House holiday rentals in St. Augustine

An expansive backyard features a refreshing saltwater pool and a hot tub, surrounded by lush turf landscaping. A two-story building with a wooden staircase overlooks the serene outdoor space, framed by palm trees and vibrant plants. Lounge chairs are positioned nearby for relaxation.

4.98 out of 5 average rating, 126 reviews

Driftmark Cabin - RV friendly, Pool + Beach!

Experience the ultimate beachside getaway at our fully renovated Airbnb, just steps away from the sun-kissed sands. This luxurious retreat offers modern comfort with a private pool and inviting hot tub, allowing you to unwind in style. The recently upgraded interior boasts premium amenities, ensuring a relaxing stay. Outside, lush turf landscaping surrounds the pool, creating an oasis of comfort. Whether you're lounging by the pool, or enjoying the beach a stone's throw away, Driftmark delivers.

The historic home features a grand façade with elegant columns and a decorative balcony. A wrought iron gate opens to a brick pathway leading to the entrance. Large windows allow for ample natural light, framed by soft garden landscaping against a vibrant sunset backdrop.

4.97 out of 5 average rating, 437 reviews

Genovar Mansion Rose Garden Suite Private Entrance

The direct view of a gorgeous live oak canopy on Magnoila Avenue and incredible architecture make this historic home a memorable place to stay. This romantic ground floor suite is perfect for couples with a private entrance, queen poster bed, living room, spacious bathroom, individual climate control, heirloom antiques and reserved driveway parking spot. The home is located within the historic district, close to trolley stops and within easy walking distance to downtown. 6 minutes to the beach.

5 out of 5 average rating, 110 reviews

The sitting room features a blend of warm green and golden hues. A brown leather sofa is adorned with colorful pillows, complemented by a green accent chair. Sunlight filters through the white window blinds, illuminating a vibrant area rug and a piece of art depicting a pelican.

Home in Lincolnville

La Rêverie | Downtown Boutique, Historical Chic

Step inside La Rêverie, a distinguished 19th-century residence steeped in American heritage, meticulously restored & reimagined for today's discerning traveler. Centrally located on original coquina pillars, La Rêverie boasts cathedral ceilings suffused with sunlight and a bespoke French kitchen with chef-grade amenities. Invite guests to the sitting room, carefully designed to foster camaraderie. Choose from three plush bedrooms, each with an en-suite bath for a luxurious, yet private retreat.

An outdoor cabana area is presented, featuring a pool table and bar seating alongside a private heated pool. Surrounding lush turf and palm trees create a serene environment. The space is illuminated by recessed lighting, enhancing the inviting vibe for relaxing and entertaining.

5 out of 5 average rating, 112 reviews

Pink Palms *Heated Pool* Walk to Downtown

🏝️ Luxurious Private Heated Pool Home In Historic Downtown and Family Friendly! - Private Heated Pool & large backyard with tons of gorgeous palms - Outdoor cabana with grill, fans, pool table, kid toys, bocce, corn hole, recessed lights and seating - Walking distance to the Castillo de San Marcos Fort, Fountain of Youth, Uptown shops, The Bayfront and St. George Street - Less than 10 mins to Vilano Beach 🌊 - Sleeps 6/ 2 King beds, 2 XL twin beds (daybed trundle) - Pet Friendly - Event Venue

4.99 out of 5 average rating, 113 reviews

HGTV DesignerHome•HeatedPool•Walk/Bike 2 Downtown

Off Street Parking 3 Min Drive/ 15 Min Walk to Historic Downtown 2 Min Drive to the St Augustine Amphitheater 2 Min Drive to Anastasia State Park Beach 1 Min Drive to Anastasia Fitness Club/Suana-Steam Rm/Pool Looking to get away from the hustle & bustle of the city? This designer home with an amazing pool is the perfect place to recharge. Downtown & the scenic beaches in Anastasia State Park are just a minutes away. With spacious living & modern amenities, the Home offers maximum comfort

Superhost

A spacious bedroom features a light-colored wooden floor and a ceiling fan overhead. A decorative desk and chair are positioned against the wall, accompanied by a wall-mounted mirror and potted plants. Colorful artwork, including a cow painting, enhances the inviting atmosphere.

4.91 out of 5 average rating, 329 reviews

NEW Island bungalow - Cozy & Classy

Perfect cozy bungalow for a stay in the nations oldest city. Huge bedroom with a new king bed. Living room with a sleeper sofa and TV. Coffee station, french press, microwave, and mini fridge. Full of artwork. Paintings and a sculpture. Huge stone tiled shower. Located off Anastasia Blvd with great restaurants, coffee shop, pubs and fun for the kids! Located 1 mile the the Anastasia beach state park and then a little over a mile to the beach!! Does not have a kitchen. Walk to Alligator Farm!

A spacious waterfront deck offers lounge seating with blue cushions, set against a vibrant sunset sky filled with pink and orange hues. A hammock is positioned nearby, with palm trees framing the stunning view of the water and docks in the background.

