A wooden pier extending into calm water at sunset.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Anastasia Island cottages

A white house with a garage, surrounded by a garden with various plants and a small patio area.

1. < 1 Mi to Butler Beach! Home w/ Dog-friendly Yard

< 1 Mi to Butler Beach! Home w/ Dog-friendly Yard
3.0 star property
Butler Beach
The price is ￥23,142
￥61,478 total
includes taxes & fees
Oct 25 - Oct 26
< 1 Mi to Butler Beach! Home w/ Dog-friendly Yard
A small red house with a white door, a porch with a striped umbrella, and a mural on the wall.

2. 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, (479 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 ￥9,829
￥23,834 total
includes taxes & fees
Oct 26 - Oct 27
The Red Cottage ~ 5 min. stroll to Historic St. George Street - on site parking
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 ￥11,299
￥50,174 total
includes taxes & fees
Oct 22 - Oct 23
Historic St. Aug, Top Rated, Walkable, Rare Free Parking & Pets
A two-story house with a front porch, a garage, and a garden with various plants.

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

Carrera Cottage ~ Charming 2BR/2BA ~ Walk Downtown
Downtown Historic District
The price is ￥16,187
￥48,615 total
includes taxes & fees
Oct 26 - Oct 27
Carrera Cottage ~ Charming 2BR/2BA ~ Walk Downtown
A two-story house with a front porch, a red door, and a white picket fence.

5. 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.
The price is ￥18,229
￥67,068 total
includes taxes & fees
Oct 22 - Oct 23
Coastal Cottage near Winery
A compact kitchen with a wooden countertop, a stainless steel refrigerator, and a red microwave.

6. Casita Isabella | Private Hot Tub in the Pines

Casita Isabella | Private Hot Tub in the Pines
St. Augustine
The price is ￥14,583
￥35,161 total
includes taxes & fees
Oct 22 - Oct 23
Casita Isabella | Private Hot Tub in the Pines
A wooden deck with a hot tub, a pool, and outdoor furniture.

7. 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.
The price is ￥18,229
￥43,323 total
includes taxes & fees
Oct 22 - Oct 23
Casa Caliente | Plunge Pool, Screened Spa & Two Queen Lofts
A small, single-story house with a green exterior, a front door, and a small porch area.

8. Historic District Oasis - Pet-Friendly - Fully Fenced Yard - Beaches & More

Historic District Oasis - Pet-Friendly - Fully Fenced Yard - Beaches & More
Ravenswood
9.4 out of 10, Exceptional, (9 reviews)
"We were very comfortable and enjoyed the stay. "
United States
Kathy M.
The price is ￥16,120
￥47,632 total
includes taxes & fees
Oct 29 - Oct 30
Historic District Oasis - Pet-Friendly - Fully Fenced Yard - Beaches & More
A covered outdoor patio with a wooden deck, wicker furniture, and a view of a forested area.

9. 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 ￥14,583
￥35,636 total
includes taxes & fees
Oct 26 - Oct 27
Luxury Tiny Home with Private Hot Tub — 3 Miles to Historic St. Augustine
A modern kitchen with a double sink, a dining area, a gray sofa, and a yellow door.

10. Adorable cottage central to everything

Adorable cottage central to everything
Ravenswood
10.0 out of 10, Exceptional, (148 reviews)
"Great place!! "
United States
Janice H.
The price is ￥22,001
￥44,597 total
includes taxes & fees
Oct 29 - Oct 30
Adorable cottage central to everything
A hot tub in a covered outdoor area with a wooden deck and green chairs.

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

Immaculate New 2BR/2BA, Hot Tub, Firepit
Vilano Beach
10.0 out of 10, Exceptional, (4 reviews)
"Great, modern stay in a peaceful neighborhood."
United States
Karson C.
The price is ￥21,938
￥90,362 total
includes taxes & fees
Oct 25 - Oct 26
Immaculate New 2BR/2BA, Hot Tub, Firepit
A covered porch with wicker furniture, potted plants, and a white railing.

12. 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 ￥42,084
￥86,730 total
includes taxes & fees
Nov 2 - Nov 3
4bed, 2bath on Iconic Magnolia Ave-walking distance to shops and restaurants!
A residential house with a metal roof, surrounded by a white picket fence, palm trees, and a gravel driveway.

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

Cozy Beach Cottage. Hot Tub. Steps To Beach
Vilano Beach
9.8 out of 10, Exceptional, (32 reviews)
"Beautiful property!! We will definitely book a stay again in the future."
United States
Michael H.
Cozy Beach Cottage. Hot Tub. Steps To Beach
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

Americas Best Value Inn Ocean Inn

Americas Best Value Inn Ocean Inn

10/10 Excellent
"Room was super clean and very nice. A/C worked perfectly. Price point was perfect! Front desk was friendly and kind. The mini continental breakfast suited my daily needs. Highly recommend this establishment!"
Alexander 4-night trip
Posted 2 hours ago
Americas Best Value Inn Ocean Inn

Find out more about Anastasia Island

Anastasia Island Cottages information

Number of reviews
727
Accommodation
40 Cottages
Lowest Price
￥23,834
Highest Price
￥90,362

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