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Vacation rentals with a kayak in Sarasota County

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Sarasota County

Guests agree: these kayak 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

Guest suite in Sarasota

4.94 out of 5 average rating, 505 reviews

Studio Apartment. Priv Yard. 5 min to Siesta Key!

Self checkin. Includes kayak and bikes! You’ll love my place because of the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, and business travelers. Converted garage space. Your own private fenced back yard, kitchenette, fridge, private bathroom, Amazon Firestick with Netflix, Hulu and dock/boat ramp just 30 sec from your door and in a beautiful neighborhood. Just a 10 min bike ride to Siesta Key. The #1 beach in America! What more could you ask for!

Home in Sarasota

5 out of 5 average rating, 12 reviews

Modern 3 Bed 2 Bath House Backyard + Pet Friendly

This modern house comes completely furnished with custom built floating King size bed in master, two Queen size beds, fully stocked kitchen, dining area, computer desk, and washer & dryer. Bathrooms feature oversized luxurious showers with built-in wireless Bluetooth speakers. The large backyard is fully fenced-in offering plenty of room for your pets to play as well as a fire pit and gas grill to enjoy. There's also a three person kayak for guest use great for a day exploring the Sarasota Bay!

Home in Englewood

4.97 out of 5 average rating, 35 reviews

Unique-Cotton Cottage

Take it easy at this unique and tranquil getaway. This private one of a kind home, with plenty of space, sleeps four comfortably. Free-access to kayaks and a professional tour guide is available to guests. The cottage is within walking distance to Lemon Bay park Environmental center and 10 minute drive to the extraordinarily exciting and beautiful Englewood beach. Just a short drive to Olde Englewood Village and famous Dearborn Street where you can enjoy the taste and charm of this small town!

Tiny home in Sarasota

4.89 out of 5 average rating, 192 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.

Home in Venice

4.89 out of 5 average rating, 176 reviews

Venice Pool Villa with Bikes Kayaks, we are open!

Relaxing pool home with 2 bedrooms, 1 king bed, 1 queen bed, 1 sofa double bed and one single foldout bed. 2 bathroom pool home just a 8 minute ride away from Manasota beach. Venice beach and caspersons beaches close by too. A great selection of restaurants and plenty of shopping and convenient grocery stores just 5 minutes away!. Also close to bike trails with two FREE bikes at the house and FREE kayaks too. My home is great for everyone! Pets welcome with pet fee, large fenced yard!

Guest suite in Englewood

4.98 out of 5 average rating, 187 reviews

Blue Cottage Suite- Peaceful Old Englewood Charm!

This charming rental is in historic Old Englewood right at the edge of Lemon Bay. The Blue Cottage is in a quiet neighborhood just 4 blocks from Dearborn Avenue with all great entertainment, eclectic shopping and restaurants, live music, and more. The rental includes use of bikes and kayaks. Kayaks are kept at 998 Oxford Dr. We are available to launch or to help you launch kayaks at a local spot. Front porch pictured is part of the main house and is use of this space is not included.

Guesthouse in Sarasota

4.97 out of 5 average rating, 439 reviews

Quick and Easy Walk Downtown - Tons of Amenities

Are you coming to Sarasota on vacation or perhaps considering moving here? If yes, then the Carriage House is the perfect place to use as a base camp while you explore the area and experience the best Sarasota has to offer. Quick and easy walk to dozens of casual restaurants, cool bars and unique shops. 5 minutes to Selby Gardens. 10 minutes to the Sarasota Bayfront. Main street is half a mile away. We provide tons of amenities including bikes, kayaks, beach chairs and umbrella.

Camper/RV in Sarasota

4.99 out of 5 average rating, 81 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

Villa in Englewood

4.98 out of 5 average rating, 110 reviews

Great after Milton-Stunning Waterfront! bv

Great news! We've reopened after Milton! 3 Restaurants, stores, our beach access & Stumpy's Free Ride-all now open! Exceptional Manasota Key Location! Upstairs at Blue Island Inn, waterfront “Bella Vista” with spectacular Bay views! 2 bedrooms; kitchen & family room. Pool overlooks Bay. 5-minute walk to ocean-side beach. Enjoy “Bay-front beach” out back. Quiet street. low-key quiet vacationers. 1 car parking spot. No visitor parking. No boats. No pets. No smoking. Free kayaks

Home in Venice

4.94 out of 5 average rating, 124 reviews

MCM Waterfront Getaway w/ Private Dock + 4 Kayaks

Welcome to our Mid Century Modern waterfront getaway 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 - Canal Home- 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.

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Popular amenities for Sarasota County kayak rentals

Free parking on premises

Air conditioning

House rentals with a kayak

Home in Nokomis

4.89 out of 5 average rating, 19 reviews

Last minute Thanksgiving , 2 miles beach home

Home in Englewood

4.89 out of 5 average rating, 9 reviews

Waterfront 4Bdr House with pool and bonus room!

Home in Nokomis

4.67 out of 5 average rating, 6 reviews

Crystal Cottage, a beachy cottage

Home in Sarasota

5 out of 5 average rating, 10 reviews

Gorgeous 3/3 Canalfront Home Walk to Lido Beach!

Home in Venice

4.9 out of 5 average rating, 68 reviews

Renovated Quiet Venice Pool + Hot Tub Oasis (1/1)

Home in Sarasota

5 out of 5 average rating, 13 reviews

Beautiful MidCentury Modern Home

Home in Port Charlotte

5 out of 5 average rating, 71 reviews

Modern Florida Waterfront 4/3 Pool Gulf Boat Fish

Home in Sarasota

4.72 out of 5 average rating, 72 reviews

[The Sunshine Cottage] 2bed/1bath•Quiet Location•

Cottage rentals with a kayak

Cottage in Sarasota

4.81 out of 5 average rating, 155 reviews

Cozy clean cottage

Cottage in Englewood

5 out of 5 average rating, 23 reviews

The Coastal Oasis. Only 8 minutes from the Beach!

Cottage in Nokomis

4.98 out of 5 average rating, 63 reviews

New Pool Tropical Waterfront Dock & Optional Boat

Destinations to explore