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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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Home in Longboat Key

4.86 out of 5 average rating, 110 reviews

Summer House longboat key

Luxurious waterfront 3 Bedroom home with bay and and canal view with extra dock that can accommodate up to 21 ft+-heated pool, tropical landscaping with coconut palms, outside patio and grill. Fish on the dock and watch dolphins and manatee. Truly a tropical paradise just 7 minute Walk to your own private beach, It is a private home nestled on a canal that is 2 houses from Sarasota Bay. Our home is situated in the desirable quiet neighborhood of Country Club Shore minutes from at Armand’s circle

Condo in Siesta Key

4.96 out of 5 average rating, 295 reviews

WE ARE OPEN—On the Beach; Siesta Key SunBum Studio

WE ARE OPEN POST OCT STORMS :) Welcome back to paradise ! STEPS to your private beach without the tricks or gimmicks found elsewhere on the Siesta Key. This is the only studio in the Palm Bay Club tower on ground level with breathtaking views of the white sand and gulf waters. The Palm Bay Club offers 2 pools, hot tub, new gym, boat docks, fishing pier, outdoor grills, tennis/pickle ball courts; not to mention FREE parking+ beach lounge chairs. Enjoy 2 free bikes day rental with booking!

Guesthouse in Englewood

4.91 out of 5 average rating, 249 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.

Home in Port Charlotte

4.85 out of 5 average rating, 218 reviews

Peaceful Port Charlotte 2Bd/2Ba on water

Are you ready to unwind with your friends, partner or the entire family? Look no further than the Comfy Conway. It is close to restaurants, beaches, family-friendly activities and peaceful spots to re-energize. Whether here for business or pleasure, your stay will exceed expectations. I take great pride in making sure guests are comfortable and well taken care of. Stay and enjoy the house amenities or venture out to the great amenities offered by the beautiful surrounding Port Charlotte area.

Home in Port Charlotte

4.97 out of 5 average rating, 154 reviews

Cute comfy clean canal home fishing wildlife 3B/2B

Our Airbnb is the perfect place to relax. It’s a great space to play games or watch a movie. It has a nice Florida room that overlooks our fresh water canal or grab a chair and head down to the canal to chill or fish! We are only 11 miles from Punta Gorda airport, about 30 min to the beautiful Englewood beach or Boca Grande beach or only 55 min to Siesta Key Beach. Or enjoy Port Charlotte Beach Park with a small beach, pool, boat launch and playground which is only 5 miles from our Airbnb.

Tiny home in Sarasota

4.96 out of 5 average rating, 310 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)

Home in Sarasota

4.95 out of 5 average rating, 109 reviews

Heated Pool/By Siesta Key/1 Block from Bay

Unwind at our coastal house, where you’ll have a heated pool, large living area, & lots of activities. Just a block from the water, you’ll see the gulf from the pool area! With space for 10 guests, the house (nicknamed “Siesta Sea Turtle”) is the perfect place for your next friends, couples, or family beach getaway. The house is near Siesta Key, voted #1 beach in the U.S. Low cleaning fee and no check out chores, so you can relax and unwind! Book now for your slice of paradise!

Camper/RV in Sarasota

4.99 out of 5 average rating, 79 reviews

HOME HOME ON THE RANCH. SARASOTA FL.

My place is great for couples, solo adventurers, and business travelers. Who love the great outdoors and love nature at its best! Lots of wild life to enjoy including our horses, piggy Miss Daisy Mae, Chickens, and they will even share their organic eggs with you every morning 🐣All on our property. You are welcome to take photos to also share your awesome memories. Enjoy our fabulous sunsets!🌞walk our Canopy Roads, Myakka State Park, and The Crawling Museum. Entire home, Camper/RV

Home in Venice

4.95 out of 5 average rating, 121 reviews

MCM Hideaway w/ Private Fishing Dock + 4 Kayaks

Welcome to our Mid Century Modern waterfront hideaway on the highly sought after Curry Creek. Perfectly situation between Nokomis Beach (2 miles) and Venice Beach (3 miles). Enjoy spending time fishing on the private dock or getting out on the water with our 4 kayaks and slip. We're located a half mile away from The Legacy Bike Trail (we have 6 bikes for guest use). large firepit, charcoal grill, cornhole, tons of supplies for shark teeth hunting and days spent at the beach

Home in North Port

4.99 out of 5 average rating, 84 reviews

North Port -Nov/Dec Available - Fish/Canoe/Bike

Relax in this darling guest house as you enjoy the warmth of the Florida sunshine. Read a book on the garden swing next to the canal while you watch the birds or fish off the dock. Immaculate 2 bed/2 bath home with sun porch and patio complete with BBQ grill located in lovely neighborhood. Walk or bike (2 adult bikes provided) the lighted pathways with a wide variety of shopping and restaurants. Our favorite thing to do is beach combing the fabulous beaches in the area.

