Winter Vacation Rentals & Cabin Rentals in St. Augustine, FL

Compare 4,846 available, short term beachfront holiday vacation home properties, starts from $19

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ACCOMMODATION TYPES

Monthly & Short Term Winter Vacation Rentals in St. Augustine, FL: Top Deals

Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
Merida Inn & Suites
4.2 (80 reviews)
Merida Inn & Suites
Hotel
$89 /night
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Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
Charming Historic Downtown Apartment
4.8 (16 reviews)
Charming Historic Downtown Apartment
Apartment
$140 /night
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St George Inn - Saint Augustine
St George Inn - Saint Augustine
St George Inn - Saint Augustine
St George Inn - Saint Augustine
St George Inn - Saint Augustine
St George Inn - Saint Augustine
St George Inn - Saint Augustine
4.6 (583 reviews)
St George Inn - Saint Augustine
Hotel
$215 /night
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Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
Peace and Plenty Inn
4.7 (468 reviews)
Peace and Plenty Inn
Hotel
$108 /night
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Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
Historic Downtown Bungalow *Walk To Everything!*
5.0 (3 reviews)
Historic Downtown Bungalow *Walk To Everything!*
House · 6 Guests · 2 Bedrooms
$174 /night*
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Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
Agustin Inn - Saint Augustine - Adults Only
4.7 (384 reviews)
Agustin Inn - Saint Augustine - Adults Only
Hotel
$159 /night
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Rodeway Inn St Augustine
Rodeway Inn St Augustine
Rodeway Inn St Augustine
Rodeway Inn St Augustine
Rodeway Inn St Augustine
Rodeway Inn St Augustine
Rodeway Inn St Augustine
4.5 (35 reviews)
Rodeway Inn St Augustine
Hotel
$64 /night
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Coastal Highway Casita
Coastal Highway Casita
Coastal Highway Casita
Coastal Highway Casita
Coastal Highway Casita
Coastal Highway Casita
Coastal Highway Casita
4.8 (3 reviews)
Coastal Highway Casita
Hotel
$200 /night
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Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
Holiday Inn - St Augustine - World Golf
4.2 (369 reviews)
Holiday Inn - St Augustine - World Golf
Hotel
$73 /night
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Similar Inspirational Vacation Rental Destinations

Which Price Range Is Most Typical in St. Augustine, FL Area?
Vacation Condo & House Rental Price Information in St. Augustine, FL
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The graph shows the percentages of vacation homes in each price bucket. St. Augustine has the largest percentage (31.57%) of homes in $100 - $150 price range.
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What activities, communities or places of interest are available for snowbirds in St. Augustine, FL?
Top Attractions for Snowbirds in St. Augustine, FL
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St. Augustine, FL is an ideal location for snowbirds due to its warm temperatures and proximity to healthcare facilities. There are a variety of attractions that make it a great place for snowbirds to spend their winter months, from scenic beaches to historic sites. Here are some of the top attractions for snowbirds in St. Augustine, FL.

  • Anastasia State Park

    Anastasia State Park is located on the eastern coast of Florida and offers 1,600 acres of pristine beachfront. The park also features nature trails, fishing areas, and picnic spots perfect for relaxing with friends and family. It's also close to downtown St. Augustine, making it easy for snowbirds to explore the city's historic sites.

  • Fort Matanzas National Monument

    Located just south of St. Augustine, Fort Matanzas National Monument is a popular spot for snowbirds looking to learn more about the region's history. The fort was built by the Spanish in 1742 and provides visitors with an opportunity to explore the area's rich cultural heritage. The monument also features stunning views of the Matanzas River.

  • St. Augustine Lighthouse & Maritime Museum

    The St. Augustine Lighthouse & Maritime Museum is a must-see for snowbirds who want to explore the city's nautical history. The museum offers tours of the lighthouse, which dates back to 1874, as well as interactive exhibits highlighting the city's maritime past. The museum also has a gift shop where visitors can purchase souvenirs.

How Many Rental Accommodations Are Pets Friendly in St. Augustine, FL?
Percentage of Pet Friendly Rental Properties in St. Augustine, FL
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25.26% of vacation homes in St. Augustine are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
What Are The Must-Visit Places in St. Augustine, FL?
Destinations To Visit During the Winter in St. Augustine, FL
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How Many Airports in St. Augustine, FL?
Suggested Airports in St. Augustine, FL
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Here are the airports that located near St. Augustine:

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