This St. Augustine holiday home is situated on Anastasia Island, approximately 2.7 km from the Castillo de San Marcos National Monument and 2.1 km from the St. Augustine Lighthouse & Maritime Museum. This 168 square metre property boasts one bedroom, two bathrooms, and sleeps up to eleven guests, featuring a fully equipped kitchen, free Wi-Fi, air conditioning, and a garden.
10 214 reviews
St. Augustine, FL
20/11 – 22/11
SG$379/nighttotal: SG$758 (2 )
Tranquila Villa
1 2
house , St. Augustine
This Anastasia Island property is situated a short walk (less than 1.6 km) across the Bridge of Lions from St Augustine's historic district, offering easy access to the St Augustine Lighthouse & Maritime Museum, the St Augustine Alligator Farm Zoological Park, and Anastasia State Park. This two-bedroom, two-bathroom house sleeps four guests and boasts a fully equipped kitchen, Jacuzzi, garden, parking, and on-site croquet and badminton facilities, ensuring a relaxing stay.
St. Augustine, FL
26/06 – 03/07
SG$447/nighttotal: SG$3129 (7 )
Davis Shores 4br Getaway Near Downtown
1 5
house , St. Augustine
This four-bedroom holiday home in Davis Shores, St. Augustine, is situated approximately 1.9 to 2.1 kilometres from historic sites such as the Castillo de San Marcos National Monument and the Spanish Quarter Museum, with convenient access to the city's core. This detached property offers accommodation for up to 13 guests, featuring a fully equipped kitchen, air conditioning, free WiFi, and on-site parking, all within 186 square meters of living space.
9.6 10 reviews
St. Augustine, FL
09/10 – 10/10
SG$1644/nightfor 1 night
Hot Tub- 80's Arcade- Pool Table- Historic Downtown- 7 Car Parking
6 3
house , St. Augustine
This spacious six-bedroom holiday home is situated in St. Augustine's Historic Downtown district, a 1.6-kilometre walk from the Spanish Quarter Museum and 1.6 kilometres from the Castillo de San Marcos National Monument. The 251-square-metre property sleeps up to 26 guests and boasts a fully equipped kitchen, a private hot tub, an 80s arcade, a pool table, a terrace, a garden, free parking for seven cars, and free Wi-Fi.
St. Augustine, FL
10/10 – 17/10
SG$381/nighttotal: SG$2667 (7 )
Stylish & Walkable! Pet-friendly St Augustine Gem!
3 7
house , St. Augustine
This St. Augustine holiday home in Davis Shores offers a convenient base, located 1.6 kilometres from the St. Augustine Lighthouse and Museum, 1.6 kilometres from the Spanish Quarter Museum, and 1.9 kilometres from Castillo de San Marcos. This well-equipped 135 square metre property accommodates up to 15 guests across 3 bedrooms, featuring a full kitchen with a dishwasher, two bathrooms, air conditioning, and complimentary WiFi.
9.8 30 reviews
St. Augustine, FL
19/08 – 22/08
SG$335/nighttotal: SG$1005 (3 )
Lincolville's First Schoolhouse!
1 4
house , St. Augustine
This St Augustine holiday home in Lincolville is situated less than 2km from the Castillo de San Marcos National Monument and other historical sites in the city's historic district. The 40 square metre property features one bedroom, two reception rooms, a fully equipped kitchen, a luxurious bathroom with a hot tub, and can accommodate up to 13 guests, offering private parking, Wi-Fi, and a terrace with garden views.
9.8 826 reviews
St. Augustine, FL
01/07 – 03/07
SG$432/nighttotal: SG$864 (2 )
Island Suite - Walk To Downtown!
2 2
house , St. Augustine
This charming house is situated in St. Augustine, just a short walk from the historic downtown area, within a mile of The Ximenez Fatio House and Flagler College. The property has consistently received excellent ratings from previous guests for its location, cleanliness, and overall experience. This comfortable home offers two bedrooms and a bathroom across 93 square metres, comfortably accommodating up to four guests. The house is equipped with a fully equipped kitchen, a private garden, free Wi-Fi, and private parking, providing everything you need for a relaxing and enjoyable stay.
