Vacation rentals with a kayak in Sarasota

Find and book unique kayak rentals on Airbnb

Top-rated kayak rentals in Sarasota

Guests agree: these kayak rentals are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
A spacious living area features a light-colored sectional sofa and a round coffee table in the center. Natural light pours in through large windows, illuminating the room's wood accents and open layout. A dining area with a wooden table and chairs is visible in the background.
Home in Osprey
4.98 out of 5 average rating, 51 reviews

Charming Florida Cottage - Kayaks Included

Welcome to the Spanish Point Cottage! Our Old Florida style cottage is conveniently located within steps of some of Sarasota's most historic sites making it the ideal place to experience true Florida. Enjoy exploring Historic Spanish Point, kayaking to a secluded beach, walking to Historic Bay Preserve, watching the sunset over the Bay, fishing at Osprey Fishing Pier, walking to dinner all from your well appointed and peaceful oasis. There is no better place to experience true Florida living!

Superhost
Home in Longboat Key
4.86 out of 5 average rating, 133 reviews

Summer House longboat key

Luxurious waterfront home with bay and and canal view, new custom kitchen with a view to the pool and your own private tiki bar, dock that can accommodate up to 21 ft boat , whole house just received a complete inside and out make over. Tropical 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. minutes from St Armand’s circle. feel free to reach out with any questions or requests

Guest favorite
Bungalow in Siesta Key
5 out of 5 average rating, 17 reviews

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach

The Siesta Key Bungalows offer a heated pool, courtyard, sun loungers, gas-grills, laundry facilities, kayaks & a private dock on Heron Lagoon. The Dolphin Bungalow's one bedroom space; connects a welcoming living room, full-kitchen, and a private backyard patio. A king bed, two HDTVs and a full bathroom will further enhance your overall experience. Fully stocked with linens, care essentials, eating & cooking utensils. A queen sofa bed in the living room, allows for a capacity of three.

Guest favorite
An inviting living area features a blue sofa with decorative pillows, complementing a rustic wooden coffee table. A mounted Smart TV displays the Netflix logo. Bright pink LED lights illuminate the ceiling, enhancing the compact kitchen area, which includes bar stools and stylish cabinetry.
Tiny home in Sarasota
4.95 out of 5 average rating, 389 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)

Top guest favorite
An outdoor common area features a decorative umbrella over a bistro table, surrounded by potted plants. A wooden deck leads to a staircase, with warm lights illuminating the setting. A grill is positioned nearby, creating an inviting outdoor space for relaxation.
Guesthouse in Laurel Park
4.97 out of 5 average rating, 500 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.

Guest favorite
A serene view of the intercoastal waterway is captured, featuring calm waters reflecting the sky. Lush greenery lines the opposite shore, while a wooden dock extends into the water. Palm fronds frame the scene, emphasizing the tranquil coastal environment.
Townhouse in Sarasota
4.79 out of 5 average rating, 170 reviews

Relaxing Retreat, King Bed, Beautiful Scenic Views

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.

Top guest favorite
Two green kayaks are positioned on a sandy area by the water's edge, framed by lush greenery and towering trees. The calm river reflects the surrounding foliage, creating a serene natural setting perfect for outdoor activities.
Home in Bradenton
5 out of 5 average rating, 108 reviews

River House with Kayaks. Relax on the River.

Grab a kayak, and hop on the river for a chance to see some of Florida's wildlife. Birds, otters, and alligators! The Riverhouse is a one of a kind vacation home. A fully equipped kitchen, living Rm with leather couches and a dining area. 3 bdrms- a King in the Master, 2 twins in 2nd and a bunk rm, 2 full baths, a balcony, and 2 patios. Situated on a quiet cul-de-sac, only 5 mins from I-75 and 10 mins from UTC Mall, Benderson race park, and exceptional dining experiences.

