St. Augustine, FL villascozycozy

Villas and Holiday homes in St. Augustine, FL

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1335 Villa rentals in St. Augustine, FL

Historic 8 Dupont Lane A - St. Augustine, FL
9.7 145 reviews
St. Augustine, FL
2 1
SG$262/nighttotal: SG$524 (2 )

Historic 8 Dupont Lane A

bungalow - St. Augustine
This beautifully remodeled, pet-friendly apartment is centrally located in Downtown St Augustine, Florida, a short 0.8km walk from Ripley's Believe It or Not! and the Castillo de San Marcos National Monument.
The one-bedroom, one-bathroom property sleeps two guests and boasts a private patio with a fire pit and BBQ, a modern kitchen including a dishwasher and Nespresso machine, plus designated parking.
Home With Enclosed Yard, Fire Pit, Wifi, W/d, & Ac - Great Location - St. Augustine, FL
St. Augustine, FL
6 3
SG$260/nighttotal: SG$1300 (5 )

Home With Enclosed Yard, Fire Pit, Wifi, W/d, & Ac - Great Location

house - St. Augustine
This detached house in Villano Beach offers convenient access to St. Augustine's historic sites, being 3.5 kilometres from the Freedom Trail and 4.3 kilometres from Castillo de San Marcos.
This property provides 108 square metres of living space with three bedrooms, two bathrooms, a fully equipped kitchen, air conditioning, WiFi, and on-site parking, accommodating up to 11 guests with an enclosed yard featuring a fire pit and a balcony.
New-dog Friendly,hot Tub, Fire-pit, 1 Mile To Dtwn - St. Augustine, FL
9.7 9 reviews
St. Augustine, FL
8 1
SG$448/nighttotal: SG$1344 (3 )

New-dog Friendly,hot Tub, Fire-pit, 1 Mile To Dtwn

house - St. Augustine
This dog-friendly holiday home is situated 2.1km from Flagler College and 1.6km from St. Augustine's historic city centre, with the Ximenez-Fatio House and the Old St. Augustine Village both within 2.6km.
This 111-square-metre property boasts one bedroom, two bathrooms, and accommodates up to 15 guests, featuring a jacuzzi, garden, spa, BBQ facilities, free Wi-Fi, and private parking.
191 M² Casa ∙ 3 Quartos ∙ 10 Hóspedes - St. Augustine, FL
St. Augustine, FL
3 3
SG$185/nighttotal: SG$740 (4 )

191 M² Casa ∙ 3 Quartos ∙ 10 Hóspedes

house - St. Augustine
This modern house is located in St. Augustine, offering private neighbourhood access to Anastasia State Park beach and situated within walking distance of attractions including the St. Augustine Amphitheatre and Food Truck Park.
This 191 square metre residence accommodates up to 10 guests across three bedrooms, featuring a well-equipped kitchen, air conditioning, a swimming pool, jacuzzi, and a dedicated workspace, ideal for families and remote workers.
Townhomes With Pool And Game Room By Isla Dorada - St. Augustine, FL
10 1 review
St. Augustine, FL
11 6
SG$2043/nighttotal: SG$12258 (6 )

Townhomes With Pool And Game Room By Isla Dorada

house - St. Augustine
This St. Augustine townhouse offers a prime location, situated approximately 1.8 kilometres from Flagler College and The Ximenez Fatio House, with the Freedom Trail a mere 720-metre walk away, placing you close to historical sites such as the Spanish Quarter Museum and Castillo de San Marcos National Monument.
This family-friendly property boasts a 163 square metre floor area, accommodating up to 13 guests across 3 bedrooms and 2 bathrooms, and features a private outdoor swimming pool, a game room, free WiFi, air conditioning, and private on-site parking.
Boho Bungalow - Chic Pet Friendly Mins To Town - St. Augustine, FL
9.4 19 reviews
St. Augustine, FL
2 3
SG$473/nighttotal: SG$9933 (21 )

Boho Bungalow - Chic Pet Friendly Mins To Town

house - St. Augustine
This pet-friendly, three-bedroom bungalow in St. Augustine is situated approximately 3.2 kilometres from the Castillo de San Marcos National Monument, Flagler College, and the Ximenez-Fatio House.
The 111-square-metre property boasts a fully equipped kitchen, private patio and garden, air conditioning, free Wi-Fi, and accommodates up to eight guests, offering a swimming pool and parking.
Modern 3br/2ba/6beds • Fenced Yard • Near Downtown - St. Augustine, FL
St. Augustine, FL
8 3
SG$412/nighttotal: SG$824 (2 )

