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St. Augustine Romantic Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
3662 rentals in St. Augustine.
Downtown Hideaway, studio accommodations, in the heart of the Historic District, vacation rental in St. Augustine
Downtown Hideaway, studio accommodations, in the heart of the Historic District, vacation rental in St. Augustine
Downtown Hideaway, studio accommodations, in the heart of the Historic District, vacation rental in St. Augustine

Downtown Hideaway, studio accommodations, in the heart of the Historic District

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The Red Cottage ~ 5min stroll to Fort, St. George St., Shops, Restaurants, etc., vacation rental in St. Augustine
The Red Cottage ~ 5min stroll to Fort, St. George St., Shops, Restaurants, etc., vacation rental in St. Augustine
The Red Cottage ~ 5min stroll to Fort, St. George St., Shops, Restaurants, etc., vacation rental in St. Augustine

The Red Cottage ~ 5min stroll to Fort, St. George St., Shops, Restaurants, etc.

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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C1 -Historic downtown with balcony and FREE parking! Near restaurants and shops!, vacation rental in St. Augustine
C1 -Historic downtown with balcony and FREE parking! Near restaurants and shops!, vacation rental in St. Augustine
C1 -Historic downtown with balcony and FREE parking! Near restaurants and shops!, vacation rental in St. Augustine

C1 -Historic downtown with balcony and FREE parking! Near restaurants and shops!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Beach Duplex B, vacation rental in St. Augustine
Beach Duplex B, vacation rental in St. Augustine
Beach Duplex B, vacation rental in St. Augustine

Beach Duplex B

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville., vacation rental in St. Augustine
Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville., vacation rental in St. Augustine
Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville., vacation rental in St. Augustine

Walk to EVERYTHING Downtown within minutes. Shotgun House in Lincolnville.

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~, vacation rental in St. Augustine
~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~, vacation rental in St. Augustine
~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~, vacation rental in St. Augustine

~Sea Salt Sanctuary~Plush Beach Refuge~Bikes Kayaks SUPs Fire Pit~

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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1 Bedroom Ocean Side Condo w/ Heated Pool and  Private Walkway to the beach b24, vacation rental in St. Augustine
1 Bedroom Ocean Side Condo w/ Heated Pool and  Private Walkway to the beach b24, vacation rental in St. Augustine
1 Bedroom Ocean Side Condo w/ Heated Pool and  Private Walkway to the beach b24, vacation rental in St. Augustine

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT., vacation rental in St. Augustine
HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT., vacation rental in St. Augustine
HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT., vacation rental in St. Augustine

HARBOR ISLAND - A GEM IN THE HISTORIC DISTRICT.

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Beachside Duplex A, vacation rental in St. Augustine
Beachside Duplex A, vacation rental in St. Augustine
Beachside Duplex A, vacation rental in St. Augustine

Beachside Duplex A

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Ridley Suite, at a beachfront property, vacation rental in St. Augustine
Ridley Suite, at a beachfront property, vacation rental in St. Augustine
Ridley Suite, at a beachfront property, vacation rental in St. Augustine

Ridley Suite, at a beachfront property

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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196 Riberia - Downtown Waterfront Luxury Home, vacation rental in St. Augustine
196 Riberia - Downtown Waterfront Luxury Home, vacation rental in St. Augustine
196 Riberia - Downtown Waterfront Luxury Home, vacation rental in St. Augustine

196 Riberia - Downtown Waterfront Luxury Home

Rental Home
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Citrus Hideaway - Steps to City Center, vacation rental in St. Augustine
Citrus Hideaway - Steps to City Center, vacation rental in St. Augustine
Citrus Hideaway - Steps to City Center, vacation rental in St. Augustine

Citrus Hideaway - Steps to City Center

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!, vacation rental in St. Augustine
Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!, vacation rental in St. Augustine
Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!, vacation rental in St. Augustine

Vilano Beach-Healing Sol-4 Kayaks-Fire Pit-Tandem Bicycle-Steps to Intracoastal!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Historic Downtown Bungalow *walk to everything!*, vacation rental in St. Augustine
Historic Downtown Bungalow *walk to everything!*, vacation rental in St. Augustine
Historic Downtown Bungalow *walk to everything!*, vacation rental in St. Augustine

