
Vacation rentals with a pool in Flagler County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Flagler County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Matanzas River Condo - 3BR, 2BA - Pets stay free
Make yourself at home in this comfortable 3-bedroom, 2-bath condo right on the water. Whether you’re sipping coffee on the patio, taking a stroll along the Intracoastal Waterway, or just unwinding in the cozy living space, this is the perfect spot to relax. The condo has everything you need for a stress-free stay. The kitchen is fully stocked, the bedrooms are spacious and comfy, and there’s even a washer and dryer for your convenience. If you're traveling with pets, they’re welcome, too! #37315

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 Rated Oceanfront Condo Balcony Beach Gear View
Note: Main building hallway flooring will be removed and reinstalled between 8 AM–5 PM on Oct 27–31 and Nov 17–21. There may be noise associated with this work. 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.

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

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

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.

No Extra Fees! 4BR Heated Pool Luxury -12min Beach
Shell Beach is a fully renovated European-designed oasis where German precision meets Florida luxury living. This nearly 3,000 sqft retreat boasts custom heated pool, designer kitchen, chic poolside parlor, and exclusive imported amenities found nowhere else. With 4 bedrooms sleeping 8 and completely reimagined spa-like split layout for privacy, it's pure indulgence just 12 minutes from the beach. Every detail screams luxury, but the heated pool? That's year-round paradise.

Luxury 5-Bedroom Retreat with Pool
Step Inside a Stunning Vacation Retreat. - Beautifully renovated 5-bedroom, 3-bathroom home. - Luxurious finishes and thoughtful details create a welcoming atmosphere. - Large heated in-ground pool and separate heated spa. - Cozy family room with a 75" Smart TV and electric fireplace. - Game room with pool, foosball, and tennis tables. - Outdoor area with seating for 10, fire pit, and landscaped yard. - Conveniently located near biking trails and stunning beaches.

Waterfront • Heated Pool • Dock • Game Room
Coastal Luxury – Private Dock, Heated Saltwater Pool & Stunning Decor! Escape to this brand-new, beautifully decorated home on a serene saltwater canal, just 10 minutes from the beach! Enjoy the heated saltwater pool, fish from the private dock, or explore the waterways—you may spot dolphins, manatees, and other marine life. Inside, stylish coastal decor and modern amenities offer the perfect family-friendly retreat. Relax, explore, and make unforgettable memories.

Endless Summer! Heated Pool & Spa-Dock-Kayak-Beach
Escape to our peaceful coastal getaway! Enjoy the Heated Pool & Hot Tub. Kayak or Fishing at the Dock of the Saltwater Canal. Just 5 minutes to the nearby beach. Take a dip in the pool with shallow and deep end. Unwind in the cozy lanai with palm leaf fans. Adirondack chairs by the dock offer the perfect spot for soaking up the sun, with stunning water views and palm trees swaying in the breeze. Great place for Couples/Small Families for a quiet serene Getaway!

Saltwater Canal Front Villa with Pool
Bring that fishing pole to the Saltwater Canal Front home. If you enjoy watching boats and fishing vessels in the morning with your coffee, this Canal Front house is for you. The 3000+sq ft house is a very open floor plan with 3 luxurious bedrooms and an extra play/bedroom. Beautiful kitchen with stainless steel appliances. The many rooms and dinning/sitting room allows the family to spread out comfortably. Big pool right in your backyard to enjoy the sunsets.

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
Popular amenities for Flagler County rentals with a pool
House rentals with a pool

Ormond by the Sea: Walk to beach or Relax in Pool

Coastal Haven

Cozy cottage heaven - Heated Pool

*Waterfront*Pool*Hot Tub*Dock*Game Room*

Your Palm Coast Pool House!

Indoor Private Heated Pool in Coastal Town!

The Relaxing Getaway

Family Home w/pool and backyard
Condo rentals with a pool

Beachfront Condo with heated pool and epic view

Updated Oceanfront Condo! Come Relax by the Sea!

Beachfront Luxury with Spectacular Ocean Views!

Luxury Condo at the Beach

Oceanfront! Ocean View Corner Unit 3 Resort Pools!

Scenic beachfront condo

Modern Decor and Ocean Galore! New Renovated Condo

Ormond Beach oceanfront condo
Other vacation rentals with a pool

Palmasis Oasis - 1 Of a Kind, Pool, Theatre + More

Beachfront Paradise! Flagler Bch

Manor on the Canal/Luxury Oasis/Pool-Hot Tub-Dock

Little Paradise - Spa, Saltwater Pool & Cozy Lanai

Diamond Dr Fall SALE! Fire Pit *Game Room* Pool

Stunning Pool Home on Saltwater Canal

Oasis: pool/hot tub/swim-up bar

Casa del Sol
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- Ponte Vedra Beach
- Daytona International Speedway
- Apollo Beach
- Summer Haven st. Augustine FL
- Old A1A Beach
- San Sebastian Winery
- Daytona Beach Boardwalk and Pier
- Daytona Lagoon
- Vilano Beach
- Wekiwa Springs State Park
- Crescent Beach
- Lightner Museum
- Fountain of Youth Archaeological Park
- Butler Beach
- Blue Spring State Park
- The Club at Venetian Bay
- Inlet At New Smyrna Beach
- Ponce Inlet Beach
- MalaCompra Park
- Matanzas Beach
- St. Augustine Alligator Farm Zoological Park
- Worlds Most Famous Beach Daytona Beach
- Jungle Hut Park
- Ravine Gardens State Park