10 66 reviews
St. Augustine, FL
19/07 – 25/07
SG$452/nighttotal: SG$2712 (6 )
Splendor On The Lake, 1928 Cottage-walk Everywhere
3 6
cottage , St. Augustine
This St. Augustine holiday home is situated in the Downtown Historic District, less than 1.6km from St. George Street and Flagler College, and under 1km from the Matanzas River and the Lincolnville Museum & Cultural Center. This three-bedroom, two-bathroom property boasts 130 square metres of living space, sleeps six guests, and includes a fully equipped kitchen, private swimming pool, spa, and on-site parking.
10 1 review
St. Augustine, FL
02/07 – 05/07
SG$1180/nighttotal: SG$3540 (3 )
Historic Comfort L Walk To Dntn L Fire Pit
1 5
house , St. Augustine
This detached house is situated in St. Augustine's historic district, a mere 640 metres from Flagler College and 965 metres from The Ximenez Fatio House, with Spanish Quarter Museum and Castillo de San Marcos National Monument also within easy walking distance. This 222 square metre residence offers accommodation for up to 10 guests across 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher and microwave, air conditioning, free WiFi, a garden with outdoor seating, and complimentary on-site parking.
10 194 reviews
St. Augustine, FL
30/12 – 01/01
SG$470/nighttotal: SG$940 (2 )
Beachside Home, Less Than 500 Steps To Beach, Oasis Yard
2 2
house , St. Augustine Beach
This holiday home is located in St. Augustine Beach, just 1.6 kilometres from the St. Johns County Ocean Pier and St. Augustine Beach, and within 3.2 kilometres of Fiesta Falls Mini-Golf and the Tolomato River. The property has received excellent ratings for user experience, location, and cleanliness. The two-bedroom house spans 112 square metres and can comfortably accommodate up to eight guests. It features a fully equipped kitchen, a balcony with garden views, and a range of amenities including air conditioning, internet access, and parking.
9.8 88 reviews
St. Augustine, FL
31/07 – 09/08
SG$251/nighttotal: SG$2259 (9 )
La Casa Del Leon: Tropical Bliss @ Bridge Of Lions
1 6
bungalow , St. Augustine
This charming bungalow is located just a short walk from both the historic Old Town and the beaches of St. Augustine, making it ideal for exploring this beautiful city. It has consistently received excellent ratings for location, cleanliness, and overall experience. The house has three bedrooms, comfortably sleeping up to six guests, and features a fully equipped kitchen, a formal dining area, a living room with a smart TV, and a laundry room with a washer and dryer. Outside, you'll find a covered front porch, a large deck in a lush tropical garden, and a fenced backyard, perfect for relaxing and enjoying the Florida sunshine.
10 1 review
St. Augustine, FL
22/06 – 27/06
SG$334/nighttotal: SG$1670 (5 )
119 1/2 Kings Ferry Way
1 2
cottage , St. Augustine
This restored late 1800s shotgun house, named the Lincolnville Cottage, is located in St. Augustine's Lincolnville Neighborhood Historic District, a site on the National Register of Historic Places, placing you within easy reach of local eateries and restaurants. The Lincolnville Cottage offers accommodation for two guests with one bedroom and one bathroom, featuring a full kitchen, living room with TV and WiFi, a walk-in shower, and exclusive use of the entire property including front and back porches, with shared access to a brick-paved courtyard and complimentary on-site parking.
Best St. Augustine, FL villas and holiday homes with a pool
Among the 1137 accommodations in St. Augustine, FL, here are the 4 best villas and holiday homes with a pool
9.9 331 reviews
St. Augustine, FL
11/09 – 15/09
SG$288/nighttotal: SG$1152 (4 )
Historic Updated Cottage / Walk Everywhere / Explo
1 2
bungalow , St. Augustine
This charming house is located in Uptown St. Augustine, a 10-minute walk from the Matanzas River and St. George Street, and within 15 minutes of Castillo de San Marcos National Monument and Flagler College. This property has consistently received excellent ratings for location, cleanliness, and overall guest experience. The house has 2 bedrooms and 1 bathroom, covering 73 square meters and comfortably accommodating up to 5 guests. This property offers a range of amenities including a swimming pool, a spa, a garden, a terrace, and a fully equipped kitchen, making it perfect for a relaxing and enjoyable stay.