Historic Downtown Bungalow *walk to everything!*

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cute Camper in park like setting , vacation rental in St. Augustine
Cute Camper in park like setting , vacation rental in St. Augustine
Cute Camper in park like setting , vacation rental in St. Augustine

Cute Camper in park like setting

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lower portion of adorable home near town w/ grill & bar area - dogs OK!, vacation rental in St. Augustine
Lower portion of adorable home near town w/ grill & bar area - dogs OK!, vacation rental in St. Augustine
Lower portion of adorable home near town w/ grill & bar area - dogs OK!, vacation rental in St. Augustine

Lower portion of adorable home near town w/ grill & bar area - dogs OK!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quaint 150 year old Lincolnville cottage, restored to its old world charm , vacation rental in St. Augustine
Quaint 150 year old Lincolnville cottage, restored to its old world charm , vacation rental in St. Augustine
Quaint 150 year old Lincolnville cottage, restored to its old world charm , vacation rental in St. Augustine

Quaint 150 year old Lincolnville cottage, restored to its old world charm

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Island Escape - Relax on Island Time, vacation rental in St. Augustine
Island Escape - Relax on Island Time, vacation rental in St. Augustine
Island Escape - Relax on Island Time, vacation rental in St. Augustine

Island Escape - Relax on Island Time

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sandy Feet - Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine
Sandy Feet - Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine
Sandy Feet - Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine

Sandy Feet - Heated Pool! Near: Amp, Historic District, and Beach!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Adorable Guest House!, vacation rental in St. Augustine
Adorable Guest House!, vacation rental in St. Augustine
Adorable Guest House!, vacation rental in St. Augustine

Adorable Guest House!

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Amazing Ocean Views! Heated Pool or Heated Spa! Very Spacious!, vacation rental in St. Augustine
Amazing Ocean Views! Heated Pool or Heated Spa! Very Spacious!, vacation rental in St. Augustine
Amazing Ocean Views! Heated Pool or Heated Spa! Very Spacious!, vacation rental in St. Augustine

Amazing Ocean Views! Heated Pool or Heated Spa! Very Spacious!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Boathouse Cottage, Historic District Pvt Pier 1 blk to Trolley & Fort, vacation rental in St. Augustine
Boathouse Cottage, Historic District Pvt Pier 1 blk to Trolley & Fort, vacation rental in St. Augustine
Boathouse Cottage, Historic District Pvt Pier 1 blk to Trolley & Fort, vacation rental in St. Augustine

Boathouse Cottage, Historic District Pvt Pier 1 blk to Trolley & Fort

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT, vacation rental in St. Augustine
MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT, vacation rental in St. Augustine
MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT, vacation rental in St. Augustine

MARINA SUNSETS -- SAINT AUGUSTINE DOWNTOWN HISTORIC DISTRICT

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Adorable cottage central to everything, vacation rental in St. Augustine
Adorable cottage central to everything, vacation rental in St. Augustine
Adorable cottage central to everything, vacation rental in St. Augustine

Adorable cottage central to everything

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Oceanfront condo w/private balcony, on-site heated pool, hot tubs, tennis, AC, vacation rental in St. Augustine
Oceanfront condo w/private balcony, on-site heated pool, hot tubs, tennis, AC, vacation rental in St. Augustine
Oceanfront condo w/private balcony, on-site heated pool, hot tubs, tennis, AC, vacation rental in St. Augustine

Oceanfront condo w/private balcony, on-site heated pool, hot tubs, tennis, AC

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Elena - Elegant Spacious Modern House by the Beach with Large Pool & Heated Spa!, vacation rental in St. Augustine
Elena - Elegant Spacious Modern House by the Beach with Large Pool & Heated Spa!, vacation rental in St. Augustine
Elena - Elegant Spacious Modern House by the Beach with Large Pool & Heated Spa!, vacation rental in St. Augustine

Elena - Elegant Spacious Modern House by the Beach with Large Pool & Heated Spa!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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206B 10th St. - Apartment, vacation rental in St. Augustine
206B 10th St. - Apartment, vacation rental in St. Augustine
206B 10th St. - Apartment, vacation rental in St. Augustine

