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
4.86 out of 5 average rating, 154 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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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.

Guest favourite
A spacious wooden deck features lounge chairs positioned for ocean views and beach access. The expansive coastline can be seen in the distance, framed by lush greenery under a partly cloudy sky.
Home in Flagler Beach
4.89 out of 5 average rating, 64 reviews

Beachfront Oasis w/ Game Room, Hot Tub & Ocean Vie

Sand, sun, and an ocean breeze are waiting for you at this waterside vacation rental in Flagler Beach! This 5-bed, 3-bath coastal home lets you get right on the beach with a private boardwalk and a deck that overlooks the Atlantic Ocean. When you're not on the beach, explore the area with both St. Augustine and Daytona Beach within easy driving distance. You'll be right at home in this beachfront retreat thanks to a fully equipped kitchen, a fully-equipped game room, and a hot tub and firepit!

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!

Top guest favourite
A spacious screened-in pool area presents a clear view of the inviting water. A meticulous pool is surrounded by a light-colored patio, equipped with multiple blue lounge chairs. Lush greenery and houses can be seen in the background, enhancing the relaxing atmosphere.
Home in Palm Coast
4.95 out of 5 average rating, 20 reviews

Dockside Dreams| Pool and Canal!

Welcome to Dockside Dreams – a serene canal-side escape with a screened-in pool, outdoor living space with grill, private dock, open floor plan, and bikes for exploring! Newly updated with all the amenities you will need. Relax and unwind in comfort and style. Close to the beaches and many amazing restaurants. Less than 30 minute drive to St. Augustine and Daytona. Enjoy sunsets over the canal, coffee in our sun room, or relax with family in the open living spaces. Book your stay today!

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
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.

Top guest favourite
Home in Flagler Beach
4.98 out of 5 average rating, 41 reviews

4BR coastal escape w/ heated pool & beach access

Welcome to your Hammock Beach coastal escape - everything your group needs to fully unwind, steps from the shore. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Private heated saltwater pool & balconies w/ ocean & canal views • Private beach access + beach essentials • Full kitchen w/ breakfast bar, coffee bar, Nintendo Switch & workspace • Kayak, boat slip & canal-front dock • Pet-friendly | Free parking | Self check-in

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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