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

LUX Villa w/ Private Salt Water Pool, Lanai, Canal
Are you looking to swim, relax outdoors, fish and take in beautiful sunsets on a wide gulf access canal? If so you will fall in love with this stunning newly constructed custom built home! The 2750 square foot home is bright & airy with two main bedroom on-suites & a separate family wing! The gourmet kitchen, dining room & great room open via large sliders to the lanai & pool w/ views of the canal in much desired SW Cape! Beach inspired villa! Large captains walk & Tiki! Check out our reviews!
4.99 out of 5 average rating, 266 reviews
Serenity Escape lake house private beach
Serenity Escape at Hawthorne Lake Escape the hustle and unwind at Serenity Escape, a peaceful lakeside retreat nestled in the heart of Hawthorne, Florida. Whether you’re planning a family vacation, fishing trip, romantic getaway, or relaxing weekend with friends, this beautifully appointed home offers the perfect blend of comfort, privacy, and natural beauty .Wake up to breathtaking lake views, sip your morning coffee from the screened porch, and spend your days enjoying on our private beach🏖️
4.95 out of 5 average rating, 101 reviews
WaterfrontOasis | HtdPool • Walk2Beach • KBeds
Relax at Cocoa Beach's Distinctive Waterfront Retreat with a Lovely Heated Pool, Al Fresco Dining, Scenic Canal Vistas, and a host of amenities! Just a short half-mile stroll to the beach (10 minutes on foot), and conveniently close to Ron Jon Surf Shop, Cocoa Beach Pier, Cocoa Village, Kennedy Space Center, Cape Canaveral, eateries, bars, and more. Be sure to check out our Guidebooks for recommendations on dining, shopping, and entertainment! Closest Airport - Melbourne Int’l MLB (30-35 min.)
4.97 out of 5 average rating, 148 reviews
Getaway on the Waterway- Dock+Kayaks+SUP board
Welcome to your peaceful Getaway on the Water. Whether you or your group are visiting the Villages, or just need a peaceful getaway to recharge, this is the place!There's something for everyone! Paddleboard or Kayak (provided) the beautiful canal to either lake. Enjoy your morning coffee or evening cocktail in nature on the dock. Bring your boat/ jet ski or rent one from Eaton's Beach Aquatic sports, they also offer sunset cruises and water taxi to Eaton's Beach restaurant right from our dock!
4.99 out of 5 average rating, 146 reviews
Tropic Like It's Hot! Heated Pool/Arcade/USSSA
100% of our profits provide homes for homeless vets! Congrats! You just found the ULTIMATE vacation home! Heated pool? Check. Arcade room? Yup. Fire pit for dramatic storytelling? Absolutely. Bring the fam, the friends, even your judgy aunt—there’s room! Fast WiFi for "remote work" (aka pretending to work while watching our movie channels!), Smart TVs, Beach toys, and a fenced yard for your dog (or kids, no judgment). Oh, and a Tesla charger! Book now...so your kids don't think you're lame!
4.97 out of 5 average rating, 123 reviews
Lakefront Sunrise Cottage
Catch sunrises or fish at this 2/1 lakefront house with sandy beach and private boat house! This cheery cottage is perfect for sunrises with coffee or exploring beautiful Lake Sebring on kayaks (included with booking). Plenty of parking onsite (bring your boat trailer), you will love this oasis on the lake! We want your stay to be pleasant and carefree so we do not require our guests to do any dishes, laundry, or other cleaning when checking out. Our housekeeping crew will take care of you!
4.98 out of 5 average rating, 190 reviews
Lake Denton Diver's Paradise Swim-Dive-Boating
Experience Lake Denton, a crystal clear 50’ deep spring fed diver’s lake where the water is so clear you can watch fish swim beneath you. There is a reason people like Tiger Woods, Whistlin Diesel, Mel Tillis and others have swam here. This family friendly getaway offers a private waterfront setting with unforgettable sunsets from the boathouse. Enjoy swimming, fishing, grilling, water toys and in water volleyball. Kayaks provided, Public boat ramp access. Voted Nicest Lake in Florida
4.87 out of 5 average rating, 145 reviews
Waterfront home heated pool+jacuzzi+game room+golf
Bring your boat or rent nearby! Minutes to prime SCALLOPING waters. Enjoy a HEATED pool, jacuzzi, putting green, ping pong table, massage chair, arcade basketball, paddle boards, kayaks, bicycles, four jetski docks & boat dock. FISH CLEANING STATION/deep canal. Open floor plan with 4 BR, 3 BA and comfortably sleeps 16. Near boat ramp w/ access to Weeki Wachee springs. Great home for fishing, scallops, dolphin &manatee watching, minutes to bike and hiking trails! Pet friendly!
4.91 out of 5 average rating, 141 reviews
Fisherman’s Oceanfront Dream Home w/Dock & Kayaks
35% discount for monthly stays, 15% for weekly. Million$$ views of Oyster Bay & Gulf from every room. Only 40 minutes to the Florida Capital, FSU, & the Tallahassee International Airport. Private floating dock & trailer parking. Screened porch & 2 walkout decks. Views from any room are breathtaking! Enjoy the hammock under the house. Kayaks, fish cleaning station With the well appointed kitchen, gas grill & laundry you will have everything you need. (boat lift not available)
4.95 out of 5 average rating, 144 reviews
Riverfront Escape on the Weeki Wachee with Kayaks
Relax and enjoy the peaceful beauty of the Weeki Wachee River in this riverfront retreat with kayaks included and boat rentals available. Our 2BR/2BA home sleeps 8 with two queen beds and two futons, perfect for families and friends. Lounge on the deck, sip drinks in the lanai, or launch into crystal-clear springs for kayaking and wildlife watching. Minutes from Weeki Wachee Springs State Park, beaches, dining, and shopping — the ideal mix of adventure and relaxation.
4.99 out of 5 average rating, 228 reviews
Waterfront with kayaks* Blackwater River Shanty
Enjoy nature in this 2 bedroom stilt house on Paradise Island surrounded by the Blackwater River- just a 30 minute drive to Gulf Beaches! Kayak around the island, enjoying the turtles & birdwatching, or boat or drive to downtown Milton to dock and dine at Blackwater Bistro or Boomerang Pizza. There is a boat ramp, boat house, 4 kayaks and life jackets for guest use. Easily visit Navarre Beach, vibrant Downtown Pensacola, Pensacola Beach, or Ponce de Leon Springs.
4.96 out of 5 average rating, 267 reviews
Soundside Paradise
Private waterfront home with boat dock, private beach, community pool and tennis courts. Relax, unwind, and enjoy the views at this private tropical retreat. Paddle or kayak the sound or drop a line in the water to catch and cook some of the best fish Florida has to offer... all right from your backyard! Home features an open floor plan with breathtaking views of the water seen throughout. This one of a kind experience is sure to create lasting memories!
4.98 out of 5 average rating, 168 reviewsPopular amenities for Florida kayak rentals
Holiday House Rentals with a Kayak