206B 10th St. - Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Villa Mulvey # 4, 2 blocks from Historic district FREE BICYCLES, vacation rental in St. Augustine
Villa Mulvey # 4, 2 blocks from Historic district FREE BICYCLES, vacation rental in St. Augustine
Villa Mulvey # 4, 2 blocks from Historic district FREE BICYCLES, vacation rental in St. Augustine

Villa Mulvey # 4, 2 blocks from Historic district FREE BICYCLES

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Uptown St Augustine Cottage / Updated CIRCA 1875 Cottage / Walk Everywhere, vacation rental in St. Augustine
Uptown St Augustine Cottage / Updated CIRCA 1875 Cottage / Walk Everywhere, vacation rental in St. Augustine
Uptown St Augustine Cottage / Updated CIRCA 1875 Cottage / Walk Everywhere, vacation rental in St. Augustine

Uptown St Augustine Cottage / Updated CIRCA 1875 Cottage / Walk Everywhere

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa!, vacation rental in St. Augustine
New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa!, vacation rental in St. Augustine
New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa!, vacation rental in St. Augustine

New Lighthouse - Spacious Home Near the Beach with Pool & Heated Spa!

Rental Home
6 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Sunny Skies - Family Fun in Historic St Augustine! Walk to Attractions!, vacation rental in St. Augustine
Sunny Skies - Family Fun in Historic St Augustine! Walk to Attractions!, vacation rental in St. Augustine
Sunny Skies - Family Fun in Historic St Augustine! Walk to Attractions!, vacation rental in St. Augustine

Sunny Skies - Family Fun in Historic St Augustine! Walk to Attractions!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Pelican - Pool and Heated Spa, Walk to the Beach!, vacation rental in St. Augustine
Pelican - Pool and Heated Spa, Walk to the Beach!, vacation rental in St. Augustine
Pelican - Pool and Heated Spa, Walk to the Beach!, vacation rental in St. Augustine

Pelican - Pool and Heated Spa, Walk to the Beach!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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206A 10th St. - Apartment, vacation rental in St. Augustine
206A 10th St. - Apartment, vacation rental in St. Augustine
206A 10th St. - Apartment, vacation rental in St. Augustine

206A 10th St. - Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Updated Adorable Downtown Small Apartment. Just Park & Walk Everywhere in Town!, vacation rental in St. Augustine
Updated Adorable Downtown Small Apartment. Just Park & Walk Everywhere in Town!, vacation rental in St. Augustine
Updated Adorable Downtown Small Apartment. Just Park & Walk Everywhere in Town!, vacation rental in St. Augustine

Updated Adorable Downtown Small Apartment. Just Park & Walk Everywhere in Town!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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This vacation home is the embodiment of  Comfort, Conveniences and Location., vacation rental in St. Augustine
This vacation home is the embodiment of  Comfort, Conveniences and Location., vacation rental in St. Augustine
This vacation home is the embodiment of  Comfort, Conveniences and Location., vacation rental in St. Augustine

This vacation home is the embodiment of Comfort, Conveniences and Location.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cobalt Cottage -- History at your doorstep, vacation rental in St. Augustine
Cobalt Cottage -- History at your doorstep, vacation rental in St. Augustine
Cobalt Cottage -- History at your doorstep, vacation rental in St. Augustine

Cobalt Cottage -- History at your doorstep

Rental Home
4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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St Augustine Beach Condo Rental with private beach entrance, vacation rental in St. Augustine
St Augustine Beach Condo Rental with private beach entrance, vacation rental in St. Augustine
St Augustine Beach Condo Rental with private beach entrance, vacation rental in St. Augustine

St Augustine Beach Condo Rental with private beach entrance

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool, vacation rental in St. Augustine
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool, vacation rental in St. Augustine
St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool, vacation rental in St. Augustine

St Augustine Crescent Beach Beachfront Ocean View Patio and Heated Pool

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Direct Oceanfront Condo W/ Large Balcony, vacation rental in St. Augustine
Direct Oceanfront Condo W/ Large Balcony, vacation rental in St. Augustine
Direct Oceanfront Condo W/ Large Balcony, vacation rental in St. Augustine

Direct Oceanfront Condo W/ Large Balcony

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming 1920 s St. Augustine Home. One Small Pet Accepted, vacation rental in St. Augustine
Charming 1920 s St. Augustine Home. One Small Pet Accepted, vacation rental in St. Augustine
Charming 1920 s St. Augustine Home. One Small Pet Accepted, vacation rental in St. Augustine

Charming 1920 s St. Augustine Home. One Small Pet Accepted

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Casa Vista Mare - Private Beach Walkway, Beautiful Views, Spacious Home!, vacation rental in St. Augustine
Casa Vista Mare - Private Beach Walkway, Beautiful Views, Spacious Home!, vacation rental in St. Augustine
Casa Vista Mare - Private Beach Walkway, Beautiful Views, Spacious Home!, vacation rental in St. Augustine

Casa Vista Mare - Private Beach Walkway, Beautiful Views, Spacious Home!

