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Waterfront vacation rentals in Sarasota

Find and book unique waterfront accommodations on Airbnb

Top-rated waterfront accommodations in Sarasota

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

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Condo in Sarasota

4.8 out of 5 average rating, 199 reviews

Near beach. Pool view. King bed. Daily rentals

The ‘pool view’ overlooks the swimming pool & has a private covered porch for shade 1 bed 1 bath w/ private entrance. The bedroom has a king sized Tempurpedic mattress bed. The living room has a kitchenette area with a fridge, freezer, microwave, coffee maker and the essentials. There is a HD smart TV with cable and apps. Separate bedroom with King size Tempurpedic bed 3 mins walk to Crescent beach access You can walk to a great choice of places to eat and drink Max 2 guests No smoking, pets

Jan. 9 – 16

$163 CAD per night

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).

Jul. 19 – 26

$180 CAD 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!

Nov. 5 – 12

$988 CAD per night

Guesthouse in Englewood

4.93 out of 5 average rating, 233 reviews

Gulf front romantic cottage in paradise

Gated and surrounded by lush scenery you will feel like you have suddenly escaped to the caribbean! The pressures of the world melt away as you get your first glimpse of the Gulf of Mexico. Eclectic design with mostly Caribbean influences. Marble floors, tile counter tops and a large shower with a sit down bench. Walk the custom pathways which reveal beautiful orchids and exotic plants. Go kayaking, fish off the beach or look for sharks teeth. Take a swim in the pool or work on your tan.

Apr. 18 – 25

$524 CAD per night

Guest favourite

Tiny homes 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.

Jul. 2 – 9

$290 CAD per night

Guest favourite

Condo in Bradenton

4.95 out of 5 average rating, 129 reviews

The Seashell Cottage with peaceful water views!

Hello and welcome to my beautiful Seashell Cottage! I have completely renovated and remodeled this townhome for you! It has a new kitchen and bathroom, new vinyl plank flooring upstairs, new furniture and bedding throughout, and is freshly painted. Decorated in a turquoise beachy decor, it gives you a sense of peace and tranquility the moment you step inside! There are gorgeous water views of the lake from both the first and second floor. Enjoy your private hammock on a seashell beach!

Sep. 25 – Oct. 2

$275 CAD per night

Guest favourite

Condo in Longboat Key

4.93 out of 5 average rating, 144 reviews

Beachfront Resort, Ocean View, Pool, Tennis, Gym

Beachfront on beautiful Longboat Key, this condominium offers all the amenities of a resort with the privacy and seclusion that has Silver Sands Beach Resort guests returning each year. Enjoy a coffee on your private patio looking at the Gulf of Mexico and the beach. Relax on our private beach, walk on our soft white sand, take a dip in our heated beachside pool, or enjoy complimentary chaise lounges and beach umbrellas while breathing in the fresh air. You can't get closer to the beach.

Oct. 27 – Nov. 3

$467 CAD per night

Guest favourite

Condo 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.

Dec. 14 – 21

$209 CAD per night

Guest favourite

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Charming Condo on the Coast!

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!

Dec. 14 – 21

$505 CAD per night

Guest favourite

Home in Myakka City

4.98 out of 5 average rating, 134 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.

Jul. 15 – 22

$228 CAD 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.

May 3 – 10

$254 CAD per night

Guest favourite

Guest suite in Sarasota

4.91 out of 5 average rating, 273 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 :-)

Nov. 29 – Dec. 6

$163 CAD per night

Vacation rentals for every style

Get the amount of space that is right for you.

