
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
LocationValueLong stay
4.98 out of 5 average rating, 186 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
ValueLocationParking
4.86 out of 5 average rating, 158 reviews
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
LocationFamilyShared spaces
4.97 out of 5 average rating, 143 reviews
Saltwater Heated Pool, Spa, Fire Pit, Pet Retreat
Let's be honest. you've scrolled past a hundred "cozy homes." This is not one of them. Paradise Bliss is the house your group chat blows up over. A resort-style pool with loungers IN the water. A spa with its own waterfall. Stunning BBQ and bar ready for pictures. A fire pit under the stars. Pool table, foosball, and a wine fridge. Five stunning bedrooms and three bathrooms. Nursery-ready room with crib. Even your dog gets a private retreat. Beach? 18 minutes. Regrets? None. Your Story awaits.
LocationComfortAmenities
5.0 out of 5 average rating, 3 reviews
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!
ValueFamilyBack garden
4.87 out of 5 average rating, 71 reviews
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.
LocationFamilyDecor
4.98 out of 5 average rating, 107 reviews
"Cloud Nine" Seaside/Pool Condo on Flagler Beach 9
Come stay a while "on cloud nine" in a seaside luxury updated upstairs condo with ocean view just steps away from the Historic Flagler Beach Pier! Flagler Beach is a beautifully unique paradise filled with opportunity for nature & wildlife viewing, window shopping, dog-friendly areas, and never-ending fun in the sun!! This retro town with salty style is home to live local music, open-air restaurants, art, and so much more!! We are excited for you to enjoy a stay at this seaside getaway!
LocationValueBiking
4.99 out of 5 average rating, 102 reviews
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.
LocationValuePool
4.97 out of 5 average rating, 122 reviews
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.
ValueFamilyParking
4.97 out of 5 average rating, 172 reviews
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.
LocationFamilySleep quality
4.89 out of 5 average rating, 19 reviews
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.
FamilyLocationAmenities
4.88 out of 5 average rating, 50 reviews
The Ultimate Escape
Welcome to my NEWLY built home w/ a heated salted POOL and screen enclosure in Palm Coast, FL! 3 STYLISH bedrooms, 2 Beautiful bathrooms. COZY Living Room w/ 75" TV and sound system. Fully equipped kitchen with a MODERN Dining Area fit for a family gathering! 55" TV in the Master Bedroom with fast internet connection. Lastly, a brand new PORCH with an outdoor dining area and grill. Check out all of the photos so YOU can get a taste of what's waiting for you!
LocationFamilyBeach
5.0 out of 5 average rating, 104 reviewsPopular amenities for Flagler County rentals with a pool
House rentals with a pool

Waterfront Heated Pool, Dock & Game Room
ValueLocationAccess
4.99 out of 5 average rating, 74 reviews
4BR coastal retreat w/ pool near St. Augustine
FamilyValuePool
4.98 out of 5 average rating, 43 reviews
Casa del Sol
ValueLocationGetting around
5.0 out of 5 average rating, 31 reviews
Luxury 5-Bedroom Retreat with Pool
FamilyValueBathroom
4.98 out of 5 average rating, 55 reviews
Indoor Private Pool in Coastal Town!
ValueLocationIndoor spaces
4.95 out of 5 average rating, 99 reviews
Cozy & Family-Friendly
FamilyLocationCondition
5.0 out of 5 average rating, 18 reviews
Pool Home•Game Room & Fire Pit close Flagler Beach
LocationFamilyBathroom
4.88 out of 5 average rating, 16 reviews
1 min to Intracoastal | Kayaks, Fishing & GameRoom
FamilyLocationPool
4.92 out of 5 average rating, 12 reviewsApartment rentals with a pool

Luxury Condo at the Beach
LocationFamilyOutdoor spaces
4.79 out of 5 average rating, 155 reviews
Lovely 2 bedroom condo directly on no-drive beach
FamilyLocationHospitality
4.82 out of 5 average rating, 115 reviews
Oceanfront Cozy Condo-2 Kings - Cinnamon Beach 623
FamilyLocationGrill
4.99 out of 5 average rating, 135 reviews
Sea Forever -Oceanfront Getaway in Ormond Beach
LocationFamilyAccess
5.0 out of 5 average rating, 157 reviews
Cinnamon Girl | Beach, Pools & Huge Balcony
FamilyLocationCondition
4.98 out of 5 average rating, 303 reviews
Fall Sale! Direct Oceanfront Balcony Views Pool
LocationFamilyParking
4.97 out of 5 average rating, 150 reviews
Beachfront Luxury with Spectacular Ocean Views!
LocationFamilyAccuracy
4.98 out of 5 average rating, 125 reviews
Updated Oceanfront Condo! Come Relax by the Sea!
LocationValueHospitality
4.97 out of 5 average rating, 120 reviewsOther holiday rentals with a pool

Beach/ Pool/ Hot tub/ Game Rm/Firepit/ Sleeps 10
FamilyLocationWalkability
5.0 out of 5 average rating, 44 reviews
Peaceful Beachfront Getaway
LocationFamilyCleanliness
4.9 out of 5 average rating, 29 reviews
⭐️Stylish yet COZY ⭐️ home in PALM COAST FLORIDA!
FamilyValueCheckout
4.93 out of 5 average rating, 74 reviews
Walking on Sunshine Condo
ValueFamilyBiking
4.87 out of 5 average rating, 38 reviews
Heated In-ground Pool Home, Palm Coast
ValueFamilyKitchen
4.9 out of 5 average rating, 61 reviews
Aqua Vista: Heated pool - 4BR-3BA-Pets stay free
LocationFamilyCheckout
5.0 out of 5 average rating, 20 reviews
Boat Canal| Dock| Pool| BBQ| Pup| Friends
LocationAir conditioningCleanliness
5.0 out of 5 average rating, 3 reviews
Waterfront Beach Family Home Heated Pool Game Room
LocationFamilyBathroom
5.0 out of 5 average rating, 25 reviewsDestinations to explore
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- Daytona International Speedway
- St Augustine Amphitheatre
- King's Landing
- Blue Spring State Park
- Ocala National Forest
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Daytona Lagoon
- Historic Downtown Sanford
- Ponce Inlet Beach
- Rock Springs
- 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
- Silver Glen Springs Recreation Area
- Crescent Beach
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park





