Vacation Rentals in St. Augustine, FL

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St. Augustine, FL holiday rentals
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2764 Holiday rentals and Airbnb in St. Augustine, FL

Best family friendly St. Augustine, FL holiday rentals

Among the 2764 accommodations in St. Augustine, FL, here are the 4 best family friendly rentals

Historic St. Augustine 2/2 Duplex & Pool - St. Augustine, FL
10 225 reviews
St. Augustine, FL
12/08 – 16/08
A$356/nighttotal: A$1424 (4 )

Historic St. Augustine 2/2 Duplex & Pool

1 2
apartment , St. Augustine
This two-unit apartment is situated in Historic St Augustine, within walking distance of the city's downtown attractions and a short drive (approximately 5km) from St Augustine Beach.
This self-catering property offers two bedrooms, two bathrooms, and sleeps up to seven guests, boasting a swimming pool, secure key lockbox, and fully equipped kitchen.
Location Anastasia Island Home, Bring Your Bikes! - St. Augustine, FL
10 133 reviews
St. Augustine, FL
07/11 – 05/12
A$241/nighttotal: A$6748 (28 )

Location Anastasia Island Home, Bring Your Bikes!

2 2
apartment , St. Augustine
This charming cottage is located in the Davis Shores neighbourhood of Anastasia Island, a short 1.6km walk over the Bridge of Lions to historic downtown St. Augustine and its attractions. The cottage has received excellent ratings for its location, cleanliness and overall user experience.
The property provides 111 square metres of space, comfortably accommodating up to 6 guests across two bedrooms and two bathrooms. Guests can enjoy a range of amenities including a fully equipped kitchen, air conditioning, a terrace, a garden, a spa, parking, and internet access.
1880 Victorian In Heart Of Downtown - St. Augustine, FL
9.8 925 reviews
St. Augustine, FL
15/11 – 19/11
A$335/nighttotal: A$1340 (4 )

1880 Victorian In Heart Of Downtown

1 2
apartment , St. Augustine
This charming flat is located in the Historic District of St. Augustine, just a short walk from the Spanish Street and the Bayfront, offering easy access to the city's main attractions. It has received excellent ratings for its location, cleanliness, and overall experience.
The flat is a comfortable 44 square metres with one bedroom and one bathroom, accommodating up to three guests. It offers a range of amenities, including a fully equipped kitchen, a private balcony, and a washer and dryer, making it perfect for a relaxing and enjoyable stay.
Lincoln's Villa True Luxury & High-end Decor - St. Augustine, FL
10 45 reviews
St. Augustine, FL
02/07 – 05/07
A$830/nighttotal: A$2490 (3 )

Lincoln's Villa True Luxury & High-end Decor

1 6
apartment , St. Augustine
This luxury two-bedroom house, situated in St Augustine's tranquil Lincolnville neighbourhood, is minutes from the Historic District.
The property offers a modern open-plan layout across two levels, sleeping up to six guests and boasting a gourmet kitchen, two bathrooms, and outdoor patio areas with San Sebastian River marsh views; parking is available.

Best St. Augustine, FL holiday rentals with a pool

Among the 2764 accommodations in St. Augustine, FL, here are the 4 best rentals with a pool

The Peaceful Puffin - Pool L Hot Tub L 5 Min To Dt - St. Augustine, FL
9.8 25 reviews
St. Augustine, FL
01/07 – 03/07
A$678/nighttotal: A$1356 (2 )

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

3 2
apartment , St. Augustine
This Ravenswood holiday home in St Augustine, Florida, is conveniently located within 1.6 kilometres of the San Sebastian River, Hidden Harbour Marina, San Sebastian Winery, Whetstone Chocolate Factory, and Oyster Creek Marina.
This three-bedroom, two-bathroom property offers 105 square metres of living space, sleeps six guests, and includes a fully equipped kitchen, a terrace, garden, parking, and Wi-Fi.
Secret Pool Cabana- Mins To Downtown And Beach - St. Augustine, FL
9.4 32 reviews
St. Augustine, FL
01/01 – 31/03
A$607/nighttotal: A$54023 (89 )

Secret Pool Cabana- Mins To Downtown And Beach

3 2
apartment , St. Augustine
This Ravenswood holiday home is situated within 1.6 to 3.2 kilometres of the San Sebastian River, Hidden Harbour Marina, and San Sebastian Winery in St. Augustine, Florida.
This three-bedroom, three-bathroom property boasts a 183 square metre floor area, a private pool, fitness centre, and accommodates up to ten guests, offering convenient access to the Whetstone Chocolate Factory and Oyster Creek Marina.
New! Vilano Beach I Ocean - Private Pool - Fire Pit - St. Augustine, FL
St. Augustine, FL
17/07 – 19/07
A$1237/nighttotal: A$2474 (2 )