Modern 3br/2ba/6beds • Fenced Yard • Near Downtown

house - St. Augustine
This distinctive pink "Candy House" holiday home is located approximately 8 to 13 kilometres outside St. Augustine's historic district, offering a 19-kilometre drive to St. Augustine Beach, with free parking for multiple vehicles.
This family-friendly property sleeps up to 10 guests across three bedrooms and two bathrooms, featuring a full kitchen, WiFi, air conditioning, a garden with a grill and fire pit, and a fitness centre, with the option to book identical homes nearby for larger groups.
Casa Veria - St. Augustine, FL
10 97 reviews
St. Augustine, FL
2 2
SG$235/nighttotal: SG$8225 (35 )

Casa Veria

house - St. Augustine
This family-friendly house is located in St. Augustine, less than 2 kilometres from Davenport Park, St. George Street, and Castillo de San Marcos National Monument. The property has received excellent ratings from previous guests for its location, cleanliness, and overall experience.
The house offers 139 square metres of space and can accommodate up to 6 guests in its two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a garden, terrace, spa, and barbecue grills, perfect for relaxing and enjoying the Florida sunshine.
Historic 1900 Cottage In Downtown St Augustine! - St. Augustine, FL
9.6 128 reviews
St. Augustine, FL
2 2
SG$550/nighttotal: SG$11550 (21 )

Historic 1900 Cottage In Downtown St Augustine!

house - St. Augustine
This charming cottage is situated in the heart of downtown St. Augustine, just 800 metres from Old St. Augustine Village and less than 1.6 kilometres from The Ximenez Fatio House, offering easy access to the city's historic attractions. The cottage has received excellent ratings for its location, cleanliness, and overall user experience.
This two-bedroom property spans 99 square metres and comfortably accommodates up to six guests. The cottage boasts a range of amenities including a fully equipped kitchen, a private patio and garden, a swimming pool, a jacuzzi, and a spa, ensuring a relaxing and enjoyable stay.
The St Augustine Tiny House - Park/walk To Town! - St. Augustine, FL
9.6 834 reviews
St. Augustine, FL
2 1
SG$264/nightfor 1 night

The St Augustine Tiny House - Park/walk To Town!

house - St. Augustine
This charming tiny house is situated in downtown St. Augustine, just across the street from the Ice Plant Restaurant and within walking distance of the lively Lincolnville district. The property has received excellent ratings for its location, cleanliness, and overall experience.
This cosy dwelling provides a unique stay for up to 3 guests. It features a fully equipped kitchen, a private garden with a patio, and a hammock for relaxing, as well as a pet-friendly policy.
Spacious 3br/2ba/6beds • Near Downtown - St. Augustine, FL
St. Augustine, FL
8 3
SG$421/nighttotal: SG$842 (2 )

Spacious 3br/2ba/6beds • Near Downtown

house - St. Augustine
This modern property is located just outside St. Augustine's historic district, offering convenient access to downtown attractions within approximately 800 to 1300 metres and a 12-minute drive to St. Augustine Beach.
This family-friendly holiday home provides 3 bedrooms, 2 bathrooms, and 6 beds for up to 10 guests, featuring a fenced garden with a grill and fire pit, fast WiFi, Smart TVs, an Xbox, and ample free parking, with the unique option to book multiple identical homes on the same street.
Lighthouse Loft L Marshfront L Walk To Downtown - St. Augustine, FL
9.5 2 reviews
St. Augustine, FL
7 3
SG$1023/nighttotal: SG$3069 (3 )

Lighthouse Loft L Marshfront L Walk To Downtown

house - St. Augustine
This St. Augustine holiday home enjoys a prime marshfront location, a short walk from the St Augustine Lighthouse & Maritime Museum and within a couple of kilometres of Fort Matanzas National Monument and the historic city centre.
The 157 square metre property offers three bedrooms, three bathrooms, sleeping up to twelve guests, and features a fully equipped kitchen, air conditioning, Wi-Fi, laundry facilities, private parking, and a garden with outdoor seating.

Best St. Augustine, FL villas and holiday homes with a pool

Among the 1335 accommodations in St. Augustine, FL, here are the 4 best villas and holiday homes with a pool

Heated Pool, Beach, Court, Walk To Amphitheater - St. Augustine, FL
St. Augustine, FL
3 1
SG$1298/nightfor 1 night

Heated Pool, Beach, Court, Walk To Amphitheater

house - St. Augustine
This St. Augustine dwelling is situated a mere 3-minute walk from Fort Matanzas and 1.9 kilometres from the St. Augustine Lighthouse & Maritime Museum.
This detached house offers accommodation for up to 23 guests with 1 bedroom, 2 bathrooms, a private heated swimming pool, beach access, a tennis court, air conditioning, and free WiFi.
Casa Lola - St. Augustine, FL
10 201 reviews
St. Augustine, FL
2 2
SG$406/nighttotal: SG$812 (2 )

