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Waterfront vacation rentals in Sarasota County

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Sarasota County

Guests agree: these waterfront rentals 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

G$19,288 GYD per night

Home in Port Charlotte

4.97 out of 5 average rating, 143 reviews

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

Welcome to our sweet home in Port Charlotte! Enjoy our updated home with a nice Florida room that overlooks our fresh water canal. Grab a chair and head down to the canal to relax or try fishing! We are only 11 miles from Punta Gorda airport, about 30 min to the beautiful Englewood beach or Boca Grande beach or only 50 min to Siesta Key Beach. Or enjoy Port Charlotte Beach Park with a small beach, pier, boat launch and playground. It is only 5 miles from our house. Enjoy some R&R at our home!

Jun 11 – 18

G$24,665 GYD per night

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!

Jan 8 – 15

G$131,790 GYD per night

Condo in Venice

4.83 out of 5 average rating, 174 reviews

Venice Beach Studio 71

This is a studio second floor apartment, only 50’ from the oversized pool and approximately 300 steps to the beach! Quick bike ride, or 20-25 min walk to all of what downtown Venice has to offer. About the same to Sharky’s and 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 simple meals. Lots of pillows and a super comfy brand new queen bed will ensure a restful night’s sleep.

Aug 18 – 25

G$26,562 GYD 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.

Aug 28 – Sep 4

G$69,331 GYD per night

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.

Jul 2 – 9

G$38,566 GYD per night

Condo in Sarasota

5.0 out of 5 average rating, 26 reviews

Water view condominium in a beautiful community

You will love the beautiful views this condo has to offer. Combo dining room/living room opens up to a fully screened lanai with tranquil water view on the golf course and the community pool/deck area only steps away. The Meadows is located close to downtown Sarasota, minutes from University Town Center Mall, short drive distance to the beautiful Golf coast beaches. With 1650 acres, The Meadows is home to an abundance of canopied oaks, over 85 lakes and waterways, and 14 miles of trails.

Jun 24 – Jul 1

G$27,987 GYD per night

Townhouse in Sarasota

4.81 out of 5 average rating, 111 reviews

Sarasota on Intercoastal with King Size Bed

You have arrived, upon entering you will go upstairs to your spacious duplex. You will be greeted by an amazing view of the intercoastal waterway. You will love kayaking on the waterway & seeing all the amazing wildlife. You can sit on your downstairs patio with a cup of coffee or you can take a stroll to Turtle Beach & enjoy the sunset. Hop aboard the trolley & go to the Village & eat and drink at one of our famous restaurants or one of our favorite hot spots. See Guidebook.

Dec 13 – 20

G$54,252 GYD per night

Condo in Venice

4.82 out of 5 average rating, 219 reviews

Updated beachy condo - ready for you!

Conveniently located on Venice Island. This recently renovated, cozy, light an bright beachside condo has everything you need for your vacation. We have beach chairs, umbrella, towels and cooler. The efficiency unit has a full size frige, stovetop, microwave and convection oven. Comfy queen bed, Xfinity cable TV & Wifi in the condo. Park right in front of your unit, 1st floor - no stairs! Kayak rentals at the beach, bike rentals nearby. Bring your flip flops and sun tan lotion!

Dec 12 – 19

G$27,713 GYD per night

Home in Englewood

4.96 out of 5 average rating, 104 reviews

Waterfront Cottage by Manasota Key

A 2 bedroom 2 bathroom* waterfront house on Forked Creek in Englewood, Florida 2.5 miles away from Manasota Key. This is a 1,100 sq. ft. single family home on a natural deep water creek with a boat dock. House comes fully furnished and fully equipped. King size and queen size beds in the 2 bedrooms. Full size sofa and IKEA recliners in the "Florida Room", high speed wireless internet and cable and Netflix ready TV, towels, beach chairs, grill, etc. Air mattress is provided.

Sep 12 – 19

G$28,549 GYD per night

Guest suite in Port Charlotte

4.89 out of 5 average rating, 64 reviews

Cozy Spacious Unit with Full Kitchen

This duplex has 2 private units, each with its own entrance. 🏠🔑 Enjoy a 1-bedroom, 1-bathroom space with a fully equipped kitchen and 4K TV. 📺🍿 Stay connected with our high-speed Wi-Fi. 🌐💻 We're near dining, shopping, and banks. 🍽️🛍️🏦 Relax in our scenic outdoor seating area. 🌳☀️ We prioritize cleanliness and provide professional deep cleaning. 🧼✨ Have questions or requests? Just reach out! 😊 Book now for a memorable, modern, and comfortable stay! 📅🏡