Condo in Sarasota

4.89 out of 5 average rating, 109 reviews

6 min. from Siesta Beach+heated pool+lake view

WE HAVE POWER, WATER AND INTERNET .★ "Ground floor 1 bedroom 1 bathroom apartment" ★ "An incredible apartment, with gorgeous views and 6 star hospitality!" • 6 min drive from Siesta • Shared heated pool just 100 feets • Lanai with lake view • Fully stocked kitchen • 720 sqft home • pet friendly, no pet fee, no deposit • walking distance Publix, restaurants, bars • 30 min. drive from SRQ Airport • 60 min. drive from Tampa Airport • 8 min. drive from I-75

Guest suite in Sarasota

4.91 out of 5 average rating, 298 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 :-)

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

Rental unit in Sarasota

5 out of 5 average rating, 16 reviews

Manatee Key-Waterfront/ Near Beach, Pet Friendly!

Rental unit in Siesta Key

5 out of 5 average rating, 28 reviews

Across from beach & walk to town

Rental unit in Longboat Key

5 out of 5 average rating, 4 reviews

Beachfront Condo on the Coast!

Rental unit in Port Charlotte

4.92 out of 5 average rating, 36 reviews

Luxury Suite ~ Heated Pool ~ Private Entrance

Rental unit in Siesta Key

4.94 out of 5 average rating, 16 reviews

Sunset Sensation

Rental unit in Sarasota

5 out of 5 average rating, 4 reviews

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

Rental unit in Sarasota

4.95 out of 5 average rating, 19 reviews

Hidden Gem in Downtown Sarasota

Rental unit in Siesta Key

4.79 out of 5 average rating, 189 reviews

2/2 Beach House Apt on Siesta Key

Waterfront house rentals

Home in North Port

4.81 out of 5 average rating, 124 reviews

Panoramic waterfront with views and pool

Home in Port Charlotte

4.94 out of 5 average rating, 16 reviews

The Westbrook House

Home in Siesta Key

5 out of 5 average rating, 137 reviews

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

Home in Sarasota

4.97 out of 5 average rating, 67 reviews

Sunset Paradise by the Bay, Downtown & Beaches

Home in Sarasota

5 out of 5 average rating, 21 reviews

Water front Single family home in Sarasota

Home in Siesta Key

4.91 out of 5 average rating, 138 reviews

Sea Club II Garden House

Home in Sarasota

4.98 out of 5 average rating, 82 reviews

Superhost! Fully Renovated Sarasota Home

Home in Sarasota

4.93 out of 5 average rating, 27 reviews

Siesta Sun Retreat, spa & pet friendly backyard

Waterfront condo rentals

Condo in Sarasota

4.84 out of 5 average rating, 160 reviews

Best Gulf Coast Condo in Siesta Key

Condo in Port Charlotte

4.95 out of 5 average rating, 57 reviews

Waterfront Resort Vacation

Condo in Siesta Key

4.93 out of 5 average rating, 102 reviews

Sea Shell Ocean view On Beach Walk everywhere Pool

Condo in Siesta Key

4.91 out of 5 average rating, 217 reviews

Sea Club 2-Relaxing Siesta Key Condo-Siesta Sky

Condo in Siesta Key

4.97 out of 5 average rating, 114 reviews

Siesta Key For Me @ The Palm Bay Club

Condo in Siesta Key

4.9 out of 5 average rating, 101 reviews

*Open* Crystal House on Siesta Key Beach

Condo in Sarasota

4.97 out of 5 average rating, 29 reviews

Water view condominium in a beautiful community

Condo in Siesta Key

4.83 out of 5 average rating, 145 reviews

The Key to a Great Vacation!

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