Holiday rentals in Painters Hill

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Painters Hill

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

%{current} / %{total}1 / 1
Top guest favourite
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, 113 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 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, 169 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
4.97 out of 5 average rating, 160 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 favourite
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.
Flat in Flagler Beach
4.87 out of 5 average rating, 287 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
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, 106 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
A balcony view showcases a round table with two white chairs. The colorful, European-inspired buildings and a green courtyard with palm trees can be seen in the background, creating a vibrant atmosphere. Bright clouds are visible in the open sky.
Flat in Palm Coast
4.85 out of 5 average rating, 13 reviews

Elegant Condo - European Charm

Discover European charm in Palm Coast, Florida! Our cozy condo offers free garage parking, laundry, kitchen, spacious shower. Close access to the serene beaches, parks and trails. A variety of restaurants downstairs, fresh market and live music on the weekends. Whether you're a couple seeking a romantic getaway or a family looking for adventure, our condo is your perfect choice. Enjoy the fusion of European Vibe and Florida's coastal beauty. Book now for an unforgettable vacation experience!

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, 125 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
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

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.
Flat in Flagler Beach
5 out of 5 average rating, 10 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 favourite
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.
Flat in Palm Coast
4.99 out of 5 average rating, 72 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 favourite
A vibrant blue house with white trim is showcased, featuring a welcoming entrance with green door. A seating area with colorful chairs surrounds a fire pit in the front yard, complemented by tropical plants. The roof is newly renovated, and a parking area is visible.
Home in Flagler Beach
4.95 out of 5 average rating, 116 reviews

The Original Flagler Beach House

Whole property to you not bunch of apartments! Private but close to all and Fire Pit!!🔥 Take it easy at this unique and tranquil getaway. The Whole place is you! Located blocks from the Flagler Beach Pier and the beach !! Walk to the beach in 3 minutes!! . The original locaI beach house from 1954!! The property has had a full renovation w/ HVAC !!! We are soo close to all the great places to go !! We are close to it all for your Cozy-Cation here in Flagler Beach!!

Guest favourite
A cozy living space features a plush couch and armchair, set on a textured rug. A modern kitchenette is visible, equipped with cabinets and appliances. Large windows allow natural light to fill the room, complemented by curtains that gently frame the view.
Flat in Palm Coast
4.95 out of 5 average rating, 114 reviews

Oceanview Paradise Hammock Beach_King Bed

Escape to a world of luxury and tranquility at our oceanfront condo, located just moments from St Augustine and Daytona Beach. with panoramic views of the Atlantic Ocean and the promise of magnificent sunrises each day. From king bed to a mini kitchen perfect for light meals and fast wifi. Whether you're seeking the rush of adrenaline or the tranquility of serenity, our condo offers an endless array of possibilities to fulfill your every desire.

Popular amenities for Painters Hill holiday rentals

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