
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 £45 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

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!

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.

Sunny Las Palmas: Heated Pool & Beach Retreat
Rest and Recharge in Palm Coast! Escape the ordinary and dive into an extraordinary vacation at our stunning 3-bedroom house w/heated pool. A great location to discover Palm Coast, Flagler beach(20 min) or take a day trip to nearby St. Augustine or Daytona Beach. The house is equipped with TVs in every room, dedicated workspace and beautiful gourmet kitchen. You can also enjoy the outdoor dining table, BBQ grill, beautiful fire pit area or simply sit on the hanging swing chairs by the pool.

"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!

Best Views Oceanfront Balcony Pool Readaway
You found the right one! Directly on the beach, this bright and spacious 2-bedroom, 2-bath oceanfront retreat is your perfect getaway. Wake up to panoramic ocean views, sip coffee and read on the private oceanfront balcony, and fall asleep to the sound of the waves. Fully equipped including beach chairs and gear, washer & dryer, fast Wi-Fi, and free parking. Enjoy a free to use library, newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs.

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.

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

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Coastal Haven

Private oasis, heated pool, exceeds expectations

Driftmark Cabin - RV friendly, Pool + Beach!

3BR canal home w/ hot tub & pool table

Indoor Private Pool in Coastal Town!

Endless Summer! SaltwaterCanal Pool&Spa Dock&Kayak

Canal • Heated Saltwater Pool + Fire Pit+ Dock
Apartment rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

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

Hideaway at Crescent Breach - St. Augustine

Lovely 2 bedroom condo directly on no-drive beach

Breathtaking Ocean View Suite w/ Spacious Balcony!

Wade n Sea Ocean Front Condo

August Back-to-School Rates – Quiet Beach & Pools

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

The Ultimate Escape

Beachfront Paradise! Flagler Bch

Cozy 1 bedroom condo in central of Flagler Beach

Balcony sunrise | 2 bedroom, 2 bath | comfortable

Private Bch, Private Pool Home, Private Guest Apt

Coastal Luxe Retreat - Team Joseph Ellen

Cozy & Family-Friendly

Relaxing Coastal POOL House - 10 min 2 Beach
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 | £108 | £108 | £108 | £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
- St Augustine Amphitheatre
- Blue Spring State Park
- Ocala National Forest
- Ocean Center
- Saint Augustine Town Plan Historic District
- Daytona Boardwalk Amusements
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- Vilano Beach Fishing Pier
- Historic Downtown Sanford
- Fountain of Youth Archaeological Park
- Summer Haven st. Augustine FL
- De Leon Springs State Park
- Daytona Beach International Airport
- Crescent Beach
- Daytona Beach Bandshell
- Flagler College
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Silver Glen Springs Recreation Area
- Anastasia State Park
- Marineland Dolphin Adventure





