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.

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Guest favourite

Place to stay in Sarasota

4.83 out of 5 average rating, 12 reviews

The Suite Retreat

Located within the Ramada by Wyndham on Tamiami Trl Rt.41. This second floor unit within building C is conveniently located in the center of the resort and a short distance to everything, including The Tarpon Bay Bar and Grill! All new furnishings include 1 King adjustable bed, an electric reclining loveseat, 65” LG smart TV, and a bar for two. Guest’s will have access to the hotel’s incredible heated pool, exercise room, lobby business center, laundry room, and beautiful ever changing sunsets

Top Guest favourite

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.

Superhost

Apartment in Sarasota

4.75 out of 5 average rating, 326 reviews

King bed. Pool. Daily rentals

‘Sea horse’ ground floor unit is located on Siesta Key. 3 minute walk to beach, bars, restaurants & more. 1 Bedroom, king bed. 1 bathroom & kitchenette, Toaster, Coffee maker, mini Fridge freezer & Microwave. single induction plate suitable for making snacks. Basic utensils provided. Great location swimming pool, sun deck with loungers, chairs, tables & charcoal bbq grill. The pool area is a shared amenity with other guests. Easy walk to Siesta Key beach, no need for a car! Free Wi-Fi.

Superhost

Apartment in Siesta Key

4.84 out of 5 average rating, 265 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

Poolside Suite is a hotel room style suite. There is a king sized bed & a 65” smart TV. Free Wifi. A private en suite bathroom features a walk in shower, toilet and large vanity with sink & mirror. Also provided in a walk in closet space is a fridge, microwave, freezer, blender, cups, plates, silverware, keurig, iron, mini ironing board & hangers. Simple & stylish! No frills, yet all the necessities! The a/c is a centralized system, set to 71-73 degrees. Fan provided.

Guest favourite

Cottage in Siesta Key

4.86 out of 5 average rating, 173 reviews

Adorable Cozy Silver Sands Cottage on Siesta Key!!

Adorable one bedroom "Old Florida Cottage" on the intracoastal bay side of Siesta Key. This is a stand alone cottage, ground floor, no elevators or flights of stairs to mess with. New Pool with a tiki hut, fishing dock, boat basin (up to 24'), beach access 4 min. walk across Midnight Pass Rd. to the #1 beach with the whitest, softest sand you'll ever see! Hi Def TV in LR , Wifi, TV in BR, Keurig in the kitchen, stocked with everything but your clothes and toothbrush.

Superhost

Condo in Sarasota

5 out of 5 average rating, 4 reviews

Johnnys Island Palm | Walk to Beach & Dining

Exclusive Amenities Include: • Located in the Heart of South Siesta Key • Olympic-Size Community Heated Pool • Lighted Pickleball & Tennis Courts • Clubhouse, Fitness Center, BBQ & Picnic Areas • Walk to Siesta Key Beach • 2 Bedrooms, 2 Full Baths • 1 King Bed, 2 Queen Beds (Sleeps 6) with Linens Provided • Free WiFi & TVs • Coffee Maker, Kitchen Essentials Provided • Beach Towels, Chairs, & Caddy Provided • In-Home Washer and Dryer • Dedicated Carport Parking Space

Top Guest favourite

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 :-)

Guest favourite

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 favourite

Home in Sarasota

4.97 out of 5 average rating, 78 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. 🌴

Guest favourite

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!

Superhost

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.

Guest favourite

Condo in Sarasota

4.87 out of 5 average rating, 38 reviews

Clean, cozy and very comfortable

Sarasota is a very lovely place known for its beaches, vibrant colors, and outdoor activities. Its sandy shores and clear waters are perfect for beachgoers and adventurers. Soft sand, fishing piers, shells - you can find it all here. Close to Sarasota Airport, Japanese Sauna, Shops, Cafes, Restaurants, Grand Mall and the Beach. Come and enjoy this cozy space.