Anastasia Island Vacation Rentals - HolidayHomes base64Hash Anastasia Island Vacation Rentals - HolidayHomes

Anastasia Island Vacation Rentals

Browse 5,429 available vacation homes and compared across 23 trusted partners

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Top-Rated Vacation rentals on Anastasia Island

Book the highest-rated Anastasia Island vacation rentals, rated by real guests for comfort, location, cleanliness, services and value for money

House Anastasia Island
4200 Square Foot Custom Beach Cottage with Pool
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House Anastasia Island
Great Beach House At Great Location!
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House Anastasia Island
Steps to Beach, Restaurants, and Bars! Gourmet Kitchen, Jacuzzi, Private Yard! $300 in Free Tickets!
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House Anastasia Island
Fully equipped beautiful house with terrace, hot tub & private pool
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House Anastasia Island
Oceanfront Home- Casa Del Sol- Live the LIFE! 4 decks, beach gear, grill...
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Apartment Anastasia Island
Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!
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House Anastasia Island
House with patio & pool | Nature view
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House Anastasia Island
Fully equipped vacation home with terrace, BBQ & private pool | Beach nearby | Pets allowed
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House Anastasia Island
Vacation home with terrace & grill
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House Anastasia Island
Salty Beach Cottage Holiday memories on the coast!
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House Anastasia Island
Vacation home with yard, patio & grill
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House Anastasia Island
Heated POOL. Embellish our Tropical Southwind Home. Bike to beach and downtown!
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Condo Anastasia Island
Ocean Spray, Direct Beach Front, High End Vacation, Snow Bird Special WINTER 2025
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House Anastasia Island
House with patio & hot tub
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Condo Anastasia Island
Oceanfront, Vast Ocean and Pool Views, Walk to Pier, Restaurants, and Shops, $300 in Free Tickets!
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Top 15 most Recommended Vacation Rentals on Anastasia Island

Discover your ideal Anastasia Island vacation rental with real-time comparisons of 5,429 properties, featuring recommended options based on the property location, value for money, and verified guest reviews.

House Anastasia Island
House ∙ 9 guests ∙ 4 bedrooms

218 m² House

Anastasia Island, St. Johns County, Florida, United States
Spacious house rental in Butler Beach accommodating 9 guests featuring a private pool for relaxation and enjoyment.
from $321
per night
(32)
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House Anastasia Island
14 guests ∙ 4 bedrooms

House

Anastasia Island, St. Johns County, Florida, United States
This house rental in Saint Augustine Beach accommodates 14 guests and features a relaxing hot tub for your enjoyment.
from $465
per night
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House Anastasia Island
House ∙ 8 guests ∙ 4 bedrooms

186 m² House

Anastasia Island, St. Johns County, Florida, United States
This house rental in Saint Augustine Beach accommodates 8 guests and features a family-friendly kitchen perfect for gatherings.
from $140
per night
(14)
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House Anastasia Island
House ∙ 12 guests ∙ 6 bedrooms

290 m² House

Anastasia Island, St. Johns County, Florida, United States
Spacious house rental in Butler Beach accommodating 12 guests with a fully equipped kitchen and ample parking available.
from $371
per night
(8)
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House Anastasia Island
House ∙ 4 guests ∙ 1 bedroom

65 m² House

Anastasia Island, St. Johns County, Florida, United States
Charming house rental in Butler Beach accommodating 4 guests with a fully equipped kitchen and parking available.
from $190
per night
(39)
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Apartment Anastasia Island
8 guests ∙ 3 bedrooms

Apartment

Anastasia Island, St. Johns County, Florida, United States
This apartment rental in Saint Augustine Beach accommodates 11 guests and features a kitchen for convenient meal preparation.
from $252
per night
(24)
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House Anastasia Island
House ∙ 16 guests ∙ 6 bedrooms

313 m² House

Anastasia Island, St. Johns County, Florida, United States
This spacious house rental in Saint Augustine Beach accommodates 16 guests and features a private pool for ultimate relaxation.
from $1,356
per night
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House Anastasia Island
House ∙ 12 guests ∙ 5 bedrooms

264 m² House

Anastasia Island, St. Johns County, Florida, United States
This spacious house rental in St. Augustine accommodates 12 guests and features a private pool for relaxation and fun.
from $482
per night
(4)
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Cabin Anastasia Island
8 guests ∙ 4 bedrooms

Cabin

Anastasia Island, St. Johns County, Florida, United States
This cozy cabin in Saint Augustine Beach accommodates 8 guests and features a fully equipped kitchen for convenient dining.
from $230
per night
(35)
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