
Holiday rentals with a pool in Flagler County
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Top-rated rentals with a pool in Flagler County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Oceanfront Townhouse/Heated pool in Flagler Beach
Heated Pool. Direct Beachfront/ocean views, beach access Renovated Dec 2024! Don't settle for less! super clean, 2 Bd, 2 full baths 3 private decks , Lrg private garage for bike/car. Steps to beach. You wont find another fully renovated place like this with pool&garage for this price! Wifi (fastest offered) full Cable. In historic Flagler Beach. New- high end electric fireplace added to master bedroom, restaurants & pubs, coffee shops walking distance- 25 min. N of Daytona & 25 min. S of St. Aug

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

Walk to Beach | Pool, Spa & Private Dock
This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Siesta Escape-Pool, 2 King Beds, Games, near beach
Located halfway between St Augustine and Daytona Beach. Surround yourself with style and all the comforts of this beautifully modernized home with a refreshing pool. You’ll love the famous white sand Florida beaches, Bulow Plantation Sugar Mill Ruins, Fort Matanzas, paddle board tour, or even Swim with Dolphins at Marineland!! Also we are located less than one hour from famous Disney and Universal Studios. Spend a few days visiting the parks and lounging on the beach, then relax in the pool!

Sunny Las Palmas: Heated Pool & Beach Retreat
Rest and Recharge in Palm Coast! Escape the ordinary and dive into an extraordinary vacation at our stunning 3-bedroom house w/heated pool. A great location to discover Palm Coast, Flagler beach(20 min) or take a day trip to nearby St. Augustine or Daytona Beach. The house is equipped with TVs in every room, dedicated workspace and beautiful gourmet kitchen. You can also enjoy the outdoor dining table, BBQ grill, beautiful fire pit area or simply sit on the hanging swing chairs by the pool.

Saltwater Pool Solar Heated | NO EXTRA FEE | Fence
Not every home earns the word retreat. This one does. KoZy Retreat is a sun-drenched Palm Coast escape designed for the moments that matter most — slow mornings with coffee on the lanai, afternoons splashing in your private pool, evenings gathered around a crackling fire pit under a wide Florida sky. It's the kind of place where your group finally exhales. Whether you're here for the beach, the golf, or simply each other, KoZy Retreat gives you the space and the setting to make it count.

Hidden Gem- stylish 3BR house w/heated pool
Welcome to our beautiful, stylish, and cozy home with upgraded furniture and beds. A great location in Palm Coast close to famous St. Augustine historical downtown and Speedway Daytona Beach. This hidden gem is only 15 min away from Atlantic Ocean(Flagler Beach),7 min to I-95.Our modern 3BR and 2bathroom house has a big screened in patio with a HEATED pool. This place is perfect for a getaway with family and/or friends for relaxing atmosphere and some fun in the pool or at the beach.

Cheerful lakeside 2/2 cottage with a private pool
Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

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

Poolside Dock Oasis
Relax and unwind at this canal front paradise with pool, game room, and fire pit. This large, beautifully maintained home sits directly on a peaceful canal and offers plenty of space for families and groups to relax, refresh, and play. Step outside to your private pool, where you can swim, lounge, or enjoy sunsets overlooking the water. Inside, the home features a dedicated game room with a pool table and foosball table, making it easy to entertain guests of all ages.

Luxury 5-Bedroom Retreat with Pool
Step Inside a Stunning Vacation Retreat. - Beautifully renovated 5-bedroom, 3-bathroom home. - Luxurious finishes and thoughtful details create a welcoming atmosphere. - Large heated in-ground pool and separate heated spa. - Cozy family room with a 75" Smart TV and electric fireplace. - Game room with pool, foosball, and tennis tables. - Outdoor area with seating for 10, fire pit, and landscaped yard. - Conveniently located near biking trails and stunning beaches.

Ocean Shore Villa | Heated Pool | Pet Friendly!
Welcome to your dream coastal escape! This luxurious 4-bedroom retreat is just steps from the serene shores of Flagler Beach, offering a perfect blend of modern elegance and laid-back beachside living. Whether you’re lounging by the pool, soaking in the jacuzzi, or taking in the ocean views from your private balconies, this home invites you to unwind in style and comfort. Get ready to experience the best of seaside living with every amenity at your fingertips.
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Waterfront Heated Pool, Dock & Game Room

Casa del Sol

Cozy & Family-Friendly

Indoor Private Pool in Coastal Town!

Pool Home•Game Room & Fire Pit close Flagler Beach

Beautiful Oceanfront home

4BR canal retreat w/ hot tub & pool

Dolphin Cove, Watch them Play!
Apartment rentals with a pool

Pickleball, Pups, & Sunsets in Flagler Beach!

"Cloud Nine" Seaside/Pool Condo on Flagler Beach 9

Luxury Condo at the Beach

Oceanfront Cozy Condo-2 Kings - Cinnamon Beach 623

Cinnamon Girl | Beach, Pools & Huge Balcony

Lovely 2 bedroom condo directly on no-drive beach

Sea Forever -Oceanfront Getaway in Ormond Beach

Fall Special Direct Oceanfront Balcony Pool Views
Other holiday rentals with a pool

Aqua Vista: Heated pool - 4BR-3BA-Pets stay free

Canal-front Luxury Retreat with Pool & Scenic View

Walk to beach, Oceanfront pool & hot tub

Oasis: pool/hot tub/swim-up bar

Endless Summer! Canal • Pool • Spa • Dock • Kayaks

1 Min Private Beach+Heated Pool+Movie Room

Waterfront w/ Dock | Pool | Hot Tub | Game Room

Walking on Sunshine Condo
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- Daytona International Speedway
- St Augustine Amphitheatre
- Blue Spring State Park
- Ocala National Forest
- King's Landing
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- Rock Springs
- Historic Downtown Sanford
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- De Leon Springs State Park
- Daytona Beach International Airport
- Flagler College
- Crescent Beach
- Silver Glen Springs Recreation Area
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park





