A wooden pier extending into calm water at sunset.

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Anastasia Island cottages

A small red house with a white door, a porch with a striped umbrella, and a mural on the wall.

1. 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
9.0 out of 10, Wonderful, (478 reviews)
"Highly recommend for 2 people! Perfect location, clean, cute and the host is very attentive!!!! We will be back!!"
United States
Paige F.
The price is ￥9,858
￥23,904 total
includes taxes & fees
Sep 28 - Sep 29
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking
A house with a porch, a bench, and a gravel driveway.

2. Short driving distance from St. George's shopping and the serene Vilano Beach

Short driving distance from St. George's shopping and the serene Vilano Beach
Greater Fullerwood
9.8 out of 10, Exceptional, (12 reviews)
"Charming place with a good blend of"
United States
Matthew
The price is ￥13,149
￥34,668 total
includes taxes & fees
Sep 27 - Sep 28
Short driving distance from St. George's shopping and the serene Vilano Beach
A single-story house with a porch, a small garden, and a visible garage door.

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 ￥11,659
￥48,568 total
includes taxes & fees
Sep 29 - Sep 30
Historic St. Aug, Top Rated, Walkable, Rare Free Parking & Pets
A wooden deck with a hot tub, a pool, and outdoor furniture.

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, (2 reviews)
"Great listing and a great place for us to get away as a couple! Very clean and the perfect size place. Owner was very nice and just an overall great weekend!"
United States
Jamie H.
The price is ￥18,256
￥43,864 total
includes taxes & fees
Sep 27 - Sep 28
Casa Caliente | Plunge Pool, Screened Spa & Two Queen Lofts
A modern kitchen with a double sink, a dining area, a gray sofa, and a yellow door.

5. Adorable cottage central to everything

Adorable cottage central to everything
Ravenswood
10.0 out of 10, Exceptional, (144 reviews)
"Great place!! "
United States
Janice H.
The price is ￥19,860
￥40,366 total
includes taxes & fees
Sep 28 - Sep 29
Adorable cottage central to everything
A covered outdoor seating area with a hot tub, a wooden deck, and a small building with a door and windows.

6. Casita Isabella | Private Hot Tub in the Pines

Casita Isabella | Private Hot Tub in the Pines
St. Augustine
The price is ￥14,605
￥35,214 total
includes taxes & fees
Sep 27 - Sep 28
Casita Isabella | Private Hot Tub in the Pines
A wooden deck with a hot tub and a sofa with red cushions.

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 ￥14,605
￥36,008 total
includes taxes & fees
Sep 27 - Sep 28
Luxury Tiny Home with Private Hot Tub — 3 Miles to Historic St. Augustine
A residential house with a metal roof, surrounded by a white picket fence, palm trees, and a gravel driveway.

8. Cozy Beach Cottage. Hot Tub. Steps To Beach

Cozy Beach Cottage. Hot Tub. Steps To Beach
Vilano Beach
9.8 out of 10, Exceptional, (30 reviews)
"Beautiful property!! We will definitely book a stay again in the future."
United States
Michael H.
The price is ￥16,240
￥82,704 total
includes taxes & fees
Sep 30 - Oct 1
Cozy Beach Cottage. Hot Tub. Steps To Beach
A building with a sign for 'Krispy Gallery' and another sign with a clock. There are potted plants outside and a bicycle parked on the sidewalk.

9. Charming 2/2 Cottage ~ Walk to Historic Downtown

Charming 2/2 Cottage ~ Walk to Historic Downtown
Downtown Historic District
The price is ￥18,336
￥51,216 total
includes taxes & fees
Sep 30 - Oct 1
Charming 2/2 Cottage ~ Walk to Historic Downtown
A hot tub in a covered outdoor area with a wooden deck and green chairs.

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

Immaculate New 2BR/2BA, Hot Tub, Firepit
Vilano Beach
10.0 out of 10, Exceptional, (4 reviews)
"Your place was perfect for our long weekend getaway, and we particularly enjoyed playing cornhole in the backyard. I highly recommend "
United States
Alicia J.
The price is ￥18,510
￥81,385 total
includes taxes & fees
Sep 29 - Sep 30
Immaculate New 2BR/2BA, Hot Tub, Firepit
A covered outdoor seating area with a glass table, two chairs with cushions, and potted plants.

11. 4 Bedroom Beach Bliss

4 Bedroom Beach Bliss
3.0 star property
Palm Coast
The price is ￥171,603
￥477,752 total
includes taxes & fees
Oct 1 - Oct 2
4 Bedroom Beach Bliss
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

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

10/10 Excellent
"Everything was excellent."
juderky 2-night trip
Posted 1 hour ago
Guy Harvey Resort on St Augustine Beach

Find out more about Anastasia Island

Anastasia Island Cottages information

Number of reviews
707
Accommodation
44 Cottages
Lowest Price
￥23,904
Highest Price
￥477,752

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