Villas and Holiday homes in St. Augustine, FL

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St. Augustine, FL villas
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1137 Villa rentals in St. Augustine, FL

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

Unit 2105 - Ocean & Racquet Resort - St. Augustine, FL
8.0 10 reviews
St. Augustine, FL
26/06 – 01/07
SG$460/nighttotal: SG$2300 (5 )

Unit 2105 - Ocean & Racquet Resort

2 5
house , St. Augustine Beach
Ocean & Racquet Resort, Unit 2105, offers a St. Augustine Beach holiday home conveniently located approximately 5-9 km from attractions including the Castillo de San Marcos and St. Augustine Lighthouse & Museum.
This 88 square metre self-catering property boasts a swimming pool, jacuzzi, and fitness centre, alongside a fully equipped kitchen and free Wi-Fi; pets are welcome.
St Augustine Beach & Tennis Resort 604 - St. Augustine, FL
8.7 12 reviews
St. Augustine, FL
26/06 – 01/07
SG$471/nighttotal: SG$2355 (5 )

St Augustine Beach & Tennis Resort 604

2 5
house , St. Augustine Beach
This holiday home is located just 6.5km from major attractions like Fort Matanzas, St. Augustine Lighthouse and Museum, and Castillo de San Marcos National Monument, offering a peaceful setting just a 10-minute walk from the beach. The property has received very good ratings for cleanliness and user experience, as well as an excellent location rating.
This two-bedroom property offers a comfortable and convenient stay with a fully equipped kitchen, a private terrace, and free parking. Guests can enjoy a range of amenities including a swimming pool, fitness centre, tennis court, and a garden, all within a short distance of the beautiful St. Augustine Beach.
Vilano Paradise- Resort-style Pool Walk To Beach - St. Augustine, FL
10 1 review
St. Augustine, FL
29/12 – 01/01
SG$2378/nighttotal: SG$7134 (3 )

Vilano Paradise- Resort-style Pool Walk To Beach

4 2
house , Villano Beach
This Villano Beach holiday home offers direct beach access and lies within 9-10km of St Augustine's Castillo de San Marcos and Flagler College.
The 242 square metre property boasts four bedrooms, three bathrooms, sleeps ten guests, and includes a private resort-style pool, fully equipped kitchen, free Wi-Fi and parking.
Townhomes With Pool And Game Room By Isla Dorada - St. Augustine, FL
St. Augustine, FL
25/07 – 30/07
SG$659/nighttotal: SG$3295 (5 )

Townhomes With Pool And Game Room By Isla Dorada

3 1
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.

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

149 M² House ∙ 3 Bedrooms ∙ 6 Guests - St. Augustine, FL
10 1 review
St. Augustine, FL
02/07 – 05/07
SG$825/nighttotal: SG$2475 (3 )

149 M² House ∙ 3 Bedrooms ∙ 6 Guests

3 6
house , St. Augustine
This renovated 1920 Craftsman bungalow is situated in St. Augustine's historic downtown district, 800 metres from St. George Street and a few kilometres from Vilano Beach and St. Augustine Beach.
This 148 square metre holiday home accommodates six guests across three en-suite bedrooms, featuring a well-equipped kitchen, air conditioning, a screened porch, a private deck with a grill, and optional guesthouse accommodation, with beach gear provided.
Lincolville's First Schoolhouse! - St. Augustine, FL
9.8 30 reviews
St. Augustine, FL
10/07 – 12/07
SG$439/nighttotal: SG$878 (2 )

Lincolville's First Schoolhouse!

1 2
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.
Pier Point South Ocean View Townhouse Condo B-23 - St. Augustine, FL
St. Augustine, FL
18/06 – 22/06
SG$650/nighttotal: SG$2600 (4 )

Pier Point South Ocean View Townhouse Condo B-23

1 2
house , St. Augustine Beach
This townhouse, Pier Point South Ocean View Condo B-23, is located in Saint Augustine Beach, a 5-minute walk from the beach and 3.4 kilometres from Fort Matanzas.
This property offers accommodation for 8 guests with 2 air-conditioned bedrooms, 3 bathrooms, and a fully equipped kitchen, plus complimentary WiFi throughout and a private patio.
Historic 8 Dupont Lane A - St. Augustine, FL
9.7 138 reviews
St. Augustine, FL
18/06 – 22/06
SG$240/nighttotal: SG$960 (4 )

Historic 8 Dupont Lane A

1 2
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.

