Holiday rentals with a pool in Flagler Beach

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Top-rated rentals with a pool in Flagler Beach

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite
A heated swimming pool is enclosed by a screened lanai, showcasing clear blue water that glistens in the sunlight. Lounge chairs line one side of the pool area, offering a place to relax. The scenic canal is visible beyond the pool, enhancing the tranquil setting.
Home in Palm Coast
4.84 out of 5 average rating, 141 reviews

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

Top Guest favourite
The elegant coastal estate features a distinctive architectural design with a red-tiled roof and curved balconies. Lush landscaping surrounds the property, while a spacious heated pool is visible in the foreground, set against a backdrop of clear blue skies and well-maintained grounds.
Home in Flagler Beach
4.95 out of 5 average rating, 112 reviews

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.

Top Guest favourite
A beachside townhouse is shown, featuring two stories with palm trees and a clear view of the ocean in the background. A spacious garage is visible on the front side. The image captures a wide road lined with greenery, inviting trails for walking.
Townhouse in Flagler Beach
4.98 out of 5 average rating, 169 reviews

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 favourite
A kitchen countertop featuring a custom design reminiscent of ocean waves, highlighted by an array of fruit in a white bowl. A blue vase holds sunflowers, complementing the aqua-colored backsplash made of square tiles.
Condo in St. Augustine Beach
4.86 out of 5 average rating, 245 reviews

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!

Top Guest favourite
Condo in Ormond Beach
4.99 out of 5 average rating, 244 reviews

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.

Top Guest favourite
A wrap-around balcony offers expansive views of the sandy beach and rolling waves of the Atlantic Ocean. The horizon features a clear blue sky, enhancing the serene coastal setting. Lush greenery borders the balcony, providing a sense of privacy.
Condo in Ormond Beach
4.98 out of 5 average rating, 104 reviews

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!

Superhost
A wide view of an oceanfront condominium building is captured from the water, showcasing its architectural design against a clear blue sky. Gentle waves create a dynamic foreground, while distant beachgoers enjoy the shoreline along with palm trees lining the beach.
Condo in Daytona Beach
4.86 out of 5 average rating, 118 reviews

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 Guest favourite
A spacious private balcony features a table and two chairs, offering panoramic ocean views. The bright blue ocean meets a clear sky, creating a calming backdrop. The balcony's railing showcases a decorative design, enhancing the open feel of the space.
Condo in Ormond Beach
4.97 out of 5 average rating, 129 reviews

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.

Top Guest favourite
A grand oceanfront pool is surrounded by palm trees and lounge chairs. The clear blue water reflects the sky, while a spacious area for sunbathing is visible nearby. The beach can be seen in the distance, creating a relaxing atmosphere.
Condo in Palm Coast
4.95 out of 5 average rating, 282 reviews

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

Top Guest favourite
The exterior of the house is showcased, featuring a blue facade with a well-maintained driveway. A private dock extends into the water, with views of the lush surroundings, including palm trees and a serene pond, adding to the peaceful ambiance.
Home in Flagler Beach
4.97 out of 5 average rating, 127 reviews

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

Top Guest favourite
A tranquil outdoor space features a well-maintained heated pool surrounded by lush greenery and colorful flowers. Seating areas with black Adirondack chairs are positioned around the pool, offering a peaceful setting. A covered patio stands in the background, complementing the inviting atmosphere.
Guesthouse in St. Augustine
4.95 out of 5 average rating, 189 reviews

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.

Guest favourite
The primary bedroom features a spacious bed with plush, patterned pillows and a soft throw blanket. Large glass doors allow natural light to enter and provide access to the balcony with ocean views. Soft curtains frame the doors, and stylish lamps are placed on bedside tables.
Apartment in Ormond Beach
4.85 out of 5 average rating, 117 reviews

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

When is the best time to visit Flagler Beach?

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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
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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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