
Holiday rentals with a pool in Flagler County
Find and book unique homes with a pool on Airbnb
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!

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!

Castle, Pickleball, htd pool/SPA, mini-golf, dock
Welcome to Castle by the Sea by Tynar Vacations, a coastal escape where luxury meets adventure. Set on a 70,000 sq ft ocean-view estate, you’ll enjoy stunning views and endless ways to have fun. Outdoor highlights • Private full-size pickleball court • Htd pool • Spa/hot tub • Putting green • Lawn games: cornhole and bocce • Private dock for boating, fishing & kayaking Indoor fun • Foosball, Ping pong, Air hockey, Poker More than a getaway, this is a one-of-a-kind experience.

Luxury Condo on Cinnamon beach
Our beautiful cinnamon beach condo is one of the most peaceful small beach town destinations! Only steps away from the Atlantic Ocean golden sand beaches. Top of line amenities including grand oceanfront pool, separate kids pool across the street, splash pad, kids activity room, adults clubhouse, fitness center, hot tub, & Cafe. Located in a gated safe community with St Augustine, Flagler beach near by. The condo is spacious. Private patio with table for 6 to enjoy Florida sunsets

Coastal Condo Getaway
Relax with the whole family, or friends, at this peaceful getaway! It’s a private community with private access to the beach and only footsteps away. Our coastal condo is very spacious, cozy and has 2 King beds & 1 Queen bed. The community has an Adult pool on the beachside, and a kid’s pool with a splash area across on the lakeside. Both have hot tubs. Other club facilities are included such as a fitness center, game/lounge rooms & pool side dining & drink service during season.

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.

Family Canal Retreat w/ Pool, Dock & Sunset Views
Relax with the whole family at this peaceful 3BR/2BA canal-front home featuring a master suite with an en-suite bathroom. Enjoy the large screened pool area, featuring an saltwater optional heated pool and a separate seating area, which offers breathtaking views of the sunrise and sunset. Cook in the outdoor kitchen, fish or dock your boat at the private dock. Quiet neighborhood between St. Augustine and Daytona Beach—just 7 minutes to Jungle Hut or Flagler Beach.

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

Palm Coast Cozy apartment
A one bedroom apartment, 2 miles off the highway, attached to a main house with a private entrance, fully equipped equipped kitchen, access to shared solar heated pool, with palm decor, in a nice/quiet neighborhood. 15 minutes biking to the beach, 7 minute drive to Jungle hut beach or a 15 minute drive to Flagler beach. 5 minute drive to supermarkets, shops and restaurants. Walking distance to the intercostal/salt water canals.,

Resort-Style Living: Beach Home w/Salt Pool, Spa
Imagine your perfect day: waking up to stunning intracoastal views, fishing from your private backyard dock, then strolling along the cinnamon coquina shell beach via your own walkover. This private retreat offers the best of both worlds—seclusion on a large lot with a pond, plus easy access to everything you need. You can launch your jet skis or canoe from the complimentary floating dock. LBTR #37009
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

IndianTrails Poolhouse

New house with heated 93 degree pool

Canal-front Luxury Retreat with Pool & Scenic View

Coastal home w/ pool & ocean views

Indoor Private Pool in Coastal Town!

Spacious Retreat: Pool + Near Top Beaches

Lake Cabin! Private Dock, Tennis Court & Pool

Heated pool Modern luxury remodeled 4 bedroom home
Apartment rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

Flagler Beach Paradise

Maria's Beautiful Beachfront home Pet Friend beach

Ormond Beach oceanfront condo

Spring Beach Escape - Resort Pools, Book Fast!

Beautiful Ormond Beach Ocean Front Condo
Other holiday rentals with a pool

Cheerful 3-bedroom with a pool

Peaceful Heated Pool Retreat Near Beach

Private Pool Home w/ Fenced Yard • Palm Coast

Safari by Sea | Heated Pool & Spa • Walk to Beach

Palm Coast Paradise | beach, pool, spa, game room!

The Relaxing Getaway

Entire, Cozy Home w/Pool & Spa

New Luxury Build | Pool, Game Room & Beach Access
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- Daytona International Speedway
- Ocala National Forest
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Wekiwa Springs State Park
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ocean Center
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- Daytona Beach Bandshell
- Historic Downtown Sanford
- Embry Riddle Aeronautical University
- St. Augustine Alligator Farm Zoological Park
- King's Landing
- Anastasia State Park
- Ocean Walk Shops
- Vilano Beach Fishing Pier
- Marineland Dolphin Adventure
- De Leon Springs State Park
- Sun Splash Park




