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Featured Cottages in Anastasia Island

Summer Breeze

3.0 star property
Davis Shores
The price is AU$982
includes taxes & fees
1 Dec - 2 Dec
Summer Breeze

Coastal Cottage near Winery

Oyster Creek
10.0 out of 10, Exceptional, (2)
"I really enjoyed my stay in St. Augustine! The location was so convenient—just a few minutes’ drive from historic attractions and great restaurants. The place was very clean and had a cozy, welcoming vibe that made it easy to relax after a day out exploring. The host was wonderful—very attentive, quick to respond, and happy to answer any questions I had. It was perfect for my trip, and I’d gladly stay here again."
United States
Chris S.
The price is AU$602
includes taxes & fees
10 Dec - 11 Dec
Coastal Cottage near Winery

Cozy Guest House w Hot Tub, Firepit & Private

Palm Coast
10.0 out of 10, Exceptional, (2)
"This cottage is a hidden little gem! We enjoyed our 35 Anniversary in relax mode! It's very private and in a quiet neighborhood close to the beach and some good restaurants and not far from Flagler Beach. We enjoyed JTs which has live music as well as Bartletts! This cute little cottage provides everything you need to relax and enjoy your little home away from home! It was very clean and the kitchen was well stocked with everything you need to stay in and cook if desired. We slept great as the...
United States
Carrie H.
The price is AU$480
includes taxes & fees
1 Dec - 2 Dec
Cozy Guest House w Hot Tub, Firepit & Private

Northeast Florida Retreat

St. Augustine
10.0 out of 10, Exceptional, (1)
"This was a great location and cute home with all the amenities. Would stay here again."
United States
Amber M. G.
Northeast Florida Retreat

La Casa Caliente - Spa | Romantic Tiny Retreat Near Beaches & Old Town

St. Augustine
8.0 out of 10, Very good, (1)
"This really is a cute space, and it’s got real potential! Be careful walking to the bathroom, as the floor is rotting/broken (?) and uneven underneath the runner rug. The beds and sofa inside are super comfy. The sectional outside is large, but with thin cushions it wasn’t great for lounging. We loved that Greg chopped some firewood for us to enjoy morning coffee by the fire, but the hot tub wasn’t warm so we missed out on a good soak! Great large lot to roam or play or have pets on. It felt...
United States
Katie M.
The price is AU$471
includes taxes & fees
1 Dec - 2 Dec
La Casa Caliente - Spa | Romantic Tiny Retreat Near Beaches & Old Town

Coastal Charm

Lincolnville
10.0 out of 10, Exceptional, (67)
"Everything was great. "
United States
Brooke G.
The price is AU$609
includes taxes & fees
14 Dec - 15 Dec
Coastal Charm

Casa Fuego | Private Spa Retreat

St. Augustine
The price is AU$430
includes taxes & fees
1 Dec - 2 Dec
Casa Fuego | Private Spa Retreat

"Charming 3 Bedroom Cottage at 3276 Old Moultrie Cozy Comfort Await !

St. Augustine
The price is AU$634
includes taxes & fees
14 Dec - 15 Dec
"Charming 3 Bedroom Cottage at 3276 Old Moultrie Cozy Comfort Await !

Cottage Osceola – A Cozy Escape in Historic St. Augustine

St. Augustine
9.0 out of 10, Wonderful, (2)
"Host was wonderful.we had the best sleep here in all the weeks of being in Florida for the last month .We want to stay again on another trip for my medical appointments.Thank you we enjoyed the peace and the owner is wonderful "
United States
Joey D.
The price is AU$736
includes taxes & fees
31 Dec - 1 Jan 2026
Cottage Osceola – A Cozy Escape in Historic St. Augustine

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

Greater Fullerwood
9.6 out of 10, Exceptional, (4)
"place is very cute, close to everything, parking pass is nice to use. Neighborhood is a mix of updated and well kept houses and not so well kept houses. Host was great and communicated well. "
United States
Sally H.
The price is AU$409
includes taxes & fees
14 Dec - 15 Dec
Short driving distance from St. George's shopping and the serene Vilano Beach

Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch

Downtown Historic District
10.0 out of 10, Exceptional, (13)
"This place was great. Owner is awesome and we all had a great time"
United States
Kelly M.
Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch

Adorable cottage central to everything

Ravenswood
10.0 out of 10, Exceptional, (116)
"We stayed here for our anniversary and it was a great stay! Exactly as advertised, wonderful hosts! "
United States
D B.
The price is AU$464
includes taxes & fees
1 Dec - 2 Dec
Adorable cottage central to everything
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

Find out more about Anastasia Island

Anastasia Island Cottages information

Number of reviews
202
Accommodation
48 Cottages
Lowest Price
AU$344
Highest Price
AU$982

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