Holiday rentals with a pool in Flagler Beach

Find and book unique homes with a pool on Airbnb

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

Home in St. Augustine

4.98 out of 5 average rating, 98 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

Top guest favourite

Home in St. Augustine

5 out of 5 average rating, 140 reviews

Southern Charmer w/Pool - Walk to Everything!

Stellar location...easily park and walk to historic sites! Spacious and modern inside but a classic Southern home on the outside. Lots of room to grill out or lounge around the heated saline pool. Beautiful views of the famed Mission from the upper/lower porches. And you'll appreciate how well stocked this home is too...if we don't provide it you probably don't need it! If you need another rental we have a 4 bedroom w/pool right next door. It's called Walk to Everything plus pool and Cottage.

Guest favourite

Home in Lincolnville

4.96 out of 5 average rating, 188 reviews

Walk downtown, pool beach min to everything pet ok

HEATED pool home in the heart of historic St Augustine, Walk to the NIGHT OF LIGHTS; just a few miles from spectacular beaches! Weddings/Family time. 4 large bedrooms with 3 full baths. 1 bedroom downstairs and 3 upstairs. Relax in the screened in lanai with beautiful lap pool! Large back yard. Enjoy cooking in our huge kitchen while your family relaxes in the living room, or have enjoy playing foosball after a day at the beach or touring our beautiful city! Walk to everything! Pet friendly

Superhost

Guest house in Deltona Lakes

4.86 out of 5 average rating, 56 reviews

Modern pool rental/Spring/Disney/Beach

A truly beautiful modern relaxing and fun oasis conveniently located near highway airport bike trails springs beach & city Brand new independent unit with access to pool, games, amazing yard for any events and just 5 minutes from the nearest spring and boat ramp to Lake Monroe 35 min to Daytona 45 min to theme parks (Disney, SeaWorld, Universal) Stay in a brand new vacation unit with full kitchen, sleeping space for 3, full modern walk in jet shower and all the goodies to enjoy the pool/spings

Guest favourite

Home in New Smyrna Beach

4.9 out of 5 average rating, 153 reviews

Private Pool & Hot Tub - Walk to Flagler Ave

Enjoy one of New Smyrna's very few rentals that offer a Private Pool and Hot Tub in the Heart of New Smyrna Beach. The back yard offers a private and peaceful setting to enjoy the Pool &Hot Tub. Great Location, Walk to Flagler Ave, where all the restaurants, shops and bars are located. Beach access is less than a 2 minute walk, just across the street. Beach chairs, towels, umbrellas, and a cooler are at the house for use. We have multiple units please contact host if you have a big group.

Top guest favourite

Guest house in St. Augustine

4.93 out of 5 average rating, 145 reviews

Heated Pool Beach Bungalow Steps to the Ocean

Beautiful brand new in 2022 en-suite Bungalow beach side! Perfect for a romantic get a way or just one person, just 600 steps to the beach. Five minutes to the St Augustine pier and 10 minutes to the oldest city in the US, Historic Downtown St Augustine. Not only do you have the most comfortable bed to fall into, a 50" TV, recliners and an amazing heated pool. Beautiful beach sunrises, fishing, hiking, Concerts at the Amphitheater. For your safety you have an electronic keyless entry.

Top guest favourite

Home in Palm Coast

4.95 out of 5 average rating, 60 reviews

Palm Coast Pool Home Retreat

On a quiet street in the Indian Trails neighborhood, this 3-bed 2-bath pool house offers fully loaded R&R for your stay. Pool is heated from November 1 to April 30. Off sesson request is $20.00 per day. Be advised that in the winter months the temperature may dip cooler and if so, it interfers with the heating elements in the heater and it will automatically shut off. Palm Coast offers a variety of restaurants, shops, parks, whatever you do, consider yourself home! LBTR: #34671

Superhost

Apartment in St. Augustine

4.78 out of 5 average rating, 232 reviews

Great 1 bedroom 1 bath condo with heated pool

Great condo in an Oceanside community You cannot see the ocean from this condo 5-10 minute walk to the beach Private boardwalk to the beach Condo is in 3rd floor must climb stairs no elevator **** Tennis courts 2 pools 1 heated Shuffle Board Gym Restaurants and bars you can walk to Pet Friendly with a $100 pet fee Only 1 dog is allowed and we must register the dog before you check in The security will not let you on the premises if the dog has not been registered Pull out couch

Superhost

Apartment in St. Augustine Beach

4.85 out of 5 average rating, 161 reviews

Ocean Side Complex with Heated pool B-24

Ocean Side Condo Complex. Just to be clear Ocean Side does not mean Ocean Front. You will not see the ocean from the balcony 1 Bedroom 1 Bath. There is a queen air mattress that 2 people can sleep on and can be put in the living room Must be 21 years old to rent IMPORTANT! This unit is DOG friendly. No other pets of any type are allowed. There is a $100 Pet Fee due when you book a reservation. I have to register them before you arrive No trailers or boats allowed or campers

Superhost

Home in Palm Coast

4.83 out of 5 average rating, 83 reviews

Designer * Heated Salt Water Pool * Close to Beach

Vacation With Your Entire Family or Enjoy a Romantic Getaway in this Luxurious, Spacious and Completely Renovated Home. New bathrooms including custom tiled shower in the master bath. Fully Stocked Kitchen with Granite Counter-tops and stainless steel appliances - perfect for cooking a family meal. Recessed Lighting throughout. Spacious Screened Patio great for sunbathing or grilling and Private Inground Heated SALT WATER Pool with whirlpool. POOL JUST RESURFACED - LIKE NEW!

Top guest favourite

Home in Palm Coast

5 out of 5 average rating, 5 reviews

Luxury Pool Retreat in Palm Coast

Welcome to your dream vacation retreat! - Beautifully renovated 5-bedroom, 3-bath home with European-inspired decor. - Luxurious in-ground heated pool and separate spa, nestled in a private fenced yard. - Spacious chef's kitchen, perfect for entertaining, with high-end appliances. - Relaxing family room with a 75" Smart TV and game room for family fun. - Just 15 minutes from stunning beaches and a short drive to historical St. Augustine.

Top guest favourite

Home in St. Augustine

4.98 out of 5 average rating, 156 reviews

Tropical oasis in a family friendly neighborhood

In beautiful Vilano Beach Fl. New home built April 2019. Family neighborhood on dead end street. Beach entrance 50 ft to dune walkover. A 4 bedroom home has 2 masters downstairs, and 2 bedrooms upstairs with a play loft in between. Nearby restaurants, fishing, boating. Fenced back yard. We can heat the pool for $50 per day. bbq, and lounge chairs surrounding pool. Outdoor showers located near pool, beach toys , chairs.