Vacation rentals in Painters Hill

Flagler Beach Oceanfront Haven w/ Hot Tub

Discover your perfect getaway at this colorful, 3-bedroom, 2.5-bath beachfront vacation rental in Flagler Beach. With the Atlantic Ocean just steps away, you'll find endless waterfront activities and a private beach right outside your door. The home is designed for fun and relaxation, boasting an oceanside hot tub, a foosball table, and a spacious two-story deck overlooking the water. In addition to unwinding on your private beach, you can easily spend your days teeing off at nearby golf courses or exploring all the attractions Flagler Beach has to offer. Whether you're with your whole family or just one other, this home has it all. You may never want to leave!

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

Florida Seaside Rentals

Enjoy the Old Florida Charm of Flagler Beach, the perfect location to call your home away from home. Relax in this ocean front beach home; enjoy the spectacular views from multiple sliding doors or from the large deck that over looks the ocean. You'll love the tranquility of Flagler Beach as well as Flagler's proximity to St. Augustine, Orlando, Daytona Beach, Cape Canaveral and 5 Championship Golf Courses. Flagler Beach has been voted one of the 'Best Small Towns in America.'! PET FEE $100.00

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 The only non-five star ratings (a few 4 stars) of the 110 cited the "somewhat outdated" kitchen.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

Walk to Beach | Pool, Spa & Private Dock

This isn’t just a beach house — it’s your private coastal escape. Start your morning with coffee and a short walk to the beach. Spend the day poolside or out on the water, then unwind in the spa as the sun sets over the intracoastal. 👉 A perfect mix of beach days and relaxing waterfront evenings. 📍 Location • Walk to beach • Short drive to Flagler Beach restaurants & shops • Quiet, private neighborhood Centrally located between St. Augustine and Daytona Beach -35 minutes LBTR #37009

Looking for Beachfront? Book while you can!

Take a private path from the deck, right to the water! This 2 bed /1 bath beach house features a large beachside deck for enjoying coffee and sunrises, watching the kids play or just kicking your feet up to relax. Wash away your worries in a secluded Caribbean outdoor shower. Cook up a delicious meal in the kitchen, or do some grilling. When it gets too hot…enjoy an expansive ocean view from the air-conditioned comfort of the couch. Enjoy the outdoors after the sun goes down at the fire pit!

Private Bch, Private Pool Home, Private Guest Apt

Relax at this unique getaway made for two. This cozy pool hime~ guest apt with Pvt access is part of our Pvt pool home on beautiful A1A, directly across from our Pvt bch access. Use the backyard pathway to the crosswalk and our Pvt bch entrance is at your footsteps. We live upstairs, though we respect your privacy, and are available if needed. The guest apt is conveniently located about 30 min from both St. Augustine and Daytona Beach. LBTR37. Pool use is at your own risk; owner is not liable.

Beachfront Oasis w/ Game Room, Hot Tub & Ocean Vie

Sand, sun, and an ocean breeze are waiting for you at this waterside vacation rental in Flagler Beach! This 5-bed, 3-bath coastal home lets you get right on the beach with a private boardwalk and a deck that overlooks the Atlantic Ocean. When you're not on the beach, explore the area with both St. Augustine and Daytona Beach within easy driving distance. You'll be right at home in this beachfront retreat thanks to a fully equipped kitchen, a fully-equipped game room, and a hot tub and firepit!

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.

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.

Magical Beach Sunrises & Surf Oceanfront 3BR/2BA

Beachfront home - no road to cross to put your toes in the sand! Oceanfront living and waking to the sparkling blue waters & sunrise will start your days off on the right sandy foot! Whale and dolphin watch from your patio. Walk out the Back door and onto the private beach. We are not surrounded by high-rise condos but offer a more peaceful getaway. Nearby golf, farm market, ice cream or visit the pier, then Orlando, St Augustine, Daytona and LPGA. We have a 50’ driveway.

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.