St. Augustine, FL
10/08 – 13/08
SG$1155/nighttotal: SG$3465 (3 )
Sunset Hideaway L Pool L Waterfront Deck
5 2
house , St. Augustine
This holiday home in Anastasia, St. Augustine, is a 15-minute walk from the St. Augustine Lighthouse and Museum and 1.4 kilometres from Fort Matanzas. This detached house offers 342 square metres of living space with 5 bedrooms, 6 bathrooms, a private swimming pool, and high-speed WiFi, accommodating up to 22 guests.
St. Augustine, FL
18/07 – 24/07
SG$496/nighttotal: SG$2976 (6 )
205 M² House ∙ 4 Bedrooms ∙ 10 Guests
4 7
house , St. Augustine
This detached house, located behind Fullerwood Park in St. Augustine, offers tidal marsh views and is situated within 1.6 kilometres of Fort Mose Historic State Park, Ponce de Leon's Fountain of Youth, the Old Jail, and the Oldest Store Museum, with Vilano Beach a 9-minute drive away. This 205 square metre residence accommodates up to 10 guests with 4 bedrooms and 3 bathrooms, featuring a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, parking, and a wraparound porch ideal for enjoying the Old Florida atmosphere and wildlife.
10 3 reviews
St. Augustine, FL
30/12 – 01/01
SG$1377/nighttotal: SG$2754 (2 )
Heated Cocktail Pool, Putt Putt, Bowling, Bbq, Nintendo, Pet Friendly, Ping Pong
1 2
house , St. Augustine
This St. Augustine holiday home is located a short walk from Fort Matanzas and 1.7 kilometres from St. Augustine Beach. This spacious property, measuring 17 square metres, accommodates up to 19 guests and features a heated cocktail pool, putt-putt, bowling, ping pong, Nintendo, a barbecue, outdoor fireplace, patio dining, a private beach area, bicycle rental, and a fully equipped kitchen with a washing machine.
Best St. Augustine, FL villas and holiday homes with a kitchen
9.9 495 reviews
St. Augustine, FL
11/07 – 12/07
SG$455/nightfor 1 night
Storybook Cottage-historic Downtown St. Augustine
1 3
house , St. Augustine
This charming cottage is situated in Historic Lincolnville, a vibrant neighbourhood just 1.3km from the heart of St. Augustine, and a 5-10 minute drive from the beaches. This property has consistently received excellent ratings for its cleanliness, location, and overall experience. The cottage features two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy a private courtyard, a balcony overlooking the lake, and convenient parking for two cars.
10 4 reviews
St. Augustine, FL
01/01 – 31/03
SG$333/nighttotal: SG$29637 (89 )
Florida Trust For Historic Preservation 2025 Award For Cottage Renovation
2 2
cottage , St. Augustine
This historic 1884 cottage, located in the St. Augustine Lincolnville Historic District, offers a private setting within 800 meters of restaurants, attractions, and historic sites, featuring preserved exterior and a newly rebuilt interior. This accommodation sleeps four adults across two bedrooms and two bathrooms, boasting a fully equipped kitchen, air conditioning, internet, and private parking, with a luxurious master bath and covered porches for enjoying river breezes.
9.9 132 reviews
St. Augustine, FL
30/06 – 02/07
SG$326/nighttotal: SG$652 (2 )
Fountain Of Youth House - Scenic Downtown Retreat
4 2
house , St. Augustine
This St. Augustine holiday home enjoys a central location, a short walk from the Spanish Quarter Museum and within 2.4 kilometres of Flagler College, the Ximenez-Fatio House, and the Old St. Augustine Village. The four-bedroom property, perfect for families or groups, offers a fully equipped kitchen, private patio, garden, Wi-Fi, and is close to the Castillo de San Marcos National Monument and the Freedom Trail.
10 4 reviews
St. Augustine, FL
26/06 – 28/06
SG$414/nighttotal: SG$828 (2 )
Casa Amarillo L Steps To Historic District
1 5
house , St. Augustine
Casa Amarillo, a self-catering property in St. Augustine's historic district, is a short walk (0.6 km) from Flagler College and less than 1.6 km from the Ximenez-Fatio House Museum. This 74 square metre house sleeps eight guests and boasts two bathrooms, a fully equipped kitchen with dishwasher, in-unit laundry, free Wi-Fi, and private parking, all within easy reach of the Castillo de San Marcos and the Freedom Trail.
