Holiday Homes in Anastasia Island

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Sept - 14 Sept
In two weeks
19 Sept - 21 Sept
In one month
3 Oct - 5 Oct
In two months
31 Oct - 2 Nov

Featured Holiday Homes in Anastasia Island and around

Our top choices for Anastasia Island holiday homes

PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Beach nearby

PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !

2.0 star property
9.8 out of 10, Exceptional, (10)
"Had a great stay, house was adorable and clean. Had everything we needed to stay comfortable and set us up to have extra fun with the hot tub, fire pit and beach gear available for a day on the beach. Host was very accommodating with our every need including our four legged baby! Thank for everything. "
PET-FRIENDLY BEACH HOUSE WITH HOT TUB JUST FIVE MIN WALK FROM BEACH ACCESS !
Home w/ Private Hot Tub < 1 Mi to Butler Beach!
Fridge, microwave, stovetop, dishwasher

Home w/ Private Hot Tub < 1 Mi to Butler Beach!

2.0 star property
9.4 out of 10, Exceptional, (11)
"We loved this place! There was no hot water in the ensuite bathroom upstairs, but other than that it was great! Super close to Butler beach and a nice drive to downtown. Will definitely stay again if I go back to St Augustine. "
Home w/ Private Hot Tub < 1 Mi to Butler Beach!
Coastal Charm Getaway
Beach nearby

Coastal Charm Getaway

10.0 out of 10, Exceptional, (10)
"The place was absolutely beautiful, super clean and the beds were so comfortable! I would definitely recommend staying here, even the shower products smelled so good and the host was so kind:)"
Coastal Charm Getaway
Marshfront Birders Paradise near Alligator Farm
Fridge, microwave, oven, stovetop

Marshfront Birders Paradise near Alligator Farm

9.8 out of 10, Exceptional, (33)
"We will choose this place to stay again. "
The price is €379
includes taxes & fees
8 Sept - 9 Sept
Marshfront Birders Paradise near Alligator Farm
Island Bungalow - Ideal Location!
Property grounds

Island Bungalow - Ideal Location!

2.0 star property
10.0 out of 10, Exceptional, (3)
"Perfect place with fenced in backyard for our dog."
The price is €420
includes taxes & fees
7 Sept - 8 Sept
Island Bungalow - Ideal Location!
The Family Fun Zone! Large backyard, Hot Tub, Outdoor Shower, & Steps to Beach
Outdoor spa tub

The Family Fun Zone! Large backyard, Hot Tub, Outdoor Shower, & Steps to Beach

2.5 star property
10.0 out of 10, Exceptional, (1)
"Access to everything communication was great! "
The Family Fun Zone! Large backyard, Hot Tub, Outdoor Shower, & Steps to Beach
3 minute walk to the beach, outdoor shower, pet friendly, close to downtown
Fridge, microwave, oven, stovetop

3 minute walk to the beach, outdoor shower, pet friendly, close to downtown

9.8 out of 10, Exceptional, (17)
"The house was great for our family, everyone had their own space. Close to the beach and restaurants. "
3 minute walk to the beach, outdoor shower, pet friendly, close to downtown
Elevated Beach Haus
Property grounds

Elevated Beach Haus

2.0 star property
Elevated Beach Haus
Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games
Interior

Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games

10.0 out of 10, Exceptional, (2)
"Great place to stay. Beautiful home "
Waterfront Zen-Dock, Paddleboards, Jacuzzi & Games
Walk to downtown, Free Parking, Pets OK, Fire Pit, Great for Groups
Exterior detail

Walk to downtown, Free Parking, Pets OK, Fire Pit, Great for Groups

9.0 out of 10, Wonderful, (2)
"Perfect location close enough to walk to everything but not to close so we could sleep great@"
Walk to downtown, Free Parking, Pets OK, Fire Pit, Great for Groups
Seascape - Pink🦩PRIVATE POOL✔️3-MIN WALK to BCH✔️
Fridge, microwave, oven, stovetop

