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1137 Villa rentals in St. Augustine, FL
10 7 reviews
St. Augustine, FL
07/01 – 10/31
$194/nighttotal: $23668 (122 )
150 M² House ∙ 2 Bedrooms ∙ 6 Guests
2 2
house , St. Augustine Beach
This 2-bedroom villa is located in a peaceful neighborhood just a short drive from St. Augustine Beach and the historic downtown area. Guests consistently rate this property excellent for its comfortable accommodations and convenient location. The 1610 square foot villa comfortably sleeps 6 guests and features a spacious living and dining area. The fully equipped kitchen, in-unit washer and dryer, screened-in patio, and private pool provide everything you need for a relaxing and enjoyable stay.
9.9 546 reviews
St. Augustine, FL
11/02 – 11/06
$194/nighttotal: $776 (4 )
Historic St. Augustine — Updated Cottage With Heat
1 2
bungalow , St. Augustine
This St. Augustine vacation home is located in the Uptown district, just a short walk from the Matanzas River, St. George Street, Castillo de San Marcos National Monument, and Flagler College. The property boasts excellent user, location, and cleanliness ratings, making it a great choice for travelers. The house has two bedrooms and one bathroom, comfortably accommodating up to five guests. Enjoy the private pool and spa, relax in the garden, or cook a meal on the charcoal grill.
9.8 143 reviews
St. Augustine, FL
08/01 – 08/08
$224/nighttotal: $1568 (7 )
Little Yellow Cottage On Water Street
2 2
house , St. Augustine
The Little Yellow Cottage is ideally located in St. Augustine's historic district, a 5-minute walk from the Castillo de San Marcos and less than half a mile from the Castillo de San Marcos National Monument. This pet-friendly house offers free Wi-Fi, a fully equipped kitchen with a dishwasher, in-unit laundry, and free private parking, placing you near the Spanish Quarter Museum, Freedom Trail, and Flagler College.
St. Augustine, FL
11/15 – 11/20
$240/nighttotal: $1200 (5 )
Adorable Cottage Near Downtown W/ Enclosed Yard & Spiral Staircase - Dogs Ok
2 3
house , St. Augustine
This cottage in St. Augustine is an 8-minute walk to the Spanish Quarter Museum and 0.9 miles from Flagler College, with close proximity to Castillo de San Marcos National Monument. This 1050 sq ft vacation rental accommodates up to 11 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, free WiFi, free parking, and a private enclosed yard.
10 1 review
St. Augustine, FL
11/15 – 11/20
$264/nighttotal: $1320 (5 )
119 1/2 Kings Ferry Way
1 2
cottage , St. Augustine
This restored 1800s shotgun house is situated in St. Augustine's Lincolnville Neighborhood Historic District, offering proximity to unique eateries, fine restaurants, and historic sites within walking distance. This 1-bedroom, 1-bathroom cottage accommodates up to 2 guests and features air conditioning, WiFi, and on-demand hot water, with a shared brick-paved courtyard and free on-site parking available.
St. Augustine, FL
10/10 – 10/17
$304/nighttotal: $2128 (7 )
Yellow House Walk To Downtown St Augustine
1 7
house , St. Augustine
This St. Augustine vacation home is an 11-minute walk from the Freedom Trail, near the Castillo de San Marcos (1.1 miles) and Castillo de San Marcos National Monument (1.8 miles), placing you in the heart of the historic district. This one-bedroom rental boasts three bathrooms, sleeps 19 guests, includes a fully equipped kitchen with a dishwasher, offers free Wi-Fi and private parking, and features a balcony and in-unit laundry.
St. Augustine, FL
07/09 – 07/12
$288/nighttotal: $864 (3 )
Cordova Palms B - 2br Bungalow W Porch
2 1
house , St. Augustine
This bungalow offers a prime location in St. Augustine, situated a 2-minute walk from Old St. Augustine Village and 0.37 miles from Flagler College, providing convenient access to historic sites like the Ximenez Fatio House and Castillo de San Marcos National Monument. This 910 sq ft accommodation includes one bedroom, one bathroom, and can host up to 7 guests, featuring a fully equipped kitchen, air conditioning, a private balcony, and on-site massage services.