Frequently asked questions about villa rentals in St. Augustine, FL
What are the must-see attractions in Saint Augustine, FL?
You absolutely must visit the Castillo de San Marcos, a Spanish fort built in the 17th century. It's a fascinating glimpse into the city's history. The St. Augustine Lighthouse and Maritime Museum is another must-see, offering stunning views from the top and exhibits on the area's maritime past. And no trip to St. Augustine is complete without a stroll along the historic streets of the Old City, where you'll find charming shops, restaurants, and the iconic St. Augustine Pirate & Treasure Museum.
What are the best villa rentals in St. Augustine, FL?
What indoor activities for families are available in Saint Augustine, FL on rainy days?
On a rainy day, head to the St. Augustine Pirate & Treasure Museum, where kids can learn about pirates and explore a replica pirate ship. The Ximenez-Fatio House Museum is a beautiful historic home with interactive exhibits that are fun for the whole family. And the St. Augustine Alligator Farm Zoological Park is always a hit, with indoor exhibits showcasing a variety of reptiles and amphibians.
What are the best villa rentals with a pool in St. Augustine, FL?
What are the best activities in Saint Augustine, FL?
A boat tour along the Matanzas River is a great way to see the city from a different perspective. The St. Augustine History Museum offers a comprehensive look at the city's rich history. And for a unique experience, take a walk through the Oldest Wooden Schoolhouse, the oldest schoolhouse in the United States. Of course, no trip to St. Augustine is complete without a visit to the beautiful St. Augustine Beach.
What are the best villa rentals with a jacuzzi in St. Augustine, FL?
What are the advantages of renting a house or a villa in Saint Augustine, FL
Renting a house or villa in St. Augustine gives you more space and privacy compared to a hotel. You can enjoy a fully equipped kitchen, laundry facilities, and often a private pool or patio. It's perfect for families or groups of friends who want to relax and enjoy a home-away-from-home experience.
What are the best villa rentals for families and kids in St. Augustine, FL?
What food festivals or culinary events take place in and around Saint Augustine, FL?
The annual St. Augustine Food & Wine Festival is a popular event that showcases local chefs and restaurants. The St. Augustine Seafood Festival is another great option, offering fresh seafood dishes and live music. And if you're visiting in the spring, you can check out the St. Augustine Wine & Music Festival, which features live music and wine tastings.
What are the best pet friendly villa rentals in St. Augustine, FL?
What exclusive experiences are available when visiting Saint Augustine, FL?
For a truly unique experience, consider a ghost tour of the historic city. You can also take a guided tour of the St. Augustine Distillery, where you'll learn about the process of making craft spirits. And if you're interested in history, you can book a private tour of the Castillo de San Marcos with a knowledgeable guide.
What are the best villa rentals with parking in St. Augustine, FL?
Which part of Saint Augustine, FL would be ideal for a villa rental?
For a peaceful and secluded villa rental, consider the Anastasia Island area. It's a beautiful barrier island just across the bridge from the historic city, offering beautiful beaches and a more relaxed atmosphere. The Vilano Beach area is another great option, with stunning ocean views and easy access to the beach.
Destinations nearby
Best St. Augustine, FL villas and holiday homes with air conditioning
St. Augustine, FL
25/06 – 28/06
SG$330/nighttotal: SG$990 (3 )
119 Kings Ferry Way Historic Cottage
1 2
cottage , St. Augustine
This restored circa late 1880s vernacular framed house, situated in St. Augustine's Lincolnville Historic District, offers a private and peaceful retreat within 500 meters of Castillo de San Marcos National Monument and local eateries, with the added benefit of rare free on-site parking in the historic district. This one-bedroom, one-bathroom holiday let accommodates two guests and features a completely fenced-in yard with outdoor seating, a large marble shower with unlimited on-demand hot water, and is conveniently located for access to St. Augustine Beach and Vilano Beach.