New! Vilano Beach I Ocean - Private Pool - Fire Pit

3 8
apartment , Villano Beach
This holiday let in Vilano Beach, St. Augustine, is situated 2.5 blocks from the beach and 200 steps from a public boat ramp, with Historic Downtown St. Augustine a 10-minute drive away.
This property offers single-level accommodation for up to 9 guests across 3 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, a tropical backyard with a heated pool and fire pit, and a covered patio with a gas BBQ and outdoor TV.
74 M² Condo ∙ 2 Bedrooms ∙ 4 Guests - St. Augustine, FL
9.1 1 review
St. Augustine, FL
01/07 – 31/10
A$262/nighttotal: A$31964 (122 )

74 M² Condo ∙ 2 Bedrooms ∙ 4 Guests

2 2
apartment , St. Augustine Beach
Sea Urchin 39, situated in Surf Crest Village, St. Augustine Beach, offers beachfront access via a boardwalk and is eight minutes from St. Augustine's historic attractions.
This 74-square-metre (800 sq ft) self-catering apartment sleeps four, boasting two bedrooms, a fully equipped kitchen, private terrace, and access to a communal pool, spa, and on-site restaurant.

Frequently asked questions about holiday rentals in St. Augustine, FL

  • What should a first-time visitor not miss in Saint Augustine, FL?

    You definitely shouldn't miss the Castillo de San Marcos, it's a 17th-century fort and a National Monument. Also, make sure to stroll through the historic district, with its cobblestone streets and charming shops.
  • What are the best Airbnb and holiday rentals in St. Augustine, FL?

  • Which neighborhood in Saint Augustine, FL should you consider for a vacation rental?

    The Historic District is a popular choice, as it's close to the main attractions and offers plenty of character. If you prefer a quieter stay, consider the quieter neighbourhoods of Anastasia Island or Vilano Beach.
  • What are the most popular Airbnbs in St. Augustine, FL?

  • What are the top family-friendly attractions in Saint Augustine, FL?

    The St. Augustine Pirate & Treasure Museum is a hit with kids, and the St. Augustine Alligator Farm Zoological Park is a great place to see alligators and other reptiles. The Fountain of Youth Archaeological Park is another good option, offering a glimpse into the past.
  • What are the best holiday rentals with a pool in St. Augustine, FL?

  • When is the best time to book a vacation rental in Saint Augustine, FL?

    The best time to book is during the shoulder seasons, from April to May or September to October, as the weather is still pleasant but the crowds are smaller. If you're looking for the best deals, you might want to consider booking in the off-season, from November to March.
  • What are the best rentals for families and kids in St. Augustine, FL?

  • What events or festivals should visitors check out in and around Saint Augustine, FL?

    St. Augustine has a vibrant events calendar. The annual St. Augustine Film Festival in March is a highlight, and the St. Augustine Greek Festival in April offers a taste of Greek culture. The Nights of Lights festival in December transforms the city into a winter wonderland.
  • What are the best rentals or Airbnbs with a jacuzzi in St. Augustine, FL?

    The best holiday rentals or Airbnb with a jacuzzi in St. Augustine, FL are Anastasia Grand #3-between Downtown And The Beach, Anastasia Grand #4 -Between Town And The Beach and Villa Tizoc.

  • What are the best budget-friendly activities in Saint Augustine, FL?

    A walk along the St. Augustine Beach is free and offers stunning views. You can also take a stroll through the historic district and enjoy the architecture. The St. Augustine Lighthouse and Museum offers discounted admission on certain days.
  • What are the best restaurants with local dishes in Saint Augustine, FL?

    For authentic Floridian cuisine, try The Columbia Restaurant, known for its Spanish dishes. If you're looking for seafood, try The Floridian, which offers fresh catches from the local waters. For a casual dining experience, try The Ice Plant, which serves up delicious Southern comfort food.
  • What are the best walking or cycling routes in Saint Augustine, FL?

    The St. Augustine Historic District is perfect for a leisurely stroll, with its cobblestone streets and historic buildings. The Anastasia State Park offers scenic walking and cycling trails with views of the Matanzas River.
  • Are there pet-friendly attractions in Saint Augustine, FL?

    Yes, many attractions are pet-friendly. The St. Augustine Beach is a popular spot for dog walks, and the Anastasia State Park also allows dogs on leash. Some restaurants have outdoor seating where pets are welcome.
  • What are the benefits of choosing a vacation rental in Saint Augustine, FL?

    Vacation rentals offer more space and privacy than hotels, and often come with amenities like kitchens and laundry facilities. They can be a great option for families or groups travelling together.
  • What are the top sports attractions and facilities in Saint Augustine, FL?

    St. Augustine is home to the St. Augustine Amphitheatre, which hosts a variety of concerts and events throughout the year. The city also has several golf courses, including the World Golf Village, which is a popular destination for golf enthusiasts.

Destinations nearby

Best St. Augustine, FL holiday rentals with a balcony

St Augustine Home Near Vilano Beach Pets Welcome! - St. Augustine, FL
8.3 3 reviews
St. Augustine, FL
17/07 – 19/07
A$532/nighttotal: A$1064 (2 )

St Augustine Home Near Vilano Beach Pets Welcome!