9.9 331 reviews
St. Augustine, FL
11/30 – 12/03
$237/nighttotal: $711 (3 )
Historic Updated Cottage / Walk Everywhere / Explo
1 1
bungalow , St. Augustine
This St. Augustine vacation home is conveniently located in the Uptown district, just a short walk from the Matanzas River, St. George Street, and popular attractions like Castillo de San Marcos and Flagler College. The property has received excellent ratings for location, cleanliness, and overall user experience. The 2-bedroom, 1-bathroom home comfortably sleeps 5 guests and offers 790 square feet of living space. Enjoy modern amenities like a fully equipped kitchen, a private pool and spa, a peaceful garden, and barbecue grills for outdoor dining.
St. Augustine, FL
07/02 – 07/05
$327/nighttotal: $981 (3 )
Home With Enclosed Yard, Fire Pit, Wifi, W/d, & Ac - Great Location
3 6
house , St. Augustine
This house is located in the Villano Beach district of St. Augustine, offering convenient access to Freedom Trail (2.2 miles) and Castillo de San Marcos (2.7 miles). This 1160 square foot home features 3 bedrooms, 2 bathrooms, a fully equipped kitchen, air conditioning, a balcony, and an enclosed yard with a fire pit, accommodating up to 11 guests with complimentary WiFi and private parking.
10 4 reviews
St. Augustine, FL
06/19 – 06/21
$378/nighttotal: $756 (2 )
Florida Trust For Historic Preservation 2025 Award For Cottage Renovation
2 2
cottage , St. Augustine
This historic 1884 cottage in St. Augustine's Lincolnville Historic District offers a private, peaceful retreat just a short walk from dining, attractions, and landmarks like the Castillo de San Marcos National Monument. This two-bedroom, two-bathroom vacation home accommodates up to four guests, featuring a recently rebuilt interior with a luxurious master bath, a well-equipped kitchen, a separate upstairs suite with a workspace, and complimentary on-site parking.
St. Augustine, FL
07/02 – 07/05
$867/nighttotal: $2601 (3 )
Walk To Ice Plant Hot Tub Coming Soon Comfy Beds
1 5
house , St. Augustine
This St. Augustine vacation rental is located within a 12-minute walk of Old St. Augustine Village and 0.7 miles from Flagler College, offering convenient access to historical sites like the Ximenez Fatio House and Castillo de San Marcos National Monument. This 1680 square foot, 3-bedroom house accommodates up to 12 guests and features a fully equipped kitchen, Wi-Fi, air conditioning, a jacuzzi, on-site parking, and access to a garden and water park.
10 1 review
St. Augustine, FL
06/18 – 06/22
$452/nighttotal: $1808 (4 )
Charming 3-bedroom Cottage Within Walking Distance To Downtown St. Augustine
3 2
cottage , St. Augustine
This St. Augustine cottage rental in the Davis Shores neighborhood is a short walk from the Tolomato River and a nine-minute drive from the Bridge of Lions. The three-bedroom, two-bathroom house sleeps eight guests and includes a fully equipped kitchen with dishwasher and microwave, in-unit laundry, Wi-Fi, and proximity to St. Augustine Beach and local attractions like the World Golf Village.
Search Vacation Homes with a Pool in St. Augustine, FL
Having a pool at your St. Augustine, FL vacation home lets you enjoy a dip to complement a day by the water without extra planning.
St. Augustine, FL
12/30 – 01/01
$843/nighttotal: $1686 (2 )
Vilano Beach I Ocean - Private Pool - Fire Pit Home
3 2
house , Villano Beach
This Vilano Beach house is located a 5-minute walk from the sand, 52 miles from Jacksonville International Airport. This vacation home offers 3 bedrooms, 2 bathrooms, and accommodates up to 17 guests with a private swimming pool, complimentary Wi-Fi, and private parking.
