House holiday rentals in St. Augustine

An outdoor pool area is framed by palm trees, showcasing a large heated pool surrounded by a spacious patio. Colorful Adirondack chairs are arranged invitingly along the edge, offering a perfect spot for relaxation. The atmosphere is bright and sunny, with clear blue skies overhead.

4.9 out of 5 average rating, 165 reviews

Beach Retreat w/Pool, Private Yard, Walk to beach

Enjoy a two minute walk to the beach. Huge HEATED pool & spacious deck. Fully stocked kitchen open & airy with high ceilings and a very private and quiet backyard. Short scenic drive to downtown historic St Augustine. Boogie boards, beach chairs, coolers, towels are available for your use. Foosball, darts, and games for the entire family to enjoy! Pool temperature is set and could be adjusted for a small fee. Beachy home all new furnishings! Owner has other homes in area! Playpen on request.

4.98 out of 5 average rating, 130 reviews

Downtown•Designer Kitchen&Baths•Walk&TrolleyAccess

Off Street Parking 6 Min. walk to St George St 4 Min drive to Gym/Pool 1 Min to Community Pool 7 Min drive to the beach Luxury in Historic Downtown. Indulge in a charming vacation rental featuring a spacious living room, gourmet kitchen and luxury baths. Immerse yourself in the rich history and vibrant culture with its charming streets and local attractions. Whether seeking adventure or relaxation, this retreat offers the perfect base. Book your stay now and embark on an unforgettable journey

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.

5 out of 5 average rating, 122 reviews

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.

The historic home features a grand façade with white siding and tall columns supporting a covered balcony. Decorative lights and a festive wreath adorn the front entrance. A beautifully detailed wrought-iron gate opens to a landscaped pathway leading to the door.

4.95 out of 5 average rating, 463 reviews

Genovar Mansion Master Suite Private Entrance

The direct view of the gorgeous live oak canopy on Magnolia Avenue and incredible architecture make this historic home a memorable place to stay. This romantic master suite is perfect for couples with a private entrance, queen poster bed, spacious bathroom with two shower heads and body jets, private balcony, individual climate control and 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.

A modern two-story home features a striking sloped roof and a blend of dark and light exterior materials. A welcoming entrance is accompanied by a small porch with seating. Lush green landscaping surrounds the property, creating an inviting ambiance against a clear blue sky.

4.88 out of 5 average rating, 147 reviews

LUX Riberia – 315 | 12-min walk to Historic DTN

LUX RIBERIA COLLECTION - Contemporary, architectural magnificence located in the heart of the eclectic Lincolnville neighborhood in Downtown St. Augustine. Effortlessly explore the Oldest City with a quick 12-min walk into the Historical Downtown for all the top sights, hottest bars & restaurants. Two-story, minimalist style home with double heighted ceilings, fits 6 guests spaciously across the 2 BD, 2.5 BA layout. Views of the San Sebastian River perfect for Sunsets right off our west deck.

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.

4.88 out of 5 average rating, 148 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 !

A light-filled living area features a modern TV console with a large screen and decorative accents. The space includes a comfortable sofa, two armchairs, and a dining area with a table and chairs, seamlessly connecting to the fully equipped kitchen.

4.94 out of 5 average rating, 125 reviews

Sunshine by historic downtown & the beach

Welcome to Casa Sunshine! A charming home with 2 beds, 2 baths just by historic downtown and near stunning beaches. Fully stocked for cooking, sleeping, laundry & kids' fun. Enjoy beach gear and games, board and mini arcade games for those chill days. Explore historic landmarks, dining, & nightlife, all within walking distance. Unwind in the spacious comfy bedrooms with ample sleeping. Ideal for families or small groups. You'll for sure have an enjoyable and memorable stay in St. Augustine!

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, 143 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

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, 100 reviews

St Augustine Entire Home, King Bed, Pet Friendly

Casita Luxe Retreat Near Historic St. Augustine – Pet-Friendly Haven! Discover this luxurious 3-bedroom, 2-bath retreat! Designed with a modern luxe aesthetic, it features custom wood paneling, a fully equipped kitchen with a chic island, and a king-size plush mattress. Enjoy the large, fenced yard, fire pit, outdoor shower, and fun family games. Pet-friendly, with Wi-Fi, smart TVs, and parking included this home offers comfort and style in an up-and-coming neighborhood. Book now!

4.97 out of 5 average rating, 101 reviews

Cozy Bungalow - Historic Downtown St Augustine

House in the heart of Lincolnville, a quiet neighborhood with charming streets and a variety of amazing restaurants. Walking distance to historic Downtown for those seeking to explore everything The Nation’s Oldest City has to offer. House can accommodate up to 7 guests. 3 bedroom/2 bath, and a dedicated workspace. Open living area, equipped kitchen, in-site laundry room, Wi-Fi, and 2 Smart TV. Huge fenced-in backyard with a Fire pit. Private parking to afford up to 5 cars.

The outdoor area features a heated pool surrounded by comfortable lounge chairs and shaded umbrellas. A spacious patio includes additional seating and a tranquil atmosphere, enhanced by palm trees and bright blue skies.

4.99 out of 5 average rating, 176 reviews

4Bed, 3Bath-Heated Pool & SPA-Don't You Wanna?

