
Vacation 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.

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

Oceanfront Guest Favorite Balcony Pool Best View
Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal getaway. 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.

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

#5 Tranquil Seaside Escape
Just steps to the beach & fishing pier in downtown Flagler Beach with many restaurants & shops in walking distance. This 1 bedroom condo offers a full kitchen with convection oven/microwave, pull out sofa, heated pool, free public parking, laundry facility , beach chairs, towels & a storage unit for guests (fishing poles, surf boards, ect) Flagler Beach is a unique sleepy little beach town with natural sand dunes, great surfing, fishing & a funky vibe with lots of local music & art to explore.

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

"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.

Walk to the Beach | 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.

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

Lovely & spacious pool home

The Ultimate Escape

Waterfront • Heated Pool • Dock & Game Room

Riverfront Retreat | Pool & Hot Tub near Beach

Luxury Oceanfront 4BR | Private Beach | Deck Views

Modern 3BR Retreat Heated Pool & Large Game Room

Relaxing Coastal POOL House - 10 min 2 Beach

Casa del Sol
Condo rentals with a pool

BEAUTIFUL OCEAN VIEW 2 BEDROOM CONDO WITH POOL

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

Hideaway at Crescent Breach - St. Augustine

361 Fun in the Sun | Direct Oceanfront Ground Floor

After Dune Delight, BEACH FRONT w/Fishing Pier

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

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

Sunrise from the patio.

Canal-front Luxury Retreat with Pool & Scenic View

Canal Pool House

New Beachcombers @ Luxurious Cinnamon Cove w/ Pool

Coastal Luxe Retreat | Team Joseph Ellen

Private Pool Home w/ Fenced Yard • Palm Coast

Sunset Escape - Pool and Huge Lanai - Dogs allowed
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R2,936 ZAR | R2,767 ZAR | R2,851 ZAR | R2,750 ZAR | R3,121 ZAR | R2,632 ZAR | R2,784 ZAR | R2,447 ZAR | R2,447 ZAR | R2,447 ZAR | R2,244 ZAR | R2,463 ZAR |
| 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 vacation rentals with a pool in Flagler Beach

Total vacation rentals
Explore 50 vacation rentals in Flagler Beach

Nightly prices starting at
Flagler Beach vacation rentals start at R675 ZAR per night before taxes and fees

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

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Flagler Beach vacation rentals include wi-fi 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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- Ocean Center
- Daytona Beach Bandshell
- Daytona International Speedway
- Ocala National Forest
- Daytona Boardwalk Amusements
- St Augustine Amphitheatre
- Lightner Museum
- Summer Haven st. Augustine FL
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Saint Augustine Town Plan Historic District
- Ravine Gardens State Park
- Embry Riddle Aeronautical University
- Historic Downtown Sanford
- St. Augustine Alligator Farm Zoological Park
- Vilano Beach Fishing Pier
- Anastasia State Park
- Guana Reserve Middle Beach
- De Leon Springs State Park
- Ocean Walk Shops
- San Sebastian Winery
- Sun Splash Park
- Marineland Dolphin Adventure




