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, 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 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, 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 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, 161 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
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, 290 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, 107 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
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, 126 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

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, 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

Superhost
A modern living area features a sleek sectional sofa adorned with decorative pillows. A low coffee table, accentuated by a tray and a plant, sits on a plush rug. Large sliding doors open to a balcony, providing views of the surroundings.
Apartment in Palm Coast
4.78 out of 5 average rating, 260 reviews

Sweet Retreat (European Village Best Location)

Stylish European Style, modern and completely renovated, best location at the European village in Palm Coast, 4th floor with one of the best views, and less noise, 2.5 miles from the beach, 30 minutes from Saint Augustine and Daytona Beach, 1.5 hours from Orlando. we own 6 units at the European Village and make all of them available for you, use the link below to visit our profile page and choose the unit that best fits your needs. https://www.airbnb.com/users/57578610/listings

Top guest favorite
Cottage in Ormond Beach
4.97 out of 5 average rating, 188 reviews

Directly on the Beach! Your Own Private Paradise.

RELAX, RENEW, RE-CHARGE. Cottage on the Sea!! Your very own Beautiful Private Cottage DIRECTLY ON the BEACH! Enjoy DIRECT oceanfront, private, beach walkway right off the Cottage! Enjoy the waves’ lullaby, enchanting sunrises, ocean breezes, rejuvenating ocean waters, 3 separate furnished patios and of course the beautiful Cottage itself! Get away, relax, renew, re-charge. A definite ONE of a kind! A beautiful, tranquil, zen, enchanting experience. Paradise awaits

Top guest favorite
An open-plan living area is shown, featuring a light-filled kitchen with bar stools and a dining table. A spacious couch faces a large TV, while windows provide views of a landscaped outdoor area. Natural tones and textures create a welcoming environment.
Home in Palm Coast
4.97 out of 5 average rating, 107 reviews

3 Min to Beach - Coastal Zen Escape!

When you arrive at our brand-new beach house, you’ll easily be able to kick back and unwind for a relaxing vacation. Just a quick 3-minute drive to the beach and the intercostal waterway, this home is your perfect retreat! Whether you’re planning to relax at the beach, explore the waterway, or simply take it easy, you’ll find everything you need right here. Your perfect coastal vacation starts the moment you step through the door.

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, 203 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

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. LBTR #37009

Popular amenities for Painters Hill vacation rentals

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