Apartment
Heart of Historic District! Rooftop with Fire Pit, Park and Walk Everywhere, $300 in Free Tickets!
Photo gallery for Heart of Historic District! Rooftop with Fire Pit, Park and Walk Everywhere, $300 in Free Tickets!





Reviews
10 out of 10, Loved by Guests
Top 10% based on
1 bedroom1 bathroomSleeps 4
Popular amenities
Explore the area

St. Augustine, FL
- Place, St. George Street1 min walk
- Place, Flagler College1 min walk
- Place, Castillo de San Marcos National Monument4 min walk
- Airport, St. Augustine, FL (UST-Northeast Florida Regional)11 min drive
Rooms & beds
1 bedroom (sleeps 4)
Living Room
1 Queen Sofa Bed
Luxury Bedroom
1 King Bed
1 bathroom
Master
Spaces
Deck or patio
Kitchen
Balcony
Number of living rooms
About this property
Heart of Historic District! Rooftop with Fire Pit, Park and Walk Everywhere, $300 in Free Tickets!
We help make the most of your vacation by providing Free Admission to some of the area's top attractions each and every day! Create exciting memories, have more fun, and truly experience your destination! See below for more details!
If you want to experience Historic St. Augustine from the center of town look no further than 62 Hypolita Carriage House, a private spacious apartment with rooftop located in the heart of the walking district. Park for FREE in one coveted spot and never get in your car again! Start your day with a cup of coffee in the quiet morning on the cozy balcony that looks out to Hypolita Street. Cook up breakfast "at home," or walk across the street to a favorite bagel shop before heading out to explore the many shops, and historic sights in downtown and along the riverfront.
62 Hypolita Carriage House is located just a block from historic St. George Street right between award-winning restaurants and bars, and just behind The Gifted Cork Wine and Gift Shop where you can enjoy daily wine tastings. The rooftop experience is a special feature of this apartment where you can enjoy dinner around a firepit while people-watching, or play cornhole toss under spreading oak branches. Curl up on the sofa or in the luxurious bedroom with your loved ones to watch a movie.
The private apartment entrance is just off the street behind the wine shop with the parking spot is just across the brick-paved street. Enjoy the ambiance of a historic building with stained trim, numerous windows, and coquina exterior, while having the modern appeal of all-new furnishings, track lighting, and updated flooring and appliances. Your private entrance is through a historic wooden door and up a flight of steps. The main living area features comfortable living room seating, fully equipped kitchen with breakfast bar, dining table and desk. Full of light from the many windows and skylights, the apartment is comfortable and bright, with all new furnishings and decor. An oversized bedroom with king bed and sitting area opens through double french doors onto the rooftop space which has an outdoor dining table with firepit and corn hole. The bathroom features a tub/shower combo with heat lamp and soft white towels. For additional sleeping, the sofa makes a queen-sized bed.
Proximity:
-One block from St. George Street
-10 minute drive to beach, Alligator Farm, Lighthouse (20 by bikes)
-Steps to fantastic restaurants, shops, attractions, bars - Next door to one of the top St. Augustine intimate dining spots, Collage Restaurant, and just behind The Wine and Cheese Shop
Amenities:
-Fully stocked Kitchen
-Dining Table and breakfast bar
-Private coded entrance
-Private Balconies
-Rooftop w/dining, firepit, corn hole
- Heat Lamp in Bathroom
-Two large Screen Smart TV's
-WiFi
-Free Parking (1 space)
-Desk Workspace
**No Pets Allowed
**Five maximum occupancy and no parties strictly enforced.
**Age 25 minimum strictly enforced.
Take an Old Town Trolley Tour around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art, book stores and more just a walk away from your front door.
FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included:
- St. Augustine Alligator Farm
- St. Augustine Pirate & Treasure Museum
- Old Town Trolley One Day Tour
- Royal St. Augustine Golf & Country Club Course
- Yoga Bohemia St. Augustine: Beach Yoga
Additional attractions may be available, so feel free to reach out with any questions!
NOTE: $500 cancellation fee applies to all bookings 27 days or more.
Startup bathroom, kitchen, and laundry supplies are provided with each booking.
25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.
Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.