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

Spacious Beach Home - Just A Block From The Ocean & The River - St. Augustine, FL
St. Augustine, FL
01/08 – 08/08
SG$502/nighttotal: SG$3514 (7 )

Spacious Beach Home - Just A Block From The Ocean & The River

4 9
house , Villano Beach
This detached house is situated in Villano Beach, just 100 metres from both the ocean and the river, and a 3-minute walk from Vilano Beach access, placing it 7.4 kilometres from Castillo de San Marcos and 7.7 kilometres from Castillo de San Marcos National Monument.
This family-friendly property offers 199 square metres of living space with four bedrooms, accommodating up to 18 guests, and features a fully equipped kitchen, air conditioning, a garden, a patio, and an open-air bath, with complimentary WiFi and private check-in/check-out.
1920's Cottage By The Coast  5 Minutes From Downtown - St. Augustine, FL
9.9 265 reviews
St. Augustine, FL
11/09 – 15/09
SG$312/nighttotal: SG$1248 (4 )

1920's Cottage By The Coast 5 Minutes From Downtown

2 2
cottage , St. Augustine
This charming cottage is located in Lighthouse Park, just a short walk from the St. Augustine Amphitheatre, Lighthouse, and Anastasia State Park, offering a peaceful retreat in a prime location. It has received excellent ratings for location, cleanliness, and overall guest experience.
The cottage offers two bedrooms and one bathroom, spanning 65 square metres, and comfortably accommodates up to four guests. Amenities include a fully equipped kitchen, a spacious wraparound deck, a heated outdoor shower, and a welcome book filled with local recommendations.
Cottage Close To Beach & Historic Downtown - St. Augustine, FL
9.8 186 reviews
St. Augustine, FL
06/07 – 10/07
SG$237/nighttotal: SG$948 (4 )

Cottage Close To Beach & Historic Downtown

1 5
cottage , St. Augustine
This St. Augustine holiday home is located in a peaceful neighbourhood, approximately 6.4km from St. Augustine Beach and the historic downtown area, home to attractions such as the Castillo de San Marcos.
The single-storey, three-bedroom property sleeps eight guests and boasts a fully equipped kitchen, air conditioning, a garden, private parking, laundry facilities, and a keyless entry system; nearby activities include trolley tours and access to Christmas light displays during the festive season.
Cheerful Studio By Lionsbridge,short🚶‍♀️to Downtown. - St. Augustine, FL
9.8 276 reviews
St. Augustine, FL
30/12 – 01/01
SG$197/nighttotal: SG$394 (2 )

Cheerful Studio By Lionsbridge,short🚶‍♀️to Downtown.

1 2
cabin , St. Augustine
This studio apartment is located in the heart of St. Augustine's historic district, just a short walk across the Bridge of Lions from the bustling downtown area. It boasts excellent user, location and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This self-contained studio can accommodate up to four guests and offers a private garden and free parking. Guests can enjoy a fully equipped kitchen, air conditioning, and free Wi-Fi, as well as a private alley entrance.

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

Remodeled Historic 1800s Carriage House, The Castle Garden, Colonial Modern Mansion - St. Augustine, FL
9.9 120 reviews
St. Augustine, FL
30/06 – 02/07
SG$1197/nighttotal: SG$2394 (2 )

Remodeled Historic 1800s Carriage House, The Castle Garden, Colonial Modern Mansion

7 2
house , St. Augustine
This seven-bedroom, 261-square-metre (2800 sq ft) renovated 1800s carriage house in St Augustine's historic district is a short walk from Flagler College and less than 1.6km from the Freedom Trail and the Old St Augustine Village.
The property boasts a fully equipped kitchen, Jacuzzi, garden, parking, and free Wi-Fi, ideal for large families or groups exploring St Augustine's attractions, including the Castillo de San Marcos National Monument.
3br Private Pool Oasis Mins To Historic St Aug - St. Augustine, FL
St. Augustine, FL
01/07 – 03/07
SG$644/nighttotal: SG$1288 (2 )

3br Private Pool Oasis Mins To Historic St Aug

3 2
house , St. Augustine
This St. Augustine residence is situated just over 1.6 kilometres from Flagler College and historic attractions including the Ximenez Fatio House and Old St. Augustine Village.
This detached house offers 127 square metres of living space for up to 10 guests, featuring 3 bedrooms, 2 bathrooms, a private pool, hot tub, and a fully equipped kitchen.
Historic Updated Cottage / Walk Everywhere / Explo - St. Augustine, FL
9.9 331 reviews
St. Augustine, FL
30/11 – 03/12
SG$304/nighttotal: SG$912 (3 )

Historic Updated Cottage / Walk Everywhere / Explo

1 1
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.
166 M² House ∙ 4 Bedrooms ∙ 8 Guests - St. Augustine, FL
9.6 9 reviews
St. Augustine, FL
26/06 – 30/06
SG$760/nighttotal: SG$3040 (4 )

166 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 3
house , Villano Beach
This Villano Beach bungalow, a five-minute walk from the Atlantic Ocean and two blocks from the Tolomato River, offers prime beachfront access.
The 166 square metre (1786 square feet) property boasts four bedrooms, three bathrooms, sleeps eight, includes a private pool, jacuzzi, and a unique 'green' room with putting green, table tennis, and arcade games.
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