3 8
house , Villano Beach
This St Augustine holiday home is situated near Vilano Beach, Florida, approximately 6.4 kilometres from the Freedom Trail and 8-9.6 kilometres from attractions such as the Castillo de San Marcos and Flagler College.
This pet-friendly 214 square metre, three-bedroom property sleeps fifteen guests and boasts a fully equipped kitchen, jacuzzi, spa, and private parking, in addition to a terrace, garden, and in-house laundry facilities.
Courtyard Flat L City Center L Hot Tub - St. Augustine, FL
9.6 29 reviews
St. Augustine, FL
30/06 – 02/07
A$264/nighttotal: A$528 (2 )

Courtyard Flat L City Center L Hot Tub

2 2
apartment , St. Augustine
This St. Augustine holiday apartment is centrally located in the Historic District, within easy walking distance of numerous attractions.
The 37-square-metre (approx. 398 sq ft) self-catering suite, sleeping four guests in two bedrooms and one bathroom, boasts a private courtyard, full kitchen with granite countertops, flat-screen TVs, and parking; book before October 2024 to take advantage of the End-of-Summer special, including a free night.
Charming Cottage W Pool, Walkable To Downtown - St. Augustine, FL
9.4 97 reviews
St. Augustine, FL
23/06 – 25/06
A$724/nighttotal: A$1448 (2 )

Charming Cottage W Pool, Walkable To Downtown

3 6
house , St. Augustine
This charming cottage is located in St. Augustine, a 1.4 km walk from Flagler College and a 2.4 km walk from the Ximenez Fatio House, placing you within easy reach of the historic district's main attractions. Guests have consistently rated this property excellent for its location, cleanliness and overall experience.
The 131 square metre property has three bedrooms and can accommodate up to six guests. Guests can enjoy a private pool, a fully equipped kitchen, a terrace, a garden, and free Wi-Fi.
Octopus Cove | Team Joseph Ellen - St. Augustine, FL
8.8 3 reviews
St. Augustine, FL
24/07 – 29/07
A$492/nighttotal: A$2460 (5 )

Octopus Cove | Team Joseph Ellen

2 8
apartment , St. Augustine
This two-bedroom, three-bathroom apartment in St Augustine's Greater Fullerwood neighbourhood offers unbeatable marsh views and is within walking distance of local shops and restaurants, a short drive from the Castillo de San Marcos National Monument, Anastasia State Park, and Vilano Beach.
Sleeping up to eight guests, the property boasts a private backyard with a hot tub, fire pit, and putting green, plus a fully equipped kitchen, Jacuzzi, and parking; enjoy stylish industrial-modern design and a unique giant octopus mural.

Best St. Augustine, FL holiday rentals with parking

Spring Street Retreat - St. Augustine, FL
8.9 46 reviews
St. Augustine, FL
05/12 – 06/12
A$328/nightfor 1 night

Spring Street Retreat

2 2
house , St. Augustine
Spring Street Retreat offers a self-catering property in St. Augustine, less than 3.2 kilometres from the Castillo de San Marcos National Monument, Flagler College, and the Spanish Quarter Museum.
This one-bedroom, one-bathroom house provides 84 square metres of space for up to five guests, featuring free Wi-Fi, private parking, a fully equipped kitchen, and a washing machine.
1 Fletcher Ln - St. Augustine, FL
9.8 269 reviews
St. Augustine, FL
15/11 – 20/11
A$411/nighttotal: A$2055 (5 )

1 Fletcher Ln

2 3
house , St. Augustine
This charming house is located in the heart of St. Augustine, just a short walk from the historic Spanish Quarter and Flagler College, offering easy access to the city's most popular attractions. The property has received excellent ratings for location, cleanliness, and overall user experience.
The home is spacious and comfortable, with 120 square metres of living space and enough room for four guests. The house has a well-equipped kitchen with a fridge, microwave, dishwasher, and other modern amenities, as well as a garden, terrace, and parking.
Downtown Charm | 7-min Walk To Historic District - St. Augustine, FL
9.7 264 reviews
St. Augustine, FL
06/07 – 10/07
A$402/nighttotal: A$1608 (4 )

Downtown Charm | 7-min Walk To Historic District

3 5
apartment , St. Augustine
This St. Augustine holiday home is ideally located in the Downtown Historic District, within a 10-minute walk of the Lincolnville Museum & Cultural Centre and St. George Street, and under 2km from Flagler College and the Castillo de San Marcos National Monument.
This 167 square metre property boasts three bedrooms sleeping up to eight guests, a fully equipped kitchen, free Wi-Fi, and a terrace; enjoy easy access to the city's historical attractions.
Historic Luxury Two Bedroom Apartment - St. Augustine, FL
9.4 99 reviews
St. Augustine, FL
18/07 – 25/07
A$325/nighttotal: A$2275 (7 )

Historic Luxury Two Bedroom Apartment

2 4
apartment , St. Augustine
This apartment is conveniently located in St. Augustine, just an 8-minute walk from the Historic Old Town and a 10-minute drive from the beach, offering easy access to the area's attractions. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
The spacious apartment, with its 84 square metres of floor area, can comfortably accommodate up to four guests in its two bedrooms. Enjoy modern amenities such as air conditioning, Wi-Fi, a fully equipped kitchen, a swimming pool, a garden, and a private terrace, perfect for relaxing after a day exploring St. Augustine.
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