
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 £38 per night before taxes and fees

Verified guest reviews
Over 1,350 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
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!
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

New! Fun in the Sun pool home Palm Coast
Forget your worries in this spacious and serene 3,000 sq ft face-brick home in a safe, friendly neighborhood. Features 3 king bedrooms, each with a TV, and 3 bathrooms (2 with tubs). Enjoy 2 dining rooms, a large living room with 75” TV and reclining furniture, plus a big kitchen with walk-in pantry. Relax by the pool (28x12 ft) with outdoor seating, umbrellas, and grill. Close to beaches, shops, restaurants, pickleball, hiking, and more. 1.5 hrs to theme parks & airports. No smoking or pets!

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!

Waterfront home w/ private beach access
Welcome to your Hammock Beach coastal escape - everything your group needs to fully unwind steps from the shore. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Private heated saltwater pool (heating available Dec 1-Apr 30, $25/day) & multiple balconies w ocean & canal views • Private beach access • Full kitchen w/ breakfast bar, coffee bar, smart TVs, Nintendo Switch & dedicated workspace • Kayak, boat slip & canal-front dock for water lovers • Pet-friendly | Free parking | Self check-in

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.

The Tuscan Sunset
Nestled in Flagler Beach, this delightful condo offers a cozy retreat for guests seeking a relaxing getaway. With one comfortable bedroom and a bright living room featuring a sofa bed, there's plenty of space to unwind. The unit stays comfortable year-round thanks to air conditioning and heating. Whether you’re curling up with a book or enjoying some downtime, this charming space feels like a true home away from home. Book now and enjoy everything this condo has to offer LBTR35189

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.

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

Large Oceanfront-Corner-3 Bed-3 Bath-Heated Pool
Welcome to Cast A Waves, a spectacular oceanfront condo. Perfectly located in Flagler Beach, one of Florida's best kept secrets! It is a bit of "old Florida" at its very best. Vacationers enjoy the laid back atmosphere and "local" feel of our town. Visit the Farmer's Markets, First Friday celebration in Veteran's Park, biking, fishing and world class golf. Come & enjoy all of what Flagler Beach has to offer!

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

The Ultimate Escape

Ormond By TheSea Pool Retreat

Saltwater Pool · Firepit · Dog-Friendly · Beach

Beautiful Pool Home near the I95 Exit 284

Dolphin's Edge | Pool, Hot Tub & Canal Views

Stunning family canal home with heated pool

Indoor Private Pool in Coastal Town!

Huge Saltwater Pool, Dock, Games & Waterfront Fun
Apartment rentals with a pool

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Beachy Condo| Steps to Beach | Pools | Hot Tubs

Cozy 1 bedroom condo in central of Flagler Beach

361 Fun in the Sun | Direct Oceanfront Ground Floor

Breathtaking Ocean View Suite w/ Spacious Balcony!

Maria's Beautiful Beachfront home Pet Friend beach

Top Floor Oceanfront Condo Pools | Peaceful Stay
Other holiday rentals with a pool

Beachfront Paradise! Flagler Bch

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

5BR Pool Retreat with Lanai, Fire Pit & Bikes

Coastal Haven

Waterfront • Heated Pool • Dock & Game Room

Pool Bch Hm 30m to Daytona/St. Aug. Pvt Guest Apt

Luxury top floor beachfront view

Coastal Luxe Retreat | Team Joseph Ellen
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £123 | £127 | £124 | £123 | £140 | £118 | £125 | £110 | £110 | £110 | £101 | £111 |
| 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
- Ocala National Forest
- Blue Spring State Park
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- Daytona Beach Bandshell
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Summer Haven st. Augustine FL
- Historic Downtown Sanford
- Crescent Beach
- Daytona Beach International Airport
- De Leon Springs State Park
- Flagler College
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Anastasia State Park
- San Sebastian Winery





