Holiday houses in Painters Hill

4.94 out of 5 average rating, 102 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.

Apartment in Flagler Beach

4.87 out of 5 average rating, 278 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

4.97 out of 5 average rating, 325 reviews

Guesthouse in Palm Coast

Private beachside guest cottage

This private guest cottage is located just down the street from the beach in “The Hammock” area of Palm Coast. ( The beach and Hammock Beach Resort is just 1 mile away) If you love the outdoors, this cottage is for you! (Golf, fishing, beach, surfing, hiking, biking, boating) State and County Parks nearby. PLEASE read the entire listing descriptions below before booking, MOST IMPORTANT is the “Location / Neighborhood” description. This cottage can be reserved for a maximum of two guests only.

4.97 out of 5 average rating, 122 reviews

Beach Home w/ Heated Saltwater Pool, SPA&Boat lift

Set on a huge intracoastal waterfront lot, including a large pond in the back yard. House is wonderfully private yet conveniently located. Private walkover takes you to the cinnamon-colored coquina shell beach. Walk out to the pier in your back yard with your fishing pole to your own private dock. Bring your jet skis or canoe to store at new floating dock free. Bring your boat and for a small fee, you’ll have an electric boat lift that saves you from towing boat back and forth. LBTR #37009

4.99 out of 5 average rating, 104 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.

4.9 out of 5 average rating, 10 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.

4.99 out of 5 average rating, 97 reviews

Home in Palm Coast

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 suite in Flagler Beach

4.97 out of 5 average rating, 146 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 convenience. You need to bring nothing except your enthusiasm for having a restful, relaxing, stress-free and amazing time!

Apartment in Flagler Beach

5 out of 5 average rating, 8 reviews

Welcome Race Fans Flagler Beach, FL Prvt 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

5 out of 5 average rating, 29 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

4.86 out of 5 average rating, 368 reviews

Apartment in Palm Coast

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.