Holiday rentals with a kayak in Flagler County

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Top-rated rentals with kayak in Flagler County

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

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Guest favourite
A heated swimming pool is enclosed by a screened lanai, showcasing clear blue water that glistens in the sunlight. Lounge chairs line one side of the pool area, offering a place to relax. The scenic canal is visible beyond the pool, enhancing the tranquil setting.
Home
4.85 out of 5 average rating, 143 reviews

Stunning family canal home with heated pool

Enjoy this charming newly remodelled 1880 sq. ft. 3 bed 2 bath home. The King Master Suite with full private bath boasts relaxing views of the pool/canal through the large picture window. The 2nd canal view bedroom features a comfy Queen bed. The third bedroom completes the sleeping arrangements with twins beds. Cook up the days catch while watching dolphins play down at the main canal. The 2025 built heated 30 x 15 swimming pool with more water views will entertain guests and kids!! LBTR#13030

Top guest favourite
The exterior view of the unit is illuminated at dusk, showcasing a two-story building with a spacious balcony. A circular fire pit is surrounded by stone seating and accent lights, creating a cozy ambiance. Lush landscaping frames the outdoor space, leading to the beach.
Guest suite in Flagler Beach
4.96 out of 5 average rating, 164 reviews

DIRECTLY on the ocean. Entire private first floor.

Recently reopened after two months undergoing major renovation! Previously had 110 very favorable reviews while with a different vacation rental company. The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen. That has been totally remedied with keen attention to the highest quality! Everything has been thought of for your enjoyment, even FREE pinball! You need to bring nothing except your enthusiasm for having a relaxing, stress-free and amazing time!!!

Top guest favourite
A comfortable seating area is offered with a light-colored couch adorned with colorful pillows. A plant sits on a side table, while large windows provide a view of Lake Stella. Natural light brightens the space, complemented by a patterned rug and stylish cabinetry.
Cottage in Crescent City
4.96 out of 5 average rating, 109 reviews

Lakefront cottage and dock★Free bikes & paddleboat

Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.

Top guest favourite
A light-filled bedroom features a spacious bed with a colorful decorative throw. A wooden ceiling adds warmth, while white curtains provide softness. Decorative elements include a floral-patterned chair and framed artwork, creating a relaxed and inviting atmosphere.
Bungalow in Flagler Beach
4.96 out of 5 average rating, 128 reviews

Tropical Beach Bungalow Romantic Couples Getaway

(Early check ins available upon request only) More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

Guest favourite
A light-filled living area features large windows with blue drapes, offering views of the tranquil canal. The space includes a comfortable sectional sofa with decorative pillows, and light wooden flooring enhances the airy atmosphere.
Home in Palm Coast
4.95 out of 5 average rating, 21 reviews

Coastal Retreat & Boater’s Dream

Indulge in the ultimate waterfront escape! This stunning 3-bedroom, 2-bath canal front home in Palm Coast boasts 2750 sq. ft. of luxury living, 80 feet of private saltwater frontage, and a boat slip. Quick boat ride to the National Monument Fort Matanzas! Quick ride to Daytona or Saint Augustine! Wonderful Location! Relax in your private oasis where every detail is designed for the perfect getaway. Book now and experience coastal living at its finest—your dream vacation starts here!

Top guest favourite
A wooden dock extends over calm waters, surrounded by lush grassy marshlands. Tall grasses frame the scene, while a clear blue sky provides a backdrop to distant trees. The tranquil atmosphere invites relaxation and observation of nature.
Flat in Flagler Beach
4.91 out of 5 average rating, 102 reviews

Calm Creek - Flagler Beach's Hidden Gem!

There is no other place like this in Flagler Beach! Nestled off Bulow Creek and surrounded by majestic oaks, magnolias and palm trees. Your getaway sits on 3 quiet, secluded acres of pristine Florida beauty. Less than 3 miles from the Flagler Pier & the heart of Flagler Beach. We have a kayak, a canoe, fishing gear, and beach supplies all at no extra cost. Hike, sit on the dock or just relax in the sun. We are also a short drive to St. Augustine & Daytona. Will accommodate 2 adults.