9.8 47 reviews
St. Augustine, FL
11/20 – 11/22
$205/nighttotal: $410 (2 )
Relaxing Oasis Saint Augustine City Center
1 2
house , St. Augustine
This St. Augustine guest apartment, conveniently located within walking distance of the city center, offers a private, quiet retreat despite its proximity to historic attractions. The one-bedroom, one-bathroom unit features a kitchenette, private saltwater pool access, and a balcony, accommodating up to six guests and providing dedicated off-street parking.
9.0 1 review
St. Augustine, FL
11/15 – 11/20
$632/nighttotal: $3160 (5 )
Haven Tiny House - Pool, Walk To Downtown
2 2
house , St. Augustine
This vacation home is located in St. Augustine, a 7-minute walk from Old St. Augustine Village and a 17-minute walk from Castillo de San Marcos National Monument, with easy access to Flagler College. This 800-square-foot, 2-bedroom house accommodates up to 4 guests and features a private outdoor swimming pool, a fully equipped kitchen with an oven and microwave, and free WiFi.
8.5 8 reviews
St. Augustine, FL
12/30 – 01/01
$2114/nighttotal: $4228 (2 )
Sunset Cove - Heated Pool - Sea Views - Walkable
2 2
house , St. Augustine
This vacation rental is located in St. Augustine, just a short walk from the St. Augustine Lighthouse and Museum, and within a mile and a half of several other key attractions like Fort Matanzas, Flagler College, and The Ximenez Fatio House. The house offers 1190 square feet of living space with two bedrooms and three bathrooms, comfortably accommodating up to six guests. The rental features a private heated pool, a fully equipped kitchen with a dishwasher and oven, complimentary Wi-Fi, and a private entrance. Guests can enjoy breathtaking views of the ocean from the patio and throughout the house.
Best St. Augustine, FL houses with a kitchen
St. Augustine, FL
06/19 – 06/21
$347/nighttotal: $694 (2 )
Walk To Downtown - Luxe Backyard - Private + Peaceful Stay
1 2
cottage , St. Augustine
This St. Augustine cottage rental in the Davis Shores district is a 6-minute walk from the Bridge of Lions and a short walk from the Matanzas River. The one-bedroom, one-bathroom house sleeps two and includes a fully equipped kitchen with a dishwasher and microwave, in-unit laundry, air conditioning, Wi-Fi, and a fireplace; nearby attractions include the World Golf Village and St. Augustine Pirate & Treasure Museum.
9.9 110 reviews
St. Augustine, FL
06/19 – 06/21
$254/nighttotal: $508 (2 )
Downtown Cottage In Perfect Spot
1 2
house , St. Augustine
This St. Augustine guest house, located in a quiet neighborhood a short walk from the historic downtown and a 6-minute drive from St. Augustine Beach, offers easy access to the Castillo de San Marcos and local trolleys. The two-bedroom, one-bathroom cottage sleeps five, features a fully equipped kitchen with a fridge, freezer, microwave, and dishwasher, plus air conditioning, a private courtyard, and parking.
10 367 reviews
St. Augustine, FL
07/10 – 07/12
$137/nighttotal: $274 (2 )
Loft In The Trees
1 2
house , St. Augustine
This guest suite is located in a historic neighborhood in St. Augustine, just a short distance from Vilano Beach and downtown, offering easy access to the city's attractions. It consistently receives excellent ratings for cleanliness, location, and overall experience. The suite is completely private and can accommodate two guests. It comes equipped with a kitchen, air conditioning, a garden, and parking, along with complimentary bikes for exploring the area. You'll also find beach essentials, a patio with a porch swing, and a Smart TV with streaming services.
