Vacation rentals with a kayak in Florida

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Top-rated kayak rentals in Florida

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Top guest favorite
Home in Port Charlotte

Saltwater Whole New Dock/Jacuzzi/MovieTheater

Welcome to Saltwater Serenity Villa your canalfront paradise! ☀TOP LOCATION📍, close to: beautiful beaches 🏖️ Gasparilla Island, Siesta Key, Englewood! ☀️ Your Dream COFFEE Station ☕️ All kinds of coffee makers! ☀Dock Ideal to FISH 🎣| ☀️Kayaks ☀️ HEATED Pool 🏊‍♀️👙 ☀DEDICATED WORKSPACE 💻 ☀Arcade game🕹️ ☀Smart TVs in every room📺 ☀Fast WIFI📶 ☀Fully equipped kitchen🍽️ ☀Pool Table and Games🎱♟️ ☀FREE Onsite parking🅿️ ☀ Outside dining table 🍝 ☀BBQ🍖 ☀Self check in🔐 Lock Box BOOK NOW🔜⛱️

4.95 out of 5 average rating, 100 reviews
Guest favorite
An outdoor patio area features a saltwater pool surrounded by lounge chairs and umbrellas. The beach is visible in the background, with tropical palm trees and flowering plants enhancing the landscape. A string of lights adds a subtle charm to the outdoor space.
Home in Indian Rocks Beach

Beachfront Bungalow w/ Pool & Hot Tub in IRB

Beach front house with a saltwater pool! This 2 bedroom, two bath house is equipped with a newly renovated kitchen and new appliances. You will have your own private beach access with 2 outdoor showers. The outdoor dining area is perfect for dinner under the sunset. We are stocked with beach chairs, umbrellas, pool/beach toys, & floats. Close to parks, restaurants, &across the street from a small grocery store. Perfect for families or couples looking for a getaway in the sunshine state BTR# 2089

4.97 out of 5 average rating, 183 reviews
Top guest favorite
The living area features a comfortable sofa arrangement under a ceiling fan, with large windows allowing natural light. The spacious bedroom showcases a four-poster bed, sleek furniture, and warm lighting. An enclosed patio displays a dining setup with colorful tableware, adjacent to a heated pool visible through expansive screen panels.
Home in Cape Coral

WF Oasis~Htd Pool~Spa~Pets4Free~BBQ~Big Lanai~Dock

Step into the spacious and entertaining 3BR 2Bath nestled in a tranquil canal front area close to many restaurants, shops and attractions. Explore the city or lounge the day away under the fairy-tale tiki hut next to the swimming pool and the private dock. 🐕Pets Stay Free! ✔ 3 Comfy BRs ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Patio (Heated Pool & Spa, TV, Lounges) ✔ Yard (Tiki Hut, BBQ, Dining, Lawn) ✔ Private Dock and boats ✔ Smart TVs + PS4 + SONOS ✔ High-Speed Wi-Fi ✔ Free Parking

4.99 out of 5 average rating, 118 reviews
Guest favorite
A set of wooden steps leads up to a charming cottage nestled among trees. The entrance features large glass doors, inviting natural light into the space. The surrounding area is landscaped, enhancing the tranquil ambiance of the private property.
Cottage in Eustis

Red Bird Cottage and Farm: Equestrian lake cottage

Step back into “Old Florida” charm at this updated 1968 lake cottage, on a 7-acre equestrian farm. Secluded from main roads yet just minutes from downtown Mount Dora and Eustis, this peaceful retreat offers the perfect blend of rustic serenity and comfort. Located on a lake that offers direct water access. Campfires are welcomed, and the tranquil setting is made even more magical by the sight of horses. Inside, you'll find cozy touches and comfortable furnishings, including pillow-top mattresses

4.93 out of 5 average rating, 164 reviews
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

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
Top guest favorite
Home in Branford

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.

4.95 out of 5 average rating, 168 reviews
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

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, 102 reviews
Guest favorite
A bright, open living space features light-colored wood flooring and white walls. A spacious gray sectional sofa is positioned near a coffee table, and a large dining table with seating for eight can be seen in the background. Natural light flows in from large windows.
Home in Melbourne

New Waterfront Bungalow Estate + Tropical Vibes

"The River Oak Bungalow" is a brand new 4BR/2.5BA exotic, lush, private estate nestled amongst winding oaks & palms directly on the Indian River Lagoon. Located in the Downtown Eau Gallie Arts District, only a short drive to the Beaches, FIT, USSSA, & MLB Airport. Bring your boat & enjoy a private 100' dock & riverfront sandbar recreation area, huge outdoor deck, spacious backyard, fire pit, tree climbs, paddle boards, and kayaks. Perfect for Family Gatherings, Celebrations, or a staycation!

4.97 out of 5 average rating, 234 reviews
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

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, 147 reviews
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

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, 148 reviews
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

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, 272 reviews
Guest favorite
The stilt home features a spacious outdoor area with white Adirondack chairs arranged on a wooden deck. Sturdy stairs lead to the entrance, surrounded by palm trees. A clear blue sky and soft clouds provide a serene backdrop, highlighting the inviting nature of this unique property.
Home in Crystal River

Sleeps 8 | RV Hookup | On Canal | 2 Boat Ramps

Unique 2BR/1BA stilt home on an island in the Ozello Keys, Crystal River, with canal views to the Gulf. Recently renovated with a modern nautical feel. Fully equipped kitchen, indoor laundry, and plenty of parking (RVs with approval; up to 8 vehicles). Dog friendly! Includes 4 kayaks with paddles. Upstairs loft and downstairs bedroom both feature king beds, TVs, workspace, and extra sleeping options. Renovated bathroom with large walk-in shower.

4.97 out of 5 average rating, 175 reviews

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