Seascape - Pink🦩PRIVATE POOL✔️3-MIN WALK to BCH✔️

9.0 out of 10, Wonderful, (8)
"Our family loved the house and it’s thoughtful stocking of amenities to ensure we had a wonderful vacation. The location was ideal, close to the beach and town. One of the best vacation experiences our family has had."
Seascape - Pink🦩PRIVATE POOL✔️3-MIN WALK to BCH✔️
3BR Family Getaway Steps to Sand & Sun
Dining

3BR Family Getaway Steps to Sand & Sun

3BR Family Getaway Steps to Sand & Sun
Cozy Canal Escape! Screen Covered Pool, Sunroom, Sun Deck, & Floating Boat Dock
Terrace/patio

Cozy Canal Escape! Screen Covered Pool, Sunroom, Sun Deck, & Floating Boat Dock

10.0 out of 10, Exceptional, (1)
"“We had a wonderful stay in Treasure Beach! The location was perfect, the house was spotless, and the amenities had everything we needed. The host was very responsive and made the stay easy. Highly recommend!”"
Cozy Canal Escape! Screen Covered Pool, Sunroom, Sun Deck, & Floating Boat Dock
2BR Beachfront Condo w/ Views-Pool & Resort Access
2 bedrooms, iron/ironing board, free WiFi, bed sheets

2BR Beachfront Condo w/ Views-Pool & Resort Access

9.0 out of 10, Wonderful, (4)
"Great place to stay and great location. The unit was very clean and acomadating. Communication with the host was also great."
2BR Beachfront Condo w/ Views-Pool & Resort Access
3BR Family Haven w/ Beach Access & Pets Welcome
Smart TV

3BR Family Haven w/ Beach Access & Pets Welcome

10.0 out of 10, Exceptional, (1)
"Went to visit Family and have a short Vacay. The house was very clean and had everything we needed we were all very comfortable and enjoyed our stay. Highly recommend. Traffic in front of property is very busy. Small children would need to be supervised. "
3BR Family Haven w/ Beach Access & Pets Welcome
617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed
Exterior

617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed

9.8 out of 10, Exceptional, (6)
"We stopped for the night on our way to Port Canaveral. The house had everything we needed! "
617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed
Sunny St Augustine Getaway By the Beach
Fridge, microwave, oven, stovetop

Sunny St Augustine Getaway By the Beach

9.0 out of 10, Wonderful, (4)
"We had a fantastic stay at this cozy bungalow. It was very clean, private and spacious. Don't miss out on this gem if you are looking in the area for a place to stay. "
Sunny St Augustine Getaway By the Beach
Anastasia Island Treehouse
Interior

Anastasia Island Treehouse

10.0 out of 10, Exceptional, (1)
"Great property, quiet neighborhood close to downtown and the beach."
Anastasia Island Treehouse
Heated Pool, Spa & Tiki Bar! Full Garage Game Room and Steps Away From The Beach
Fridge, microwave, oven, stovetop

Heated Pool, Spa & Tiki Bar! Full Garage Game Room and Steps Away From The Beach

2.0 star property
7.4 out of 10, Good, (3)
"If you want to feel like you’re at home, this is the place to stay in. The house is so beautiful and has a lot of things to do with the family. "
Heated Pool, Spa & Tiki Bar! Full Garage Game Room and Steps Away From The Beach
5 Minutes to the Beach & Downtown, 4 Bedroom + Movie Room
Interior

5 Minutes to the Beach & Downtown, 4 Bedroom + Movie Room

2.0 star property
10.0 out of 10, Exceptional, (4)
"Quiet and comfortable house minutes from downtown St. Augustine. Family of 4 with 2 teens. Having 3 bathrooms and a large movie room was perfect from a busy day exploring. "
5 Minutes to the Beach & Downtown, 4 Bedroom + Movie Room
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.
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

Find out more about Anastasia Island

Find out more about Anastasia Island

Anastasia Island Holiday Homes information

Number of reviews
Accommodation
696 Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia

Explore a world of travel with Expedia