Holiday rentals with a pool in Flagler Beach

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Top-rated rentals with a pool in Flagler Beach

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

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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

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 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

Top guest favourite
Apartment in Ormond-by-the-Sea
4.97 out of 5 average rating, 134 reviews

Guest Favorite Direct Oceanfront Balcony View Pool

Just steps from the beach, this bright and spacious 2-bedroom, 2-bath direct oceanfront condo is your perfect coastal escape. Wake up to panoramic ocean views, sip coffee on the large private balcony, and fall asleep to the sound of the waves. The condo is fully equipped including beach chairs and gear, washer and dryer, ultra-fast Wi-Fi, and free parking. Enjoy a newly renovated oceanfront pool, comfortable beds for up to six guests, and three large smart TVs for streaming your favorite shows.

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

Top guest favourite
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.
Apartment in Flagler Beach
4.99 out of 5 average rating, 95 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!

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.

Top guest favourite
The exterior of the home is showcased, featuring a welcoming entrance with modern architecture. A spacious driveway is lined with neatly manicured lawns and palm trees, leading up to the front door. Large windows allow for ample natural light.
Home in Flagler Beach
5 out of 5 average rating, 37 reviews

NEW HOME! Intracoastal Waterway & Beach Access!

A MASTER PIECE! The Blue Heron was just finished May 2023. The Blue Heron is a stylish, brand-new, 4,000sqft dream home. Enjoy a quick 3-minute walk to the beautiful beach sunrises, or stroll in the back yard to spectacular intracoastal sunsets on your private beautiful brand new boat dock. Everything you need is here! Relax in the resort style pool or play in the game room! Nightlife is a quick 5 minute drive to Flagler beach restaurants, bars and more! Amazing Location!

Top guest favourite
A spacious swimming pool is surrounded by a covered outdoor area, softly lit by string lights. A colorful inflatable unicorn floats in the water, and large windows of the home provide a view of the inviting interior, enhancing the overall atmosphere.
Home in Ormond-by-the-Sea
4.99 out of 5 average rating, 102 reviews

INSTA-WORTHY Beach House! 📸 Pool 200ft from Beach!

Costal beach home 200ft. from pristine no-drive beach.. close to grocery, restaurants and entertainment. Large pool deck with new pavers. 2 sun loungers have been added along with fresh landscaping. Large swimming pool. Located on a quiet street, this 2BR/2 BA home is the perfect location to relax & live like a local. Perfect for families & friends, this place is fully stocked and ready for your arrival, just bring your swimsuit, flops & sunglasses.

Guest favourite
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
4.87 out of 5 average rating, 30 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, 510 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.
Apartment in Flagler Beach
4.88 out of 5 average rating, 140 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
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-by-the-Sea
4.87 out of 5 average rating, 115 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.

Popular amenities for Flagler Beach rentals with a pool

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Quick stats about holiday rentals with a pool in Flagler Beach

  • Total holiday rentals

    Explore 50 holiday rentals in Flagler Beach

  • Nightly prices starting at

    Flagler Beach holiday rentals start at £30 per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    50 of Flagler Beach holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Flagler Beach rentals

  • 4.9 Average rating

    Flagler Beach stays are highly rated by guests – averaging 4.9 out of 5!

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