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
Home in Palm Coast
5 out of 5 average rating, 7 reviews

Beachfront Estate | Sleeps 14 | Panoramic Views

Private beachfront estate with panoramic ocean views, wraparound decks, elevator, and room for 14 on a quiet stretch of beach. Wake up to dolphins offshore, spend the day steps from the sand, and gather with family in a spacious retreat designed for unforgettable group getaways. Perfect for multigenerational families and reunions, this beachfront home features a chef’s kitchen, direct beach access, kayaks, paddleboards, beach gear, and relaxed beachfront living away from crowded tourist areas.

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 in Palm Coast
4.85 out of 5 average rating, 151 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, 171 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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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, 113 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.

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
4.96 out of 5 average rating, 24 reviews

Coastal Retreat & Boater’s Dream

Indulge in this Ultimate Waterfront Retreat! This stunning 3-bedroom, 2-bath canal front home in Palm Coast boasts 2750 sq. ft. of luxury living, 80 feet of saltwater frontage, and a private boat slip. Take a boat ride to the National Monument, Fort Matanzas! Ride to Daytona or Saint Augustine! Truly a 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 spacious living room showcases a comfortable sectional sofa, draped with a plaid throw. A ceiling fan circulates air above, while a large TV is mounted on the wall. Natural light filters through floor-to-ceiling windows, providing views of the surrounding greenery.
Home in Palm Coast
5 out of 5 average rating, 30 reviews

Spectacular NEW home with lots of parking Exit 284

New beautiful construction home. 3 bedrooms and 2 bathrooms. Very convenient location near the I95. Allows you to easily travel to all the beautiful beaches in Daytona Beach, Palmcoast and St. Augustine. Located in a safe residential neighborhood and close to all your food and shopping. Flagler County Local Business Tax Receipt #18956/ Account #36548. City of Palm Coast Local Business Receipt 71563. State of Florida, Dept of Business and Professional Regulation License Number DWE2800811.

Top guest favourite
Home in Palm Coast
5 out of 5 average rating, 55 reviews

The Flamingo Nest

Minutes to Beach, Fishing, Golfing, Walk & Bike Trails, Neighborhood SPLASH PAD at Holland Park located between St Aug / Daytona Beach. Reviews are real customers, my property treated like Family I live nearby. Question? ask me! Wheelchair accessible-No one stays home! READ Real Reviews and Descriptions LBTR #37518 Please send me message if you have dates in mind that are possibly blocked because I am considering listing it for sale If you know someone looking. Never hurts to ask!

Guest favourite
Home in Palm Coast
4.88 out of 5 average rating, 65 reviews

On the Canal, New Dock, Kayak, Bikes, Beach Gear

Save my home to your wishlist, click the <3 in the corner! *Book 2 nights, get the 3rd night 30% off!* >Waterfront fishing cabin with brand new dock! >SUPs, bikes, beach gear, yoga gear - with signed waiver >Boat ramp 1 mile away >2 min to Hammock Beach >Deck with seating, propane grill + outdoor kitchen >Kayak included >Sleeps 6 >The beach is a 5 minute drive >Washer + Dryer >Nespresso machine >Plenty of parking >3 Smart TV's >3 days of supplies (TP, trash bags, pods, etc.)

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, 56 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
Home in Flagler Beach
4.97 out of 5 average rating, 36 reviews

Beachfront retreat w/ pool & BBQ grill

Welcome to this waterfront canal home in Flagler Beach - your base for easy days between the pool, the dock, and the Atlantic shore. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Pool (heating Dec 1–Apr 30, $25/day) & sun loungers • Private beach access - beachfront & outdoor shower • Boat slip, kayak & multiple balconies w/ canal & ocean views • Full kitchen, BBQ grill & beach essentials included • Pet-friendly, free parking & self check-in w/ smart lock

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, 107 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
Flat in Flagler Beach
4.92 out of 5 average rating, 107 reviews

Guest House at Calm Creek

There’s no place quite like this in Flagler Beach! Nestled on Bulow Creek on 3 secluded acres surrounded by majestic oaks and palms, this peaceful getaway is less than 3 miles from the iconic Flagler Beach Pier and downtown. Enjoy complimentary kayaks, canoe, fishing gear, and beach supplies. Relax on the dock, hike nearby trails, or unwind in the Florida sun. Easy drive to St. Augustine and Daytona Beach. Perfect for 2 adults.

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