Vacation rentals in Painters Hill

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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

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

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.

Penthouse Artist Haven Ocean front Penthouse

Nestled along a pristine stretch of semi-private beach is this historic artists haven offering an absolute beachfront location like no other. This unique home is split into 3 separate floors, where you will be renting the entire top penthouse level. Inside you will find open studio living with a luxe king bed and a front and rear balcony. Enjoy uninterrupted ocean views from the panoramic windows while you relax & watch dolphins play in the surf and stunning sunsets spread across the sky.

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

Oceanfront Paradise in Flagler Beach

Welcome to your perfect beach get away! This guest favorite, oceanfront home is located directly across the Atlantic Ocean with direct beach access. Step inside to vaulted ceilings, open floor plan, and coastal charm. This three-story oceanfront home provides plenty of room to relax and entertain. Enjoy your morning coffee or sunset wine on 3 private decks with unobstructed ocean views. Fully equipped to make your stay easy and comfortable. Perfect for families, groups or couples!

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.

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.