Destination Rentals
18 properties available
Location is everything, and here you’ll find all that St. Augustine has to offer within short walking distance of your front door. Stroll through the quaint downtown area, where Spanish colonial buildings house charming boutiques, cozy cafes, and exquisite restaurants. Feel the gentle sea breeze as you explore the historic Castillo de San Marcos, o
Castillo de la Paz Chapel
House
|
St. Augustine
$75.00 - $534.00 / per night
1
baths
5
guests
4.4
(11)
Experience incredible savings on your extended stays with our specially crafted accommodation packages. Whether you're planning a week-long getaway, a flexible multi-week stay, or a month of indulgence, we've got you covered. Enjoy unbeatable discounts on our Weekly (7 days), Multi-Weekly (7, 14, or 21 days), and Monthly (28 nights) options from af
Casa Doble Two Units One Location
House
|
St. Augustine
$300.00 - $871.00 / per night
4
bedrooms
2
baths
8
guests
4.8
(7)
Comprised of two distinct units that can each be booked individually, the Annex and the Chapel, you now have the flexibility and convenience of booking both together, making this the perfect option for a family vacation or friend’s getaway where you and your guests will each find their own unique and private space to spread out in.Location is every
Castillo de la Paz Church 2 Units Private Entrances
House
|
St. Augustine
$75.00 - $593.00 / per night
1
bedrooms
2
baths
8
guests
5
(4)
Located in a quiet neighborhood just north of the city, this lovely 3-bedroom home is conveniently located for you to take advantage of everything this amazing area has to offer. At most, you’ll be just a 15-minute drive from the sparkling white beaches Florida is well-known for to the west, highway I-95 transporting you in and out of the city to t
The Oak Hideaway Pet Friendly 3Bd
House
|
St. Augustine
$125.00 - $463.00 / per night
3
bedrooms
2
baths
6
guests
5
(12)
Seas the Day is a gorgeous 3-bedroom oceanfront condo with direct access to the Atlantic shoreline. Located in the desirable Hibiscus Oceanfront Resort community, guests will enjoy beautifully maintained grounds creating a tropical paradise complete with 3 pools, one of which is heated, 2 jacuzzi spas, a fitness center, gas grills, tennis courts, a
Seas the Day Ocean Views
Condo
|
St. Augustine
$164.00 - $703.00 / per night
3
bedrooms
2
baths
10
guests
4.8
(11)
Location is everything, and here you’ll find all that St. Augustine has to offer within short walking distance of your front door. Stroll through the quaint downtown area, where Spanish colonial buildings house charming boutiques, cozy cafes, and exquisite restaurants. Feel the gentle sea breeze as you explore the historic Castillo de San Marcos, o
Castillo de la Paz Annex
House
|
St. Augustine
$75.00 - $325.00 / per night
1
bedrooms
1
baths
3
guests
4.5
(4)
Whether you're planning a week-long getaway, a flexible multi-week stay, or a month of indulgence, we've got you covered. Enjoy unbeatable discounts on our Weekly (7 days), Multi-Weekly (7, 14, or 21 days), and Monthly (28 nights) options from after Labor day to End of February. Immerse yourself in comfort, convenience, and relaxation while making
Chic St Augustine Home Steps to Dining Shopping
House
|
St. Augustine
$150.00 - $810.00 / per night
2
bedrooms
1
baths
6
guests
4.5
(6)
Apart from its deep roots, it’s also a vibrant destination for beach lovers as well as those seeking entertainment and nightlife. In a quiet neighborhood just to the west of the city you’ll find The Robin’s Nest, a new construction home with all the amenities you need to take your vacation to new heights. At most, you’ll be just a 15 to 20-minute d
The Robin s Nest 3 BDR 15 Min to Downtown
House
|
St. Augustine
$133.00 - $623.00 / per night
3
bedrooms
2
baths
6
guests
4.3
(3)
Step through the front door and into a space designed with both comfort and style in mind. The living room welcomes you with a plush couch, two cozy chairs, and a smart TV—perfect for unwinding after a day of sightseeing or beachcombing. Large windows fill the space with warm Florida sunshine, creating a bright, cheerful vibe throughout the home. N
Ocean Blue Haven Stay for 6
House
|
St. Augustine
$100.00 - $619.00 / per night
3
bedrooms
2
baths
6
guests
The first building located within the desirable Hibiscus Oceanfront Resort community, guests of this spacious 2-bedroom home will enjoy beautifully maintained grounds creating a tropical paradise complete with 3 pools, one of which is heated, 2 jacuzzi spas, a fitness center, gas grills, tennis and pickleball courts, comfortable patio furniture, an
Treetop Beach Condo Sleeps 7
Condo
|
St. Augustine
$120.00 - $385.00 / per night
2
bedrooms
2
baths
7
guests
4.8
(13)
Inside, the open-concept layout creates a bright and breezy atmosphere that mirrors the coastal setting just outside your door. The kitchen is fully equipped with everything you need, including a Keurig for your morning brew and counter seating for two for casual meals or cocktails. Enjoy dinner at the dining table for four, then unwind in the cozy
Hibiscus By the Sea Stay for 5
Condo
|
St. Augustine
$140.00 - $431.00 / per night
2
bedrooms
2
baths
5
guests
As the name suggests, you’ll be located in the heart of downtown in the historic Lincolnville neighborhood, within walking distance to a wide variety of landmarks, shopping, dining, attractions, and festivals, all offering unique experiences to get to know this eclectic city and the locals within it. If you happen to be visiting during the months o
Charming Home in Heart of Downtown Pet Friendly
House
|
St. Augustine
$169.00 - $733.00 / per night
3
bedrooms
3
baths
6
guests
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