Vacation rentals with a fireplace in Historic District, St. Augustine

A new hot tub with illuminated blue water is showcased in the foreground, surrounded by bubbling jets. The inviting home can be seen in the background, with warm light spilling from the windows, hinting at a cozy interior ambiance.

4.97 out of 5 average rating, 116 reviews

1920s Glam, HotTub, Firepit, Grill, 3 King Beds

This new construction home is within a 5 minute/1 mile drive to historic downtown where you’ll find all the fun, food & charm! Discover a nostalgic getaway in this unique themed home that captures the essence of the 1920’s/30’s. Spacious open layout that is perfect for large groups with plenty of room to comfortably spread out. NEW 7-seater hot tub, fire pit & private fenced in backyard, beach towels, toys, boogie boards provided! Beautiful new kitchen, large dining table, 2 King bedroom suites

Apartment in St. Augustine

A lively street scene features pedestrians enjoying the outdoors amidst a historic downtown area. Shops adorned with signage line the walkways, and palms sway gently against a bright blue sky. American flags can be seen fluttering, adding to the vibrant atmosphere.

4.84 out of 5 average rating, 184 reviews

Old Town "Cincinnati"

This plush and artsy Uptown studio (“The Cincinnati”) has a King bed and can sleep a third on its futon! It is just a few blocks to uptown restaurants and shops, and walking distance to the "old town" shopping, dining and historical sites. You will love the artistic euro decor, updated stylish bathroom, easy location, historic neighborhood, easy free parking, 40-amp EV charging in the back, magical outdoor spaces, the comfy HUGE bed and Complimentary coffee and tea! There is a pet fee of $25 cas

Bungalow in St. Augustine

An outdoor seating area features a large umbrella above a glass-top table surrounded by wicker chairs. The space opens to a lush grass backyard, where soft lighting illuminates the surroundings, creating an inviting setting for relaxation or gatherings.

4.98 out of 5 average rating, 114 reviews

Huge Yard with Marsh Views! | Minutes to Beach/DT!

Welcome to the best view in St Augustine! This 3BR, 2BA bungalow is the perfect way to experience the city. Bike rentals and the trolley are only a minutes walk. Be free to soak in the marsh views that change with the tide while you sip your morning coffee. With a BBQ, fully stacked kitchen, and board games you may never want to leave! Nestled just outside of downtown, this location is ideal for those who want spacious living and serenity, but have the option to be at the beach or DT in minutes.

A colorful map of St. Augustine highlights various attractions and amenities within walking distance. Key locations are marked with numbers and icons representing dining, shopping, and historical sites, with '15 Riberia' indicated as a central point. The map emphasizes the area's walkability.

4.93 out of 5 average rating, 283 reviews

Super4 bedrooms, walk everywhere, free parking.

A beautiful Victorian-style home built in 1915 and completely renovated in 2018. Located two blocks from the St. Augustine historic district with its bars, world-renown restaurants and shopping. 4 bedrooms, 2 new bathrooms, new kitchen. The front porch, complete with rocking chairs, is perfect for relaxing with a glass of wine after a long day of sightseeing. The location is terrific, and the house has all the amenities and toiletries you need. Pet fee is $40 per dog per stay (max of 2 dogs).

The kitchen area features light-colored cabinetry and a modern stove, complemented by a clean and functional layout. Natural light enters through a window, illuminating the countertop with a plant and kitchen essentials. The wood floor adds warmth to the inviting space.

4.97 out of 5 average rating, 229 reviews

Private Romantic Old Florida Style Cottage

Private Romantic Cottage in flower filled garden with mature trees. Cathedral ceiling, fireplace, full kitchen, large shower with two shower heads, queen bed, lots of off street parking, two large decks, outdoor shower, maple wood floor. A perk: Free parking Spot Close to Downtown included at a different property. You have this entire property to yourself. In the serene Historic Fullerwood Neighborhood. Beautiful architectural details make this a memorable place to stay. Perfect for couples.

4.97 out of 5 average rating, 116 reviews

The Salty Seashell, Coastal Pool Home, Sleeps 8

Relaxing heated pool home in a quiet and safe neighborhood. Our home is clean and spacious located a few steps from the Intracoastal Waterway equipped with a boat launch. We are 10-mins from Old Town or the beach and less than 5 mins from restaurants, grocery stores, and shopping. Experience our lovely saltwater pool enclosed in a lanai. Our home has 3 bedrooms and two bathrooms, full kitchen, and a open family room. Each bedroom has brand new beds. Fast WIFI. Boat/Trailer/RV Friendly :-)

A wrap-around front porch features several rocking chairs and a swing. The porch is shaded by a black overhang, with sunlight casting gentle shadows on the wooden floor. Lush greenery is visible in the background, enhancing the inviting outdoor space.

4.95 out of 5 average rating, 184 reviews

TopRatings•HistoricDowntownCharm•WalkTrolleyAccess

No Cleaning Fee! 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 bright kitchen space features light tile flooring and neutral walls. A small round table with a stool is positioned near a countertop. Recessed lighting illuminates the area, while a large window provides natural light. A trash can and vacuum cleaner are discretely placed nearby.

4.92 out of 5 average rating, 142 reviews

Luxury Vacation Experience Getaway

Beautiful Single-family home less then 5 minutes from Historic Downtown Saint Augustine. Get the Best of both worlds with all the Amenities of Downtown and the beach but without the Hussle and Bussle of intown parking and crowds. Our luxury home has you just a 5-minute drive from all Historic downtown has to offer and less then 10 minutes to Saint Augustine's beautiful beaches. Look no further for your get away stay! Weve already planned the perfect accommodations for you!

4.95 out of 5 average rating, 150 reviews

Close to downtown, 3BR,6Beds,Movies, Ping Pong,Fun

Minutes to Downtown St. Augustine! Brand New construction, 75-inch TV with wifi, streaming services, video games and karaoke machine, full size ping pong and basketball game. Xbox1 has blu-ray player, Kinect, and several games. 6 beds with additional air mattress and pack&play. Plenty of toys/games throughout. Grill and camping chairs in the garage. Fully stocked kitchen with plenty of amenities, and local and responsive hosts ready to make your stay a terrific one.

Apartment in St. Augustine

A modern kitchen layout is shown with a white countertop and wooden cabinetry. A circular mirror adorns the wall, while pendant lighting hangs above. Natural light fills the space through large windows, creating a bright atmosphere in the adjoining living area with a plush sofa and a smart TV.

4.9 out of 5 average rating, 152 reviews

Cozy Uptown Guest House

Located within the historic Fullerwood neighborhood in Uptown St. Augustine is this charming guest house perfect for couples, families or small groups. Inside you will find spacious living, a modern kitchen, a king bedroom with a workspace and ensuite, while outside is a patio with alfresco dining, a grill, fire pit and coveted off-street parking. Stay just a short drive or bike ride into town and Vilano Beach, with coffee and restaurants within walking distance.

4.99 out of 5 average rating, 183 reviews

Fun & Artsy 3BR/2BACottage in Downtown St. Aug

Discover serenity in this charming, hidden gem nestled in a quaint downtown neighborhood. A short stroll will lead you to vibrant festivals at Francis Field and St. Augustine's finest dining, bars, tours, and more. Art, music, and local culture are woven into the very fabric of this locale. Whether you're unwinding with a movie, savoring morning coffee in the backyard, or lounging on the front patio, we've curated the perfect escape.