
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.

Stunning family canal home with heated pool
Enjoy this charming newly remodelled 1800 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

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 Oceanfront Balcony Beach Pool View Sand
Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal escape. Wake up to panoramic ocean views, sip coffee on the large private balcony, and fall asleep to the sound of the waves. The condo is fully equipped including beach chairs and gear, washer and dryer, ultra-fast Wi-Fi, and free parking. Enjoy a newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs for streaming your favorite shows.

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.

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

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.

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.

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

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

Palm Coast Guesthouse
Newly renovated beach-themed pool-front Guesthouse behind the main house seperated by an open breezeway. king memory foam bed one bedroom guesthouse with high ceilings, ceiling fans, full kitchen, screened in non-heated pool. Living room couch is a queen sleeper sofa with a memory foam mattress. Ultra quiet neighborhood with woods behind the property.
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Cozy cottage heaven - Heated Pool

Sunset Escape - Pool and Huge Lanai - Dogs allowed

Waterfront Oasis w/ Pool, Kayaks, Dock & Firepit

Cozy home w/ backyard & BBQ

Castle, Pickleball, htd pool/SPA, mini-golf, dock

Heated pool Modern luxury remodeled 4 bedroom home

Screened Pool |Dog Friendly| Game Room | Sleeps 10
Apartment rentals with a pool

You deserve the Penthouse, treat yourself!

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

Villa Coquina

Cinnamon Beach Sunrise: Unit 853

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

Ormond Beach oceanfront condo
Other holiday rentals with a pool

Stylish & Relaxing Retreat with Pool and Extras!

Beachfront Paradise! Flagler Bch

The Ormond By The Sea Penthouse

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

Coastal Haven

Canal-front Luxury Retreat with Pool & Scenic View

Waterfront • Heated Pool • Dock & Game Room

Luxury top floor beachfront view
Destinations to explore
- Rentals with a fireplace Flagler County
- Rentals with an accessible-height toilet Flagler County
- Rentals with a firepit Flagler County
- Beachfront rentals Flagler County
- Apartment rentals Flagler County
- Rentals with a washing machine and dryer Flagler County
- Rentals with a hot tub Flagler County
- Fitness-friendly rentals Flagler County
- Bungalow rentals Flagler County
- Rentals with a patio Flagler County
- Rentals with breakfast Flagler County
- Waterfront rentals Flagler County
- Rentals with lake access Flagler County
- Rentals with beach access Flagler County
- Private suite rentals Flagler County
- Rentals with a kayak Flagler County
- Rentals with outdoor seating Flagler County
- House rentals Flagler County
- Townhouse rentals Flagler County
- Flat rentals Flagler County
- Family-friendly rentals Flagler County
- Pet-friendly rentals Flagler County
- Beach house rentals Flagler County
- Rentals with pools Florida
- Rentals with pools United States
- Daytona International Speedway
- Ocala National Forest
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Lightner Museum
- Wekiwa Springs State Park
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- St Augustine Amphitheatre
- Blue Spring State Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Ocean Center
- Daytona Beach Bandshell
- Saint Augustine Town Plan Historic District
- Ocean Walk Shops
- Historic Downtown Sanford
- San Sebastian Winery
- Flagler College
- Embry Riddle Aeronautical University
- Sun Splash Park
- Marineland Dolphin Adventure
- King's Landing
- Andy Romano Beachfront Park




