Beach house holiday rentals in Flagler Beach

4.99 out of 5 average rating, 123 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.

A charming coastal bungalow is set amidst lush green grass, surrounded by palm trees and nature. The driveway leads to the front entrance, featuring a single-car garage. The home is framed by a clear blue sky dotted with clouds, highlighting its welcoming facade.

4.95 out of 5 average rating, 237 reviews

Surfside House

This special vacation home is close to everything, making it easy to plan your visit. Ideal location across from the beach, just minutes to drive or bike into historic downtown St. Augustine. The 1950's coastal bungalow is set on Vilano Beach's historical Street. The home has been completely remodeled, plenty of parking and is pet friendly. Surfside's pet friendly beach access/parking and North Shore Community Park is 1 block away with tennis/ pickle ball courts, playground and dog park.

Superhost

Two blue patio chairs are positioned on a wooden deck, facing the ocean. The expansive beach and gentle waves are visible in the background, under a clear blue sky dotted with soft clouds.

4.85 out of 5 average rating, 165 reviews

Oceanfront Barefoot Beach Retreat

Lovingly updated oceanfront cottage, located on a fabulous and quiet stretch of beach in Vilano Beach. Just ten minutes north of historic downtown St Augustine . Close enough for a quick drive to see the sights but just far enough away to get some peace and quiet ! Beautiful beach with access right off the back of this dreamy home, enjoy amazing sunrises right off the back deck or even from the master bed ! Kick off your shoes and leave your worries behind and enjoy the peace and serenity !

4.83 out of 5 average rating, 239 reviews

A charming A-frame beach house is set against a backdrop of clouds, featuring a spacious deck with outdoor seating. A grassy area with coastal vegetation surrounds the home, while a barbecue grill and shaded pergola enhance the outdoor space. Neighboring buildings are visible in the distance.

Home in Ponte Vedra

The Pink Seahorse - Beachfront Modern A-Frame

Fabulously updated 1970 a-frame on the beach with many modern and luxury touches throughout. The lowest level is equipped with a queen size bed room, a sitting area (futon converts to a bed as well) with TV and a bathroom. The main level has a queen bedroom, bathroom, very comfortable living area with dining table to seat eight, the modern kitchen equipped with everything you need for a short or long stay! The upstairs loft has two queen beds and a twin day bed. Outside, the ocean awaits!

Home in St. Augustine Beach

4.87 out of 5 average rating, 244 reviews

St. Aug Oceanfront Home w/ Heated Pool & Firepit

Just steps from the ocean and a 10-minute drive to historic downtown St. Augustine, this one-of-a-kind 1970s pink three-story A-frame is the perfect backdrop for your next vacation, bachelorette party, or relaxing getaway. Inside, you’ll find a bright, cheerful space—ideal for popping mimosas in the morning or unwinding after a sun-soaked day with private beach access. Whether you're staying for the weekend or the season, you're sure to make lasting memories. I can’t wait to host you!

An expansive ocean view is framed by a white railing on a sunny day. Lush green grass and tropical plants lead to the sandy beach, while waves gently lap against the shore under a clear blue sky.

4.95 out of 5 average rating, 204 reviews

Ponte Vedra Sth/Vilano Oceanfront 3Bed 2bath Pets

Nicely furnished 3 bedroom 2 full bathroom house tucked away in the dunes on Surfside Vilano Beach . 3 miles from downtown St Augustine, a half mile from Publix .The deck wraps around half the house, pretty fantastic ocean views, sunrise and river side sunsets. Each bedroom has a smart tv with Internet and a very comfortable Queen or King size bed. TPC Sawgrass is a 20 minute drive north , Daytona International Speedway 70 minutes south , 2 hours to Orlando and Busch Gardens.

Several shorebirds are seen foraging along the wet sand, where gentle waves create a shimmering effect in the sunlight. The horizon displays a soft, illuminated backdrop, enhancing the tranquil beach scene.

4.95 out of 5 average rating, 98 reviews

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.

4.98 out of 5 average rating, 44 reviews

4BR coastal retreat w/ pool near St. Augustine

Welcome to a coastal Hammock Beach home where ocean views, canal water, and a private pool create the kind of stay you plan a return trip before you leave. • Sleeps 8 | 4 bedrooms | 4 beds | 3.5 baths • Private saltwater pool, boat slip, kayak & beach access • Ocean & Intracoastal views from multiple balconies • Full kitchen, family room w/ 55" smart TV & Nintendo Switch • Pet-friendly | Free parking | Self check-in • Mins to Flagler Beach; day trip distance to St. Augustine

A spacious screened-in pool area features a large blue swimming pool surrounded by patio tiles. Comfortable seating arrangements with multiple chairs and a table are visible nearby, providing a relaxed space for leisure. Natural light streams in through the screened enclosure.

4.93 out of 5 average rating, 200 reviews

Heated Pool, Beach, Patio Lounge, Near Downtown

Add my home to your wishlist, click the <3 in top right corner! *Book 2 nights, get the 3rd night 30% off!* >HUGE screened in pool! Heat pool for $60/day or $350/wk. >500 steps to beach >3 TV's with streaming apps (not cable) >Lots of parking! >.5 miles to Publix grocery store >Short drive to marina, restaurants, boat rentals >Walk to intracoastal >Short drive to DT St. Aug >Washer + Dryer >BBQ Grill >3 days of supplies (TP, trash bags, etc.)

4.88 out of 5 average rating, 8 reviews

Flagler Ocean Views, Game Room & Beach Supplies

Welcome to The Beachside Hideaway — a stylish, sun-drenched 3-bedroom retreat directly across A1A from the sand in beautiful Flagler Beach. This thoughtfully designed coastal home features ocean views, an indoor fire pit, a fully decked-out game room, and beach-facing patios built for sunrise coffees and sunset cocktails. Just steps from the surf, the pier, and Flagler's best dining. Take it easy at this unique and tranquil getaway.

A beachfront view highlights a stretch of sandy shore, where waves gently lap at the water's edge. Several charming houses are visible along the coastline, flanked by palm trees that sway in the breeze under a clear, blue sky.

4.91 out of 5 average rating, 82 reviews

Chic Home: Ocean Views, Hot Tub & Game Room!

Live in the lap of luxury at this picturesque 4-bedroom, 4-bath vacation rental with a beachfront view that stretches to the horizon and lives across the street. Lounge on one of 2 wraparound balconies, soak in the hot tub, enjoy the outdoor bar with loved ones, or have some fun in the game room for maximum relaxation. When you’re ready to dive into adventure, choose from a variety of gear to bike, fish, or kayak the day away.