A wooden pier extending into calm water at sunset.

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Our top choices for Anastasia Island cottages

1. < 1 Mi to Butler Beach! Group Escape w/ Hot Tub

< 1 Mi to Butler Beach! Group Escape w/ Hot Tub
3.0 star property
Butler Beach
The price is AED 536
AED 1,895 total
includes taxes & fees
22 Nov - 23 Nov
< 1 Mi to Butler Beach! Group Escape w/ Hot Tub

2. Casita Isabella | Private Hot Tub in the Pines

Casita Isabella | Private Hot Tub in the Pines
St. Augustine
The price is AED 338
AED 793 total
includes taxes & fees
5 Nov - 6 Nov
Casita Isabella | Private Hot Tub in the Pines

3. Historic St. Aug, Top Rated, Walkable, Rare Free Parking & Pets

Historic St. Aug, Top Rated, Walkable, Rare Free Parking & Pets
Downtown Historic District
10.0 out of 10, Exceptional, (33 reviews)
"Enjoyed our stay - location is excellent to historic district"
United States
Richard W.
The price is AED 313
AED 1,242 total
includes taxes & fees
9 Nov - 10 Nov
Historic St. Aug, Top Rated, Walkable, Rare Free Parking & Pets

4. Casa Caliente | Plunge Pool, Screened Spa & Two Queen Lofts

Casa Caliente | Plunge Pool, Screened Spa & Two Queen Lofts
St. Augustine
10.0 out of 10, Exceptional, (4 reviews)
"Perfect for a quiet getaway, the porch with hot tub and tv made it very relaxing."
United States
jeri t.
Casa Caliente | Plunge Pool, Screened Spa & Two Queen Lofts

5. Adorable cottage central to everything

Adorable cottage central to everything
Ravenswood
10.0 out of 10, Exceptional, (149 reviews)
"Love this place and how close it is to everything!"
United States
David C.
Adorable cottage central to everything

6. Coastal Cottage near Winery

Coastal Cottage near Winery
Oyster Creek
9.8 out of 10, Exceptional, (8 reviews)
"This was the perfect accommodation for a weekend in St. A for four family members. It was well appointed, clean, parking spots for two vehicles and close to the historic district attractions. "
United States
Kristin S.
Coastal Cottage near Winery

7. Luxury Tiny Home with Private Hot Tub — 3 Miles to Historic St. Augustine

Luxury Tiny Home with Private Hot Tub — 3 Miles to Historic St. Augustine
St. Augustine
8.0 out of 10, Very good, (4 reviews)
"Property was clean and well kept. The amenities were in working order and a nice addition to the experience. Host was very welcoming and quick to respond to any questions or concerns we had. Overall a great experience and would certainly rebook here or one of the adjacent retreats on the property."
United States
Drew R.
The price is AED 338
AED 793 total
includes taxes & fees
8 Nov - 9 Nov
Luxury Tiny Home with Private Hot Tub — 3 Miles to Historic St. Augustine

8. Carrera Cottage ~ Charming 2BR/2BA ~ Walk Downtown

Carrera Cottage ~ Charming 2BR/2BA ~ Walk Downtown
Downtown Historic District
Carrera Cottage ~ Charming 2BR/2BA ~ Walk Downtown

9. The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking
Uptown
9.2 out of 10, Wonderful, (481 reviews)
"Such a nice little spot."
United States
Miranda
The price is AED 744
AED 1,091 total
includes taxes & fees
30 Nov - 1 Dec
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking

10. 4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!

4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!
Uptown
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful home in a breathtaking neighberhood, will definitely book again when visiting St Augustines! "
United States
Claudia R.
The price is AED 975
AED 1,936 total
includes taxes & fees
9 Nov - 10 Nov
4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!

11. Immaculate New 2BR/2BA, Hot Tub, Firepit

Immaculate New 2BR/2BA, Hot Tub, Firepit
Vilano Beach
10.0 out of 10, Exceptional, (5 reviews)
"This beautiful home was perfect for our family of three - incredibly clean, feels brand new, with a soothing atmosphere. Ideal for a relaxing beach vacation. The front porch, rear deck and spacious yard provided ample outdoor options and space for children to play. The neighborhood is beautiful and peaceful. Fun restaurants very close by (Aunt Kate’s & Cap’s). Strolling to and from the beach was a joy. Communication with host was outstanding. Thank you for helping us create meaningful memories....
United States
B T.
Immaculate New 2BR/2BA, Hot Tub, Firepit
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Anastasia Island Hotel Reviews

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