Search Cottages in Anastasia Island

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Featured Cottages in Anastasia Island and around

House (2 Bedrooms) | Property amenity
Summer Breeze

Summer Breeze

3.0 star property
Davis Shores
The price is €554
includes taxes & fees
1 Dec - 2 Dec
Summer Breeze
Exterior
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 €271
includes taxes & fees
18 Nov - 19 Nov
Cozy Guest House w Hot Tub, Firepit & Private
Exterior
Coastal Cottage near Winery

Coastal Cottage near Winery

Oyster Creek
10.0 out of 10, Exceptional, (2)
"The house was absolutely lovely, super clean, and had everything we needed for a comfortable stay. It gave off such a good, welcoming vibe that made us feel right at home. The host was very communicative and quick to respond to any questions we had. We truly enjoyed our time here and would definitely stay again!"
United States
Jin H.
The price is €352
includes taxes & fees
20 Nov - 21 Nov
Coastal Cottage near Winery
Exterior
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.
Northeast Florida Retreat
Exterior
Coastal Charm

Coastal Charm

Lincolnville
10.0 out of 10, Exceptional, (65)
"Very clean and enjoyed my stay"
United States
D S.
Coastal Charm
Outdoor dining
La Casa Caliente - Spa | Romantic Tiny Retreat Near Beaches & Old Town

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

St. Augustine
The price is €271
includes taxes & fees
17 Nov - 18 Nov
La Casa Caliente - Spa | Romantic Tiny Retreat Near Beaches & Old Town
Exterior
Casa Fuego | Private Spa Retreat

Casa Fuego | Private Spa Retreat

St. Augustine
The price is €272
includes taxes & fees
16 Dec - 17 Dec
Casa Fuego | Private Spa Retreat
Exterior
"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 €364
includes taxes & fees
17 Nov - 18 Nov
"Charming 3 Bedroom Cottage at 3276 Old Moultrie Cozy Comfort Await !
Exterior
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
Exterior
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
9.4 out of 10, Exceptional, (3)
"The best stay!!! The hosts are absolutely amazing—so welcoming and kind. Everything was very clean and well taken care of. Such a wonderful experience, highly recommend!"
United States
Nancy L.
The price is €193
includes taxes & fees
18 Nov - 19 Nov
Short driving distance from St. George's shopping and the serene Vilano Beach
Exterior
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
10.0 out of 10, Exceptional, (13)
"We enjoyed the visit"
United States
Kimberly M.
The price is €278
includes taxes & fees
19 Nov - 20 Nov
Walk to Night of Lights, Historic Home, Pets OK, Free Parking, Porch
Fridge, microwave, oven, stovetop
Adorable cottage central to everything

Adorable cottage central to everything

Ravenswood
10.0 out of 10, Exceptional, (115)
"A great place to stay. I felt safe and welcomed staying there. "
United States
arlene m.
The price is €264
includes taxes & fees
17 Nov - 18 Nov
Adorable cottage central to everything
Exterior
NEW LISTING / Charming 2-bedroom cottage in wonderful St. Augustine w/ WiFi, AC

NEW LISTING / Charming 2-bedroom cottage in wonderful St. Augustine w/ WiFi, AC

Greater Fullerwood
The price is €262
includes taxes & fees
18 Nov - 19 Nov
NEW LISTING / Charming 2-bedroom cottage in wonderful St. Augustine w/ WiFi, AC
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anastasia Island Hotel Reviews

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

10/10 Excellent
"All around excellent stay!"
Mary 2-night trip
Posted 21 hours ago
Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort

Find out more about Anastasia Island

Anastasia Island Cottages information

Number of reviews
Accommodation
 Cottages
Lowest Price
Highest Price

Explore a world of travel with Expedia