
Vacation rentals with a kayak in Flagler County
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Top-rated kayak rentals in Flagler County
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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
LocationValueSleep quality
4.86 out of 5 average rating, 158 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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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!!!
Outdoor spacesValueCheckout
4.96 out of 5 average rating, 188 reviews
Lakefront Cottage • Private Dock + Bikes + Kayaks
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.
LocationOutdoor spacesIndoor spaces
4.97 out of 5 average rating, 127 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. We want you to be happy, please contact us within the hour of checkin if your are unsatisfied with anything!
Outdoor spacesLocationAmenities
4.96 out of 5 average rating, 393 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!
Outdoor spacesLocationPets
4.87 out of 5 average rating, 69 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.
LocationValueFamily
5.0 out of 5 average rating, 31 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!
LocationOutdoor spacesCleanliness
4.96 out of 5 average rating, 24 reviews
Canal • Heated Saltwater Pool + Fire Pit+ Dock
Bring your boat — private dock on the saltwater canal! This Palm Coast retreat has it all: a screened heated saltwater pool, a glowing lanai with fire pit, hanging egg chairs, and al fresco dining, two king suites, a bunk room the kids will adore, and Smart TVs throughout. Mornings in the sunlit breakfast nook, evenings by the fire as the sky turns pink over the water. Just 8 minutes to breathtaking beaches and historic St. Augustine. Your Florida never forgetting story starts here
LocationOutdoor spacesGrill
5.0 out of 5 average rating, 7 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.)
LocationValueAir conditioning
4.89 out of 5 average rating, 73 reviews
4BR coastal retreat w/ pool near St. Augustine
Welcome to a coastal Hammock Beach home where ocean views, canal water, and a private pool create the kind of stay you plan a return trip before you leave. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Private saltwater pool, boat slip, kayak & beach access • Ocean & Intracoastal views from multiple balconies • Full kitchen, family room w/ 55" smart TV & Nintendo Switch • Pet-friendly | Free parking | Self check-in • Mins to Flagler Beach; day trip distance to St. Augustine
LocationOutdoor spacesCheckout
4.98 out of 5 average rating, 45 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.
Outdoor spacesLocationBathroom
4.98 out of 5 average rating, 120 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.
LocationValueLaundry
4.92 out of 5 average rating, 107 reviewsPopular amenities for Flagler County kayak rentals
House rentals with a kayak

Canalfront w Heated Pool, Hot Tub, Kayaks, Games
Outdoor spacesLocationLaundry
4.93 out of 5 average rating, 29 reviews
GameRoom | Canal | Large Dock | Pool | 6 beds
ValueLocationAmenities
4.97 out of 5 average rating, 31 reviews
Waterfront w/ Dock | Pool | Hot Tub | Game Room
Outdoor spacesLocationCheck-in
5.0 out of 5 average rating, 7 reviews
Laguna Paradiso-Heated Pool-Spa-Games-Firepit
LocationOutdoor spacesGetting around
5.0 out of 5 average rating, 97 reviews
Endless Summer! HotTub Pool Canal • Dock • Kayaks
ValueOutdoor spacesNearby
5.0 out of 5 average rating, 87 reviews
Peaceful Lake Front Retreat
Outdoor spacesFamilyQuiet
5.0 out of 5 average rating, 5 reviews
Boat Canal| Dock| Pool| BBQ| Pup| Friends
LocationCleanlinessAir conditioning
5.0 out of 5 average rating, 3 reviews
Coastal Retreat & Boater’s Dream
LocationSleep qualityFamily
4.96 out of 5 average rating, 28 reviewsOther vacation rentals with a kayak

Fabulous Canal-Front home pool spa kayak dock 10P
ValueLocationRiver
4.84 out of 5 average rating, 58 reviews
150 Steps to the Beach, Sleeps 5
ValueLocationWalkability
4.94 out of 5 average rating, 36 reviews
Ocean Breeze Beach Bungalow
LocationBathroomHospitality
5.0 out of 5 average rating, 19 reviews
Waterfront Tiny Home
LocationOutdoor spacesParking
4.92 out of 5 average rating, 37 reviews
Palm Coast Waterfront | Heated Pool, Spa & Dock
Outdoor spacesValueHospitality
5.0 out of 5 average rating, 11 reviews
Iron Horse/motorhome /boaters/Jeep Beach Daytona
LocationKitchenAccess
4.94 out of 5 average rating, 17 reviews
Manatee & kayak friendly waterfront cottage
Outdoor spacesLocationBackyard
4.93 out of 5 average rating, 72 reviews
3bd Waterfront Home w/Pool, Hot Tub & Boat Dock
Outdoor spacesLocationLayout
4.93 out of 5 average rating, 27 reviewsDestinations to explore
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- Rentals with a kayak Florida
- Rentals with a kayak United States
- Daytona International Speedway
- St Augustine Amphitheatre
- King's Landing
- Ocala National Forest
- Ocean Center
- Blue Spring State Park
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Historic Downtown Sanford
- Daytona Lagoon
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Ponce Inlet Beach
- Rock Springs
- De Leon Springs State Park
- Summer Haven st. Augustine FL
- Flagler College
- Silver Glen Springs Recreation Area
- Daytona Beach International Airport
- Crescent Beach
- Ravine Gardens State Park
- Anastasia State Park





