
Waterfront holiday rentals in Sarasota
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Sarasota

Total holiday rentals
Explore 130 holiday rentals in Sarasota

Nightly prices starting at
Sarasota holiday rentals start at €43 per night before taxes and fees

Verified guest reviews
Over 3,120 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Holiday rentals with a pool
110 properties feature pools

Rentals with dedicated workspaces
80 properties have a dedicated workspace

Wifi availability
130 of Sarasota holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Sarasota rentals

4.9 Average rating
Sarasota stays are highly rated by guests – averaging 4.9 out of 5!

Nearby attractions
Sarasota’s top spots include Bayfront Park, Marie Selby Botanical Gardens and Sarasota Jungle Gardens
Top-rated waterfront rentals in Sarasota
Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

Ocean View of AMI | Hot Tub | IMG | 6 TVs | 2 King
FREE Pool & Spa Heat Planning to stay a while? We love long getaways! Ask us about special discounts for stays of 14 nights or more — your extended vacation just got even sweeter! Your private slice of paradise in beautiful Bradenton, Florida! With breathtaking views of the inner coastal waterway, Longboat Key, and Anna Maria Island, this spacious retreat is the ultimate destination for families or groups looking for relaxation, adventure, and everything in between. Spacious Comfort for Every
4.89 out of 5 average rating, 159 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!
4.88 out of 5 average rating, 146 reviews
Serenity Lake
Keep it simple at this peaceful and centrally-located place. 15 minutes from beaches this lovely apartment sits on a pond full of fish with a dock. Large pool ready for swimming and sunning. Charcoal and gas grill available. Beautiful upper deck to sit and enjoy the large mango tree and view over the lake. Golf cart available for evening rides. There is a large driveway for a boat. Swim and fishing accessories available. Minutes from I-75 - also near the famous Lakewood Ranch downtown.
4.98 out of 5 average rating, 103 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, 109 reviews
Beach Bliss: Open Sept 13th - 16th!
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, 122 reviews
@Shellmateisland |tiny home| island| bikes| kayaks
⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)
4.95 out of 5 average rating, 421 reviews
Gulf Front! Sunset Deck! + Walk to Bridge St Pier!
🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.
4.98 out of 5 average rating, 125 reviews
Casa Bella-5BR/Waterfront/Pool/Spa-9 Min AMI
Beautifully renovated 5 bedroom home. Located 3 minutes from beach access and 9 minutes to Anna Maria Island. A massive waterfront patio with string lights and heated pool and spa encompass this house. Master bedroom with walk-out to spa. Custom double walk-in shower in master suite. Family room with 86" television, decorative fireplace, and 15' ceiling. Roku TV’s in every bedroom. Outdoor propane grill. Beach chairs, umbrella, and cart. We welcome you to Casa Bella.
4.96 out of 5 average rating, 149 reviews
Peaceful Braden River Oasis: Main House
Escape to our charming riverfront Main House—a spacious 2 bed, 2 bath retreat that sleeps up to 7. Enjoy stunning river views, a screened-in porch, and access to the peaceful river dock. With a master suite featuring an outdoor shower and a spacious lofted sleeping area, this home offers everything you need for a relaxing and memorable getaway. Part of a unique property with two other rental units—perfect for groups or families seeking tranquility and adventure.
5.0 out of 5 average rating, 107 reviews
Coastal Paradise w/ Pool & Dock, Minutes to Siesta
Wake to the sounds of birds and enjoy the slower pace of waterfront living. Escape to Coral Harbor, a private one-acre waterfront retreat just 3 miles from world-famous Siesta Key Beach. Whether you're soaking up the Florida sun, enjoying cocktails under the tiki bar, feeding turtles from your private dock, or relaxing in the complimentary heated saltwater pool, Coral Harbor is designed for unforgettable family vacations and group getaways.
4.95 out of 5 average rating, 128 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, 128 reviews
SEPT SALE! Sarasota #1 Luxury Villa! PRIV BEACH!
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!
4.98 out of 5 average rating, 367 reviewsPopular amenities for waterfront rentals in Sarasota
Waterfront apartment rentals

Modern Garden Condo w/ Heated Pool | 1BR
4.82 out of 5 average rating, 106 reviews
Siesta Premier Location - The 'Calm of Siesta'
4.94 out of 5 average rating, 142 reviews
Sweet Retreat at Shorewalk!
4.97 out of 5 average rating, 155 reviews
· King bed . Pool. Daily rentals
4.85 out of 5 average rating, 385 reviews
Newly Remodeled Beachfront Studio - On the sand!
4.92 out of 5 average rating, 155 reviews
Longboat Key-OCEAN FRONT- on the beach
4.96 out of 5 average rating, 125 reviews
Siesta Key Condo. Sit by the water !
4.71 out of 5 average rating, 196 reviews
"Dream Away" at The Beach Dreams Resort
4.85 out of 5 average rating, 213 reviewsWaterfront house rentals

Charming Country Cottage (Near Lakewood Ranch)
4.98 out of 5 average rating, 182 reviews
Lakefront Getaway in Sunny FL
4.9 out of 5 average rating, 99 reviews
Tranquility on the bay.
4.99 out of 5 average rating, 157 reviews
Lakefront • Heated Pool & Spa • Basketball • Grill
4.92 out of 5 average rating, 100 reviews
Siesta Key Escape: Sleeps 10 - Pool - Gated Beach!
4.91 out of 5 average rating, 129 reviews
Lovely Home by Sarasota Bay
4.97 out of 5 average rating, 121 reviews
Beautiful Lake View Home - Close Beaches / IMG
4.9 out of 5 average rating, 172 reviews
Beachfront Getaway in Siesta Key
4.78 out of 5 average rating, 564 reviewsWaterfront apartment rentals

Beachfront Resort, Ocean View, Pool, Tennis, Gym
4.9 out of 5 average rating, 238 reviews
Gulf Views | Walkable | Spacious
4.92 out of 5 average rating, 165 reviews
Beachfront Escape – Private Balcony, Gulf Views
4.89 out of 5 average rating, 126 reviews
Island Escape • Pool • Jacuzzi • Minutes to Beach!
4.93 out of 5 average rating, 109 reviews
Beach Condo with Quiet, Private Beach
4.98 out of 5 average rating, 109 reviews
Heated Pools & Spa · Private Beach + Bay Views
4.97 out of 5 average rating, 137 reviews
★Right on the beach ★ Relax and Enjoy ♥ Sunsets!
4.99 out of 5 average rating, 182 reviews
The Beach Condo #107 Beachfront Full View
4.87 out of 5 average rating, 209 reviewsWhen is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €205 | €267 | €255 | €173 | €153 | €167 | €134 | €134 | €143 | €150 | €154 | €183 |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Amalie Arena
- Turtle Beach
- Caspersen Beach
- Hard Rock Casino
- Vinoy Park
- Manasota Key Beach
- John's Pass
- Crescent Beach
- Tropicana Field
- Englewood Beach
- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Fort De Soto Park
- Anna Maria Public Beach
- Cortez Beach
- Img Academy
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