Guest favorite
The cabin's interior features warm wooden walls and ceilings. A spacious bed is positioned in the main area, while a small loft above is accessed by a ladder. Natural light fills the room through multiple windows, highlighting rustic decor including a painting and a green lamp.
Farm stay in Myakka City
4.91 out of 5 average rating, 140 reviews

Florida Cracker Cabin on cattle ranch/Myakka River

We are located in Myakka City, FL, which is a short drive to Siesta Key and Lido Beach and Sarasota! Enjoy a peaceful stay in our newly built, unique, air-conditioned cracker cabin. The cabin sleeps 4 guests and is located in the middle of our 1,100 acre working cattle ranch. Step outside and you are right on the Myakka River and can sit by the fire-pit at night and enjoy the sounds of nature. While your visiting, enjoy a kayak down the Myakka River.

Guest favorite
Condo in Longboat Key
4.89 out of 5 average rating, 123 reviews

Sunset and beach view from your balcony Unit 403

A luxurious experience on the beautiful beaches and emerald waters of the Gulf of Mexico awaits you when you check into this fabulous unit. This unit has been completely renovated. The best 1 bed/1 bath in Longboat Key for a great price. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in. While the views from the balcony are breathtaking, the interior has been redone to bring the outdoors in.

Top guest favorite
A modern living area features a light-colored sofa adorned with decorative pillows, complemented by a glass coffee table. A dining table with wooden chairs sits nearby. Light curtains frame a window, and tropical-themed décor accentuates the space. A ceiling fan and air conditioning unit provide comfort.
Guest suite in Sarasota
4.99 out of 5 average rating, 73 reviews

Newly Renovated 1 Bedroom In-Law Apartment

1 Bedroom in-law apartment with private entrance and easy up front parking, sleeps 2. There is a pull out but not great for adults more suited to kids . Minutes to Siesta Key, Downtown Sarasota and Lido Beach, with easy access to I75. This quiet apartment is tucked into lush tropical landscape. Attention to detail throughout with new bed, pull out couch , coffee bar, Internet, Prime, Netflix, plush towels, crisp linen, soft pillows.

Guest favorite
A modern living area is presented, featuring a neutral sectional sofa and a light-colored coffee table. A round mirror reflects natural light, while a potted plant adds a touch of greenery. The entrance leads to a view of the outdoors, enhancing the bright and airy space.
Vacation home in Venice
4.89 out of 5 average rating, 111 reviews

~ Relax Here 2 BED Home 8 Min to Beach ~

Enjoy a bright Florida getaway just 8 minutes from the beach! Perfect for families or couples, our cozy home features fast Wi-Fi, a fully equipped kitchen, free parking, and all the essentials for a relaxing stay. Close to restaurants, local shops, and water activities, this is the ideal base for your Florida vacation. Book now for convenience, comfort, and easy access to Gulf Coast fun!

Superhost
The open living space is highlighted by a circular dining table surrounded by four chairs. A turquoise sofa and coffee table are arranged in the living area, with a large TV mounted on the wall. Natural light fills the room through nearby windows, enhancing the airy atmosphere.
Apartment in Siesta Key
4.79 out of 5 average rating, 229 reviews

2/2 Beach House Apt on Siesta Key

Siesta Key Waterfront Apartment. Sleeps 6. Split plan 2 bedroom, 2 full bathroom “Beach House” w/ a full kitchen & recently updated! Bedroom 1: King. Bedroom 2: Queen. Living room: Sleeper sofa. 75” smart TV in the living room. A private screened lanai overlooking canal to Sarasota Bay. This is located in a super cute, quaint resort w/ other units. FREE KAYAKS & SUPs FOR GUESTS!

Popular amenities for Sarasota kayak rentals

When is the best time to visit Sarasota?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,546 GYDG$41,873 GYDG$45,014 GYDG$32,243 GYDG$27,636 GYDG$27,846 GYDG$27,218 GYDG$28,265 GYDG$29,311 GYDG$29,940 GYDG$34,755 GYDG$33,708 GYD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C18°C

Quick stats about vacation rentals with a kayak in Sarasota

  • Total vacation rentals

    Explore 50 vacation rentals in Sarasota

  • Nightly prices starting at

    Sarasota vacation rentals start at G$10,468 GYD per night before taxes and fees

  • Verified guest reviews

    Over 1,750 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    30 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Sarasota vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Sarasota rentals

  • 4.8 Average rating

    Sarasota stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Sarasota's top spots, include Bayfront Park, Marie Selby Botanical Gardens, and Sarasota Jungle Gardens

Destinations to explore