Riverfront Retreat (Ichetucknee) w/ Kayaks & Tubes
4.95 out of 5 average rating, 168 reviews
3 Br Waterfront Florida Classic on the Bayou
4.96 out of 5 average rating, 113 reviews
WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock
4.99 out of 5 average rating, 116 reviews
Surfside House
4.95 out of 5 average rating, 238 reviews
New Waterfront Bungalow Estate + Tropical Vibes
4.97 out of 5 average rating, 230 reviews
River front 3 Bedroom home with kayaks
4.83 out of 5 average rating, 220 reviews
The Lighthouse - Beach Houses Key West
4.93 out of 5 average rating, 134 reviews
New Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach
4.99 out of 5 average rating, 170 reviewsCottages with a kayak

Modern Cottage on Private Spring Fed Lake
4.97 out of 5 average rating, 213 reviews
Tranquil Waterfront Cottage
4.98 out of 5 average rating, 182 reviews
Lakefront Cottage • Private Dock + Bikes + Kayaks
4.97 out of 5 average rating, 126 reviews
Red Bird Cottage and Farm: Equestrian lake cottage
4.93 out of 5 average rating, 160 reviews
Screened Lanai /Clear Kayak / Waterfront / Fire Pi
4.98 out of 5 average rating, 207 reviews
Sand Lake Getaway
4.93 out of 5 average rating, 165 reviews
Coastal Paradise! Kayaks+Bikes+Fishing+Boat Dock
4.92 out of 5 average rating, 157 reviews
The Lakeside River House
4.95 out of 5 average rating, 268 reviewsCabin rentals with a kayak

Private Waterfront Cabin Retreat with Kayaking
4.97 out of 5 average rating, 188 reviews
Riverbend Retreat Cabin on Suwanee River
4.89 out of 5 average rating, 254 reviews
Camp Manatee - Riverfront+Hot Tub+Kayaks+Boat
4.96 out of 5 average rating, 122 reviews
Cozy Riverfront Retreat -Natural Springs Abound!
4.95 out of 5 average rating, 118 reviews
Cozy and Romantic Rustic Cabin
4.91 out of 5 average rating, 102 reviews
Charming Lakefront Log Home
4.97 out of 5 average rating, 182 reviews
VERY BEARY CABIN on Crystal Lake
4.98 out of 5 average rating, 199 reviews
Nearby Legoland,Disney,Universal,Seaworld and more
4.97 out of 5 average rating, 238 reviewsDestinations to explore
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