Vacation 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 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, 173 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
Home in Flagler Beach
4.97 out of 5 average rating, 129 reviews

Walk to Beach | Pool, Spa & Private Dock

This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Top guest favorite
Home in Palm Coast
5 out of 5 average rating, 10 reviews

New! Fun in the Sun pool home Palm Coast

Forget your worries in this spacious and serene 3,000 sq ft face-brick home in a safe, friendly neighborhood. Features 3 king bedrooms, each with a TV, and 3 bathrooms (2 with tubs). Enjoy 2 dining rooms, a large living room with 75” TV and reclining furniture, plus a big kitchen with walk-in pantry. Relax by the pool (28x12 ft) with outdoor seating, umbrellas, and grill. Close to beaches, shops, restaurants, pickleball, hiking, and more. 1.5 hrs to theme parks & airports. No smoking or pets.

Guest favorite
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, 62 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 favorite
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, 110 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.

Top guest favorite
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, 163 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.

Guest favorite
A modern coastal retreat is featured, showcasing a spacious outdoor pool area surrounded by a white fence. Multiple umbrellas provide shade over lounge chairs, while the pool reflects clear blue skies. The two-story house stands prominently, offering balconies that overlook the inviting space.
Home in Flagler Beach
4.87 out of 5 average rating, 46 reviews

Ocean Shore Villa | Heated Pool | Pet Friendly!

Welcome to your dream coastal escape! This luxurious 4-bedroom retreat is just steps from the serene shores of Flagler Beach, offering a perfect blend of modern elegance and laid-back beachside living. Whether you’re lounging by the pool, soaking in the jacuzzi, or taking in the ocean views from your private balconies, this home invites you to unwind in style and comfort. Get ready to experience the best of seaside living with every amenity at your fingertips.

Guest favorite
A balcony view features white outdoor furniture arranged around a circular table. The ocean glistens in the distance, with a sandy beach and grassy area visible below. Palm trees frame the scene, enhancing the coastal atmosphere.
Apartment in Flagler Beach
5 out of 5 average rating, 9 reviews

Large Oceanfront-Corner-3 Bed-3 Bath-Heated Pool

Welcome to Cast A Waves, a spectacular oceanfront condo. Perfectly located in Flagler Beach, one of Florida's best kept secrets! It is a bit of "old Florida" at its very best. Vacationers enjoy the laid back atmosphere and "local" feel of our town. Visit the Farmer's Markets, First Friday celebration in Veteran's Park, biking, fishing and world class golf. Come & enjoy all of what Flagler Beach has to offer!

Top guest favorite
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, 142 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 favorite
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
4.87 out of 5 average rating, 117 reviews

Ormond By TheSea Pool Retreat

Enjoy a stylish experience at this centrally-located place. This has all that you need to relax and enjoy the beach. 3 minute walk to the sand. See and hear the ocean from the front and back yard of this house. Everything is new. Towels linens beach towels blankets kitchen utensils and appliances gas grill and centrally located to great restaurants. King bed queen bed and twin bed.

Top guest favorite
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, 115 reviews

Castle, Pickleball, htd pool/SPA, mini-golf, dock

🌊 Welcome to Castle by the Sea by Tynar Vacations—a private coastal retreat made for unforgettable group getaways. Set on a 70,000 sq ft ocean-view estate, enjoy a heated pool, spa, pickleball court, and private dock for fishing or kayaking. From sunrise coffee to evenings under the stars, every moment feels special. Book now—homes like this fill fast.

Top guest favorite
The living area features a grey couch with decorative pillows, complemented by a coffee table made of rattan. A vibrant area rug adds texture, while tropical-themed artwork adorns the wall. Natural light enters through a door leading to the outside.
Guesthouse in Palm Coast
4.95 out of 5 average rating, 149 reviews

Palm Coast Guesthouse

Newly renovated beach-themed pool-front Guesthouse behind the main house seperated by an open breezeway. king memory foam bed one bedroom guesthouse with high ceilings, ceiling fans, full kitchen, screened in non-heated pool. Living room couch is a queen sleeper sofa with a memory foam mattress. Ultra quiet neighborhood with woods behind the property.

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