Holiday rentals with a pool in Flagler County

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, 186 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

FamilyValueHeating

4.86 out of 5 average rating, 158 reviews

Stunning family canal home with heated pool

Enjoy this charming newly remodelled 1880 sq. ft. 3 bed 2 bath home. The King Master Suite with full private bath boasts relaxing views of the pool/canal through the large picture window. The 2nd canal view bedroom features a comfy Queen bed. The third bedroom completes the sleeping arrangements with twins beds. Cook up the days catch while watching dolphins play down at the main canal. The 2025 built heated 30 x 15 swimming pool with more water views will entertain guests and kids!! LBTR#13030

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4.97 out of 5 average rating, 143 reviews

Home in Flagler Beach

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

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A vibrant outdoor space is highlighted with twinkling lights overhead, featuring comfortable seating around a fire pit. Adjacent, a game room includes a pool table and arcade games, while the heated pool area showcases colorful floats and chaise lounges, inviting guests to relax.

4.98 out of 5 average rating, 107 reviews

Sunny Las Palmas: Heated Pool & Beach Retreat

Rest and Recharge in Palm Coast! Escape the ordinary and dive into an extraordinary vacation at our stunning 3-bedroom house w/heated pool. A great location to discover Palm Coast, Flagler beach(20 min) or take a day trip to nearby St. Augustine or Daytona Beach. The house is equipped with TVs in every room, dedicated workspace and beautiful gourmet kitchen. You can also enjoy the outdoor dining table, BBQ grill, beautiful fire pit area or simply sit on the hanging swing chairs by the pool.

FamilyValuePool

5.0 out of 5 average rating, 8 reviews

Saltwater Pool Solar Heated | NO EXTRA FEE | Fence

Not every home earns the word retreat. This one does. KoZy Retreat is a sun-drenched Palm Coast escape designed for the moments that matter most — slow mornings with coffee on the lanai, afternoons splashing in your private pool, evenings gathered around a crackling fire pit under a wide Florida sky. It's the kind of place where your group finally exhales. Whether you're here for the beach, the golf, or simply each other, KoZy Retreat gives you the space and the setting to make it count.

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Apartment in Flagler Beach

A cozy living area features a dark sofa adorned with decorative pillows. Natural light illuminates the space, revealing a white kitchen with stainless steel appliances. A small dining table sits nearby, complemented by a ceiling fan and beach-themed decor on the walls.

4.99 out of 5 average rating, 102 reviews

"Cloud Nine" Seaside/Pool Condo on Flagler Beach 9

Come stay a while "on cloud nine" in a seaside luxury updated upstairs condo with ocean view just steps away from the Historic Flagler Beach Pier! Flagler Beach is a beautifully unique paradise filled with opportunity for nature & wildlife viewing, window shopping, dog-friendly areas, and never-ending fun in the sun!! This retro town with salty style is home to live local music, open-air restaurants, art, and so much more!! We are excited for you to enjoy a stay at this seaside getaway!

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4.97 out of 5 average rating, 122 reviews

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

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.

ValueFamilyNearby

4.97 out of 5 average rating, 172 reviews

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

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.

LocationFamilyGetting around

4.98 out of 5 average rating, 43 reviews

Home in Flagler Beach

4BR coastal retreat w/ pool near St. Augustine

Welcome to a coastal Hammock Beach home where ocean views, canal water, and a private pool create the kind of stay you plan a return trip before you leave. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Private saltwater pool, boat slip, kayak & beach access • Ocean & Intracoastal views from multiple balconies • Full kitchen, family room w/ 55" smart TV & Nintendo Switch • Pet-friendly | Free parking | Self check-in • Mins to Flagler Beach; day trip distance to St. Augustine

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4.9 out of 5 average rating, 20 reviews

Poolside Dock Oasis

Relax and unwind at this canal front paradise with pool, game room, and fire pit. This large, beautifully maintained home sits directly on a peaceful canal and offers plenty of space for families and groups to relax, refresh, and play. Step outside to your private pool, where you can swim, lounge, or enjoy sunsets overlooking the water. Inside, the home features a dedicated game room with a pool table and foosball table, making it easy to entertain guests of all ages.

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4.88 out of 5 average rating, 50 reviews

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

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.

FamilyLocationBack garden

The heated salted pool is illuminated in a soft glow, featuring two loungers positioned on the shallow steps. Nearby, palm trees are softly lit, enhancing the tranquil ambiance within the screen-enclosed area.