
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

Castle, Pickleball, htd pool/SPA, mini-golf, dock
Welcome to Castle by the Sea by Tynar Vacations — a coastal escape where luxury meets adventure. Set on a 70,000 sq ft ocean-view estate offering stunning views, & endless fun. Enjoy a full-size private pickleball court (pro photos coming soon), heated pool, spa/hot tub, putting green, games like cornhole & bocce. Use the private dock for boating, fishing, or kayaking. Inside, enjoy foosball, ping pong, air hockey, poker, & board games. It’s more than a getaway — it’s a one-of-a-kind experience.

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

Oceanside Condo-2 pools, 5 hot tubs, pickleball
A newly renovated 4-bed beach condo decorated with a peaceful ocean theme will be the perfect beach house for your St. Augustine stay! With 2 swimming pools, 5 jacuzzis, tennis & pickleball courts, & private walkways to the beach, this centrally located spot will have you both entertained and relaxed while on vacation. The nautical tri-bunk room is fun for the family, the classic coastal master bedroom is serene, & the martini bar adds a festive element. You'll always remember this vacation!

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!

Stunning Studio with Breathtaking Ocean Views
Oceanfront studio condo with a beautiful view. with wide shared balcony with seating. The current rate reflects ongoing storm-related repairs and closures of some amenities. Ideal for guests who value being close to the beach and ocean views over perfection and understanding the challenges. Some recently opened: **Open Amenities • 8:00 AM – 8:00 PM • One Outdoor Pool • Indoor Pool • South Spa • Fitness Center / Gym • Sauna **Primary guest registration with ID required through guest portal.

Top Rated! Direct Oceanfront Beach Pool View Wow!
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

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, and for a small fee, say goodbye to boat-towing hassles with your own electric boat lift. LBTR #37009

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.

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

Heated In-ground Pool Home, Palm Coast

Your Home Away From Home

Luxury 5-Bedroom Retreat with Pool

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

Driftmark Cabin - RV friendly, Pool + Beach!

Indoor Private Pool in Coastal Town!

Relaxing Coastal POOL House - 10 min 2 Beach

River Condo - Pets, 25% off now, 30% off monthly
Condo rentals with a pool

Cozy condo on the beach

Heated Pool | Ocean Views | Direct Beach Access

Beachfront, Balcony, 2 Pools, Queen Bed, Smart TV

361 Fun in the Sun | Direct Oceanfront Ground Floor

Its a Vibe Beachfront Condo in Daytona Beach

~ Shore ~ Thing ~ Studio Condo near the Beach ~

Family Beach Condo - Steps To The Sand Or Pool

Sechrist’s Beach Getaway
Other holiday rentals with a pool

5BR Retreat | Pool, Opt Heated Spa, Bikes, Views!

You deserve the Penthouse, treat yourself!

Walk to beach + salt water pool on private road

Cozy 1 bedroom condo in central of Flagler Beach

Sunrise from the patio.

Canal-front Luxury Retreat with Pool & Scenic View

Villa Coquina

Dreams Come True on Beachfront
When is the best time to visit Flagler Beach?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $260 AUD | $245 AUD | $253 AUD | $244 AUD | $277 AUD | $233 AUD | $247 AUD | $217 AUD | $217 AUD | $241 AUD | $226 AUD | $224 AUD |
| 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 $60 AUD 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 and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
50 of Flagler Beach holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Ravine Gardens State Park
- Blue Spring State Park
- St. Augustine Alligator Farm Zoological Park
- Jungle Hut Road Park
- St Augustine Amphitheatre
- Sun Splash Park
- San Sebastian Winery
- Guana Reserve Middle Beach
- Marineland Dolphin Adventure
- Ponce de Leon Inlet Lighthouse & Museum




