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Our top choices for Anastasia Island cottages

Summer Breeze by Distinctive Beach Rentals

Summer Breeze by Distinctive Beach Rentals
3.0 star property
Davis Shores
The price is NZ$1,118
includes taxes & fees
13 Jan - 14 Jan 2026
Summer Breeze by Distinctive Beach Rentals

Cozy Guest House w Hot Tub, Firepit & Private

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 NZ$564
includes taxes & fees
4 Jan - 5 Jan 2026
Cozy Guest House w Hot Tub, Firepit & Private

Coastal Charm

Coastal Charm
Lincolnville
10.0 out of 10, Exceptional, (67)
"We had a wonderful stay. Clean updated and great location. The owners were very responsive and will def stay here again ! "
United States
Christine L.
The price is NZ$635
includes taxes & fees
19 Jan - 20 Jan 2026
Coastal Charm

Northeast Florida Retreat

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.
The price is NZ$602
includes taxes & fees
4 Jan - 5 Jan 2026
Northeast Florida Retreat

Coastal Cottage near Winery

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 NZ$713
includes taxes & fees
8 Jan - 9 Jan 2026
Coastal Cottage near Winery

Casa Fuego | Private Spa Retreat

Casa Fuego | Private Spa Retreat
St. Augustine
The price is NZ$470
includes taxes & fees
26 Jan - 27 Jan 2026
Casa Fuego | Private Spa Retreat

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

"Charming 3 Bedroom Cottage at 3276 Old Moultrie Cozy Comfort Await !
St. Augustine
The price is NZ$725
includes taxes & fees
12 Jan - 13 Jan 2026
"Charming 3 Bedroom Cottage at 3276 Old Moultrie Cozy Comfort Await !

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

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 NZ$515
includes taxes & fees
11 Jan - 12 Jan 2026
La Casa Caliente - Spa | Romantic Tiny Retreat Near Beaches & Old Town

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

Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch
Downtown Historic District
9.8 out of 10, Exceptional, (14)
"Great location. Hosts were very communicative. "
United States
Jeanie W.
The price is NZ$562
includes taxes & fees
13 Jan - 14 Jan 2026
Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch

Adorable cottage central to everything

Adorable cottage central to everything
Ravenswood
10.0 out of 10, Exceptional, (118)
"We stayed here for our anniversary and it was a great stay! Exactly as advertised, wonderful hosts! "
United States
D B.
The price is NZ$469
includes taxes & fees
4 Jan - 5 Jan 2026
Adorable cottage central to everything

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
9.6 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 NZ$409
includes taxes & fees
19 Jan - 20 Jan 2026
Short driving distance from St. George's shopping and the serene Vilano Beach

Cottage Osceola – A Cozy Escape in Historic St. Augustine

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.
Cottage Osceola – A Cozy Escape in Historic St. Augustine
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
208
Accommodation
48 Cottages
Lowest Price
NZ$409
Highest Price
NZ$1,118

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