Don't You Wanna...4 Bedroom, 3 Bath with HEATED POOL, SPA, and Outdoor Shower located in the heart of Vilano Beach of historic St. Augustine, FL. Our conveniently located home allows you to bring family and friends to share memories with a nice sunset or sunrise just down the street at the third street beach access point. Want to have a nice dinner at one of the most popular restaurants in all of St. Augustine? Walk around the corner to Cap's On The Water for great dining.

A tranquil backyard area is featured, showcasing a heated pool surrounded by lush greenery. Two black chairs are positioned on the stone patio, offering a comfortable spot for relaxation. The space is enclosed by vibrant tropical plants, enhancing the private atmosphere.

4.96 out of 5 average rating, 178 reviews

Pool home oasis steps to ocean

Cottage style home with comfortable porches to enjoy sound of ocean waves breaking on the front and back porches. Pool in the back yard (heated by request for $50 per day) cookshed, fenced with lush trees and woods to the east. The inside looks large with high wood ceilings and multiple windows and glass doors to the beautiful pool area. Located on a dead end street in a family neighborhood with 5 star restaurants nearby. Fifteen minute drive to downtown St. Augustine.

Popular amenities for house rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

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, 436 reviews

Your Home Away From Home

4.96 out of 5 average rating, 47 reviews

Island Oasis - Between Downtown & the Beach

Superhost

5 out of 5 average rating, 3 reviews

St. Augustine Cottage With Private Heated Pool

A spacious entryway leads into an open concept living area with natural light highlighting the wood flooring. The inviting space includes a modern kitchen visible in the background, a comfortable seating arrangement, and access to a staircase.

5 out of 5 average rating, 159 reviews

Southern Charmer w/Pool - Walk to Everything!

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.

4.95 out of 5 average rating, 147 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

An inviting outdoor pool area features a heated pool surrounded by lounge chairs and a large umbrella. Soft lighting illuminates the space, highlighting the wooden fencing and lush greenery in the background.

4.98 out of 5 average rating, 183 reviews

"Once Upon A Tide" Beach House *Heated Pool* King

5 out of 5 average rating, 14 reviews

The Blue Dream Bungalow

4.99 out of 5 average rating, 111 reviews

A well-appointed bedroom features a spacious wooden sleigh bed with a light blue and white quilt. Natural light fills the room through windows with soft drapes, and a flat-screen TV is mounted on the wall opposite a matching wooden dresser and nightstand.

Home in Fruit Cove

King bed, Lake View, sleeps 8, 6 TVs, Public Pool

Weekly house rentals

5 out of 5 average rating, 27 reviews

The indoor pool area is enclosed within a screen, allowing natural light to filter through. A clean, clear pool reflects the surrounding space, and adjacent seating areas feature wooden lounge chairs. An open layout connects to the outdoor area, enhancing the sense of spaciousness.

Home in Palm Coast

Lovely & spacious pool home

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, 41 reviews

Lighthouse View/Amp/Beach/Town

5 out of 5 average rating, 17 reviews

Eclectic•Colorful• Fun designer home

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.

4.99 out of 5 average rating, 67 reviews

Historic Home in Downtown St. Augustine

A charming bungalow exterior is showcased, featuring a light-colored facade and blue shutters. A welcoming front porch with white railings is visible, accompanied by a white pathway leading to a blue front door. Surrounding greenery adds to the inviting atmosphere.

4.98 out of 5 average rating, 82 reviews

Blue Door Bungalow 2 bedroom/2 bath near trolley!

Home in St. Augustine South

4.83 out of 5 average rating, 59 reviews

Great house, excellent location!

Superhost

4.66 out of 5 average rating, 32 reviews

Charming Home in Family/Pet Friendly

Home in Ponte Vedra Beach

5 out of 5 average rating, 45 reviews

A perfect slice of heaven

Private house rentals

The exterior of a single-story home is shown, surrounded by trees and lush greenery. A well-maintained lawn leads to a driveway and a garage. The house features a covered entryway and large windows, inviting natural light inside. The peaceful setting enhances the sense of tranquility.

4.96 out of 5 average rating, 25 reviews

Lovely Home: WiFi,Kitchen,Fenced yard&pets allowed

5 out of 5 average rating, 11 reviews

The exterior of the house is displayed, featuring a two-story design with covered balconies and white railings. A spacious driveway made of pavers leads to the entrance. Lush greenery, including palm trees and large oak trees, frames the property.

Home in Butler Beach

The Mangrove House

4.88 out of 5 average rating, 34 reviews

Luxury Modern Comfort in Historic St Augustine

A welcoming entryway features light blue wallpaper with a tropical pattern. A round mirror reflects the space, while a small console table displays books and a decorative plant. A coastal-themed piece of wall art adds a serene touch, enhancing the atmosphere.

4.93 out of 5 average rating, 28 reviews

Welcome Basket, Pool, By Beach, Fire Pit, BBQ, PS4

4.9 out of 5 average rating, 52 reviews

The Flamingo Studio-Full Kitchen-Near Historic DT

4.88 out of 5 average rating, 24 reviews

Style and Elegance!

An outdoor balcony features two comfortable lounge chairs that face an expansive view of vibrant marshland and a colorful sunset sky. The tranquil scene is framed by palm trees, creating a serene atmosphere for relaxation.

4.85 out of 5 average rating, 47 reviews

Gorgeous Beach and March Views-Fenced Yard Pets OK