Bungalows

Intimate homes, inviting architecture

Houses

A space that's all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Popular amenities for Sarasota waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Guest favourite

Apartment in Longboat Key

4.82 out of 5 average rating, 124 reviews

Ocean Front Studio Special From $99/night

Aug. 11 – 18

$342 CAD per night

Guest favourite

Apartment in Ruskin

4.84 out of 5 average rating, 102 reviews

Sunset Del Mar (Studio with view of Tampa Bay)

Oct. 31 – Nov. 7

$225 CAD per night

Guest favourite

Apartment in Englewood

4.92 out of 5 average rating, 124 reviews

Shoreview Beach House, Unit A

Sep. 25 – Oct. 2

$316 CAD per night

Guest favourite

Apartment in Gulfport

4.99 out of 5 average rating, 107 reviews

Spacious Casa Marina in Gulfport

Oct. 30 – Nov. 6

$227 CAD per night

Guest favourite

Apartment in Bradenton Beach

4.88 out of 5 average rating, 204 reviews

Las Palmas Beach Rentals Unit 1

Dec. 11 – 18

$424 CAD per night

Apartment in Siesta Key

4.85 out of 5 average rating, 203 reviews

Siesta Key - Poolside Suite - Studio - Free kayaks

Jun. 24 – Jul. 1

$458 CAD per night

Apartment in Saint Pete Beach

4.79 out of 5 average rating, 221 reviews

Expansive Gulf Views, Fully Remodeled, 2 Bedrooms

Sep. 27 – Oct. 4

$290 CAD per night

Guest favourite

Apartment in Bradenton Beach

4.87 out of 5 average rating, 123 reviews

Low Tide @ Tides Inn

Sep. 20 – 27

$480 CAD per night

Waterfront house rentals

Guest favourite

Home in Port Charlotte

4.97 out of 5 average rating, 143 reviews

Cute cheery peaceful canal home fishing fun 3B/2B

Jun. 11 – 18

$202 CAD per night

Guest favourite

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

Sep. 12 – 19

$240 CAD per night

Guest favourite

Home in Siesta Key

5.0 out of 5 average rating, 124 reviews

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

Dec. 12 – 19

$925 CAD per night

Guest favourite

Home in Sarasota

4.93 out of 5 average rating, 106 reviews

Lake Front House with a Pool

Aug. 26 – Sep. 2

$386 CAD per night

Guest favourite

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Nov. 20 – 27

$945 CAD per night

Guest favourite

Home in Bradenton

4.98 out of 5 average rating, 196 reviews

My Sunny home on the Bay.

Jul. 7 – 14

$246 CAD per night

Guest favourite

Home in Sarasota

4.96 out of 5 average rating, 24 reviews

Lovely Home by Sarasota Bay

Sep. 7 – 14

$208 CAD per night

Guest favourite

Home in Sarasota

4.95 out of 5 average rating, 59 reviews

Beach + Downtown! Saltwater Pool, Spa, Bikes

Jul. 15 – 22

$673 CAD per night

Waterfront condo rentals

Guest favourite

Condo in Siesta Key

4.96 out of 5 average rating, 275 reviews

On the Beach; Siesta Key SunBum Studio

Jan. 11 – 18

$723 CAD per night

Guest favourite

Condo in Ruskin

4.93 out of 5 average rating, 111 reviews

Beach Condo with water view!

Apr. 6 – 13

$191 CAD per night

Guest favourite

Condo in Englewood

4.93 out of 5 average rating, 114 reviews

Immaculate Ground Floor Beach Studio on the Gulf

May 15 – 20

$334 CAD per night

Guest favourite

Condo in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Aug. 29 – Sep. 5

$273 CAD per night

Guest favourite

Condo in Venice

4.83 out of 5 average rating, 174 reviews

Venice Beach Studio 71

Aug. 19 – 26

$210 CAD per night

Guest favourite

Condo in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Dec. 12 – 19

$216 CAD per night

Guest favourite

Condo in St. Pete Beach

4.93 out of 5 average rating, 120 reviews

Beachside studio only steps to the beach

Aug. 12 – 19

$227 CAD per night

Guest favourite

Condo in Siesta Key

4.9 out of 5 average rating, 203 reviews

Sea Club 2 Condo Siesta Key

Dec. 24 – 31

$359 CAD per night

Quick stats about waterfront rentals in Sarasota

Total rentals
120 properties
Rentals with a pool
80 properties have a pool
Pet-friendly rentals
30 properties allow pets
Family-friendly rentals
80 properties are a good fit for families
Total number of reviews
1.8K reviews
Nightly prices starting at
$68 CAD before taxes and fees

Destinations to explore