St. Augustine, FL
22/06 – 27/06
SG$298/nighttotal: SG$1490 (5 )
Endless Sunny Daze
2 2
house , St. Augustine
This holiday home in St. Augustine is a 7-minute walk from the St. Augustine Lighthouse and Museum and within 2.5 kilometres of historic attractions such as the Ximenez Fatio House, Old St. Augustine Village, and Flagler College. This 84 square metre property offers air-conditioned accommodation with two bedrooms, a fully equipped kitchen, free WiFi, and parking, accommodating up to seven guests with a 10:00 AM check-out.
9.8 113 reviews
St. Augustine, FL
06/07 – 10/07
SG$468/nighttotal: SG$1872 (4 )
The Twine House
3 5
house , St. Augustine
The Twine House is situated in St. Augustine, just a short walk from Flagler College and within 2.4 kilometres of both Castillo de San Marcos and the Old St. Augustine Village. The property has received excellent ratings for location, cleanliness, and overall user experience. This charming holiday home can accommodate up to six guests and features two bathrooms. Enjoy modern amenities including free Wi-Fi, a fully equipped kitchen, a washing machine, a comfortable seating area, air conditioning, a terrace or balcony, a garden, and on-site parking.
10 36 reviews
St. Augustine, FL
15/11 – 20/11
SG$396/nighttotal: SG$1980 (5 )
Vilano Beach Cottage, 1/2 Block To Surfside Beach. Historic Capo Cottage
3 2
cottage , Villano Beach
This three-bedroom cottage is situated in Villano Beach, a 10-minute walk from both the beach and the Tolomato River. The 149 square metre property sleeps six guests and features a fully equipped kitchen, private garden, and a spa, perfect for a relaxing family getaway.
Best St. Augustine, FL villas and holiday homes with jacuzzi
8.0 1 review
St. Augustine, FL
06/08 – 09/08
SG$726/nighttotal: SG$2178 (3 )
The Peaceful Puffin - New Modern 5 Min To Town
3 2
house , St. Augustine
The Peaceful Puffin holiday home in St. Augustine, Florida is situated less than 2.4 kilometres from Flagler College, the Ximenez-Fatio House, and the Castillo de San Marcos National Monument. This three-bedroom property boasts 105 square metres of floor space, sleeps up to ten guests, and includes a fully equipped kitchen, air conditioning, a private patio, free Wi-Fi, and in-house laundry facilities.
St. Augustine, FL
15/11 – 20/11
SG$527/nighttotal: SG$2635 (5 )
Florida Breeze L Hot Tub L Walkable
1 2
house , St. Augustine
This Davis Shores dwelling offers convenient access to St. Augustine's historic core, situated just over 1.6 kilometres from Castillo de San Marcos National Monument and Old St. Augustine Village, and a short distance to the St. Augustine Lighthouse and Museum and Flagler College. This 162 square metre residence accommodates up to 10 guests, featuring air conditioning, a fully equipped kitchen with a dishwasher, a garden, on-site parking, complimentary Wi-Fi, and a hot tub for relaxation.
8.4 2 reviews
St. Augustine, FL
26/06 – 01/07
SG$619/nighttotal: SG$3095 (5 )
Unit 8216 - Ocean & Racquet Resort
2 5
house , St. Augustine Beach
This house is located in St. Augustine Beach, just 1.5 kilometres from the beach and 3.4 kilometres from Fort Matanzas, offering a convenient base for exploring the area. It has received very good user ratings, and excellent ratings for location and cleanliness. The house has two bedrooms and covers 88 square metres. It offers a range of amenities including a swimming pool, jacuzzi, terrace, garden, fitness centre, tennis court, and parking, perfect for a relaxing and enjoyable stay.
St. Augustine, FL
18/07 – 25/07
SG$467/nighttotal: SG$3269 (7 )
Walk To Ice Plant Hot Tub Coming Soon Comfy Beds
1 4
house , St. Augustine
This St. Augustine holiday home is situated a 11-minute walk from Old St. Augustine Village and 1.1 kilometres from Flagler College, providing easy access to historic sites. This spacious 3-bedroom property accommodates up to 12 guests, offering 156 square metres of living space with a fully equipped kitchen, 3 bathrooms (one with a hot tub), air conditioning, Wi-Fi, on-site parking, and proximity to a water park and cycling routes.
