Holiday rentals with a pool in Flagler Beach

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.

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.

4.94 out of 5 average rating, 109 reviews

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

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.

Townhouse in Flagler Beach

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.

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

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.

4.99 out of 5 average rating, 237 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.

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.

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.

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.

4.97 out of 5 average rating, 125 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.

4.95 out of 5 average rating, 278 reviews

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.

Apartment in Palm Coast

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

4.97 out of 5 average rating, 125 reviews

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

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

4.85 out of 5 average rating, 112 reviews

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.

Flat in Ormond Beach

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.

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

A spacious, single-story home is depicted with a light-colored exterior. The entrance features elegant double doors surrounded by large windows. Lush greenery and palm trees enhance the front yard, which is framed by a well-kept lawn. The roof is designed with varying heights, adding visual interest.

4.93 out of 5 average rating, 177 reviews

Saltwater Canal Front Villa with Pool

Bring that fishing pole to the Saltwater Canal Front home. If you enjoy watching boats and fishing vessels in the morning with your coffee, this Canal Front house is for you. The 3000+sq ft house is a very open floor plan with 3 luxurious bedrooms and an extra play/bedroom. Beautiful kitchen with stainless steel appliances. The many rooms and dinning/sitting room allows the family to spread out comfortably. Big pool right in your backyard to enjoy the sunsets.

Guest suite in Palm Coast

A comfortable living area is seen with a light green sofa facing a large wall-mounted TV. Natural light enters through sliding glass doors leading to an outdoor space with pool access. A dining set with turquoise chairs is positioned in the background.

4.89 out of 5 average rating, 504 reviews

Palm Coast Cozy apartment

A one bedroom apartment, 2 miles off the highway, attached to a main house with a private entrance, fully equipped equipped kitchen, access to shared solar heated pool, with palm decor, in a nice/quiet neighborhood. 15 minutes biking to the beach, 7 minute drive to Jungle hut beach or a 15 minute drive to Flagler beach. 5 minute drive to supermarkets, shops and restaurants. Walking distance to the intercostal/salt water canals.,

Popular amenities for Flagler Beach rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.87 out of 5 average rating, 110 reviews

A wooden path leads towards the shore, with clearly visible railings on both sides. Waves can be seen in the distance, meeting the sandy beach under a sky filled with wispy clouds.

Home in Ormond Beach

Ormond By TheSea Pool Retreat

A comfortable seating area overlooks the water, featuring a plush blue sofa with colorful accent pillows. A glass top coffee table is centered on a geometric blue rug. Large screened windows provide unobstructed views of the canal and pool area, enhancing the inviting ambience.

5 out of 5 average rating, 76 reviews

Laguna Paradiso-Heated Pool-Spa-Games-Firepit

A spacious outdoor area features a heated in-ground pool surrounded by a screened enclosure. Comfortable seating is arranged around a coffee table, with a modern fan mounted on the wood ceiling. An inviting hot tub is positioned next to the pool, enhancing the relaxation space.

5 out of 5 average rating, 19 reviews

Luxury 5-Bedroom Retreat with Pool

An outdoor lanai is shown, featuring comfortable seating arranged around a wooden coffee table. A screened enclosure provides views of the heated saltwater pool and surrounding greenery. A dining area is visible, with a grill positioned nearby, all under soft evening lighting.

4.97 out of 5 average rating, 32 reviews

Waterfront • Heated Pool • Dock • Game Room

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 129 reviews

2023 Lux Home 4bd/3.5ba+HotTub+SaltPool+Walk2Beach

A serene view of the heated pool area, captured during sunset. The vibrant colors of the sky reflect on the pool's surface, while the screened enclosure offers a clear view of the surrounding greenery and the saltwater canal visible in the background.

4.97 out of 5 average rating, 128 reviews

Saltwater CanalFront Heated Pool Home Close2Beach

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.92 out of 5 average rating, 158 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

A private heated pool is surrounded by a spacious patio featuring paver stones and tropical landscaping. A wooden pergola provides shade, complemented by lounge chairs and vibrant orange seating. The cottage's white exterior is visible in the background, framed by swaying palm trees under a clear blue sky.

4.99 out of 5 average rating, 124 reviews

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

Apartment rentals with a pool

4.96 out of 5 average rating, 108 reviews

A private balcony offers views of the shared pool area surrounded by palm trees. Sunlight brightens the space, highlighting a comfortable chair and the well-maintained grounds below. The inviting atmosphere allows for relaxation while enjoying the warm ocean breeze.

