
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

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!

Sea Forever -Oceanfront Getaway in Ormond Beach
Whether you are looking for a romantic getaway, a fun place to hang with good friends or a family vacation...Look no further, you have found the perfect spot. Come stay at "Sea Forever" where the ocean waves will help cure what ails you. Life is so good here. So much to do, Sun, Surf, Sand and Fun. A day trip to St. Augustine, Great Shopping and some of the very best seafood restaurants around. Enjoy the most spectacular sunrises on the east coast. Book it now. You will be so glad you did.

Top Rated Condo Direct Oceanfront Beach Pool View
Note: During Nov/Dec 2025, the hallways of the building will be getting painted and new carpet. There may be some minor noise on weekdays during work hours. Steps from the sand, this 2 bed / 2 bath direct oceanfront condo offers amazing panoramic ocean views, a large balcony, and everything you need for a perfect stay. Enjoy free parking, your own free washer and dryer, a large newly renovated oceanfront pool, beach gear, and fast Wi-Fi. Sleeps 6 with comfy beds and 3 large streaming TVs.

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

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, and for a small fee, say goodbye to boat-towing hassles with your own electric boat lift. LBTR #37009

Luxury Condo at the Beach
This is a large 3 bedroom, 3 bath 2000+ sq ft condo with high ceilings at the Cinnamon Beach Resort which is part of Ocean Hammock in Palm Coast, Florida. The Condo has a lovely lanai overlooking a nature pond and is just steps from the Ocean Beach and two pools, a resort clubhouse with fitness room, and a children's splash zone area. Cinnamon Beach is a quiet Resort that sits between Daytona and Flagler Beaches to the south and St Augustine to the north. LBTR 37513 - Flagler County

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.

Beachfront Condo with heated pool and epic view
We welcome you to our vacation home in Ormond Beach Florida and close to world famous beach of Daytona. Enjoy your holidays in a quiet part of Ormond Beach, where you can spend the days by the pool or in the sand. The apartment is family friendly, with "all you need" for kids and adults. Spacious two bed, two bath with full access to the common area in top floor. Snowbirds, longterm rentals ands Military; contact us for special rates and quotes. Find us on IG @ormondybeach

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.,

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

Spacious home w/ pool & gym
Welcome to a relaxed Palm Coast retreat where days flow easily from poolside mornings to cozy evenings together. - Sleeps 8 | 4 bedrooms | 4 beds | 2 baths - Pool w/ seasonal heating (81°F Dec-Apr) & screened lanai - Pool table, exercise equipment & board games - Fully equipped kitchen & dining area - WiFi & dedicated workspace - Beach essentials & free parking on premises
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Stylish & Relaxing Retreat with Pool and Extras!

Heated In-ground Pool Home, Palm Coast

5BR Retreat | Pool, Opt Heated Spa, Bikes, Views!

Palmasis Oasis - 1 Of a Kind, Pool, Theatre + More

The Ultimate Escape

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Coastal Haven

Salt Water Pool|Games|Firepit|Modern Design
Condo rentals with a pool

Luxury Beachfront Condo

Nice condo on very private beach

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Oceanfront! Ocean View Corner Unit 3 Resort Pools!

Scenic beachfront condo

Home away from home. 3br (2br & office) 2ba condo

Direct Ocean Front Condo, 2000+ SF, Pet Friendly!
Other holiday rentals with a pool

The Ormond By The Sea Penthouse

Beach Bliss Awaits!

Luxury top floor beachfront view

Romantic Beach Home with Heated Pool, Golf Cart

Stunning Pool Home on Saltwater Canal

Family Canal Retreat w/ Pool, Dock & Sunset Views

Hot Spa & Heated Pool, SaltwaterCanal Dock Kayaks

Spacious Retreat: Pool + Near Top Beaches
Destinations to explore
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- Rentals with pools United States
- Ponte Vedra Beach
- Daytona International Speedway
- Apollo Beach
- Old A1A Beach
- Summer Haven st. Augustine FL
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Vilano Beach
- Daytona Lagoon
- Wekiwa Springs State Park
- Lightner Museum
- Fountain of Youth Archaeological Park
- Crescent Beach
- Butler Beach
- Inlet At New Smyrna Beach
- The Club at Venetian Bay
- Matanzas Beach
- Blue Spring State Park
- Ravine Gardens State Park
- Worlds Most Famous Beach Daytona Beach
- MalaCompra Park
- St. Augustine Alligator Farm Zoological Park
- Hontoon Island State Park
- Ponce Inlet Beach




