
Holiday rentals in Painters Hill
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Top-rated holiday rentals in Painters Hill
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

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

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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!!!

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

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.

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!

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

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

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 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!

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!!

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
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Destinations to explore
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- Daytona Beach Bandshell
- Ocean Walk Shops
- Daytona International Speedway
- Andy Romano Beachfront Park
- Anastasia State Park
- Summer Haven st. Augustine FL
- Daytona Boardwalk Amusements
- Whetstone Chocolates
- Lightner Museum
- Daytona Lagoon
- Fountain of Youth Archaeological Park
- Blue Spring State Park
- Ravine Gardens State Park
- St. Augustine Alligator Farm Zoological Park
- St Augustine Amphitheatre
- Angell & Phelps Chocolate Factory
- Saint Augustine Town Plan Historic District
- TPC Sawgrass
- Ocean Center
- Sun Splash Park
- San Sebastian Winery
- Guana Reserve Middle Beach
- Flagler College
- Castillo de San Marcos National Monument




