
Holiday rentals with a kayak in Sarasota
Find and book unique kayak rentals on Airbnb
Top-rated Accommodation with a Kayak in Sarasota
Guests agree: these holiday homes with a kayak are highly rated for location, cleanliness and more.

Siesta Key 1/1 King bed āSunset Suiteā Pool Kayaks
We pay your AIRBNB service fees for you! Updated & inviting coastal getaway, located on the island of Siesta Key in a small resort called Solitude Suites on Siesta Key. The āSunset Suiteā has a living/dining/kitchenette area w/ 65ā TV, a separate bedroom & a separate bathroom. Off the bedroom is a private open wood deck. Table & chairs allow you to enjoy the perfect view of a Siesta Key sunset. New shower in Dec 2023! 2 min drive or 10 min walk to beach! Enjoy FREE Kayaks, SUPs & Tiki Huts!

Heated saltwater pool home - turf putting green
Private 3 bedroom single family home 4 miles to white sand gulf beaches Longboat Key and Anna Maria Island. HEATED SALTWATER POOL home with access to ride bikes to the beach. Spread out in the oversized backyard with your own private pool and sitting area, featuring artificial turf yard and putting green, and beautiful landscaping. All hurricane damage has been repaired. The fence is fixed and the backyard is again completely private. The pergola pictured in photos was lost in the storm.

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 Armandās circle. feel free to reach out with any questions or requests

Unit #1 Free kayak/bikes/walk to beach/fullcottage
Unit #1 Beach cottage very private and quiet, has a full kitchen, King bed in the master and queen sofa bed in the tv room, very comfortable, fast WiFi, AC & heat. All you need to relax and just have fun. Outdoor shower and laundry area, Private parking, Enjoy amazing sunsets/fishing/and restaurants and bars, all walking distance to the beach and bay. Kayaks/snorkel gear/beach toys are included. So start enjoying the beautiful sandy beach on Manasota Key, Lots of sea life and turtles.

@Shellmateisland |tiny home| island| bikes| kayaks
āOctagonal 320ft² tiny home sitting on a private 1.5-acre island!ā ⯠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 ā Siesta Key Beach 7 min ā Downtown SRQ 12 min ā Myakka River State Park (river kayaking + wildlife viewing)

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.

Heated Pool, Dock, Kayaks, 1-mile to Turtle Beach
The Siesta Key Bungalows offer a heated pool, courtyard and a dock on Heron Lagoon. This is a resort that has something for everyone. Featuring a bright and airy one bedroom space; experience an open floor plan connecting a welcoming living room and full-kitchen. With a king-size bed and private bathroom you'll feel at home. The Bungalow is fully stocked with linens, care essentials, plus eating and cooking utensils. An additional queen sofa-bed allows accommodations for three guests.

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.

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.

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.

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.

Waterfront Pool Home Steps to Beach
Escape to our waterfront oasis on Anna Maria Island! This bright, updated home features a private heated pool, hot tub, and dock. Perfect for families, it's just a 5-minute walk to the world-renowned Gulf beaches. Enjoy stunning sunrises, a dedicated workspace, and modern coastal decor. Explore the island with ease via the free trolley. Your perfect getaway awaits!
Popular amenities for Sarasota kayak rentals
Holiday House Rentals with a Kayak

Waterfront Oasis

Waterfront Key West Style Home

Waterfront Wares Creek Cottage with dock access

SunCoast Garden Family Retreat

Pool, Game Room, Fire Pit, Hammock, Near AMI

Heated Pool - Just 1 mile to Beach! Updated/Fun!

Winter Waterfront Escape | Pool & Firepit

Private Island Old FL Waterfront Heaven on Earth
Cottages with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Lido Key Beach Bungalow with Private Heated Pool!

New Country Cottage on Lake Manatee Lakewood Ranch

Cottage & Tree ~ by the Sea

Oystercatcher 3min walk to sunset, bikes, kayaks

2/2 Charming Riverfront Cottage w Deck & Kayaks

Island Getawayā¢Beach Houseā¢Dockā¢Pet Friendly

Good after Milton - Waterfall Pool! Beach! om
Other holiday rentals with a kayak

Nokomis Waterfront Unit Walk to the Beach & Dining

Siesta Key 2 miles! Pool, Steps to Dining, +Bikes!

Lu's Lookout~A Beachfront Beautyš¤š š LGI

Deluxe 2/2 Pool View, terraces, Top Floor

Waterfront w/ Pool, mins to SK Beaches, bikes/sups

Waterfront Suite-20 min to Gulf Beaches

Gulf View! 2/1 with Heated Pool, Kayaks and SUP

Sarasota Camper RV
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $284 NZD | $345 NZD | $370 NZD | $265 NZD | $227 NZD | $229 NZD | $224 NZD | $233 NZD | $241 NZD | $246 NZD | $286 NZD | $277 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about holiday rentals with a kayak in Sarasota

Total holiday rentals
Explore 50 holiday rentals in Sarasota

Nightly prices starting at
Sarasota holiday rentals start at $86Ā NZD per night before taxes and fees

Verified guest reviews
Over 1,750 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Holiday rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
50 of Sarasota holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Sarasota rentals

4.8 Average rating
Sarasota stays are highly rated by guestsāaveraging 4.8 out of 5!

Nearby attractions
Sarasota's top spots, include Bayfront Park, Marie Selby Botanical Gardens, and Sarasota Jungle Gardens
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- Anna Maria Island
- Siesta Beach
- Crescent Beach
- John's Pass
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Lido Key Beach
- Vinoy Park
- Cortez Beach
- Anna Maria Public Beach
- Amalie Arena
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Gulfport Beach Recreation Area
- Manasota Key Beach
- North Beach
- River Strand Golf and Country Club
- Adventure Island
- Englewood Beach
- Splash Harbour Water Park
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