Vacation rentals in Painters Hill

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Top-rated vacation rentals in Painters Hill

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Top guest favorite
The exterior of the house is showcased, featuring a blue facade with a well-maintained driveway. A private dock extends into the water, with views of the lush surroundings, including palm trees and a serene pond, adding to the peaceful ambiance.
Home in Flagler Beach
4.97 out of 5 average rating, 127 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

Top guest favorite
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.
Townhouse in Flagler Beach
4.98 out of 5 average rating, 171 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

Top guest favorite
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.
Guest suite in Flagler Beach
4.96 out of 5 average rating, 166 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!!!

Guest favorite
An aerial view captures the oceanfront property, with direct access to the beach visible in the foreground. The house is highlighted with a red arrow, showcasing its proximity to the shoreline and the surrounding natural landscape.
Home in Flagler Beach
4.94 out of 5 average rating, 36 reviews

Oceanfront 4 Bed Beach House in Flagler

Experience breathtaking oceanfront living in this stunning 4 Bed 4 Bath home. - Open floor plan with main living areas on the 2nd floor - All bedrooms offer amazing ocean views - Entertain in the spacious kitchen with granite counters and stainless steel appliances - Enjoy the large deck overlooking the Atlantic Ocean - Game area with pool and ping pong table - Private access to secluded Flagler Beach - Pets are welcome, $100 per pet plus tax will be applied. Please let us know if

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
4.86 out of 5 average rating, 293 reviews

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

Top guest favorite
Two white adirondack chairs are positioned around a circular brick fire pit on a paved patio. A view of the ocean and sandy beach is visible in the background, with gentle waves lapping at the shore under a partly cloudy sky.
Home in Flagler Beach
4.99 out of 5 average rating, 109 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.

Guest favorite
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.
Home in Flagler Beach
4.93 out of 5 average rating, 27 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.

Top guest favorite
A light-filled bedroom features a spacious bed with a colorful decorative throw. A wooden ceiling adds warmth, while white curtains provide softness. Decorative elements include a floral-patterned chair and framed artwork, creating a relaxed and inviting atmosphere.
Bungalow in Flagler Beach
4.96 out of 5 average rating, 129 reviews

Tropical Beach Bungalow Romantic Couples Getaway

(Early check ins available upon request only) More things to do in this Funky Beach Town than you can imagine! Plenty of Beach Bars and Restaurants . There's an incredible nightlife on the Island as well! Just get away from the world and lay in a hammock on the beach with a fire and a bottle of Champagne on a private Beach Chikee and feel like you're on a Deserted Island Only Steps Away. There's Surfing, Fishing, suntanning, and plenty more to do on the Island. The unit is not Pet-friendly

Top guest favorite
A three-story aqua-colored house stands on a well-maintained lawn, featuring a paved driveway leading to two garage doors. Surrounding the home are neatly arranged flower beds and shrubs. The ocean is visible in the background, highlighting the beachside location.
Apartment in Flagler Beach
4.9 out of 5 average rating, 21 reviews

30 min to Daytona/St. Augustine Private Guest Apt

Relax at your unique getaway perfect for two! We have a guest apartment in our home which is directly across the street from our Private Beach, nestled in a sweet spot along the beautiful A1A. Come experience what life is like living at the beach. You can walk through our backyard take the pathway that leads you onto A1A. use the cross walk to our private entrance to the beach. We live upstairs and we all respect each other’s space. We are only 30 min to St. Aug/Daytona. LBTR37

Top guest favorite
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.
Home in Flagler Beach
4.94 out of 5 average rating, 89 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.

Top guest favorite
The exterior of the home is showcased, featuring a welcoming entrance with modern architecture. A spacious driveway is lined with neatly manicured lawns and palm trees, leading up to the front door. Large windows allow for ample natural light.
Home in Flagler Beach
5 out of 5 average rating, 37 reviews

NEW HOME! Intracoastal Waterway & Beach Access!

A MASTER PIECE! The Blue Heron was just finished May 2023. The Blue Heron is a stylish, brand-new, 4,000sqft dream home. Enjoy a quick 3-minute walk to the beautiful beach sunrises, or stroll in the back yard to spectacular intracoastal sunsets on your private beautiful brand new boat dock. Everything you need is here! Relax in the resort style pool or play in the game room! Nightlife is a quick 5 minute drive to Flagler beach restaurants, bars and more! Amazing Location!

Guest favorite
An open living area showcases modern furnishings, including a black sofa and a sleek kitchen bar with three high stools. Light wood flooring is dominant, while the kitchen features white cabinetry and a black refrigerator. Decorative wall art and plants add subtle accents throughout the space.
Condo in Palm Coast
4.86 out of 5 average rating, 207 reviews

European Village Romantic Getaway

Welcome to UNIT 213!! Your perfect relaxing getaway! Furnished with chic decor and stylish furnishings you will surely find your zen! Enjoy sipping complimentary coffee from the private balcony overlooking the courtyard or just stop down and visit the quaint shops and restaurants. There is something for everyone...just a short drive to the beach, golf courses, walking trails, fishing, and water activities. LBTR34103

Popular amenities for Painters Hill vacation rentals

  1. Airbnb
  2. United States
  3. Florida
  4. Flagler County
  5. Painters Hill