St. Augustine, FL
07/08 – 08/31
$244/nighttotal: $13176 (54 )
House ∙ 1 Bedroom ∙ 2 Guests
1 2
house , St. Augustine
This private, light-filled penthouse is located on the second floor, offering a stylish remodel with two private balconies just a short walk from St. Augustine's restaurant scene. This one-bedroom, one-bathroom apartment accommodates two guests and features a fully-stocked kitchen, air conditioning, and one on-site parking space, with morning coffee on the bedroom porch and sunset cocktails on the west-facing patio available.
Frequently Asked Questions about villa rentals in St. Augustine, FL
What are the must-see attractions in Saint Augustine, FL?
You can't miss the Castillo de San Marcos, a Spanish fort built in the 17th century, and the St. Augustine Lighthouse & Maritime Museum. The historic downtown with its cobblestone streets is a must-see, and the Fountain of Youth Archaeological Park is a popular spot for families.
What are the best villa rentals in St. Augustine, FL?
What indoor activities for families are available in Saint Augustine, FL on rainy days?
The St. Augustine Pirate & Treasure Museum is a fun option for kids. The Ximenez-Fatio House Museum offers tours and exhibits on the city's history. The World Golf Hall of Fame is also a great place to spend a few hours, especially if you're a golf enthusiast.
What are the best villa rentals with a pool in St. Augustine, FL?
What are the best activities in Saint Augustine, FL?
Take a horse-drawn carriage ride through the historic downtown. Explore the St. Augustine Alligator Farm Zoological Park, which has a variety of reptiles and other animals. You can also take a day trip to Anastasia State Park for beautiful beaches and hiking trails.
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
You'll have more space and privacy compared to a hotel. Many vacation rentals come with amenities like a private pool, a fully equipped kitchen, and a laundry room. It's also a good option for families or groups traveling together.
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 takes place every spring and features local restaurants, wineries, and breweries. The Taste of St. Augustine, held in the fall, is another popular event with a wide variety of food vendors.
What are the best pet friendly villa rentals in St. Augustine, FL?
What exclusive experiences are available when visiting Saint Augustine, FL?
You can take a sunset cruise on the Matanzas River. A ghost tour is a unique way to experience the city's history. If you're looking for a more adventurous experience, try kayaking or paddleboarding on the Intracoastal Waterway.
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?
The historic downtown area is a great option for those who want to be close to the action. If you prefer a more secluded and quiet setting, consider renting a villa in the Anastasia Island area. It's a short drive from the downtown area and offers beautiful beaches and nature trails.
Destinations nearby
Best St. Augustine, FL houses with air conditioning
9.7 125 reviews
St. Augustine, FL
07/06 – 07/10
$262/nighttotal: $1048 (4 )
Eclectic Beauty, Heart Of Downtown St Aug
3 5
house , St. Augustine
This vacation home offers a prime downtown St. Augustine location, a 5-minute walk from Old St. Augustine Village and 1,800 feet from Flagler College, placing you near historical landmarks like The Ximenez Fatio House, Spanish Quarter Museum, and Castillo de San Marcos National Monument. This well-equipped 1050 square foot rental features 3 bedrooms, 2 bathrooms, a full kitchen with a fridge, microwave, and dishwasher, air conditioning, free WiFi, on-site parking, and an outdoor seating area, with nearby opportunities for cycling and access to an on-site water park.
9.9 148 reviews
St. Augustine, FL
09/04 – 09/07
$161/nighttotal: $483 (3 )
The Boathouse Studio On Anastasia Island
1 2
house , St. Augustine
The Boathouse studio is a newly renovated pet-friendly guesthouse on Anastasia Island, one block from A1A Boulevard's restaurants and shops, equidistant from the St. Augustine Amphitheatre and historic downtown St. Augustine, and within walking distance of the St. Augustine Lighthouse and a boat ramp. This one-bedroom, one-bathroom unit sleeps two guests and features a private fenced garden, lanai, private parking, and a kitchen with a refrigerator, freezer, and microwave; internet access and air conditioning are also provided.
