
Holiday rentals with a pool in Flagler Beach
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Flagler Beach

Total holiday rentals
Explore 50 holiday rentals in Flagler Beach

Nightly prices starting at
Flagler Beach holiday rentals start at £44 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 of Flagler Beach holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Flagler Beach rentals

4.9 Average rating
Flagler Beach stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated rentals with a pool in Flagler Beach
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

Walk to Beach | Pool, Spa & Private Dock
This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

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.

"Cloud Nine" Seaside/Pool Condo on Flagler Beach 9
Come stay a while "on cloud nine" in a seaside luxury updated upstairs condo with ocean view just steps away from the Historic Flagler Beach Pier! Flagler Beach is a beautifully unique paradise filled with opportunity for nature & wildlife viewing, window shopping, dog-friendly areas, and never-ending fun in the sun!! This retro town with salty style is home to live local music, open-air restaurants, art, and so much more!! We are excited for you to enjoy a stay at this seaside getaway!

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.

Ocean Shore Villa | Heated Pool | Pet Friendly!
Welcome to your dream coastal escape! This luxurious 4-bedroom retreat is just steps from the serene shores of Flagler Beach, offering a perfect blend of modern elegance and laid-back beachside living. Whether you’re lounging by the pool, soaking in the jacuzzi, or taking in the ocean views from your private balconies, this home invites you to unwind in style and comfort. Get ready to experience the best of seaside living with every amenity at your fingertips.

4BR coastal retreat w/ pool & water views
Step into a sunlit coastal home where ocean views, canal breezes, and saltwater pool living come together for an unforgettable escape. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Saltwater pool w/ sun loungers, outdoor furniture & poolside relaxation • Ocean views, canal views & multiple balconies across three floors • Full kitchen w/ breakfast bar, coffee bar, BBQ grill & dining area • Private beach access, beach essentials, kayak & canal-front boat slip

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!

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!
Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

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

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
Popular amenities for Flagler Beach rentals with a pool
House rentals with a pool

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Waterfront Heated Pool, Dock & Game Room

3BR waterfront escape w/ dock & hot tub

Waterfront w/ Dock | Pool | Hot Tub | Game Room

Pool | Fire Pit | Close to beach | NO EXTRA FEES

Indoor Private Pool in Coastal Town!

Relaxing Coastal POOL House - 10 min 2 Beach

Beachfront w/ 5 Kings, Elev, Pool/Spa, Boardwalk
Apartment rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

**BEACHFRONT: 2 Bed/2 Bath CONDO w/ OCEAN VIEWS **

Hideaway at Crescent Breach - St. Augustine

After Dune Delight, BEACH FRONT w/Fishing Pier

Lovely 2 bedroom condo directly on no-drive beach

Boutique Beachside condo with easy access to beach

Cinnamon Girl | Beach, Pools & Huge Balcony
Other holiday rentals with a pool

The Ormond By The Sea Penthouse

Balcony sunrise | 2 bedroom, 2 bath | comfortable

Coastal Haven

Private Bch, Private Pool Home, Private Guest Apt

Cozy & Family-Friendly

Maria's Beautiful Beachfront home Pet Friend beach

Welcome to The Frog! Heated pool and hot tub gem

Boat Canal| Dock| Pool| BBQ| Pup| Friends
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £121 | £125 | £122 | £121 | £122 | £118 | £122 | £107 | £107 | £107 | £99 | £108 |
| Avg. temp | 15°C | 16°C | 18°C | 21°C | 24°C | 27°C | 28°C | 28°C | 27°C | 24°C | 19°C | 17°C |
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- Daytona International Speedway
- Ocala National Forest
- Blue Spring State Park
- St Augustine Amphitheatre
- Ocean Center
- Saint Augustine Town Plan Historic District
- Daytona Boardwalk Amusements
- Ponce Inlet Beach
- Lightner Museum
- Daytona Lagoon
- Historic Downtown Sanford
- Vilano Beach Fishing Pier
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- Daytona Beach International Airport
- De Leon Springs State Park
- Daytona Beach Bandshell
- Flagler College
- Crescent Beach
- Silver Glen Springs Recreation Area
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Anastasia State Park
- Marineland Dolphin Adventure





