House holiday rentals in St. Augustine

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.

West Augustine Harmony House

Nestled in up and coming West Augustine, The Harmony House is just minutes away from the coolest coffee shops and bodegas. Beautiful beaches and America’s Oldest City’s Historic District filled with great bars, eats, and historic attractions are a short drive away. A brand new construction featuring a modern and comfortable design with some fun musical amenities. There is a keyboard, guitar, mandolin, as well as a vintage 70’s juke box that plays old vinyl 45’s. We look forward to hosting you!

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.

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 !

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.

Palmetto Loft w/ Balcony 2 blocks from Lighthouse!

Come stay in The Palmetto loft! The loft is a one bedroom/One bath apartment two blocks away from the famous Lighthouse. The balcony overlooks the well known restaurant Gypsy Cab and a fine Italian restaurant called Sogno! The space is an upstairs attachment to a home built in the early 1900's, It is modern and has been fully renovated with a lot of unique touches. You’re 5-10 minutes to the amphitheater and downtown historic district. You Can’t beat this location!

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.

Luxurious Oceanfront Home

Beautiful, oceanfront home professionally designed with luxurious finishes and incredible ocean views. Relax on the sprawling back deck overlooking the water after a game of bocce ball. Stroll down the private sidewalk, just steps to the beautiful, white-sand beach. Cook a gourmet meal in the state-of-the-art kitchen, or grill out on the deck using the gas grill. Sit around the fire pit under the stars and roast marsh mellows while listening to the ocean waves.

Historic Downtown - firepit/pet friendly/fenced-in

Our home offers the ideal combination of comfort, convenience, and style. Experience the vacation of a lifetime at our 3bd/2ba luxury home which offers a fully fenced in private backyard for pets, BBQ grill, firepit, and playground for the littles. Minutes from the best St. Augustine has to offer: • Beaches -12 mins • Castillo de San Marcos -9 mins • Alligator Farm -10 mins • Fountain of Youth -10 mins Pet fee: $20/pet/day

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!

“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.

Floridian Bungalow•2 Min Walk to Beach•Heated Pool

Discover Catch 33, a cheerful Floridian cottage with artful details, creature comforts and a private heated pool. Just steps from Vilano Beach, you’ll find shell-filled mornings, sunny shorelines, seafood restaurants, a fishing pier, and glowing sunsets. In under 10 minutes, explore St. Augustine’s 450 years of history, lively music, and vibrant dining.