Vacation rentals in Painters Hill

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Top-rated vacation rentals in Painters Hill

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Top guest favorite
The elegant coastal estate features a distinctive architectural design with a red-tiled roof and curved balconies. Lush landscaping surrounds the property, while a spacious heated pool is visible in the foreground, set against a backdrop of clear blue skies and well-maintained grounds.
Home in Flagler Beach
4.95 out of 5 average rating, 112 reviews

Castle, Pickleball, htd pool/SPA, mini-golf, dock

Welcome to Castle by the Sea by Tynar Vacations — a coastal escape where luxury meets adventure. Set on a 70,000 sq ft ocean-view estate offering stunning views, & endless fun. Enjoy a full-size private pickleball court (pro photos coming soon), heated pool, spa/hot tub, putting green, games like cornhole & bocce. Use the private dock for boating, fishing, or kayaking. Inside, enjoy foosball, ping pong, air hockey, poker, & board games. It’s more than a getaway — it’s a one-of-a-kind experience.

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, 167 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
4.97 out of 5 average rating, 157 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!!!

Top guest favorite
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
4.87 out of 5 average rating, 286 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, 105 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.

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

Resort-Style Living: Beach Home w/Salt Pool, Spa

Imagine your perfect day: waking up to stunning intracoastal views, fishing from your private backyard dock, then strolling along the cinnamon coquina shell beach via your own walkover. This private retreat offers the best of both worlds—seclusion on a large lot with a pond, plus easy access to everything you need. You can launch your jet skis or canoe from the complimentary floating dock, and for a small fee, say goodbye to boat-towing hassles with your own electric boat lift. LBTR #37009

Top guest favorite
The image displays a modern kitchen with white cabinetry and stainless steel appliances. A dining table with seating for four is positioned beside a kitchen island with additional seating. An outdoor area features a hot tub surrounded by a patio, elegantly lit by string lights.
Home in Palm Coast
4.99 out of 5 average rating, 110 reviews

Traveler's Dream Home - Hot Tub - Steps to Beach

Make this your home base as you explore everything Palm Coast has to offer. Centrally located in a safe neighborhood in Flagler Beach, this home is a brand new construction and professionally designed for your enjoyment. Walk to the beach to catch the sunrise or take a quick ride for dinner or order in and enjoy one of our two dining spaces. Enjoy the beautiful backyard & hot tub, or cozy up in the living room and watch a movie. This home has lots of space to make the most of your stay!

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
5 out of 5 average rating, 9 reviews

30 min to Daytona/St. Augustine Private Guest Apt

Relax at your unique getaway that can accommodate 3. We have a guest apartment in our home which is directly across the street from the 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 small dog 🐶 friendly. LBTR37

Top guest favorite
The master bedroom includes a four-poster bed with soft bedding and down pillows. A cozy seating area features a patterned chair beside a floor lamp. Natural light filters through sheer curtains, illuminating the elegant decor, including a tasteful painting and decorative elements.
Apartment in Palm Coast
4.99 out of 5 average rating, 71 reviews

Top 5% Airbnb! Luxurious Romantic Penthouse Condo!

Step into Penthouse 418, where you'll find a beautiful light-filled end unit in enchanting European Village. Experience the unique charm with 10' high ceilings and 8 large windows, bathing the space in natural light. Your dining experience becomes extraordinary in a turret with a soaring 20' high ceiling, granting you a scenic view of the Village. Conveniently situated just a mere 3 miles from the closest beach, Penthouse 418 ensures the comforts of home during your adventure!

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, 32 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
Aerial view highlights the property's proximity to the beach, with clear access indicated by directional arrows. The saltwater pool is visible within a fenced yard, surrounded by greenery, while nearby homes offer a glimpse of the coastal neighborhood.
Home in Flagler Beach
5 out of 5 average rating, 30 reviews

Walk to beach + salt water pool on private road

Come relax in paradise! Plenty of room for the entire family. Soak up the Florida sun pool side or take a dip in the salt water pool. Beach access one short block away, great for fishing, surfing or just chilling. This property includes an outdoor fire pit, gas grill, fenced in yard, out door seating. Inside you will find a fully equipped kitchen, wood burning fire place, two living areas, three bedrooms and two baths. 4.1 miles away from the heart of Flagler Beach

Superhost
A modern living space features a sleek white sofa and a glass coffee table, complemented by a stylish office desk with a rolling chair. Natural light filters through large sliding doors, leading to a balcony with outdoor seating and views of vibrant surroundings.
Apartment in Palm Coast
4.86 out of 5 average rating, 384 reviews

Charming and Cozy European Style KING BED, BALCONY

Free Private parking! Stylish apartment in the European Village with modern design, comfortable and relaxing! Complete kitchenette, office desk, high speed WiFi and great view from balcony with restaurants and shops conveniently downstairs. Vibrant and live on Fridays and Saturdays night. Enjoyable farmers market every Sunday! 35 Miles from Saint Augustine Historic Town and 27 Miles from Daytona Beach. 2.5 Miles from quiet and relaxing beach.

Popular amenities for Painters Hill vacation rentals

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