Holiday rentals with a kayak in Flagler County

4.86 out of 5 average rating, 158 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 suite in Flagler Beach

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.

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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!!!

4.96 out of 5 average rating, 188 reviews

4.97 out of 5 average rating, 126 reviews

A wooden dock extends over calm water, featuring two turquoise chairs positioned for lake viewing. The vibrant sunset reflects off the lake's surface, with soft clouds scattered across the sky, while lily pads float nearby, creating a serene lakeside atmosphere.

Cottage in Crescent City

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.

4.96 out of 5 average rating, 392 reviews

Tiny home in Palm Coast

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!

4.87 out of 5 average rating, 69 reviews

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

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!

A comfortable seating area overlooks the water, featuring a plush blue sofa with colorful accent pillows. A glass top coffee table is centered on a geometric blue rug. Large screened windows provide unobstructed views of the canal and pool area, enhancing the inviting ambience.

5.0 out of 5 average rating, 97 reviews

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

*180+ degree water views *Fully renovated resort style home * Luxury pool and hot tub *10 min close to the beach, 30 min to St. Augustine and Daytona *Close to restaurants/shopping * Work station-La-Z-Boy office chair, desk, monitor, keyboard * Saltwater dock: Sailboat Country * Game room: pool table, ping pong table, air hokey, foosball, arcades and more * Two Kayaks *Outdoor fire pit *Covered Weber BBQ *Outdoor shower *Fully equipped kitchen *Roku TVs-use your own tv service or free channels

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.

5.0 out of 5 average rating, 31 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.

5.0 out of 5 average rating, 7 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

4.84 out of 5 average rating, 19 reviews

Canalfront Heated Pool Home | Pool Table & Kayaks

🌟 Home Highlights 🌊 Canalfront home with water access 🏊‍♂️ Private pool with water basketball & volleyball net 🔥 Indoor fireplace + outdoor fireplace 🎱 Pool table for game nights 🛋️ Outdoor living room with TV 🛶 Kayaks included 🎣 Fishing poles available 🌴 Large backyard with lawn games 🛏️ Bunk room with 2 double bunk beds + trundle (sleeps multiple kids comfortably) 🛏️ 4 bedrooms, 3 bathrooms — sleeps 11 🚗 Garage parking available 🎲 Board games for the whole family

4.98 out of 5 average rating, 44 reviews

Home in Flagler Beach

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

Home in Ormond-by-the-Sea

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.

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.

4.98 out of 5 average rating, 120 reviews

An outdoor lanai is shown, featuring comfortable seating arranged around a wooden coffee table. A screened enclosure provides views of the heated saltwater pool and surrounding greenery. A dining area is visible, with a grill positioned nearby, all under soft evening lighting.