No smoking or vaping on the property. $500 fine for rule violation.
If you want to experience Historic St. Augustine from the center of town look no further than 62 Hypolita Carriage House, a private spacious apartment with rooftop located in the heart of the walking district. Park for FREE in one coveted spot and never get in your car again! Start your day with a cup of coffee in the quiet morning on the cozy balcony that looks out to Hypolita Street. Cook up breakfast "at home," or walk across the street to a favorite bagel shop before heading out to explore the many shops, and historic sights in downtown and along the riverfront.
62 Hypolita Carriage House is located just a block from historic St. George Street right between award-winning restaurants and bars, and just behind The Gifted Cork Wine and Gift Shop where you can enjoy daily wine tastings. The rooftop experience is a special feature of this apartment where you can enjoy dinner around a firepit while people-watching, or play cornhole toss under spreading oak branches. Curl up on the sofa or in the luxurious bedroom with your loved ones to watch a movie.
The private apartment entrance is just off the street behind the wine shop with the parking spot is just across the brick-paved street. Enjoy the ambiance of a historic building with stained trim, numerous windows, and coquina exterior, while having the modern appeal of all-new furnishings, track lighting, and updated flooring and appliances. Your private entrance is through a historic wooden door and up a flight of steps. The main living area features comfortable living room seating, fully equipped kitchen with breakfast bar, dining table and desk. Full of light from the many windows and skylights, the apartment is comfortable and bright, with all new furnishings and decor. An oversized bedroom with king bed and sitting area opens through double french doors onto the rooftop space which has an outdoor dining table with firepit and corn hole. The bathroom features a tub/shower combo with heat lamp and soft white towels. For additional sleeping, the sofa makes a queen-sized bed.
Proximity:
-One block from St. George Street
-10 minute drive to beach, Alligator Farm, Lighthouse (20 by bikes)
-Steps to fantastic restaurants, shops, attractions, bars - Next door to one of the top St. Augustine intimate dining spots, Collage Restaurant, and just behind The Wine and Cheese Shop
Amenities:
-Fully stocked Kitchen
-Dining Table and breakfast bar
-Private coded entrance
-Private Balconies
-Rooftop w/dining, firepit, corn hole
- Heat Lamp in Bathroom
-Two large Screen Smart TV's
-WiFi
-Free Parking (1 space)
-Desk Workspace
**No Pets Allowed
**Five maximum occupancy and no parties strictly enforced.
**Age 25 minimum strictly enforced.
Take an Old Town Trolley Tour around the area and take in the historic beauty of Downtown St. Augustine! Explore the oldest fort in the continental United States, the Castillo San Marcos, and stroll down colorful St. George Street filled with shops and restaurants of irresistible local flare. You might even spot a Pirate or Spanish Conquistador in period attire! Breathe in the warm, salty air as you enjoy a romantic walk along the waterfront as the sun sets, casting its final rays on the sparkling water, the drifting boats, and the picturesque Bridge of Lions. But don’t forget to make good use of the night by experiencing the Ghost train or Haunted House tour. Enjoy the endless variety of restaurants, coffee shops, ice cream, art, book stores and more just a walk away from your front door.
FREE FUN! Each booking will include one free entry per attraction each day of your stay! The following attractions are included:
- St. Augustine Alligator Farm
- St. Augustine Pirate & Treasure Museum
- Old Town Trolley One Day Tour
- Royal St. Augustine Golf & Country Club Course
- Yoga Bohemia St. Augustine: Beach Yoga
Additional attractions may be available, so feel free to reach out with any questions!
NOTE: $500 cancellation fee applies to all bookings 27 days or more.
Startup bathroom, kitchen, and laundry supplies are provided with each booking.
25 year age requirement to book and stay: Tenant must be at least twenty-five (25) years of age (an "adult") and will be an occupant of the unit during the entire reserved dates.
Noise Ordinance: The city of St. Augustine has a noise ordinance that prohibits noise between the hours of 10:00pm-6:00am Sunday-Thursday, and 11:00pm-7:00am Friday-Saturday. Violations can result in a $500 fee.
No smoking or vaping on the property. $500 fine for rule violation.
