
Vacation rentals in Painters Hill
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Top-rated vacation rentals in Painters Hill
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Flagler Beach Oceanfront Haven w/ Hot Tub
Discover your perfect getaway at this colorful, 3-bedroom, 2.5-bath beachfront vacation rental in Flagler Beach. With the Atlantic Ocean just steps away, you'll find endless waterfront activities and a private beach right outside your door. The home is designed for fun and relaxation, boasting an oceanside hot tub, a foosball table, and a spacious two-story deck overlooking the water. In addition to unwinding on your private beach, you can easily spend your days teeing off at nearby golf courses or exploring all the attractions Flagler Beach has to offer. Whether you're with your whole family or just one other, this home has it all. You may never want to leave!

Pool Bch Hm 30m to Daytona/St. Aug. Pvt Guest Apt
Relax at this unique getaway perfect for two! Our cozy guest apartment is part of our pool home located across from private beach access on beautiful A1A. Walk through the backyard pathway to the crosswalk leading to our private beach entrance. Enjoy beachside living just steps from the sand and surf. We live upstairs, respect your privacy, and are available if needed. Conveniently located 30 minutes from both St. Augustine and Daytona Beach. LBTR37 Use Pool At Your Own Risk ⛔️ Owner NOT Liable

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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!!!

Private Beach 2 min walk No chores! 2 Bd/1 Ba Apt
Welcome to BEACH BLESSING. No 5% tourist tax, we pay it for you. A downstairs Apt in our home, across the street from a private beach. Nestled between the ocean and intercoastal . Walkover to private beach is through the backyard path outside the fence that leads to the sidewalk to A1A, two houses over before White House trimmed in blue across the street marked Painters Walk. 2nd walkover is across from the main entrance. There will be a hot outside shower for your use.. Tax receipt #32854

Beachfront Oasis w/ Game Room, Hot Tub & Ocean Vie
Sand, sun, and an ocean breeze are waiting for you at this waterside vacation rental in Flagler Beach! This 5-bed, 3-bath coastal home lets you get right on the beach with a private boardwalk and a deck that overlooks the Atlantic Ocean. When you're not on the beach, explore the area with both St. Augustine and Daytona Beach within easy driving distance. You'll be right at home in this beachfront retreat thanks to a fully equipped kitchen, a fully-equipped game room, and a hot tub and firepit!

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

Oceanfront Hammock Beach Retreat
Escape to a world of luxury and tranquility at our oceanfront condo, located just moments from St Augustine and Daytona Beach. with panoramic views of the Atlantic Ocean and the promise of magnificent sunrises each day. From king bed to a mini kitchen perfect for light meals and fast wifi. Whether you're seeking the rush of adrenaline or the tranquility of serenity, our condo offers an endless array of possibilities to fulfill your every desire. (Hotel amenities not available on this listing)

Beachfront 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 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

The Ocean is Your Backyard - Entire House on Ocean
At our home, the ocean is literally your backyard. Come and enjoy a stay in our small slice of paradise in the quaint Flagler beach area. Located on the north private beach section of Flagler Beach (Painters Hill), you can sit right in the backyard and experience ocean living with nothing obstructing your view. It's the perfect place for a family or a couple. Our spacious 2/2 with a full kitchen, living room and dinette will comfortably fit 4 Adults plus kids for a fun filled beach vacation.

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.

Flagler Beach home with beach access
Welcome to your oceanfront escape in Flagler Beach - where coquina sand, sea breezes, and a private beach walkway set the tone for unforgettable summer days together. • Sleeps 9 | 4 bedrooms | 6 beds | 2.5 baths • Pvt beach access, sun loungers and outdoor shower • Balconies, covered porch, outdoor dining, BBQ grill and fire pit • Fully stocked kitchen w/ coffee bar and dining table • 55-inch TV, board games, smart lock and wifi throughout • Pet-friendly | Free parking | Self check-in

The Shire on 1 acre marshfront with dock and Spa
One of a kind 1930s historic home, newly renovated and transformed into a beautiful secluded getaway. new luxury finishes, while holding its traditional charm. No Events allowed. Rooftop deck, sunrise views of the Atlantic ocean, Downtown, and sunsets over the river. The new dock with covered roof hosts a national geographic like eco system. It’s short walk to the beach and 3 miles to downtown St George street. Follow along @carcabaroad for weekly content of the home.
Popular amenities for Painters Hill vacation rentals
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Coastal Canary - Summer at the beach + hot tub!
Destinations to explore
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- Daytona International Speedway
- St Augustine Amphitheatre
- Ocala National Forest
- Blue Spring State Park
- Ocean Center
- Daytona Boardwalk Amusements
- Saint Augustine Town Plan Historic District
- Lightner Museum
- Daytona Lagoon
- Ponce Inlet Beach
- TPC Sawgrass
- Daytona Beach Bandshell
- Fountain of Youth Archaeological Park
- Vilano Beach Fishing Pier
- Summer Haven st. Augustine FL
- Crescent Beach
- Daytona Beach International Airport
- De Leon Springs State Park
- Flagler College
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- Marineland Dolphin Adventure
- Anastasia State Park
- San Sebastian Winery





