Waterfront holiday 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 favourite

Home in Bradenton

4.94 out of 5 average rating, 153 reviews

Peaceful Braden River Oasis: Cottage

Come get away to this river retreat just outside of Lakewood Ranch. This property has three separate rental units on it including this charming single bedroom cottage with access to the river. It comes with everything you need to enjoy a wonderful vacation! The other units on this property are the Guest House, a larger studio unit 1 bed/1 bath sleeps 2 (Search Peaceful Braden River Oasis: Guest House) and the Main House, a 2 bed/2 bath sleeps 7 (search Peaceful Braden River Oasis: Main House).

28 Nov – 5 Dec

$147 SGD per night

Guest favourite

Island in Sarasota

4.97 out of 5 average rating, 301 reviews

NEW MAY CX! last min SALE Sarasota #1 Luxury!

Check our nearby sister properties for 2024 dates by clicking our host picture, then click picture again or "contact host". Or BOOK 2024 NOW, 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!

24 Feb – 3 Mar

$893 SGD per night

Guest favourite

Flat in Ruskin

4.84 out of 5 average rating, 102 reviews

Sunset Del Mar (Studio with view of Tampa Bay)

Living the Florida lifestyle right on beautiful Tampa Bay. The Inn at Little Harbor is a secluded resort style community offering waterfront accomodations with amenities that include 2 heated pools, jacuzzi, tennis courts, a beautiful sandy beach, 2 full service restaurants/bars with live music,kayak and paddle board rentals, jet ski rentals, boat rentals and fishing charters and some of the most beautiful sunsets you have ever seen. Amenities are within walking distance from your doorstep.

30 May – 6 Jun

$157 SGD per night

Guest favourite

Apartment in Ruskin

4.93 out of 5 average rating, 110 reviews

Beach Condo with water view!

Bright, updated, sunrise and canal view unit located in the fabulous Resort Community of Little Harbor. This unit is perfectly placed and close to everything you need. Unit features 2 queen beds, a full size handicap accessible bathroom w/walk in shower with spa jets and handrails. Free wifi, large screen HDTV, and while there are no kitchen facilities; there is a mini fridge, coffee maker, microwave and airfryer/toaster. Unit is next to restaurants, pools and tiki bar (live music daily)

9–16 Apr

$154 SGD per night

Guest favourite

Tiny home in Sarasota

4.89 out of 5 average rating, 171 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.

24–31 Jul

$220 SGD per night

Guest favourite

Apartment in Venice

4.86 out of 5 average rating, 140 reviews

The Studio at the Beach 56

This is a studio first floor apartment, only 50 feet from the oversize pool and approximately 300 steps to the beach! Quick bike ride or a 20 to 25 minute walk to all of downtown Venice has to offer. About the same to Sharkeys and the fishing pier. Inside you will find all you would expect from a very nicely appointed studio. Efficiency kitchen new appliances and everything you need to prepare a simple meal. Lots of pillows super comfy brand new queen bed will ensure a restful nights sleep.

25 Sep – 2 Oct

$177 SGD per night

Guest favourite

Cottage in Bradenton

4.94 out of 5 average rating, 299 reviews

Historic Private King Bed Suite-Near Beach-D’Town.

Your relaxing vacation is here! Private Cottage with a huge deck. Wonderfully furnished with plush linens, beach towels/chairs. A great nights sleep with a king-size bed and pull-out couch which serves as 2nd bed. Private kitchen and bath. TV and fast WIFI. We are located in a historic and quiet neighborhood in DT Bradenton. There are 3 villas on our large corner property. Off street parking. Quiet times are between 10PM until 7:30AM. Please respect others. Walk to many great restaurants!

23–30 Jun

$175 SGD per night

Guest favourite

Apartment in Tierra Verde

4.96 out of 5 average rating, 237 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

5–12 Jan

$190 SGD per night

Guest favourite

Apartment in Longboat Key

4.97 out of 5 average rating, 147 reviews

Direct Oceanview - Open May 13th & 14th, $199/nt!

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 complimentary chairs and umbrellas. Enjoy a relaxing vacation at our peaceful condo at The Beach on Longboat Key Resort!

18–25 Dec

$440 SGD per night

Guest favourite

Home in Myakka City

4.98 out of 5 average rating, 133 reviews

Charming Country Stay (Near Lakewood Ranch)

Named one of "Sarasota Area's Favorite Airbnbs" by Sarasota Magazine September 2021! Enjoy solitude in a country setting but have access to many activities, restaurants, and amenities only 10 minutes away in Lakewood Ranch community. The Guesthouse is a 40 minute drive to several wonderful beaches, including beautiful Siesta Key. Other nearby places of interests include UTC Shopping District, Hunsader Farms, TreeUmph and Ellenton Outlet Mall, Myakka State Park, and Celery Fields.

23–30 Sep

$209 SGD per night

Guest favourite

Apartment in Englewood

4.93 out of 5 average rating, 113 reviews

Immaculate Ground Floor Beach Studio on the Gulf

Please note: This complex had minimal damage, but you may see remnants of the hurricane in the complex. There is a protective tarp on the roof of my building even though there was very few tiles that blew off in the storm. There is a separate, beachside building with the same protective tarp & is getting new stucco on the west side facing the beach. You do not see the face of this building from my property as my place faces the pool. *See my pictures for more details*

15–20 May

$274 SGD per night

Guest favourite

Home in Bradenton

4.92 out of 5 average rating, 118 reviews

Braden River Fishing Bungalow Oasis

Secluded bungalow situated on the Braden River, surrounded by a natural preserve. The river's hideaway is a real Floridian oasis, complete with a large deck that is directly on the river complete with outdoor furniture and grill. We supply everything for your Florida vacation, beach towels, chairs, toys & games. Just a few miles away are lots of shops, bars and restaurants for your enjoyment. We hope you love this oasis as much as our family and friends have.

28 May – 4 Jun

$202 SGD per night