5 out of 5 average rating, 139 reviews

Waterfront - Lion’s Bridge & Old Town View

Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. Half a mile to historic downtown! Less than 1 mile to the Castillo de San Marcos fort. Anastasia State Park Beach, the world famous Alligator Farm and Zipline, and the lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort, lighthouse or Flagler College, our home provides a great base for exploring an amazing part of Florida!

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.

4.87 out of 5 average rating, 143 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 !

The outdoor area features a private saltwater pool with a custom spa, surrounded by lush tropical landscaping. A spacious cabana is included, with comfortable seating beneath flowing white drapes. A shaded umbrella is positioned beside the pool, enhancing the relaxation space.

4.99 out of 5 average rating, 133 reviews

2023 Lux Home 4bd/3.5ba+SaltPool+HotTub+Walk2Beach

* Built in 2023- luxe coastal furnishings & linens * Featured in 2024 Good Housekeeping Mag🌟 * 2 King Suites (1 on each floor) | 2 Queen Bedrooms | 3.5 Baths * Private Saltwater Pool & Spa/Hot Tub * Poolside Cabana | Outdoor Kitchen | Front Porch * Bikes, Beach Toys, Beach Chairs * Lush Tropical Landscaping * 0.2 miles - gorgeous quiet beach * 5.5 miles- historic downtown St Augustine- The oldest city in the United States! * 0.2 miles - Cap's Restaurant for sunset dinner on the water

An open living area with vaulted ceilings features large windows framing ocean views. A spacious sectional sofa and a cozy armchair invite relaxation, while a coffee table centers the space. Natural light floods in, enhancing the welcoming ambiance.

4.98 out of 5 average rating, 129 reviews

Beachfront | Game Room | Kayaks + Toys | Sunrises

Your private beachfront retreat! This 4-bed, 2-bath home offers direct ocean access, beach toys, and kayaks for endless fun. Stay connected with fast WiFi and a dedicated workspace, with Publix just across the street. Downtown historic St. Augustine is a short 10-minute drive away, promising rich culture and dining experiences. After a day of sun and surf, rinse off in the outdoor shower, then relax and listen to the waves with a drink in your hand. Your perfect family getaway begins here!

A modern home with a distinctive triangular roof stands among lush greenery. A manicured lawn extends in front, bordered by palm trees. The building features a combination of light-colored siding and wooden accents, with a small balcony that adds to its architectural charm.

5 out of 5 average rating, 112 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Fall vacation with us! Our contemporary home offers comfort, elegance, and curated amenities. Explore the historic downtown, climb the lighthouse, enjoy live performances, indulge in local cuisine, and relax on the nearby beach. The Lighthouse Beacon is the perfect retreat for families and friends, catering to all preferences. Experience the magic of Saint Augustine and create cherished memories. Book your stay now and let us be your guiding light in this captivating city.

A serene outdoor space is surrounded by lush green palm trees and various potted plants. Soft gravel covers the ground, with pathways leading to a green door, enhancing the natural ambiance of the area.

4.96 out of 5 average rating, 106 reviews

Luxe Lemon Lower in Historic Downtown St Aug.

Stay in the heart of Historic Downtown St Augustine in this 100yr old 2BR/1B completely renovated in 2023! Only a 7 min walk to Downtown a 12 min drive to the beach, you'll love this charming home! Guests should be adults or older children. 1 parking space available. Note: The loft atop this unit is also rentable, w/ connected or disconnected private entrance, & sleeps 2. Ask us or search "AirBNB Lemon LOFT" or "AirBNB Lemon WHOLE" to rent loft or the whole house.

Popular amenities for house rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor pool area is framed by a spacious patio featuring lounge chairs and an outdoor dining set. The large heated pool reflects the clear blue sky, and shaded areas are created by an umbrella. The surrounding landscape includes trees and fencing for added privacy.

4.98 out of 5 average rating, 60 reviews

1 Block to Beach! Heated Pool, Near Historic Dist.

The exterior of a single-story house is displayed, featuring a sloped roof and an inviting entryway. Green grass surrounds the home, complemented by mature trees and landscaped bushes. A concrete driveway leads up to the entrance, providing accessible access.

4.99 out of 5 average rating, 431 reviews

Your Home Away From Home

The exterior of a two-story beach house is showcased, featuring a blue balcony and a spacious driveway. Palm trees and landscaped greenery surround the property, creating a relaxed environment. A parked vehicle is visibly accommodated beneath the elevated house, enhancing accessibility.

4.95 out of 5 average rating, 131 reviews

Tide Pool - Heated Pool/Hot Tub/Golf Cart

4.99 out of 5 average rating, 128 reviews

An outdoor deck features a large dining table with a lantern at the center, surrounded by comfortable seating options. Lush greenery, including palms and large leaves, frames the view of the tranquil Lake Maria Sanchez, providing a peaceful setting for gatherings.

Home in Lincolnville

Lakeside Retreat |Private Pool| 8min walk Downtown

A fenced-in backyard features a heated pool, surrounded by a paved patio and shaded by mature bamboo. Two lounge chairs and two adirondack chairs are positioned nearby. A storage shed stands in the background, while an umbrella provides additional shade.

