Holiday rentals with a pool in Flagler County

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Top-rated rentals with a pool in Flagler County

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

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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, 171 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 shaded outdoor seating area features a spacious blue sectional sofa and a glass-topped table. The screened-in area overlooks a saltwater pool surrounded by lush greenery and palm trees, providing a relaxing retreat under bright blue skies.
Home in Palm Coast
4.88 out of 5 average rating, 126 reviews

Pool, Family friendly, Beach -Practically Perfect!

Relaxing home backs to a creek, vacant lots front & side. Super kid friendly, comfy beds, full stocked kitchen, and solar heated salt H2O pool. 2 "extra" beds-twin camping cot and fullsize inflatable bed. "Practically Perfect" location between Daytona(30min) and historic St Augustine(40min), 8miles to Flagler Beach & 1mile to grocery store/amenities/restaurants. You will find our home "Spit Spot" and Practically Perfect to host your best vacation! Private Chef and a "Cookie Lady" also available!

Top guest favourite
A spacious living room features a large smart TV mounted on a wooden console. Blue accent walls frame open shelving adorned with decorative items. A rounded mirror reflects light from the window, highlighting comfortable seating arrangements on a patterned area rug.
Home in Palm Coast
4.87 out of 5 average rating, 54 reviews

Siesta Escape - Explore,Beach,Pool, King Beds,Work

Located halfway between St Augustine and Daytona Beach. Surround yourself with style and all the comforts of this beautifully modernized home with a refreshing pool. You’ll love the famous white sand Florida beaches, Bulow Plantation Sugar Mill Ruins, Fort Matanzas, paddle board tour, or even Swim with Dolphins at Marineland!! Also we are located less than one hour from famous Disney and Universal Studios. Spend a few days visiting the parks and lounging on the beach, then relax in the pool!

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, 113 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, you’ll enjoy stunning views and endless ways to have fun. Outdoor highlights • Private full-size pickleball court • Htd pool • Spa/hot tub • Putting green • Lawn games: cornhole and bocce • Private dock for boating, fishing & kayaking Indoor fun • Foosball, Ping pong, Air hockey, Poker More than a getaway, this is a one-of-a-kind experience.

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.
Apartment in Palm Coast
4.95 out of 5 average rating, 284 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

Superhost
A spacious living area features comfortable black leather seating arranged around a wooden coffee table. Coastal decor accents the light blue walls, while sliding glass doors provide access to a balcony with a view. Natural light brightens the room, creating an inviting environment.
Flat in Palm Coast
5 out of 5 average rating, 4 reviews

Coastal Condo Getaway

Relax with the whole family, or friends, at this peaceful getaway! It’s a private community with private access to the beach and only footsteps away. Our coastal condo is very spacious, cozy and has 2 King beds & 1 Queen bed. The community has an Adult pool on the beachside, and a kid’s pool with a splash area across on the lakeside. Both have hot tubs. Other club facilities are included such as a fitness center, game/lounge rooms & pool side dining & drink service during season.

Top guest favourite
A heated pool is surrounded by a spacious, screened-in patio. Comfortable seating is arranged nearby, complemented by soft lighting. The patio opens to an indoor space featuring large windows, offering a view of the lush greenery outside.
Villa in Palm Coast
4.96 out of 5 average rating, 103 reviews

Hidden Gem- stylish 3BR house w/heated pool

Welcome to our beautiful, stylish, and cozy home with upgraded furniture and beds. A great location in Palm Coast close to famous St. Augustine historical downtown and Speedway Daytona Beach. This hidden gem is only 15 min away from Atlantic Ocean(Flagler Beach),7 min to I-95.Our modern 3BR and 2bathroom house has a big screened in patio with a HEATED pool. This place is perfect for a getaway with family and/or friends for relaxing atmosphere and some fun in the pool or at the beach.

Guest favourite
A serene lakeside view is captured, highlighting calm water that reflects lush greenery and a blue sky. Trees frame the scene, creating a peaceful atmosphere. The shoreline features soft vegetation, inviting opportunities for relaxation and contemplation.
Cottage in Palm Coast
4.96 out of 5 average rating, 161 reviews

Cheerful lakeside 2/2 cottage with a private pool

Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

Top guest favourite
Home in Palm Coast
4.94 out of 5 average rating, 51 reviews

Family Canal Retreat w/ Pool, Dock & Sunset Views

Relax with the whole family at this peaceful 3BR/2BA canal-front home featuring a master suite with an en-suite bathroom. Enjoy the large screened pool area, featuring an saltwater optional heated pool and a separate seating area, which offers breathtaking views of the sunrise and sunset. Cook in the outdoor kitchen, fish or dock your boat at the private dock. Quiet neighborhood between St. Augustine and Daytona Beach—just 7 minutes to Jungle Hut or Flagler Beach.

Superhost
An outdoor balcony offers a wooden lounge chair with an unobstructed view of the ocean. The tranquil waters meet the sky, with fluffy clouds creating a serene backdrop. The grassy area below provides a natural contrast to the vibrant blue sea.
Flat in Flagler Beach
4.86 out of 5 average rating, 29 reviews

Walking on Sunshine Condo

Quite serene condo with ocean views from every room. Located walking distance to Gambler Rogers State Park and just a few miles to downtown Flagler Beach One bedroom with a pull out sofa in living room condo comes complete with everything you will need for a relaxing day at the beach, fully equipped kitchen, comfortable living room. Complex offers tennis/pickle ball courts, shuffle board, large oceanfront inground pool, gym and sauna

Guest favourite
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.
Guest suite in Palm Coast
4.89 out of 5 average rating, 509 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.,

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. LBTR #37009

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