Vacation rentals in Painters Hill

4.8 out of 5 average rating, 15 reviews

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!

Townhouse in Flagler Beach

A beachside townhouse is shown, featuring two stories with palm trees and a clear view of the ocean in the background. A spacious garage is visible on the front side. The image captures a wide road lined with greenery, inviting trails for walking.

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, 186 reviews

Apartment in Flagler Beach

Private Bch, Private Pool Home, Private Guest Apt

Relax at this unique getaway made for two. This cozy guest apt is part of our pool home on beautiful A1A, directly across from private bch access. Follow the backyard pathway to the crosswalk and our private bch entrance, then enjoy beachside living just steps from the sand and surf. We live upstairs, respect your privacy, and are available if needed. The apt is conveniently located about 30 min from both St. Augustine and Daytona Beach. LBTR37. Pool use is at your own risk; owner is not liable.

4.92 out of 5 average rating, 25 reviews

Guest suite in Flagler Beach

The exterior view of the unit is illuminated at dusk, showcasing a two-story building with a spacious balcony. A circular fire pit is surrounded by stone seating and accent lights, creating a cozy ambiance. Lush landscaping frames the outdoor space, leading to the beach.

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, 185 reviews

4.97 out of 5 average rating, 143 reviews

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

A spacious wooden deck features lounge chairs positioned for ocean views and beach access. The expansive coastline can be seen in the distance, framed by lush greenery under a partly cloudy sky.

4.9 out of 5 average rating, 67 reviews

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!

4.99 out of 5 average rating, 123 reviews

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.

An inviting living area features large windows that overlook the ocean, allowing plenty of natural light. A comfortable sofa and armchairs are arranged around a wooden coffee table, with a decorative area rug underfoot. A flat-screen television is mounted on the wall, enhancing relaxation options.

4.93 out of 5 average rating, 40 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.

Several shorebirds are seen foraging along the wet sand, where gentle waves create a shimmering effect in the sunlight. The horizon displays a soft, illuminated backdrop, enhancing the tranquil beach scene.

4.95 out of 5 average rating, 98 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.

Superhost

A tall heron stands along the shoreline, its slender legs submerged in gentle waves. The bird's sleek body and long neck are highlighted against the ocean backdrop, embodying the natural tranquility of the beach.

Apartment in Flagler Beach

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.

4.85 out of 5 average rating, 307 reviews

A modern coastal retreat is featured, showcasing a spacious outdoor pool area surrounded by a white fence. Multiple umbrellas provide shade over lounge chairs, while the pool reflects clear blue skies. The two-story house stands prominently, offering balconies that overlook the inviting space.

4.88 out of 5 average rating, 50 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.