
Holiday rentals with a pool in Flagler Beach
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Flagler Beach
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 1880 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

Guest Favorite Direct Oceanfront Balcony View Pool
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.

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.

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

Heated Pool Beach Bungalow Steps to the Ocean
Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

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

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.

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.

Oceanfront Studio- Can’t get closer to the beach!
Weekend getaway? Time to rewind? Visit our oceanfront studio. We supply everything you will need for a great stay! Safe, quiet building of only 33 units. The OCEAN is located directly in front of this comfy condo, with no roads to cross! This is a remodeled 2nd floor 389 sq ft condo at the Symphony Beach Club. Private balcony and full kitchen no need to leave the premises. This is a DIRECT OCEAN FRONT unit with an ocean view from your private balcony. Pool on premises.

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

Ormond By TheSea Pool Retreat

Ormond by the Sea: Walk to beach or Relax in Pool

Pool Home, Fireplace, Videogames - 8 Min Beach

Driftmark Cabin - RV friendly, Pool + Beach!

Saltwater Canal Front Villa with Pool

Endless Summer! SW~Canal w/Dock! Pool-Spa & Kayak

Screened Pool |Dog Friendly| Game Room | Sleeps 10

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

Beachfront | Ocean View | Heated Pool

Cozy condo on the beach

Victory Lane Ocean Front Daytona Beach

B207 Entire Oceanfront Condo Steps From Pool & Bch

Summerhouse - Direct Oceanfront Corner Unit

Boutique Beachside condo with easy access to beach

Beautiful Ormond Beach Ocean Front Condo

Stunning Studio with Breathtaking Ocean Views
Other holiday rentals with a pool

Direct oceanfront 2/2, heated pool, parking garage

You deserve the Penthouse, treat yourself!

Serenity Cove-on the Canal heated pool & hot tub

Canal-front Luxury Retreat with Pool & Scenic View

Private Pool Home w/ Fenced Yard • Palm Coast

Dreams Come True on Beachfront

Romantic Beach Home: Pool Heat Optional, Golf Cart

Indoor Private Pool in Coastal Town!
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £130 | £122 | £126 | £122 | £138 | £116 | £123 | £108 | £108 | £108 | £99 | £109 |
| 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 |
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 £30 per night before taxes and fees

Verified guest reviews
Over 1,260 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 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!
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- Daytona International Speedway
- Ocala National Forest
- Daytona Boardwalk Amusements
- Summer Haven st. Augustine FL
- Lightner Museum
- St Augustine Amphitheatre
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ravine Gardens State Park
- Saint Augustine Town Plan Historic District
- Ocean Center
- St. Augustine Alligator Farm Zoological Park
- Daytona Beach Bandshell
- Historic Downtown Sanford
- Ocean Walk Shops
- Embry Riddle Aeronautical University
- Vilano Beach Fishing Pier
- Anastasia State Park
- Marineland Dolphin Adventure
- San Sebastian Winery
- Flagler College
- Sun Splash Park
- De Leon Springs State Park




