5 mins or less from the Gulf of Mexico and powdery white sand beaches of Anna Maria Island! Kick back and relax in this retro “Old Florida” themed condo!

Superhost

Home in Bradenton

4.86 out of 5 average rating, 7 reviews

"Enfuego!"

Take it easy at this unique and tranquil getaway, with 6 bedrooms and 4 bathrooms right next door to IMG and only 5 miles from the beach! This house consists of 3500 square ft of living area, heated pool, waterfall, golf simulator, movie theater and gaming area. “En Fuego” sleeps 18 people when you add in our custom loft beds! This place is FIRE 🔥 literally with 8 fire features and its own private poolside beach. Bring the whole team and enjoy your stay at En Fuego today!

Top guest favorite

Condo in Longboat Key

4.98 out of 5 average rating, 187 reviews

Condo with a View 1: Oceanfront!

This sublime oceanfront studio is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in exclusive Longboat Key, Florida! Located on the second floor, overlooking the heated pool and ocean, this dreamy studio condo is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and onward to the secluded beach with loungers. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

Guest favorite

Condo in Siesta Key

4.94 out of 5 average rating, 109 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.

Guest favorite

Island in Sarasota

4.97 out of 5 average rating, 327 reviews

NEW 3/NTS JULY 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!

Guest favorite

Apartment in Sarasota

4.89 out of 5 average rating, 61 reviews

Stylish gray condo 6 min from Siesta+ heated pool

★ "Second floor 1 bedroom 1 bathroom apartment" Welcome to your perfect Sarasota getaway! This 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.