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, 167 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 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
4.85 out of 5 average rating, 46 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
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 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, 126 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.

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, 279 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

Guest favourite
A spacious living area is highlighted by a large sectional sofa in a deep green fabric, complemented by pink throw pillows. A round coffee table with a marble top and gold base occupies the center. Soft natural light filters in through multiple windows adorned with simple white blinds.
Condo in Palm Coast
4.77 out of 5 average rating, 140 reviews

Luxury Condo at the Beach

This is a large 3 bedroom, 3 bath 2000+ sq ft condo with high ceilings at the Cinnamon Beach Resort which is part of Ocean Hammock in Palm Coast, Florida. The Condo has a lovely lanai overlooking a nature pond and is just steps from the Ocean Beach and two pools, a resort clubhouse with fitness room, and a children's splash zone area. Cinnamon Beach is a quiet Resort that sits between Daytona and Flagler Beaches to the south and St Augustine to the north. LBTR 37513 - Flagler County

Top 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
4.97 out of 5 average rating, 159 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.

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
4.86 out of 5 average rating, 244 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 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, 507 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
An aerial view captures the expansive condominium complex alongside the coastline. A large swimming pool and tennis court are visible on the property, while the ocean waves gently meet the sandy beach. The roadway runs parallel to the beach, providing access to the area.
Condo in Flagler Beach
4.88 out of 5 average rating, 138 reviews

Pickleball, Pups, & Sunsets in Flagler Beach!

Let this stunningly renovated 2BR/2BA beach oasis be your next home-away-from-home in beautiful Flagler Beach. Perfectly situated on A1A just across the street from the Atlantic Ocean and the buildings own private beach access. This spacious 1121-square-foot 2-bedroom, 2-bath, dog friendly condo (Pet Fee is $150) has everything you need for the perfect beach getaway. LICENSE NUMBER: CND2800811

Guest favourite
Home in Palm Coast
5 out of 5 average rating, 6 reviews

Spacious home w/ pool & gym

Welcome to a relaxed Palm Coast retreat where days flow easily from poolside mornings to cozy evenings together. - Sleeps 8 | 4 bedrooms | 4 beds | 2 baths - Pool w/ seasonal heating (81°F Dec-Apr) & screened lanai - Pool table, exercise equipment & board games - Fully equipped kitchen & dining area - WiFi & dedicated workspace - Beach essentials & free parking on premises

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