House holiday rentals in St. Augustine

4.98 out of 5 average rating, 113 reviews

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

ISLE BE BACK 🌴— brand NEW modern home! **Golf Cart Access for an additional fee Please inquire if interested!** Welcome to your ultimate St. Augustine getaway! Just 5 mins from downtown, this fun-filled retreat is perfect for families, friends, or anyone looking to relax and play. Swim in the pool, compete on the putting green, roast s'mores by the fire pit, or challenge your crew on the retro Pac-Man machine—all without leaving the house! ✔Sleeps 8 comfortably ✔Self check-in & free parking

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, 147 reviews

Fan Fave Waterfront: Lion’s Bridge & Old Town View

Our reviews set us apart. WE'D LOVE TO HOST YOU! Walk across the Bridge of Lions to downtown St. Augustine with amazing restaurants and attractions. A short walk to historic downtown, less than 1 mile to Castillo de San Marcos fort. Anastasia State Park Beach, the Alligator Farm and lighthouse are less than two miles away. Several restaurants and bars only a few blocks away. Whether going to the old fort or Flagler College, our home provides a great base for exploring an amazing part of Florida!

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, 218 reviews

Historic Whitney House •Designer•Steps2Attractions

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.

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, 128 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.

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.

4.96 out of 5 average rating, 192 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.

The exterior of Casa Coquina is presented, featuring a charming façade with rounded archways. A light blue garage door complements the neutral-colored walls. Lush greenery, including palm trees and decorative plants, enhances the inviting entryway, while a driveway leads to the garage.

4.99 out of 5 average rating, 123 reviews

Casa Coquina Walk to Downtown Clean Quiet Spacious

Casa Coquina offers a uniquely central location for your visit to the nation's oldest city. Located across from Salt Run Waterway & walking distance to many restaurants & entertainment, this newly renovated home offers 2 bedrooms & 2 full bathrooms, large living room, Florida room & outdoor patio. It is a 2-minute drive to Historic Downtown & 5-minute drive to our beautiful beaches. The huge tree-shaded yard is completely fenced in for child/pet safety & total privacy. Enjoy!

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, 103 reviews

Charming Home in historic downtown, walk to it all

Our home, Casita Uva de Playa, is the perfect centrally-located home in the Historic Region of Downtown St Augustine. You can walk less than 1/2 mile into the city for a perfect breakfast biscuit, taste amazing cuban food, take in all the history, or enjoy a martini. You can also take a short 10 minute car ride to the beach. Or just relax in our quiet cottage. Your comfort and relaxation while on vacation is our priority. Come stay with us!

A spacious bedroom features a king size bed adorned with soft linens and decorative pillows. Two bedside lamps provide gentle lighting. A comfortable bench sits at the foot of the bed. Large glass doors lead to a serene patio area, while sheer curtains allow natural light to enter.

4.94 out of 5 average rating, 343 reviews

Calm cozy couples cottage close to Downtown & Bch

Enjoy St. Augustine – the nation’s oldest city – and everything it has to offer from this cozy, beach themed 1 bed / 1 bath getaway. Located near the heart of the city, it is close enough to walk to the historic St. George Street while also maintaining privacy and quiet comfort. With new, modern amenities, a back porch, a yard, and ample dedicated parking, this home is everything you could want on your trip to beautiful St. Augustine, Florida.

4.95 out of 5 average rating, 101 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

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.

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, 141 reviews

Perfect One Bedroom Cottage in Lighthouse Park

One bedroom one bath cozy cottage vibe! Perfect couples retreat. This is one half of a duplex. The second half is currently vacant. Excellent location. 5 blocks to the lighthouse. 1 mile to historic downtown. 1.3 miles to the Amphitheater. 0.8 miles to Anastasia State park. 3 miles to the St. Augustine Beach Pier. Walking distance to many great restaurants and bars, mini golf, and boutique shops! Walk or bike to downtown!

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, 202 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.

A spacious hot tub is centrally positioned in a private outdoor area, surrounded by a wooden privacy fence. Red Adirondack-style chairs are arranged nearby, providing a relaxed seating area. Lush greenery and palm trees enhance the serene atmosphere of the garden space.

