
Vacation 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

Pool, Family friendly, Beach -Practically Perfect!
Relaxing home backs to a creek, vacant lots front & side. Super kid friendly, comfy beds, full stocked kitchen, and solar heated salt H2O pool. 2 "extra" beds-twin camping cot and fullsize inflatable bed. "Practically Perfect" location between Daytona(30min) and historic St Augustine(40min), 8miles to Flagler Beach & 1mile to grocery store/amenities/restaurants. You will find our home "Spit Spot" and Practically Perfect to host your best vacation! Private Chef and a "Cookie Lady" also available!

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 - Explore,Beach,Pool, King Beds,Work
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.

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.

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

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.

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.

Walking on Sunshine Condo
Quite serene condo with ocean views from every room. Located walking distance to Gambler Rogers State Park and just a few miles to downtown Flagler Beach One bedroom with a pull out sofa in living room condo comes complete with everything you will need for a relaxing day at the beach, fully equipped kitchen, comfortable living room. Complex offers tennis/pickle ball courts, shuffle board, large oceanfront inground pool, gym and sauna

Pickleball, Pups, & Sunsets in Flagler Beach!
Let this stunningly renovated 2BR/2BA beach oasis be your next home-away-from-home in beautiful Flagler Beach. Perfectly situated on A1A just across the street from the Atlantic Ocean and the buildings own private beach access. This spacious 1121-square-foot 2-bedroom, 2-bath, dog friendly condo (Pet Fee is $150) has everything you need for the perfect beach getaway. LICENSE NUMBER: CND2800811

Poolside Ocean Living for the Family
Enjoy your own private zen getaway on the back lanai, then make a splash in the pool, complete with a Chinese dragon fountain. The beach is a 7-minute walk to the east--you may think you landed your own private resort, with barely another visitor in sight. A 14-minute walk away is another property we own. If you are planning a family reunion, we can sleep up to ten people at our other home.
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Pool Home•Game Room & Fire Pit close Flagler Beach

Coastal Haven

Waterfront Heated Pool, Dock & Game Room

Coastal Luxe Retreat - Team Joseph Ellen

3BR canal home w/ hot tub & pool table

Cozy & Family-Friendly

Relaxing Coastal POOL House - 10 min 2 Beach

Endless Summer! SaltwaterCanal Pool&Spa Dock&Kayak
Condo rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

Cozy 1 bedroom condo in central of Flagler Beach

Lovely 2 bedroom condo directly on no-drive beach

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

Beautiful Ormond Beach Ocean Front Condo

August Back-to-School Rates – Quiet Beach & Pools
Other vacation rentals with a pool

Heated In-ground Pool Home, Palm Coast

The Ultimate Escape

Poolside Dock Oasis

The EBB TIDE-private pool + just mins to beach!

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Private Bch, Private Pool Home, Private Guest Apt

Private pool home near Flagler Beach

Oasis Heated Pool Spa Fenced Yard Bicycles
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- Daytona International Speedway
- St Augustine Amphitheatre
- Blue Spring State Park
- Ocala National Forest
- Ocean Center
- King's Landing
- Saint Augustine Town Plan Historic District
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- Rock Springs
- Vilano Beach Fishing Pier
- Historic Downtown Sanford
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- De Leon Springs State Park
- Daytona Beach International Airport
- Crescent Beach
- Daytona Beach Bandshell
- Flagler College
- Ravine Gardens State Park





