
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.

AMI/IMG/Boat/Bikes/Golf/Hottub/Kayak/Beach/pool
Welcome to the Paradise Fun House, the ultimate spot for your dream bash! Our Airbnb oasis is packed with tons of fun and activities for an epic stay. Cruise around on free bikes or kayaks, fish with top-notch gear, challenge friends to mini-golf, chill in the hot tub, or enjoy our game collection. Golf clubs and beach gear are ready to roll. Our spacious layout is perfect for partying all night long. Book now for the ultimate fun or relaxing experience! Boat/Dog-sitting/cleaning are available

Quiet Gulf & Canal View 1 BR -2 Supyaks-Htd Pool
Whisk your favorite person away to BayDreaming! Escape to this quiet 1BR/1.5BA condo - just an 8-minute walk to Turtle Beach! Perfect for couples, it features a private deck with canal and Gulf views , a heated pool for sunset swims, 2 supyaks and a plush king bed for cozy nights in. Enjoy garage parking, beach gear, and a peaceful, welcoming community. Whether you're here to relax or reconnect, this coastal retreat offers the perfect mix of romance or just plain serenity on sunny Siesta Key!

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 Armand’s circle. feel free to reach out with any questions or requests

@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)

Coolest Downtown Neighborhood - Ebikes, Beach Gear
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.

Sarasota - Siesta Shores Studio - King bed - Pool!
Updated! Ground floor studio at Siesta Shores. This compact studio is perfect for 2 people looking to escape to the shores of Siesta Key. Located less than a 5 minute walk to bar, grill, restaurant, salon, spa, jet ski rental and bike rentals this is the perfect landing pad in Sarasota. The studio offers a king sized bed, 70 inch TV w/ cable & smart apps, a kitchenette w/ Keurig, toaster, microwave, mini fridge, freezer & more. Guests enjoy being located just steps away from the pool!

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.

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, fully renovated unit. It is one of the best one-bedroom, one-bath condos on Longboat Key, offering exceptional value. While the breathtaking views from the balcony capture the beauty of the Gulf, the interior has been thoughtfully redesigned to bring the outdoors in, creating a seamless blend of comfort and coastal elegance.

~ 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!
Popular amenities for Sarasota kayak rentals
House rentals with a kayak

Historic Wares Creek 3 bedroom with dock access

Walk to beach/village, boat lift, monthly discount

North Port - Canal Home- Fish & Canoe

Heated Pool & spa! 250 steps to beach!

SunCoast Garden Family Retreat

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

Sweet Siesta Cottage

Perfect Family Getaway+ping pong, mini golf, bikes
Cottage rentals with a kayak

Sunny PaG Island rental w/bikes-just steps2beach

Anna Maria Cottage w/Golf Cart

Lido Key Beach Bungalow with Private Heated Pool!

Little Manatee River Cottage

New Country Cottage on Lake Manatee Lakewood Ranch

Cottage & Tree ~ by the Sea

2/2 Charming Riverfront Cottage w Deck & Kayaks

Steps To The Beach, Private & Heated Pool, Renovat
Other vacation rentals with a kayak

Siesta K- Kayak, Boat Dock, Pool, & walk to Beach

Intracoastal Connections-Incredible Sunsets-Luxury

Waterfront Retreat | Heated Pool & Boat Dock

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

Ramada by Wyndham Sarasota Waterfront- Bar & Grill

Waterfront Suite-20 min to Gulf Beaches

Water Access Retreat | Kayaks + Hot Tub

Peaceful waterfront home
When is the best time to visit Sarasota?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ606 | ﺩ.ﺇ735 | ﺩ.ﺇ790 | ﺩ.ﺇ566 | ﺩ.ﺇ485 | ﺩ.ﺇ488 | ﺩ.ﺇ477 | ﺩ.ﺇ496 | ﺩ.ﺇ514 | ﺩ.ﺇ555 | ﺩ.ﺇ558 | ﺩ.ﺇ635 |
| 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 vacation rentals with a kayak in Sarasota

Total vacation rentals
Explore 60 vacation rentals in Sarasota

Nightly prices starting at
Sarasota vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

Verified guest reviews
Over 2,310 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
40 properties feature pools

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
60 of Sarasota vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Sarasota rentals

4.9 Average rating
Sarasota stays are highly rated by guests—averaging 4.9 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
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Caspersen Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Anna Maria Public Beach
- Bean Point Beach
- Jannus Live
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
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- Gulfport Beach Recreation Area
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