
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.

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 offering stunning views, & endless fun. Enjoy a full-size private pickleball court (pro photos coming soon), heated pool, spa/hot tub, putting green, games like cornhole & bocce. Use the private dock for boating, fishing, or kayaking. Inside, enjoy foosball, ping pong, air hockey, poker, & board games. It’s more than a getaway — it’s a one-of-a-kind experience.

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

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

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

Waterfront • Heated Pool • Dock • Game Room
Coastal Luxury – Private Dock, Heated Saltwater Pool & Stunning Decor! Escape to this brand-new, beautifully decorated home on a serene saltwater canal, just 10 minutes from the beach! Enjoy the heated saltwater pool, fish from the private dock, or explore the waterways—you may spot dolphins, manatees, and other marine life. Inside, stylish coastal decor and modern amenities offer the perfect family-friendly retreat. Relax, explore, and make unforgettable memories.

Saltwater Canal Front Villa with Pool
Bring that fishing pole to the Saltwater Canal Front home. If you enjoy watching boats and fishing vessels in the morning with your coffee, this Canal Front house is for you. The 3000+sq ft house is a very open floor plan with 3 luxurious bedrooms and an extra play/bedroom. Beautiful kitchen with stainless steel appliances. The many rooms and dinning/sitting room allows the family to spread out comfortably. Big pool right in your backyard to enjoy the sunsets.

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!

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.,

Saltwater CanalFront Heated Pool Home Close2Beach
Newly redecorated canal front pool home close to the European village, bike trails and the beach in Palm Coast. Our home consists of three bedrooms and two baths, a large family room and a dining room with a table that converts to a ping pong and pool table. Come enjoy the Florida life while relaxing by the pool overlooking the saltwater canal or by fishing off of our covered private dock. LBTR# 33043
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

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

New house with heated pool

Palm Oasis:5BR-2BA-Heated Pool-Pets - 20% off now

Sunset Escape - Pool and Huge Lanai - Dogs allowed

Designer Private Pool Home *Close To Beach *Fence

Hot Spa & Heated Pool, SaltwaterCanal Dock Kayaks

Family Home w/pool and backyard

Pool, Family friendly, Beach -Practically Perfect!
Apartment rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

"Oceanaire at Cinnamon Beach" ~Luxury Oceanfront~

Scenic beachfront condo

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

Ormond Beach oceanfront condo

Fall in Love with This Cinnamon Beach Condo
Other holiday rentals with a pool

Heated In-ground Pool Home, Palm Coast

Manor on the Canal/Luxury Oasis/Pool-Hot Tub-Dock

*Waterfront*Pool*Hot Tub*Dock*Game Room*

Your Palm Coast Pool House!

Pool spa paradise close to beach

Diamond Dr Fall SALE! Fire Pit *Game Room* Pool

Stunning Pool Home on Saltwater Canal

Cheerful 4 bed 3 bath pool in a quiet part of town
Destinations to explore
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- Rentals with pools Florida
- Rentals with pools United States
- Ponte Vedra Beach
- Daytona International Speedway
- Apollo Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Wekiwa Springs State Park
- Vilano Beach
- Lightner Museum
- Crescent Beach
- Fountain of Youth Archaeological Park
- Butler Beach
- Inlet At New Smyrna Beach
- The Club at Venetian Bay
- Blue Spring State Park
- Ponce Inlet Beach
- Worlds Most Famous Beach Daytona Beach
- MalaCompra Park
- Ravine Gardens State Park
- Matanzas Beach
- St. Augustine Alligator Farm Zoological Park
- Neptune Approach