4.94 out of 5 average rating, 118 reviews

Stay in A Castle In St. Augustine, Hot Tub, Firepl

Save my home to your wish list, click the heart in upper right corner! Castle in the heart of DT St. Aug 100 person events with fee! Pls inquire Hot Tub Bikes (w/ fee) + Life Size Chess Perfect for bridal parties, families, bach groups Walk to wedding venues Fire pit + grill Lots of parking Electric fireplace Sleeps 14 Short drive to beach 8 Smart TVs w Youtube TV + streaming Drip coffee, electric kettle

Popular amenities for house rentals in St. Augustine

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.97 out of 5 average rating, 129 reviews

Luxury pool & spa home steps to beach & 2 masters!

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, 437 reviews

Your Home Away From Home

The exterior of the home features a two-story structure with a welcoming porch. Potted plants hang from the posts, and a decorative sign is positioned near the entrance. Lush greenery and various plants are arranged along the pathway leading to the front steps.

4.99 out of 5 average rating, 221 reviews

Historic St. Augustine 2/2 Duplex & Pool

4.97 out of 5 average rating, 128 reviews

Home in Flagler Beach

Walk to Beach | Pool, Spa & Private Dock

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, 152 reviews

Peaceful Oasis Pet Friendly heated Pool & Gameroom

A spacious backyard is highlighted by a private round pool, surrounded by lush greenery and palm trees. An outdoor cabana features a bar area, while a well-maintained lawn adds to the inviting atmosphere. The charming pink structure complements the serene setting.

5 out of 5 average rating, 127 reviews

Pink Palms *Heated Pool* Walk to Downtown

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, 127 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

A private heated pool is surrounded by a spacious patio featuring paver stones and tropical landscaping. A wooden pergola provides shade, complemented by lounge chairs and vibrant orange seating. The cottage's white exterior is visible in the background, framed by swaying palm trees under a clear blue sky.

4.99 out of 5 average rating, 141 reviews

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

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, 48 reviews

Lighthouse View/Amp/Beach/Town

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

5 out of 5 average rating, 58 reviews

Boutique Cottage | King Bed | Walk Downtown

5 out of 5 average rating, 20 reviews

Remodeled Quiet Historic Home · Walkable/Bike

4.97 out of 5 average rating, 110 reviews

Leonardi Downtown Craftsman

4.92 out of 5 average rating, 95 reviews

The Secret Garden On Locust!

5 out of 5 average rating, 25 reviews

Beach House w/ HotTub & Gas FirePit - Vilano Beach

4.94 out of 5 average rating, 47 reviews

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.

Home in Lincolnville

Benedict House; True luxury & high-end decor

Private house rentals

5 out of 5 average rating, 47 reviews

Modern Beach Escape: Walk to Ocean + Private Patio

The exterior of a cozy home is showcased, featuring a gravel driveway leading to a welcoming porch. Lush greenery surrounds the property, with wooden fencing providing privacy. Subtle outdoor lighting hangs above the porch, enhancing the inviting atmosphere.

4.99 out of 5 average rating, 72 reviews

2BR/2B Home-Walk to St. Aug

5 out of 5 average rating, 49 reviews

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.

Home in Lincolnville

Steps to Ice Plant Downtown, Fire Pit, Parking!

5 out of 5 average rating, 15 reviews

*Specials • Waterfront • Beach & Historic Close!

4.94 out of 5 average rating, 32 reviews

The Peaceful Puffin - Pool l Hot Tub l 5 min to DT

Superhost

A cozy living area features a spacious sectional sofa, complemented by natural light from large windows. A mounted television is set against a light wall, while a dining table with chairs is visible in an adjacent space, creating an open and inviting atmosphere.

4.75 out of 5 average rating, 24 reviews

Fullerwood Oaks Cottage

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.

4.93 out of 5 average rating, 95 reviews

Oceanfront Rustic Cottage by the Sea

A serene screened-in porch features a comfortable loveseat and a pillowed chair, surrounded by large windows with natural light. Decorative curtains and a ceiling fan enhance the tranquil atmosphere, while lush greenery is visible in the outdoor area beyond.