Casa Lola

house - St. Augustine
This charming house is located in St. Augustine's Downtown Historic District, just under a kilometre from the Lincolnville Museum & Cultural Center and St. George Street. It's a fantastic choice for travellers who want to be close to the action, with excellent user, location, and cleanliness ratings.
This comfortable property features two bedrooms, perfect for a small family or group of friends. The house boasts a fully equipped kitchen, a patio, free Wi-Fi, a garden, a swimming pool, a spa, and a fitness centre, ensuring guests have everything they need for a relaxing and enjoyable stay.
Vilano Rose Sleeps 24 Heated Pool, Beach, Epic Game Room, Golf, Pets, Hot Tub, Fire Pit, Hammock - St. Augustine, FL
St. Augustine, FL
7 6
SG$3998/nighttotal: SG$11994 (3 )

Vilano Rose Sleeps 24 Heated Pool, Beach, Epic Game Room, Golf, Pets, Hot Tub, Fire Pit, Hammock

house - Villano Beach
Vilano Rose, situated in St. Augustine, Florida, is a short 6km drive from the Castillo de San Marcos and offers easy access to Vilano Beach.
This six-bedroom, five-bathroom holiday home boasts a 300 square metre floor area, sleeps up to 24 guests, includes a private pool and jacuzzi, and is close to various activities including golfing and watersports.
The Royal Floridian L Heated Pool L Walk To Dntn - St. Augustine, FL
St. Augustine, FL
2 5
SG$2215/nighttotal: SG$4430 (2 )

The Royal Floridian L Heated Pool L Walk To Dntn

house - St. Augustine
This holiday home in St. Augustine offers prime access to historic landmarks, situated a 13-minute walk from Flagler College and 1.6 kilometres from the Freedom Trail, with Castillo de San Marcos and the Spanish Quarter Museum also within walking distance.
Accommodating up to 21 guests across five bedrooms and two living rooms, this property boasts 242 square metres of living space, a heated outdoor swimming pool, a garden, a fully equipped kitchen with a dishwasher, complimentary WiFi, and on-site parking.

Best St. Augustine, FL villas and holiday homes with a kitchen

Modern 3br2ba6beds Fenced Yard Near Downtown - St. Augustine, FL
10 1 review
St. Augustine, FL
8 3
SG$409/nighttotal: SG$818 (2 )

Modern 3br2ba6beds Fenced Yard Near Downtown

house - St. Augustine
This detached house is located in St. Augustine, 2.9 kilometres from Flagler College and 3.5 kilometres from Castillo de San Marcos.
With a floor area of 112 square meters, this property accommodates up to 19 guests across 3 bedrooms and 2 bathrooms, featuring a fully equipped modern kitchen, air conditioning, free WiFi, a fenced garden with an outdoor fireplace, and an outdoor patio, with opportunities for boating and cycling nearby.
"Vintage Beach Studio - St. Augustine, FL
9.7 328 reviews
St. Augustine, FL
2 1
SG$166/nighttotal: SG$664 (4 )

"Vintage Beach Studio

house - St. Augustine
This St. Augustine Beach studio, located on Anastasia Lodge Drive, offers direct access to St. Augustine Beach Pier and Anastasia State Park.
The self-catering property sleeps three guests and features a private patio with BBQ, outdoor laundry facilities, free Wi-Fi, and parking for two cars; a fire pit is also available for guest use (guests must supply their own wood).
Secret Cottage 10 Min To Dt Dogs Ok Bbq Parking - St. Augustine, FL
9.7 94 reviews
St. Augustine, FL
4 1
SG$258/nighttotal: SG$1290 (5 )

Secret Cottage 10 Min To Dt Dogs Ok Bbq Parking

house - St. Augustine
This charming house is located just 3.3 kilometres from the Freedom Trail in St. Augustine, offering easy access to the city's historic attractions. It has received excellent ratings for its location, cleanliness and overall experience.
The comfortable property is 65 square metres in size and can accommodate up to four guests. Guests can enjoy a fully equipped kitchen, air conditioning, a garden, a terrace, and free Wi-Fi.
Sunshine Lane L Pool L Walk To Beach - St. Augustine, FL
St. Augustine, FL
11 4
SG$1822/nighttotal: SG$10932 (6 )

Sunshine Lane L Pool L Walk To Beach

house - Villano Beach
This detached house is situated on Sunshine Lane, a short walk to Villano Beach with direct street access and less than 2 kilometres from the historic district of St. Augustine.
This family-friendly property accommodates up to 12 guests across four bedrooms, offering a private swimming pool, air conditioning, Wi-Fi, a fully equipped kitchen, and is pet-friendly for one dog under 22.7 kg.

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.

