Vacation rentals with a kayak in Florida

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Top-rated kayak rentals in Florida

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

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Top guest favorite

The screened-in pool area features a serene swimming pool with shimmering water, two blue lounge chairs positioned nearby, and views of a wide canal. A thatched-roof Tiki hut can be seen across the water, surrounded by lush greenery.

Home in Pelican

4.99 out of 5 average rating, 266 reviews

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!

ValueOutdoor spacesCheckout

Top guest favorite

A serene lakeside scene is depicted with a wooden dock extending into calm waters. Nearby, colorful Adirondack chairs surround a fire pit, creating a space for relaxation. The background features trees reflecting the hues of sunset, enhancing the tranquil atmosphere.

Home in Hawthorne

4.95 out of 5 average rating, 101 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🏖️

Outdoor spacesLocationWifi

Top guest favorite

Home in Branford

4.95 out of 5 average rating, 165 reviews

Riverfront Retreat (Ichetucknee) w/ Kayaks & Tubes

DIRECTLY ON the crystal clear waters of the Ichetucknee River, the Riverfront Retreat is a beautiful rustic home and the perfect place to find peace, rest & relaxation. Swim or go tubing on what US Travel News deemed as Florida's best tubing river. Private viewing platform with floating dock right on the water. 4 Bedrooms & sleeps 9 with ping pong & foosball and is perfect for almost any group. We offer tubes & kayaks for guests to use during their stay. After 5 guests, $25 per person, per day.

LocationValueLaundry

Top guest favorite

A scenic view of a tranquil canal is presented, bordered by lush greenery. A wooden dock extends into the water, accommodating a boat. Nearby, comfortable outdoor seating is available, surrounded by natural landscaping, offering a peaceful outdoor space.

Home in Summerfield

4.99 out of 5 average rating, 146 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!

ValueOutdoor spacesCheck-in

Top guest favorite

A serene lakeside view features vibrant pink flowers and lush greenery framing a hammock. The calm, clear waters of the private lake are visible in the background, with two kayaks resting on the shore, creating an inviting space for relaxation.

Cottage in Hawthorne

4.97 out of 5 average rating, 213 reviews

Modern Cottage on Private Spring Fed Lake

Nestled on a gorgeous spring-fed private lake in the woods, our charming cottage is your ideal retreat. Whether you're dreaming of peace and quiet, a romantic getaway, or fun with your kids, this is the place to be! Kayak around the serene lake as you witness breathtaking sunsets, take a dip in the cool water or simply unwind amidst the beautiful surroundings. As night falls, gather around a fire and gaze up at the many stars lighting the sky. Come and create many cherished memories ☀️

LocationOutdoor spacesIndoor spaces

Guest favorite

An aerial view showcases a spacious home with a brick-paved driveway and a well-maintained lawn. The property is bordered by a white fence, with a dock and a boathouse visible on the serene water's edge in the background.

Home in Avon Park

4.87 out of 5 average rating, 145 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

LocationOutdoor spacesBiking

Guest favorite

An aerial view showcases the property with a spacious pool integrated into the backyard. A well-maintained dock extends into the water, illuminated by a green light, accompanied by colorful kayaks. Nearby, palm trees add greenery to the inviting outdoor space.

Home in Hernando Beach

4.91 out of 5 average rating, 140 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!

LocationOutdoor spacesKitchen

Guest favorite

A spacious waterfront home is depicted, featuring a screened porch and a metal roof. Lush greenery and golden grasses surround the base of the house, while calm waters extend across the foreground. The structure is elevated on stilts, providing an inviting appearance.

Home in Crawfordville

4.95 out of 5 average rating, 144 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)

Outdoor spacesLocationWifi

Top guest favorite

Home in Weeki Wachee

4.99 out of 5 average rating, 228 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.

Outdoor spacesValuePets

Guest favorite

A colorful cottage with a screened lanai rests along a serene river. Kayaks and a floating island are docked nearby, with reflections shimmering on the water. Lush greenery surrounds the property, creating a tranquil outdoor setting ideal for relaxation and recreation.

Cottage in Spring Hill

4.98 out of 5 average rating, 207 reviews

Screened Lanai /Clear Kayak / Waterfront / Fire Pi

Funky Flamingo River Cottage is a hidden gem on the Weeki Wachee River, designed for fun, relaxation, and adventure. Enjoy a no-see-um screened lanai, a comfy king bed, Smart TVs in every room, and a fully stocked kitchen. Paddle with manatees in our clear kayak, float on the lily pad mat, or unwind by the fire pit. With games inside and out, a hammock, and direct water access, it's the perfect escape—just off the main river, between the State Park and Roger’s Park.

LocationOutdoor spacesNearby

Top guest favorite

The stilt house features a wooden deck with seating options and overlooks the tranquil Blackwater River. Surrounding trees provide a natural setting, while the calm water reflects the structure and landscape. A boat dock is visible, enhancing the waterfront experience.

Home in Milton

4.95 out of 5 average rating, 266 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.

Outdoor spacesLocationAccuracy

Top guest favorite

A wooden dock extends over calm water, leading towards a vibrant sunset. Tree silhouettes frame the scene, while soft, warm colors reflect off the water's surface, creating a serene atmosphere that enhances the natural beauty of the waterfront.

Cottage in St. Augustine

4.99 out of 5 average rating, 111 reviews

Cozy River Retreat w/ Hot Tub and an Amazing View

Cozy Waterfront Retreat with Stunning Sunsets Near Downtown St. Augustine Welcome to your perfect getaway! This fully renovated one-bedroom, one-bathroom home offers breathtaking water views and unforgettable sunsets. Perfect for honeymooners, anniversaries, or a quiet couples getaway where time slows down. Located just 20 minutes from the historic charm and vibrant culture of downtown St. Augustine.

ValueOutdoor spacesHospitality