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

Oak Hammock on the Lake
Located in a quiet, safe neighborhood, at the end of a 400’ paver driveway, lined with old oak trees. Guest area is located in a large detached building with its own, secure, ground floor entrance. The unit is provided with its own AC and heat. The “Florida Shower” provides a large, private outdoor shower experience, with plenty of hot water, beneath the stars. Offers a ten acre lake view from inside or out. Many species of birds and wildlife are spotted, with 45 acres of bordering woodland.

@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.

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!

Sarasota Serenity - Minutes to Beach
Plan your next beach escape at this beautiful boho beach style home in a quiet neighborhood. Less than 3 miles to the stunning white sand Siesta Key beach. Full home has two beds, two baths, & fully equipped kitchen. Recently renovated with amenities. Enjoy indoor/outdoor living with access to 4 patio spaces with a large lanai overlooking a small lake. Close to Legacy Trail for biking and many great restaurants and bars in this Gulf Gate Neighborhood. We look forward to hosting you!

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 :-)

· King bed . Pool. Daily rentals
New Studio, King Bed, 1 bathroom on Siesta Key is a short walk to beach Access #12 on Siesta key, Own entrance, Free Parking, self contained. #2 Sand dollar Studio , Comes with a microwave, fridge, coffee maker, smart TV Perfect for a couple, No Pets , No Smoking. Pool shared with 2 other villas . Short walk to The Beach, Bars, Restaurants and shopping. Lots of places on your doorstep to rent boats, bikes, kayaks, Paddle boards, Great value

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.

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.

The Seabreeze Cottage with peaceful water views
Welcome to my newly renovated townhouse! The Seabreeze Cottage is a two bedroom, 1.5 bath, colorfully decorated townhouse with a fun beachy vibe! It has beautiful and peaceful water views of the lake. It’s within 30 minutes of the Gulf Coast’s best beaches, including Anna Maria Island, Longboat Key, and Siesta Key. Only ten miles from Sarasota airport (SRQ) and about one hour from Tampa airport (TPA).

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. 🌴

Oct SALE! Private Sarasota #1 Luxery 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!

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.
Popular amenities for South Sarasota waterfront rentals
Waterfront apartment accommodation

Newly Remodeled Beachfront Studio - On the sand!

Manatee Key-Waterfront/Near Beach,boat-dock & pool

Siesta Sunsets Suite

Sweet Retreat at Shorewalk!

Las Palmas Beach Rentals Unit 1

Siesta Key - Poolside Suite - Studio - Free kayaks

Oceanview: Open Tomorrow - Monday, $195/nt + Fees!

Longboat Key-OCEAN FRONT- on the beach
Waterfront house rentals

Peaceful Braden River Oasis: Guest House

Waterfront View Mins To AMI Beaches

Beach, Village, Dock & Private Pool! One-of-a-kind

Bradenton Gem near IMG & AMI King Ste & Beach Gear

Tranquility on the bay.

Charming Country Cottage (Near Lakewood Ranch)

Private Island Old FL Waterfront Heaven on Earth

Downtown Sarasota w/ Saltwater Pool + Hot Tub
Waterfront condo accommodation

Sea Shell Ocean view On Beach Walk everywhere Pool

Bayside Sunrise Cottage on Siesta Key!

Crystal House on Siesta Key Beach

On the Beach; Siesta Key SunBum Studio

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Siesta Key condo, beach access, heated pool

The Key to a Great Vacation!

Siesta Key Condo. Checkout our great rates!
Quick stats about waterfront rentals in South Sarasota
Total rentals
60 properties
Nightly prices starting at
$108 AUD before taxes and fees
Total number of reviews
1.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Rentals with a pool
50 properties have a pool
Rentals with dedicated workspaces
50 properties have a dedicated workspace
Destinations to explore
- Seminole Holiday rentals
- Miami Holiday rentals
- Central Florida Holiday rentals
- Orlando Holiday rentals
- Saint Johns River Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Havana Holiday rentals
- Fort Lauderdale Holiday rentals
- Tampa Holiday rentals
- Kissimmee Holiday rentals
- Panama City Beach Holiday rentals
- House rentals South Sarasota
- Rentals with a washing machine and dryer South Sarasota
- Rentals with a hot tub South Sarasota
- Rentals with a patio South Sarasota
- Rentals with a fireplace South Sarasota
- Family-friendly rentals South Sarasota
- Rentals with a sauna South Sarasota
- Fitness-friendly rentals South Sarasota
- Rentals with outdoor seating South Sarasota
- Apartment rentals South Sarasota
- Rentals with pools South Sarasota
- Pet-friendly rentals South Sarasota
- Condo rentals South Sarasota
- Rentals with beach access South Sarasota
- Rentals with a fire pit South Sarasota
- Waterfront rentals Sarasota County
- Waterfront rentals Florida
- Waterfront rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Anna Maria Public Beach
- Cortez Beach
- Vinoy Park
- Amalie Arena
- Bean Point Beach
- Streamsong Resort
- Gulfport Beach Recreation Area
- Jannus Live
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Splash Harbour Water Park
- North Beach At Fort DeSoto Park
- Englewood Beach
- Fort De Soto Park