8.7 3 reviews
St. Augustine, FL
11/07 – 12/05
$179/nighttotal: $5012 (28 )
Dog-friendly St. Augustine Retreat Near Downtown & Beach With Ev Charging
2 2
house , St. Augustine
Old City Oasis, a two-bedroom, two-bathroom house rental in St. Augustine's historic Old City, is located within walking distance of the St. Augustine Lighthouse & Maritime Museum and less than 1.5 miles from the Ximenez-Fatio House, Old St. Augustine Village, and Castillo de San Marcos National Monument. This 1410-square-foot vacation home sleeps up to 15 guests and features a fully equipped kitchen, on-site spa, free Wi-Fi, and is near golfing and fishing opportunities.
9.8 396 reviews
St. Augustine, FL
06/25 – 06/28
$179/nighttotal: $537 (3 )
Uptown Classic Bungalow Comfy Walk Everywhere
1 2
bungalow , St. Augustine
The Uptown Bungalow is located on a quiet street in St. Augustine's historic district, just a block from St. George Street and a short walk to Ripley's Believe It or Not and Castillo de San Marcos. Guests consistently rate the bungalow excellent for location, cleanliness, and overall experience. The bungalow has one bedroom and one bathroom and can accommodate up to four guests. Enjoy amenities like a fully equipped kitchen, a screened-in porch, a shared BBQ, and free parking.
Neighborhoods and points of interest in St. Augustine, FL
Best St. Augustine, FL villas and beach houses with jacuzzi
10 2 reviews
St. Augustine, FL
08/01 – 08/08
$690/nighttotal: $4830 (7 )
166 M² House ∙ 8 Bedrooms ∙ 18 Guests
8 9
house , Villano Beach
This spacious Villano Beach vacation home, part of the AvantStay offering, is located two blocks from Vilano Beach and six miles from historic Downtown St. Augustine, offering easy access to both. The 1,790-square-foot property features two side-by-side bungalows with eight bedrooms, five bathrooms, and a capacity for 18 guests, plus amenities including a private pool, jacuzzi, and game room with a putting green and arcade games.
8.8 3 reviews
St. Augustine, FL
06/26 – 07/01
$486/nighttotal: $2430 (5 )
Unit 3228 - Ocean Racquet Resort
2 5
house , St. Augustine Beach
Ocean Racquet Resort, Unit 3228, offers a beachfront St. Augustine Beach vacation rental, located steps from the sand and a short drive (4.5 miles) from the St. Augustine Lighthouse & Museum and (6.6 miles) from the Castillo de San Marcos. This 950-square-foot house features a private balcony, swimming pool, Jacuzzi, fitness center, tennis court, and free Wi-Fi, perfect for families enjoying St. Augustine Beach's attractions and amenities.
St. Augustine, FL
07/21 – 07/26
$953/nighttotal: $4765 (5 )
Golden Hour Blue Hour Buyout By Avantstay
8 2
house , Villano Beach
This Villano Beach vacation home, located in St. Augustine, is approximately 4-6 miles from attractions like the Castillo de San Marcos and the Freedom Trail. This 1800-square-foot house boasts eight bedrooms, four bathrooms, and can comfortably accommodate 24 guests, featuring amenities such as a Jacuzzi, private parking, and Wi-Fi.
St. Augustine, FL
06/21 – 06/24
$339/nighttotal: $1017 (3 )
Florida Breeze L Hot Tub L Walkable
1 2
house , St. Augustine
This Davis Shores vacation home offers a prime location in St. Augustine, situated just a short drive from Castillo de San Marcos National Monument and Old St. Augustine Village, and within walking distance of the St. Augustine Lighthouse and Museum, Flagler College, and The Ximenez Fatio House. This 1740 square foot house accommodates up to 10 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen with a dishwasher, air conditioning, a hot tub, a garden, outdoor seating, free WiFi, and on-site parking.