
Holiday houses in Flagler County
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Top-rated holiday rentals in Flagler County
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Florida Seaside Rentals
Enjoy the Old Florida Charm of Flagler Beach, the perfect location to call your home away from home. Relax in this ocean front beach home; enjoy the spectacular views from multiple sliding doors or from the large deck that over looks the ocean. You'll love the tranquility of Flagler Beach as well as Flagler's proximity to St. Augustine, Orlando, Daytona Beach, Cape Canaveral and 5 Championship Golf Courses. Flagler Beach has been voted one of the 'Best Small Towns in America.'! PET FEE $100.00
4.92 out of 5 average rating, 112 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
4.98 out of 5 average rating, 187 reviews
Seaside Escape with Ocean Views
Welcome to our bright, cozy beach apartment! A perfectly situated beachfront property, you’ll enjoy gorgeous ocean views all day long. Just down the road from downtown Flagler with the cutest restaurants & shops you can imagine. Kick back, relax, and make yourself at home. *Only 100 ft from public beach walk over This is a duplex property, and both units can be booked for larger groups. (Up to 16 people.) Please see our other listing here for a full buyout: airbnb.com/h/oceanfronthomeflagler
4.98 out of 5 average rating, 56 reviews
Lakefront Cottage • Private Dock + Bikes + Kayaks
Bring your fishing gear or small boat to enjoy a fun getaway at the Captain's Cottage with a dock on Lake Stella. Key-less entry allows for self check-in and welcomes you to this comfortable clean 962 sq. ft. space with two queen size beds, one bathroom, full kitchen, florida room, and a fenced-in backyard. A paddle boat is provided. Three kayaks and 2 bicycles are also available! Or you can bring your boat and go fishing! Enjoy swimming, lovely sunsets and strolls around the beautiful lake.
4.97 out of 5 average rating, 126 reviews
DIRECTLY on the ocean. Entire private first floor.
Recently reopened after two months undergoing major renovation! Previously had 110 very favorable reviews while with a different vacation rental company. The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen. That has been totally remedied with keen attention to the highest quality! Everything has been thought of for your enjoyment, even FREE pinball! You need to bring nothing except your enthusiasm for having a relaxing, stress-free and amazing time!!!
4.96 out of 5 average rating, 188 reviews
Beachfront Estate | Sleeps 14 | Panoramic Views
Private beachfront estate with panoramic ocean views, decks, elevator, and room for 14 on a quiet stretch of beach. Wake up to dolphins offshore, spend the day on the beach, and gather with family in a spacious retreat designed for unforgettable getaways. Perfect for multigenerational families and reunions, this beachfront home features a chef’s kitchen, direct beach access, kayaks, paddleboards, beach gear, and more. 𝗡𝗼 𝗰𝗵𝗼𝗿𝗲𝘀. 𝗝𝘂𝘀𝘁 𝘃𝗮𝗰𝗮𝘁𝗶𝗼𝗻. No checkout chores. Period.
5.0 out of 5 average rating, 14 reviews
Saltwater Heated Pool, Spa, Fire Pit, Pet Retreat
Let's be honest. you've scrolled past a hundred "cozy homes." This is not one of them. Paradise Bliss is the house your group chat blows up over. A resort-style pool with loungers IN the water. A spa with its own waterfall. Stunning BBQ and bar ready for pictures. A fire pit under the stars. Pool table, foosball, and a wine fridge. Five stunning bedrooms and three bathrooms. Nursery-ready room with crib. Even your dog gets a private retreat. Beach? 18 minutes. Regrets? None. Your Story awaits.
5.0 out of 5 average rating, 3 reviews
Oceanfront Family Oasis
Welcome to your perfect coastal escape! This beautiful 3-bedroom, 2.5-bathroom home sleeps up to 8 guests and is directly on the beach—no roads to cross, just walk out the back door and onto the sand. Breathtaking back deck overlooking the Atlantic Ocean—perfect for sunrises or just relaxing to the sound of the waves. Rinse off after a swim in the family-friendly convenient outdoor shower. This is more than a beach house—it’s your home away from home, where unforgettable memories are made.
4.93 out of 5 average rating, 42 reviews
Sand & Stones Beach Home
3 minute Drive to Beach with free parking Sand & Stones Beach Home is Located on a large corner lot with plenty of room for parking with 2 circular driveways. We have a Basketball patio & hoop. In the gated backyard you will find a screened in gazebo, picnic table, Propane Grill, firepit & 6 chairs. Guest Shed has 5 Beach bikes, Cornhole & all the beach items you will need with 6 beach chairs, rolling beach cart, beach blanket, cooler, umbrella, boogie boards, skip board & beach toys.
4.97 out of 5 average rating, 111 reviews
Magical Beach Sunrises & Surf Oceanfront 3BR/2BA
Beachfront home - no road to cross to put your toes in the sand! Oceanfront living and waking to the sparkling blue waters & sunrise will start your days off on the right sandy foot! Whale and dolphin watch from your patio. Walk out the Back door and onto the private beach. We are not surrounded by high-rise condos but offer a more peaceful getaway. Nearby golf, farm market, ice cream or visit the pier, then Orlando, St Augustine, Daytona and LPGA. We have a 50’ driveway.
4.95 out of 5 average rating, 98 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.
4.9 out of 5 average rating, 21 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.
4.88 out of 5 average rating, 51 reviewsPopular amenities for Flagler County holiday rentals
Other great holiday rentals in Flagler County

Flagler Beach Oceanfront Haven w/ Hot Tub
4.81 out of 5 average rating, 16 reviews
Peaceful Beachfront Getaway
4.9 out of 5 average rating, 29 reviews
Siesta Escape-Pool, 2 King Beds, Games, near beach
4.88 out of 5 average rating, 73 reviews
Endless Summer! HotTub Pool Canal • Dock • Kayaks
5.0 out of 5 average rating, 86 reviews
Modern Beachfront Luxury Retreat W Ocean Views
4.91 out of 5 average rating, 45 reviews
Coastal Luxe Retreat | Pool
4.95 out of 5 average rating, 22 reviews
Luxury Florida Escape | Pets, Fire Pit, & Beach!
4.95 out of 5 average rating, 64 reviews
Cozy Palm Coast Getaway!
4.98 out of 5 average rating, 65 reviewsDestinations to explore
- Condo rentals Flagler County
- Rentals with lake access Flagler County
- Rentals with breakfast Flagler County
- Apartment rentals Flagler County
- Private suite rentals Flagler County
- Rentals with an accessible height toilet Flagler County
- Pet-friendly rentals Flagler County
- Beachfront rentals Flagler County
- Rentals with pools Flagler County
- Beach house rentals Flagler County
- Rentals with beach access Flagler County
- Townhouse rentals Flagler County
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- House rentals Flagler County
- Rentals with a kayak Flagler County
- Rentals with a hot tub Flagler County
- Daytona International Speedway
- St Augustine Amphitheatre
- King's Landing
- Ocala National Forest
- Blue Spring State Park
- Ocean Center
- Daytona Boardwalk Amusements
- Kelly Park
- Wekiwa Springs State Park
- Lightner Museum
- Daytona Lagoon
- Historic Downtown Sanford
- Fountain of Youth Archaeological Park
- Ponce Inlet Beach
- Vilano Beach Fishing Pier
- Rock Springs
- Summer Haven st. Augustine FL
- De Leon Springs State Park
- Flagler College
- Silver Glen Springs Recreation Area
- Daytona Beach International Airport
- Crescent Beach
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park