Sep 13 – 20

G$19,684 GYD per night

Guest suite in Sarasota

4.91 out of 5 average rating, 272 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 :-)

Dec 18 – 25

G$20,597 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes. inviting architecture

Popular amenities for Sarasota County waterfront rentals

Free parking on premises

Air conditioning

Waterfront apartment rentals

Apartment in Longboat Key

4.82 out of 5 average rating, 124 reviews

Ocean Front Studio Special From $99/night

Aug 11 – 18

G$44,300 GYD per night

Apartment in Siesta Key

4.67 out of 5 average rating, 168 reviews

Siesta Key Condo. Sit by the water !

Aug 18 – 25

G$44,542 GYD per night

Apartment in Siesta Key

4.79 out of 5 average rating, 175 reviews

2/2 Beach House Apt on Siesta Key

Jun 21 – 28

G$162,750 GYD per night

Apartment in North Port

4.88 out of 5 average rating, 16 reviews

SeaShell Suite-Canal Front Oasis

Nov 5 – 12

G$21,926 GYD per night

Apartment in Port Charlotte

4.86 out of 5 average rating, 22 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

Sep 11 – 18

G$24,619 GYD per night

Apartment in Port Charlotte

5.0 out of 5 average rating, 15 reviews

Your Seaside Serenity

Nov 26 – Dec 3

G$36,617 GYD per night

Apartment in Sarasota

5.0 out of 5 average rating, 12 reviews

Hidden Gem in Downtown Sarasota

Jul 9 – 16

G$47,159 GYD per night

Apartment in Sarasota

5.0 out of 5 average rating, 4 reviews

Just Dune Our Thing Beach Front 2/2, Siesta Key

Jul 12 – 19

G$79,392 GYD per night

Waterfront house rentals

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

G$120,794 GYD per night

Home in Longboat Key

4.87 out of 5 average rating, 106 reviews

Summer House longboat key

Aug 9 – 16

G$113,572 GYD per night

Home in Port Charlotte

4.85 out of 5 average rating, 213 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Apr 18 – 25

G$44,307 GYD per night

Home in Port Charlotte

4.91 out of 5 average rating, 11 reviews

The Westbrook House

Jun 30 – Jul 7

G$18,998 GYD per night

Home in North Port

4.99 out of 5 average rating, 78 reviews

North Port Retreat house convenient to the beach!

Nov 7 – 14

G$24,043 GYD per night

Home in Port Charlotte

4.81 out of 5 average rating, 31 reviews

Oasis with pool in the middle of West Coast, FL

Oct 6 – 13

G$21,717 GYD per night

Home in Sarasota

5.0 out of 5 average rating, 4 reviews

Tropical Beach Bungalow by Siesta Key

Aug 8 – 15

G$27,667 GYD per night

Home in Sarasota

4.95 out of 5 average rating, 59 reviews

Beach + Downtown! Saltwater Pool, Spa, Bikes

Sep 23 – 30

G$63,164 GYD per night

Waterfront condo rentals

Condo in Longboat Key

4.97 out of 5 average rating, 148 reviews

Sunset Views - Open May 13 & 14 - $175/nt!

Apr 6 – 13

G$66,079 GYD per night

Condo in Siesta Key

4.96 out of 5 average rating, 275 reviews

On the Beach; Siesta Key SunBum Studio

Mar 9 – 16

G$95,703 GYD per night

Condo in Sarasota

4.83 out of 5 average rating, 147 reviews

Best Gulf Coast Condo in Siesta Key

May 26 – Jun 2

G$49,580 GYD per night

Condo in Siesta Key

4.96 out of 5 average rating, 105 reviews

Siesta Key Condo. Checkout our great rates!

Aug 29 – Sep 5

G$32,647 GYD per night

Condo in Longboat Key

4.86 out of 5 average rating, 154 reviews

The Beach Condo Unit #107 Beachfront

Oct 22 – 29

G$66,036 GYD per night

Condo in Longboat Key

4.82 out of 5 average rating, 159 reviews

Updated Beachfront Condo at Prestigious Long Boat

Dec 7 – 14

G$127,084 GYD per night

Condo in Siesta Key

4.82 out of 5 average rating, 131 reviews

The Key to a Great Vacation!

Nov 2 – 9

G$43,113 GYD per night

Condo in Siesta Key

4.9 out of 5 average rating, 203 reviews

Sea Club 2 Condo Siesta Key

Feb 5 – 12

G$75,644 GYD per night

Destinations to explore