House holiday rentals in St. Augustine

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, 472 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.

ValueLocationAmenities

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, 138 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.

FamilyLocationSleep quality

The living room is furnished with two light-colored sofas and a central coffee table, creating a spacious and inviting space. A decorative fireplace is framed by mirrors and artwork, while natural light filters in through shuttered windows and greenery adds a touch of nature.

4.94 out of 5 average rating, 223 reviews

Downtown • Historic Whitney House • Luxury Baths!

Off Street Parking for 2 vehicles 2 Min. walk to St George St 5 Min drive to Anastasia State Park Beach 6 Min drive to Fitness Club/Pool High Speed Starlink Internet Luxury Retreat 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.

LocationValueCleanliness

4.94 out of 5 average rating, 217 reviews

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.

Home in Vilano Beach

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.

LocationValueBathroom

The home’s exterior is characterized by a modern architectural style with a covered front porch featuring four rocking chairs. A wide concrete path leads to the entrance, flanked by well-maintained green landscaping under a clear blue sky.

4.98 out of 5 average rating, 217 reviews

Newly built w/garage In The Heart of St.Augustine

Click [♡ Save] button to easily find this listing again before your dates are booked. Great walkable location on a safe quiet street; Spacious and nice for entertaining and relaxing. Bikes and beach chairs included. Very comfortable beds. The porches have rocking chairs too. The home is on one level which is also nice for elderly with mobility challenges. Guests say this is a convenient stay for local weddings, special events¸ and an enjoyable vacation. Send us a message to plan your stay.

LocationValueAccess

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.

4.99 out of 5 average rating, 132 reviews

Luxury Modern Home in Prime Location 2BDR-3BTH

Book your Spring Break 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.

FamilyLocationAccuracy

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.

4.97 out of 5 average rating, 119 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!

FamilyLocationPets

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.

4.95 out of 5 average rating, 108 reviews

192 Riberia Downtown Luxury Home

Summary: Located in historic Lincolnville neighborhood is this stunning luxury home perched along the tidal marshes of Oyster Creek and just steps from St. Augustine’s historic district. This unique home features a gourmet kitchen, an open living area with Netflix included, a handy workspace, 2 king bedrooms each with a full bath, queen memory foam sleeper sofa and stunning views out to the marsh from the custom windows and decked patio.

FamilyLocationAccuracy

The exterior of La Casita features a welcoming porch with seating for two, surrounded by greenery and flowering plants. The entrance is marked by a decorative clock, while the landscape includes gravel areas and a fire pit, creating an inviting outdoor atmosphere.

4.96 out of 5 average rating, 209 reviews

“La Casita” A Charming Uptown St Augustine Cottage

La Casita is located in the Uptown Shopping District. We have darling coffee shops just at the end of the block. Shopping and a convenience store too. We are just 2 blocks from the trolley shop snd visitors center..and, just a 10 min walk to downtown and the fort! We are just a 2 min walk to Francis Field, where many festivals are held. A 7 minute drive to Vilano beach! We are in a quiet and charming neighborhood.

FamilyLocationBiking

4.92 out of 5 average rating, 108 reviews

The view from open cabana doors reveals a sandy beach with inviting turquoise beach chairs arranged facing the ocean. A colorful umbrella and a thatched cabana roof are visible, framing the serene waters and cloudy sky beyond.

Home in Vilano Beach

MARE Florida Direct Beachfront St Augustine/JAXNEW

Beachy eclectic shabby chic decor Awesome patio overlooking the beach Amazing cabana with dining table and Adirondack chairs. Chaise sun lounges Beach chairs, beach towels and umbrella for the beach Super close to night of lights downtown St Augustine that offers great restaurants, shopping and night life Ask about our snowbird specials for monthly stays. Time to get Out of the cold and on the beach:)

ValueLocationHeating

A living area features a modern, light-toned sofa paired with a round coffee table. Natural light filters through large windows adorned with red curtains. The open floor plan leads to a dining area, highlighting a connection between spaces with exposed wooden beams.

4.97 out of 5 average rating, 118 reviews

Historic Lincolnville Retreat!

Step back in time to the enchanting 1920s in our beautifully preserved historic home, nestled in the heart of Lincolnville. This charming residence combines the elegance of a bygone era with modern comforts. Located in a tranquil area just steps away from the iconic Old Town Trolley tour stop, you’ll have easy access to the Lincolnville Historical Museum and other local attractions in walking distance.

ValueFamilyIndoor spaces

An open-concept living area features a comfortable gray sofa, a coffee table, and a TV on a stand. Natural light fills the space through the windows, and a dining table with chairs is visible in the background. A patterned rug adds warmth to the wooden floor.

4.96 out of 5 average rating, 377 reviews

Downton Abbottry 2/2 - 5 Min Walk To City Gates

Enjoy this charming 1910 Sears & Roe Buck catalog home that has been meticulously maintained home just a 5 minute walk to the City Gates and downtown. You have a private back patio space to enjoy coffee in the morning or a glass of wine in the evening. Or just take a leisurely stroll to many fine restaurants that St Augustine has to offer.