Popular destinations

Best St. Augustine, FL villas and holiday homes with air conditioning

150 Year Old Antique Cottage. - St. Augustine, FL
10 14 reviews
St. Augustine, FL
7 3
SG$500/nighttotal: SG$1500 (3 )

150 Year Old Antique Cottage.

cabin - St. Augustine
This charming cottage is situated in Lincolnville, a historic district in downtown St. Augustine, just a short walk from the city's main attractions, including the Castillo de San Marcos and the St. Augustine Pirate & Treasure Museum. The property has consistently received excellent ratings from previous guests for its cleanliness, location, and overall experience.
The cottage offers three bedrooms and two bathrooms, comfortably accommodating up to eight guests. It features a fully equipped kitchen, air conditioning, a garden, and parking, along with original woodwork, antique furniture, and artwork by local artists.
Salt Therapy - Elevated House W Beach Access - St. Augustine, FL
St. Augustine, FL
11 6
SG$2074/nighttotal: SG$12444 (6 )

Salt Therapy - Elevated House W Beach Access

house - Villano Beach
This one-bedroom villa, sleeping 23 guests, is situated in St. Augustine, Florida, approximately 6 kilometres from the Castillo de San Marcos and 6 kilometres from the Freedom Trail.
The property boasts five bathrooms, a fully equipped kitchen including a microwave and fridge, air conditioning, a swimming pool, parking, and free Wi-Fi; nearby attractions include the Spanish Quarter Museum and Flagler College.
Cordova Palms - 4br Near Castill W Bbq - St. Augustine, FL
St. Augustine, FL
7 4
SG$999/nighttotal: SG$2997 (3 )

Cordova Palms - 4br Near Castill W Bbq

house - St. Augustine
This detached house, Cordova Palms, offers a prime location in St. Augustine, a mere 2-minute walk to Old St Augustine Village and 265 metres from Flagler College, with Castillo de San Marcos National Monument 1.1 kilometres away.
Accommodating up to 15 guests, this 165 square metre residence features four bedrooms, two bathrooms, air conditioning, complimentary WiFi in public areas, a fully equipped kitchen with a fridge, microwave, and dishwasher, and outdoor barbecue facilities, all within 8 kilometres of St Augustine Beach.
119 Kings Ferry Way Historic Cottage - St. Augustine, FL
10 1 review
St. Augustine, FL
2 1
SG$305/nighttotal: SG$915 (3 )

119 Kings Ferry Way Historic Cottage

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.

Best St. Augustine, FL villas and holiday homes with jacuzzi

The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt - St. Augustine, FL
St. Augustine, FL
2 3
SG$472/nighttotal: SG$944 (2 )

The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt

house - St. Augustine
This newly constructed three-bedroom detached house is located in the historic West King district of St. Augustine, a 3-5 minute drive from downtown attractions and a 10-minute drive to Vilano Beach.
This family-friendly property accommodates six guests, offering three bedrooms, two bathrooms, a private garden with a swimming pool and hot tub, off-street parking for up to three vehicles, and a fully equipped kitchen.
The Cottage Nook L Mins To Dntn L Dogs Ok - St. Augustine, FL
St. Augustine, FL
4 3
SG$682/nighttotal: SG$3410 (5 )

The Cottage Nook L Mins To Dntn L Dogs Ok

house - St. Augustine
This St. Augustine cottage is a 10-minute walk from Old Town and 1.1 kilometres from Flagler College, offering easy access to historical sites including Castillo de San Marcos National Monument.
This pet-friendly accommodation spans 106 square metres, featuring three bedrooms, two bathrooms, and sleeping for nine guests, complete with a fully equipped kitchen, air conditioning, garden, and private parking.
Quaint Cottage With Private Pool-walk To Everything - St. Augustine, FL
9.6 9 reviews
St. Augustine, FL
2 2
SG$317/nighttotal: SG$951 (3 )

Quaint Cottage With Private Pool-walk To Everything

house - St. Augustine
This St. Augustine cottage, a short walk from the Spanish Quarter Museum and under 1.5 km from Flagler College, offers easy access to historical sites like the Castillo de San Marcos National Monument and the Freedom Trail.
The 56 square metre property sleeps seven, boasting two bedrooms, one bathroom, a private pool, fully equipped kitchen with dishwasher, and free Wi-Fi – ideal for families or groups exploring St. Augustine.
Boho Haven L Hot Tub L Walk To The Amp L Dogs Ok - St. Augustine, FL
St. Augustine, FL
4 4
SG$914/nighttotal: SG$1828 (2 )

Boho Haven L Hot Tub L Walk To The Amp L Dogs Ok

house - St. Augustine
This Anastasia Island holiday home is a 7-minute walk from Fort Matanzas and approximately 1.6 kilometres from the St. Augustine Lighthouse and Museum.
This spacious property offers 171 square metres of living space, accommodating up to 14 guests across four bedrooms, and features a private hot tub, garden, and a well-equipped kitchen with a dishwasher and oven.
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