
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 1800 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

Oceanfront Studio- Can’t get closer to the beach!
Weekend getaway. Time to rewind? Visit our oceanfront studio. We supply everything you will need! We have beach access, no damage, and an open pool! 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.

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.

Highest Rated Oceanfront Balcony Beach Pool View
Note: During Nov/Dec 2025, the hallways of the building will be getting painted and new carpet. There may be some minor noise on weekdays during work hours. Steps from the sand, this 2 bed / 2 bath direct oceanfront condo offers amazing panoramic ocean views, a large balcony, and everything you need for a perfect stay. Enjoy free parking, your own free washer and dryer, a large newly renovated oceanfront pool, beach gear, and fast Wi-Fi. Sleeps 6 with comfy beds and 3 large streaming TVs.

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

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.

Boutique Beachside condo with easy access to beach
Skipper’s Hideaway is a charming beachside retreat that sleeps up to six, with a king bed, queen sofa pull-out, and twin daybed with trundle. Located on the ground floor for easy access, the condo offers a partial Atlantic Ocean view from the living room window. Just steps from Crescent Beach, this peaceful spot is perfect for relaxing. For more excitement, the shops, restaurants, and nightlife of downtown St. Augustine are only a 15-minute drive away.

Perfect View Studio On Daytona Beach
We are located on Daytona Beach a 1 minute walk through the pool area to be on the beach POOL IS OPEN AND INDOOR POOL IS OPEN Kick back and relax in our newly remodeled calm and stylish space. we have a full size refrigerator, you will fall in love with our balcony views. we have all pots and pans and kitchen supplies. all linens and beach towels included. we have 1 king bed and a futon couch big enough for 1 adult or 2 small children.

Resort-Style Living: Beach Home w/Salt Pool, Spa
Imagine your perfect day: waking up to stunning intracoastal views, fishing from your private backyard dock, then strolling along the cinnamon coquina shell beach via your own walkover. This private retreat offers the best of both worlds—seclusion on a large lot with a pond, plus easy access to everything you need. You can launch your jet skis or canoe from the complimentary floating dock. LBTR #37009

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

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

Driftmark Cabin - RV friendly, Pool + Beach!

Private Pool & Hot Tub - Walk to Flagler Ave

Riverfront Retreat | Pool & Hot Tub near Beach

Relaxing Coastal POOL House - 10 min 2 Beach

Island Retreat: Pool/Hot Tub/Tiki Bar/Close2Beach

No Extra Fees Heated Pool Home! Near Beach 8 min.

Castle, Pickleball, htd pool/SPA, mini-golf, dock
Apartment rentals with a pool

Riverfront direct views-Get it ALL in St Augustine

Sand & Surf-180° View DirectOceanfront Heated Pool

Heated Pool | Ocean Views | Direct Beach Access

Pelican Inlet 2 Bedroom Condo Steps from the Beach

2 BR Condo in St Augustine across from Beach

Its a Vibe Beachfront Condo in Daytona Beach

Best Winter Rates! Beautiful Cinnamon Beach Escape

Sun & Sea | 2 pools - 1 heated!
Other holiday rentals with a pool

You deserve the Penthouse, treat yourself!

Cozy 1 bedroom condo in central of Flagler Beach

Oceanfront, Pool, Tennis, BBQ, Patio, Free Parking

Scenic beachfront condo

Vast Oceanfront Views, Pool, Patio, Tennis

Dreams Come True on Beachfront

Coastal home w/ pool & boat slip

Ocean Front-Large Patio-Ocean View Balcony
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 147 | € 139 | € 143 | € 138 | € 156 | € 132 | € 140 | € 123 | € 123 | € 136 | € 128 | € 127 |
| 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 € 34 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
- Anastasia State Park
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Whetstone Chocolates
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Ravine Gardens State Park
- St Augustine Amphitheatre
- Blue Spring State Park
- St. Augustine Alligator Farm Zoological Park
- Angell & Phelps Chocolate Factory
- San Sebastian Winery
- Saint Augustine Town Plan Historic District
- Ocean Center
- Historic Downtown Sanford
- Daytona Beach Bandshell
- Ocean Walk Shops
- Marineland Dolphin Adventure
- Sun Splash Park
- Andy Romano Beachfront Park
- Guana Reserve Middle Beach