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- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (15 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed, service animals permitted
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
About the area
St. Augustine
Located near the beach, this apartment is in St. Augustine Historic District, a walkable area in St. Augustine with great shopping. World Golf Village is a popular attraction and the area's natural beauty can be seen at Anastasia State Park and Vilano Beach. Looking to enjoy an event or a game while in town? See what's happening at Flagler College Tennis Center or Francis Field. Relax and indulge in the area's winery tours, or seek out an adventure with ecotours nearby.

St. Augustine, FL
What's nearby
- St. George Street - 1 min walk - 0.0 km
- Flagler College - 1 min walk - 0.2 km
- Cathedral Basilica of St. Augustine - 3 min walk - 0.3 km
- Castillo de San Marcos National Monument - 4 min walk - 0.4 km
- Ponce de Leon Hotel - 5 min walk - 0.4 km
Getting around
Restaurants
- Prohibition Kitchen - 2 min walk
- Columbia Restaurant - 1 min walk
- Pierre’s Pub - 2 min walk
- Pizza Time - 2 min walk
- Barley Republic - 1 min walk
Frequently asked questions
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Amenities
9.6/10
Property conditions & facilities
10/10
Check-in
10/10
Communication
10/10
Location
10/10
Listing accuracy
Reviews
Verified
4 Mar, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 6 nights in Feb 2026
Verified
10/10 Excellent
Mary S.
11 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mary S.
Stayed 2 nights in Dec 2025
Verified
10/10 Excellent
Bruce A.
2 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bruce A.
Stayed 3 nights in Jan 2026
Verified
10/10 Excellent
Mark A.
11 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Mark A.
Stayed 2 nights in Nov 2025
Verified
10/10 Excellent
Christina P.
22 Dec, 2025
Liked: Cleanliness, communication, location, listing accuracy


Christina P.
Stayed 1 night in Dec 2025
Verified
10/10 Excellent
Tom G.
22 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Tom G.
Stayed 4 nights in Jan 2026
Verified
10/10 Excellent
Rex S.
8 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Rex S.
Stayed 5 nights in Dec 2025
Verified
10/10 Excellent
Christine D.
2 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Christine D.
Stayed 3 nights in Nov 2025
Verified
10/10 Excellent
Janet S.
30 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Janet S.
Stayed 4 nights in Dec 2025
Verified
10/10 Excellent
Kat L.
2 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Kat L.
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
patrick
16 Oct, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
patrick
Stayed 5 nights in Oct 2025
Verified
10/10 Excellent
Jo-Ann L.
4 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jo-Ann L.
Stayed 3 nights in Oct 2025
From a partner site
10/10 Excellent
Carol M.
18 Dec, 2025
Perfect location
Carol M.
From a partner site
10/10 Excellent
Uriah
22 Dec, 2025
Great location!
Uriah
Verified
10/10 Excellent
Ronald W.
17 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Ronald W.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
Sarah A.
20 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay, perfect location, would stay again
Sarah A.
Stayed 2 nights in Apr 2025
Verified
10/10 Excellent
Gregory S.
19 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gregory S.
Stayed 2 nights in Oct 2025
Verified
8/10 Good
Jean H.
18 Jan, 2026
Liked: Check-in, communication, location, listing accuracy
Jean H.
Stayed 4 nights in Jan 2026
Verified
10/10 Excellent
greg G.
24 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Quick needed vacation
greg G.
Stayed 3 nights in Apr 2025
Verified
10/10 Excellent
Deidre M.
6 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Top tier!!
Deidre M.
Stayed 3 nights in Jul 2025
From a partner site
10/10 Excellent
Gary D.
17 Apr, 2025
Great Location
Gary D.
Verified
10/10 Excellent
Karl B.
8 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Location
Karl B.
Stayed 3 nights in May 2025
Verified
10/10 Excellent
Michael C.
8 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot in a great location
Michael C.
Stayed 4 nights in Apr 2025
Verified
10/10 Excellent
Christian L.
4 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Christian L.
Stayed 3 nights in May 2024
Verified
10/10 Excellent
Tammy H.
2 Aug, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome stay
Tammy H.
Stayed 5 nights in Jul 2023
About the host
Hosted by iTrip Vacations St. Augustine
Premier Host
They consistently provide great experiences for their guests
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