Top guest favourite
Home in Palm Coast
4.94 out of 5 average rating, 51 reviews

Family Canal Retreat w/ Pool, Dock & Sunset Views

Relax with the whole family at this peaceful 3BR/2BA canal-front home featuring a master suite with an en-suite bathroom. Enjoy the large screened pool area, featuring an saltwater optional heated pool and a separate seating area, which offers breathtaking views of the sunrise and sunset. Cook in the outdoor kitchen, fish or dock your boat at the private dock. Quiet neighborhood between St. Augustine and Daytona Beach—just 7 minutes to Jungle Hut or Flagler Beach.

Top guest favourite
An open-concept living space features a light and airy design with high ceilings. A comfortable sectional sofa is positioned in front of large glass doors, providing serene views of the outdoors. A dining table with stylish chairs offers a welcoming space for meals.
Home in Palm Coast
4.98 out of 5 average rating, 46 reviews

Waterfront • Heated Pool • Dock & Game Room

Family-Friendly Coastal Luxury — Heated Saltwater Pool (no charge) & Private Dock! Brand-new canal-front home just 10 minutes from the beach. Swim in the heated saltwater pool, fish from the private dock, or explore the water—watch for dolphins and manatees! Enjoy stylish coastal décor and modern comforts for a relaxing family getaway. <ul> <li>Heated pool</li> <li>Private dock</li> <li>Waterfront views</li> <li>Family-friendly</li> <li>Close to beach</li> </ul>

Top guest favourite
A spacious swimming pool is surrounded by a covered outdoor area, softly lit by string lights. A colorful inflatable unicorn floats in the water, and large windows of the home provide a view of the inviting interior, enhancing the overall atmosphere.
Home in Ormond Beach
4.99 out of 5 average rating, 101 reviews

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

Top guest favourite
A beachfront view highlights a stretch of sandy shore, where waves gently lap at the water's edge. Several charming houses are visible along the coastline, flanked by palm trees that sway in the breeze under a clear, blue sky.
Home in Flagler Beach
4.91 out of 5 average rating, 70 reviews

Chic Home: Ocean Views, Hot Tub & Game Room!

Live in the lap of luxury at this picturesque 4-bedroom, 4-bath vacation rental with a beachfront view that stretches to the horizon and lives across the street. Lounge on one of 2 wraparound balconies, soak in the hot tub, enjoy the outdoor bar with loved ones, or have some fun in the game room for maximum relaxation. When you’re ready to dive into adventure, choose from a variety of gear to bike, fish, or kayak the day away.

Guest favourite
The front exterior of the house is shown, featuring a light blue facade and a neatly manicured lawn. A concrete driveway leads to a single-car garage. Lush green bushes and trees frame the house, contributing to a serene environment.
Home in Palm Coast
4.86 out of 5 average rating, 174 reviews

Family & Pet Retreat w/ Fenced Yard · Walk to Park

Spacious 2BR/2BA home with living room, full kitchen, and a fully fenced backyard—perfect for families and pet owners. Walk to an exceptional park with playground, splash park, basketball and tennis courts, and a nearby dog park. The beach is just minutes away with a free Hammock Bridge pass. Sports gear, beach chairs, umbrellas, toys, and everyday essentials are provided. Island Walk shopping and dining are close by.

Top guest favourite
A bright living area showcases a yellow sofa adorned with a colorful accent pillow. A unique wooden coffee table adds character, while a wall of decorative plates and artworks creates a vibrant atmosphere. Shelves filled with books are visible in the background.
Tiny home in Palm Coast
4.96 out of 5 average rating, 368 reviews

Hammock Hideaway

This is a place for those who love Old Florida with an abundance of beautiful live oaks that provide a natural shady “Hammock”. Our space is a Bohemian paradise, a place to sit and relax or enjoy the many nearby adventures. Feel free to use the available bicycles and take a quick 5 minute ride to the beach. Ask us about the kayak or surf boards available for nearby water activities.

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