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 in Palm Coast
4.86 out of 5 average rating, 155 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

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
4.97 out of 5 average rating, 177 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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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
4.97 out of 5 average rating, 118 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
Home in Palm Coast
5 out of 5 average rating, 57 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
A modern, three-story beachfront house is shown, featuring a light blue exterior and a spacious driveway. Palm trees are visible nearby, complemented by a clear ocean view in the background. The entrance is framed by a set of stairs leading to the porch.
Home in Flagler Beach
4.98 out of 5 average rating, 66 reviews

Beachfront retreat w views, games, hot tub & more!

This brand new beachfront house has it all! Three stories of ocean views, right across from the beach. Spend time in the Atlantic Ocean, relax in the yard with a beautiful seating area with two firepits, or enjoy the putting green. House includes a massive game room, a spacious living room with electric fireplace, a 4-person sauna, grill, hot tub, etc. Bikes included. Perfect for people of all ages, even those with limited mobility, including ground floor entrance and an elevator!

Guest favourite
Home in Palm Coast
4.88 out of 5 average rating, 68 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
Home in Palm Coast
5 out of 5 average rating, 79 reviews

Endless Summer! SaltwaterCanal Pool-Spa-Dock-Kayak

Welcome to Endless Summer — your private Palm Coast paradise with a Sparkling Pool, Bubbling Spa, and Serene Saltwater Canal backdrop! Relax in Resort-Style Comfort — swim, soak, and unwind by the water. Private dock on scenic saltwater canal w/ fishing poles and kayaks! Experience relaxing mornings on the canal, sunset dips, and stargazing in the Hot Spa! Close to St Augustine & Flagler Beach with many restaurants, World Class Golf, and many Recreational Nature Trails!

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, 63 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, 113 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

Coastal Suite 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.

Guest favourite
Home in Palm Coast
5 out of 5 average rating, 10 reviews

Heated Pool Canal Home, Sailboat Country, Kayaks

🌟 Home Highlights: 🌊 Canal-front home in Sailboat Country 🚤 Dock + quick access to Matanzas Inlet 🛶 Kayaks included – launch directly from the backyard 🏊‍♂️ Private heated pool – available year round 🎮 Game tables & dedicated board game area 🛏️ Twin bedroom – perfect for kids or extra guests 💻 Dedicated workspace for remote work 🏖️ Short drive to Flagler Beach & Palm Coast beaches 🚗 Driveway parking available

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, 383 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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