Vacation rentals in Painters Hill

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Top-rated vacation rentals in Painters Hill

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A private screened-in pool area is showcased, featuring a clear blue pool and a sunny outdoor kitchen space. Lounge chairs are positioned beside the pool, while the shimmering water reflects the surrounding greenery and views of the waterway beyond.
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 favourite
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 favourite
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!!!

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 favourite
A cozy living area features two light-colored armchairs facing a large window, showcasing an expansive view of the ocean. Natural light fills the space, complemented by a unique light fixture on the ceiling. Textured rugs enhance the warmth of the room.
Condo in Flagler Beach
4.98 out of 5 average rating, 60 reviews

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

Top guest favourite
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 favourite
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 favourite
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 favourite
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

Guest favourite
A serene lakeside view is captured, highlighting calm water that reflects lush greenery and a blue sky. Trees frame the scene, creating a peaceful atmosphere. The shoreline features soft vegetation, inviting opportunities for relaxation and contemplation.
Cottage in Palm Coast
4.96 out of 5 average rating, 161 reviews

Cheerful lakeside 2/2 cottage with a private pool

Welcome to the writers cottage. Enjoy the peace and quiet of this lakeside cottage located close to all that Palm Coast has to offer. Close to the beach, golf courses and walking distance to restaurants, coffee and grocery. Watch the turtles line up on the log; catch some fish; read a book or even better write your book at the desk in the back enclosed patio. Take a walk in the neighborhood up to Holland Park for the free splash pad, amazing playground and recreational facilities.

Top guest favourite
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 favourite
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.
Home in Flagler Beach
4.88 out of 5 average rating, 43 reviews

Walk to the Beach | 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.

Popular amenities for Painters Hill vacation rentals

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