4.97 out of 5 average rating, 109 reviews

Oasis Pool House! Close to DT, Beach & Boat ramp

A private saltwater pool is surrounded by a spacious deck and lush greenery. Palm trees frame the area, offering a shielded retreat. A patio space is visible, providing comfortable seating options and direct access to the home.

4.94 out of 5 average rating, 140 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

An inviting outdoor area features a stone fire pit surrounded by white adirondack chairs. A vibrant sunset casts warm colors over the scene, while a solar heated pool glistens nearby. Lounge chairs, umbrellas, and tropical landscaping enhance the charming ambiance.

4.97 out of 5 average rating, 100 reviews

Island Retreat: Pool/Hot Tub/Tiki Bar/Close2Beach

An enclosed lanai features a heated saltwater pool surrounded by a sleek concrete deck. Colorful lounge chairs are positioned nearby, and greenery is visible outside the mesh screens. The walls exhibit a calming light hue, contributing to a serene poolside atmosphere.

4.98 out of 5 average rating, 123 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

Weekly house rentals

An open living area welcomes guests with solid wood flooring and natural light. Cozy sofas are arranged around a coffee table, while the dining area and modern kitchen are visible in the background. A ceiling fan is mounted above, enhancing the airy feel.

5 out of 5 average rating, 88 reviews

Downtown Charmer with Pool - Perfect for Couples!

4.98 out of 5 average rating, 162 reviews

Uncle Reggie's Beach House

A charming two-story house features a pale pink exterior with white trim and a spacious balcony. Lush palm trees surround the property, and a driveway leads to a garage beneath the home. The serene setting is complemented by a clear blue sky in the background.

5 out of 5 average rating, 33 reviews

Lighthouse View/Amp/Beach/Town

Superhost

New place to stay

Pomar Loft - Hot Tub - Walk to Historic Downtown!

The exterior of the house showcases a charming pink facade framed by wooden shutters on the windows. A decorative front door with dual handles is situated centrally, while a paved walkway leads to the entrance, surrounded by greenery.

4.98 out of 5 average rating, 58 reviews

Historic Home in Downtown St. Augustine

The living area features a modern design with custom wood paneling on one wall. A leather sofa is positioned in the foreground, while a decorative coffee table and a small workstation with a chair are visible. Soft lighting highlights a piece of scenic artwork above the table.

4.96 out of 5 average rating, 80 reviews

St Augustine Entire Home, King Bed, Pet Friendly

5 out of 5 average rating, 35 reviews

Private Cottage • Walk to Downtown • King Bed

4.92 out of 5 average rating, 75 reviews

The Secret Garden On Locust!

Private house rentals

An aerial view of a modern beach house showcases a private heated pool surrounded by lounge chairs and lush landscaping. The ocean is visible in the background, along with neighboring homes. A spacious patio area features shaded seating and vibrant greenery.

5 out of 5 average rating, 58 reviews

Private Pool | 3 King Suites | Steps to the Beach

A private saltwater pool is centrally located within a spacious patio area, surrounded by well-maintained grassy lawns. Lounge chairs are positioned alongside the pool, while tables and chairs can be seen in the background. The home features sliding glass doors providing access to the pool area.

4.97 out of 5 average rating, 87 reviews

Music on Marilyn- Steps from the Amp! •Jacuzzi•

5 out of 5 average rating, 54 reviews

Lux Family Getaway | 2 Kings + fire pit + downtown

4.95 out of 5 average rating, 83 reviews

The exterior of a modern two-story home is displayed, featuring a mix of light and dark gray materials. A welcoming entrance is accessed by a set of stairs, with landscaped areas visible on both sides, including palm trees and shrubs.

Home in Lincolnville

192 Riberia Downtown Luxury Home

A wooden dock extends over a calm waterfront, featuring two green camping chairs positioned for relaxation. Fishing gear sits nearby, and lush greenery surrounds the waterway. The sky is bright with scattered clouds, enhancing the tranquil outdoor setting.

5 out of 5 average rating, 15 reviews

Dolphins and Dream Water Views, Dock Your Boat!

The exterior of the tiny house is shown, featuring a light green facade with white trim. A wooden front door with a decorative wreath is centered beneath a small overhang. Natural sunlight casts shadows from nearby trees, and a fenced yard is visible alongside well-maintained shrubs.

4.96 out of 5 average rating, 57 reviews

Saint Augustine Pecan House

A charming coastal house is depicted with a traditional exterior, featuring dark shingles and a welcoming porch. A staircase leads to the entrance. The background is graced with a colorful sunset, casting soft light over the surrounding greenery and homes.

4.91 out of 5 average rating, 81 reviews

Oceanfront Rustic Cottage by the Sea

A private backyard area features a heated pool amidst a paved patio. A tiki bar with seating and a TV is situated nearby. Sun loungers line the poolside, along with tropical landscaping. Soft evening light enhances the ambiance of the space.