FamilyValueLayout

Popular amenities for St. Augustine house rentals

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, 446 reviews

Your Home Away From Home

LocationValueCheckout

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, 100 reviews

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

FamilyLocationBathroom

4.94 out of 5 average rating, 106 reviews

Spring Summer Oasis- A Million Memories

LocationFamilySleep quality

A modern home is surrounded by a well-kept backyard featuring a private pool and spacious patio. Comfortably arranged lounge chairs provide a relaxing spot. The exterior showcases light-colored siding and elevated balconies, with palm trees dotting the landscape for a tropical feel.

4.89 out of 5 average rating, 105 reviews

Sunset Cove 2 - Pool - Sea Views - Walkable

LocationFamilyPool

5 out of 5 average rating, 152 reviews

Private oasis, heated pool, exceeds expectations

LocationValueComfort

4.99 out of 5 average rating, 152 reviews

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.

Home in Butler Beach

Driftmark Cabin - RV friendly, Pool + Beach!

ValueLocationAccess

4.99 out of 5 average rating, 159 reviews

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.

Home in Vilano Beach

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

ValueLocationOutdoor spaces

4.98 out of 5 average rating, 127 reviews

HtdPool w/Arcade, Fire, GolfCart Access, 1.2 mi DT

FamilyLocationComfort

Weekly house rentals

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, 59 reviews

Lighthouse View/Amp/Beach/Town

ValueFamilySleep quality

A dining area is featured with a blue table at its center, surrounded by four wooden chairs with woven seats. Natural light filters through bamboo shades on the windows, highlighting a wooden sideboard displaying beach-themed decor.

4.97 out of 5 average rating, 149 reviews

Perfect One Bedroom Cottage in Lighthouse Park

FamilyValueCondition

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.

4.97 out of 5 average rating, 76 reviews

Historic Home in Downtown St. Augustine

FamilyValueAccuracy

The living room features a light-colored sofa adorned with blue pillows, accompanied by two armchairs. A round mirror hangs on the wall, and natural light floods the space through multiple windows. A decorative plant stands near the entrance, and a minimalist coffee table is centered in the room.

4.99 out of 5 average rating, 112 reviews

Charming Home in historic downtown, walk to it all

LocationFamilyAccess

A modern kitchen is presented with sleek white cabinetry and a striking granite countertop. Stainless steel appliances are neatly arranged, and a large sink is installed in the island. A textured black backsplash complements the overall design, creating a functional cooking space.

4.93 out of 5 average rating, 182 reviews

Historic 10 Dupont Lane

FamilyValueParking

5 out of 5 average rating, 33 reviews

Remodeled Quiet Historic Home · Walkable/Bike

FamilyLocationIndoor spaces

A charming three-story house is surrounded by lush greenery and features a prominent palm tree in the front yard. The symmetrical façade includes large windows that allow natural light to fill the interior, while a welcoming front porch is flanked by well-kept landscaping.

4.9 out of 5 average rating, 187 reviews

Casa Escuela Modern Home in Heart of St. Augustine

LocationValueTV

The exterior of a modern home is showcased, featuring a dark wooden facade and large front windows that allow for natural light. A welcoming entrance is framed by lush greenery and flowering plants, set against a vibrant sunset sky.

4.94 out of 5 average rating, 53 reviews

Benedict House; True luxury & high-end decor

LocationValuePool

Private house rentals

An outdoor area is depicted, featuring a salt-water pool surrounded by lounge chairs and shaded by a red umbrella. Permanent string lights provide soft illumination. Tropical landscaping and a covered space in the background suggest an inviting environment for relaxation and leisure.

4.95 out of 5 average rating, 41 reviews

Luxury Home with Pool, Pickle Ball and Hot Tub

ValueFamilyWalkability

5 out of 5 average rating, 12 reviews

The Rambler: Sunny 3BR Close to Downtown

FamilyLocationTV

5 out of 5 average rating, 49 reviews

Designer Home! Hot Tub! Walk to Historic District!

FamilyLocationTV

4.99 out of 5 average rating, 75 reviews

Modern 3BR | Putting Green + Fire Pit | 2 Kings

LocationFamilyCheck-in

4.96 out of 5 average rating, 83 reviews

The May House - Heated Pool - Historic Downtown

ValueFamilyHospitality

5 out of 5 average rating, 65 reviews

Adult Only Kink * BDSM Themed * RolePlay Rooms*

ValueLocationSleep quality

4.92 out of 5 average rating, 99 reviews

The Secret Garden On Locust!

FamilyValueBackyard

A spacious living area features a comfortable sectional sofa adorned with decorative pillows. A large flat-screen TV is mounted on the wall, while a round coffee table sits at the center. Soft lighting is provided by lamps on either side, enhancing the welcoming ambiance.