Apartment in Sea Woods

Beachfront | Ocean View | Heated Pool

A screened-in balcony offers views of the lush greenery and marshlands beyond. Colorful cushions adorn a comfortable seating area, while a small wooden table sits centrally. Natural light fills the space, creating a peaceful atmosphere for relaxation.

4.99 out of 5 average rating, 116 reviews

Riverfront direct views-Get it ALL in St Augustine

Apartment in Daytona Beach

A private balcony offers two white rocking chairs positioned on a patterned rug. The view includes a sandy beach with gentle waves and palm trees lining the shore, under a partly cloudy sky.

4.92 out of 5 average rating, 169 reviews

Daytona Escape

Superhost

The studio features a spacious bed adorned with soft pillows, positioned near large windows that offer sweeping views of the ocean. A kitchenette is visible, equipped with a microwave and a refrigerator. Natural light floods the room, highlighting its clean design and inviting atmosphere.

Apartment in Daytona Beach

4.84 out of 5 average rating, 264 reviews

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

The living room features a sliding glass door that provides a direct view of the beach. A comfortable sofa is positioned near a coffee table, while a side table and chair complement the seating arrangement. Natural light brightens the space, enhancing coastal decor.

4.98 out of 5 average rating, 123 reviews

361 Fun in the Sun | Direct Oceanfront Ground Floor

A spacious bedroom is equipped with a large bed adorned with plush, blue pillows. A sliding glass door opens to a private balcony offering a scenic view. A small seating area with two chairs is visible outside. A flat-screen TV is positioned on a dresser.

4.95 out of 5 average rating, 190 reviews

After Dune Delight, BEACH FRONT w/Fishing Pier

A view from the balcony showcases a wooden walkway leading to the ocean, bordered by lush greenery. The expansive sea is visible, with gentle waves and a clear sky dotted with clouds. Two cups are placed on a table in the foreground, inviting relaxation.

4.92 out of 5 average rating, 106 reviews

Seagrass Condo - ocean front, 1 bedroom/1bath

A tranquil pool area is seen surrounded by palm trees, with ocean views in the background. Lounge chairs are positioned near the water's edge, and the pool features a gentle curve. Bright blue skies enhance the inviting atmosphere of the outdoor space.

4.96 out of 5 average rating, 109 reviews

Beautiful Ormond Beach Ocean Front Condo

Other holiday rentals with a pool

5 out of 5 average rating, 42 reviews

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

5 out of 5 average rating, 30 reviews

Aerial view highlights the property's proximity to the beach, with clear access indicated by directional arrows. The saltwater pool is visible within a fenced yard, surrounded by greenery, while nearby homes offer a glimpse of the coastal neighborhood.

Home in Flagler Beach

Walk to beach + salt water pool on private road

Apartment in Flagler Beach

A cozy bedroom features a queen bed draped in a patterned comforter, complemented by decorative pillows. A mini split air conditioning unit is mounted above the bed, providing comfort. A light blue wall enhances the serene ambiance, while a wooden dresser adds storage space.

4.96 out of 5 average rating, 28 reviews

Cozy 1 bedroom condo in central of Flagler Beach

5 out of 5 average rating, 5 reviews

A private balcony features plush seating arrangements with blue cushions, inviting relaxation. Lush palm trees are visible beyond the white railing, framing views of the tranquil ocean in the distance. Natural light brightens the space, offering a sense of openness and connection to the surrounding landscape.

Apartment in Palm Coast

"Oceanaire at Cinnamon Beach" ~Luxury Oceanfront~

A serene bedroom features a spacious bed adorned with striped bedding. A comfortable armchair sits nearby, positioned by large windows that offer expansive views of the ocean and access to a private balcony with seating.

4.87 out of 5 average rating, 38 reviews

Scenic beachfront condo

A screened patio features a pool surrounded by lounge chairs. A relaxing atmosphere is created by the view of the water in the background, complemented by greenery and distant homes. The space provides ample sunlight with a clear blue sky above.

4.98 out of 5 average rating, 43 reviews

Canal-front Luxury Retreat with Pool & Scenic View

5 out of 5 average rating, 17 reviews

A private in-ground pool is surrounded by a spacious patio area, featuring lounge chairs and an umbrella for shade. The pool's clear water reflects the bright sky, while palm trees can be seen in the background, enhancing the outdoor space's inviting appeal.

Home in Ormond Beach

Ormond Beach *4BD *Walk to Ocean