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.

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Top guest favorite
An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.
Home in St. Augustine
4.98 out of 5 average rating, 120 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

Top guest favorite
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, 166 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

Top guest favorite
A bright and airy studio space is illuminated by natural light from large windows overlooking the ocean. A comfortable futon is positioned beside a small table, while a balcony with views of the waves is accessible. Decorative touches include ocean-themed furnishings.
Condo in Ormond Beach
4.99 out of 5 average rating, 235 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 favorite
A bright living area is visible with a light-colored sectional sofa facing a large sliding glass door that opens to a balcony. A blue accent wall features artwork of a heron. A wooden console table holds decor items, and a ceiling fan is present for comfort.
Condo in Ormond Beach
5 out of 5 average rating, 142 reviews

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.

Top guest favorite
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, 124 reviews

Top Rated Condo Direct Oceanfront 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.

Top guest favorite
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, 278 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 favorite
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, 125 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 favorite
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
4.94 out of 5 average rating, 181 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 favorite
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, 112 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.

Superhost
A wide view of the ocean reveals gentle waves lapping against the soft, sandy beach. The horizon showcases a clear blue sky dotted with a few clouds, creating a serene coastal landscape. The beach area is uncluttered, allowing for tranquil beach activities.
Condo in Ormond Beach
4.87 out of 5 average rating, 241 reviews

Beachfront Condo with heated pool and epic view

We welcome you to our vacation home in Ormond Beach Florida and close to world famous beach of Daytona. Enjoy your holidays in a quiet part of Ormond Beach, where you can spend the days by the pool or in the sand. The apartment is family friendly, with "all you need" for kids and adults. Spacious two bed, two bath with full access to the common area in top floor. Snowbirds, longterm rentals ands Military; contact us for special rates and quotes. Find us on IG @ormondybeach

Top guest favorite
Lush greenery frames a wooden pathway leading to a sandy beach, with palm trees and residential buildings visible in the background. The sky is illuminated by soft hues of sunset, creating a serene backdrop for the coastal environment.
Condo in Treasure Beach
5 out of 5 average rating, 112 reviews

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.

Top guest favorite
A modern kitchen features stainless steel appliances and white cabinetry that offers ample storage. A spacious countertop provides room for meal preparation, while natural light streams through large sliding glass doors leading to outdoor views of the waterway.
Apartment in St. Augustine
4.94 out of 5 average rating, 330 reviews

The Ultimate Intracoastal Living Experience in FL

With intracoastal waterway views at every angle, our condo is the setting for every Jimmy Buffet vision. Fit 6 people spaciously in our brand new, modern, coastal-flare abode that will only provide relaxation and countless memories in this stunning Florida-setting. Beach access 5 min walk. Downtown 15 min drive. Embark in the daily rituals of discovering the glorious Florida sunset. Welcome to the Ultimate Intracoastal Living Experience.

Popular amenities for Flagler Beach rentals with a pool

When is the best time to visit Flagler Beach?

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Quick stats about vacation rentals with a pool in Flagler Beach

  • Total vacation rentals

    Explore 40 vacation rentals in Flagler Beach

  • Nightly prices starting at

    Flagler Beach vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

  • Verified guest reviews

    Over 1,240 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

    40 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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