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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1880 Victorian In Heart Of Downtown...charming And Cozy, vacation rental in St. Augustine
1880 Victorian In Heart Of Downtown...charming And Cozy, vacation rental in St. Augustine
1880 Victorian In Heart Of Downtown...charming And Cozy, vacation rental in St. Augustine

1880 Victorian In Heart Of Downtown...charming And Cozy

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Cozy place 10 minutes from downtown St. Augustine., vacation rental in St. Augustine
Cozy place 10 minutes from downtown St. Augustine., vacation rental in St. Augustine
Cozy place 10 minutes from downtown St. Augustine., vacation rental in St. Augustine

Cozy place 10 minutes from downtown St. Augustine.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Historic Uptown St Augustine Cottage / Pet Friendly Sanitized / Walk Everywhere, vacation rental in St. Augustine
Historic Uptown St Augustine Cottage / Pet Friendly Sanitized / Walk Everywhere, vacation rental in St. Augustine
Historic Uptown St Augustine Cottage / Pet Friendly Sanitized / Walk Everywhere, vacation rental in St. Augustine

Historic Uptown St Augustine Cottage / Pet Friendly Sanitized / Walk Everywhere

Rental Home
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Luxury Historic Island Dog House of Downtown St.Augustine, vacation rental in St. Augustine
The Luxury Historic Island Dog House of Downtown St.Augustine, vacation rental in St. Augustine
The Luxury Historic Island Dog House of Downtown St.Augustine, vacation rental in St. Augustine

The Luxury Historic Island Dog House of Downtown St.Augustine

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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*New Listing* Coastal Cottage - newly-built near historic St. Augustine, beach, vacation rental in St. Augustine
*New Listing* Coastal Cottage - newly-built near historic St. Augustine, beach, vacation rental in St. Augustine
*New Listing* Coastal Cottage - newly-built near historic St. Augustine, beach, vacation rental in St. Augustine

*New Listing* Coastal Cottage - newly-built near historic St. Augustine, beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Coquina Cove Heated Pool Home is close to the Beach and a Walk to Downtown., vacation rental in St. Augustine
Coquina Cove Heated Pool Home is close to the Beach and a Walk to Downtown., vacation rental in St. Augustine
Coquina Cove Heated Pool Home is close to the Beach and a Walk to Downtown., vacation rental in St. Augustine

Coquina Cove Heated Pool Home is close to the Beach and a Walk to Downtown.

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Monarch Suite, a new, 1 bedroom suite with kitchen at a small beachfront resort, vacation rental in St. Augustine
Monarch Suite, a new, 1 bedroom suite with kitchen at a small beachfront resort, vacation rental in St. Augustine
Monarch Suite, a new, 1 bedroom suite with kitchen at a small beachfront resort, vacation rental in St. Augustine

Monarch Suite, a new, 1 bedroom suite with kitchen at a small beachfront resort

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Southwind - Screened Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine
Southwind - Screened Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine
Southwind - Screened Heated Pool! Near: Amp, Historic District, and Beach!, vacation rental in St. Augustine

Southwind - Screened Heated Pool! Near: Amp, Historic District, and Beach!

Rental Home
5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Ocean View Beach Escape - Creston House  2 Bdrm 2 Bath Condo - St Augustine, vacation rental in St. Augustine
Ocean View Beach Escape - Creston House  2 Bdrm 2 Bath Condo - St Augustine, vacation rental in St. Augustine
Ocean View Beach Escape - Creston House  2 Bdrm 2 Bath Condo - St Augustine, vacation rental in St. Augustine

Ocean View Beach Escape - Creston House 2 Bdrm 2 Bath Condo - St Augustine

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 3,662