
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

Beachfront Luxury with Spectacular Ocean Views!
Newly remodeled spacious 2/2 condo located directly on the beautiful Atlantic Ocean. Sip coffee or wine on the wrap around balcony while watching the waves roll in, spot dolphins & seagulls as you enjoy the southeastern exposure. This condo is suitable for adults & children at least 12 yrs old. New Casper beds, ocean views from every room & modern design. Enjoy the refreshing pool for fun or exercise. No drive beach & walking distance to the grocery store. No need to leave this sanctuary!

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

Seaside Serenity: Stylish & Cozy Oceanfront Condo!
Welcome to our charming oceanfront beach condo in the enchanting town of Ormond Beach! Nestled in a tranquil setting, this idyllic retreat offers an unforgettable coastal getaway. Located in the peaceful neighborhood of Ormond Beach, you'll find an array of charming shops, delectable restaurants, and vibrant local attractions just a short drive away. Whether you're seeking outdoor adventures, or prefer exploring the rich history of the area, this town offers something for everyone.

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
Family-Friendly Coastal Luxury — Heated Saltwater Pool (no charge) & Private Dock! Brand-new canal-front home just 10 minutes from the beach. Swim in the heated saltwater pool, fish from the private dock, or explore the water—watch for dolphins and manatees! Enjoy stylish coastal décor and modern comforts for a relaxing family getaway. <ul> <li>Heated pool</li> <li>Private dock</li> <li>Waterfront views</li> <li>Family-friendly</li> <li>Close to beach</li> </ul>

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.

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.,

Bright home w/ poolside lounge & BBQ
Welcome to your Palm Coast retreat - a calm, welcoming space for relaxing days by the pool & easy coastal living. Enjoy room to gather, unwind, & reconnect: - Sleeps 8 | 4 bedrooms | 4 beds | 2 baths - Heated pool Dec-Apr & screened lanai - Pool table, exercise equipment, books & board games - Kitchen & indoor fireplace - Beach essentials, backyard & BBQ grill - Family-ready amenities & dedicated workspace
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Stylish & Relaxing Retreat with Pool and Extras!

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Coastal Haven

Sunset Escape - Pool and Huge Lanai - Dogs allowed

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

The Relaxing Getaway

Family Home w/pool and backyard

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

You deserve the Penthouse, treat yourself!

Updated Oceanfront Condo! Come Relax by the Sea!

Scenic beachfront condo

Direct Ocean Front Condo, 2000+ SF, Pet Friendly!

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

Ormond Beach oceanfront condo

Penthouse Oceanfront Resort! Corner Unit! 3 Pools!

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

Heated In-ground Pool Home, Palm Coast

New house with heated 92 degree pool

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

Luxury top floor beachfront view

Pool spa paradise close to beach

Whole Year heated pool and hot tube Dream House!

Waterfront Oasis w/ Pool, Kayaks, Dock & Firepit

Hot Spa & Heated Pool, SaltwaterCanal Dock Kayaks
Destinations to explore
- Rentals with lake access Flagler County
- Apartment rentals Flagler County
- Rentals with outdoor seating Flagler County
- Rentals with a washing machine and dryer Flagler County
- Pet-friendly rentals Flagler County
- Rentals with breakfast Flagler County
- Bungalow rentals Flagler County
- Flat rentals Flagler County
- Rentals with a firepit Flagler County
- Private suite rentals Flagler County
- Rentals with a fireplace Flagler County
- Beachfront rentals Flagler County
- Family-friendly rentals Flagler County
- Rentals with an accessible-height toilet Flagler County
- Beach house rentals Flagler County
- Rentals with a patio Flagler County
- Rentals with beach access Flagler County
- Waterfront rentals Flagler County
- Townhouse rentals Flagler County
- Rentals with a kayak Flagler County
- Fitness-friendly rentals Flagler County
- House rentals Flagler County
- Rentals with a hot tub Flagler County
- Rentals with pools Florida
- 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
- The Club at Venetian Bay
- Inlet At New Smyrna Beach
- Matanzas Beach
- Blue Spring State Park
- MalaCompra Park
- Ravine Gardens State Park
- Worlds Most Famous Beach Daytona Beach
- St. Augustine Alligator Farm Zoological Park
- Hontoon Island State Park
- Ponce Inlet Beach




