Anastasia Island Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Anastasia Island vacation rentals

Oceanside complex B-17 1 bedroom with Heated Pool

Oceanside complex B-17 1 bedroom with Heated Pool
Butler Beach
9.6 out of 10, Exceptional, (31 reviews)
"The property is part of a condominium community right on the beach, close to shopping and restaurants, and a short drive to historic St. Augustine. It had everything our family of four needed for our short vacation. Our only complaint is that we didn’t stay longer!"
United States
Ronald M.
The price is CA $133
CA $337 total
includes taxes & fees
Apr 18 - Apr 19
Oceanside complex B-17 1 bedroom with Heated Pool

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Crescent Beach
9.0 out of 10, Wonderful, (57 reviews)
"Great place to stay on the beach"
United States
Jim S.
The price is CA $164
CA $367 total
includes taxes & fees
Apr 21 - Apr 22
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
Butler Beach
9.6 out of 10, Exceptional, (69 reviews)
"Everything was clean and the apartment had everything we could have needed! The location was perfect for us! Also the beach access is definitely a good bonus! "
United States
Michelle F.
The price is CA $131
CA $337 total
includes taxes & fees
Apr 5 - Apr 6
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!

Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!
Butler Beach
9.8 out of 10, Exceptional, (44 reviews)
"All was GreatApartment was perfectPool and outside grounds were very nice Pool was great with neat soaking lounge chairs in the waterWill look forward to next visit soonBeach is close and beautifulHost was very nice very attentive Very private place to stayWould recommend to my friends!"
United States
Robert J.
The price is CA $192
CA $361 total
includes taxes & fees
Apr 4 - Apr 5
Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!

Charming Cottage ~ Steps to the Beach ~ Pet Friendly

Charming Cottage ~ Steps to the Beach ~ Pet Friendly
Butler Beach
9.0 out of 10, Wonderful, (31 reviews)
"Loved our stay here. Plenty of room and comfortable bed. No oven/stove top, but countertop burners available.would stay here again"
United States
Jeanine S.
The price is CA $173
CA $617 total
includes taxes & fees
Mar 29 - Mar 30
Charming Cottage ~ Steps to the Beach ~ Pet Friendly

Cozy Seaside Condo w/ Ocean Views - Pets Allowed!

Cozy Seaside Condo w/ Ocean Views - Pets Allowed!
Crescent Beach
7.8 out of 10, Good, (20 reviews)
"Great place to stay owner was amazing."
United States
Gretchen
The price is CA $122
CA $315 total
includes taxes & fees
Mar 25 - Mar 26
Cozy Seaside Condo w/ Ocean Views - Pets Allowed!

Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

Stunning 1 Bed 1 Bath Condo with Heated Pool B-15
Butler Beach
9.8 out of 10, Exceptional, (52 reviews)
"We loved the accommodations and the walks to the beach and pools.The area is great for sightseeing and there are wonderful places to eat all around."
United States
Pattie J.
The price is CA $112
CA $309 total
includes taxes & fees
Apr 1 - Apr 2
Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

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

3 minute walk to the beach, outdoor shower, pet friendly, close to downtown
Butler Beach
9.8 out of 10, Exceptional, (19 reviews)
"House was perfect for our needs, and the location was excellent "
United States
Tony S.
The price is CA $171
CA $559 total
includes taxes & fees
Mar 25 - Mar 26
3 minute walk to the beach, outdoor shower, pet friendly, close to downtown

Beacher's Oceanfront Patio Suite with onsite front desk and staff

Beacher's Oceanfront Patio Suite with onsite front desk and staff
Crescent Beach
8.4 out of 10, Very good, (79 reviews)
"We really enjoyed our stay here. Right on the beach great ice cream shop across the street and close to restaurants was great. "
United States
Erin
The price is CA $268
CA $334 total
includes taxes & fees
Mar 25 - Mar 26
Beacher's Oceanfront Patio Suite with onsite front desk and staff

Ocean Front 1 Bedroom Condo With Heated Pool just outside the balcony

Ocean Front 1 Bedroom Condo With Heated Pool just outside the balcony
Crescent Beach
9.4 out of 10, Exceptional, (127 reviews)
"Great location and the accommodations were good!"
United States
Julie L.
The price is CA $126
CA $312 total
includes taxes & fees
Apr 2 - Apr 3
Ocean Front 1 Bedroom Condo With Heated Pool just outside the balcony

Seaside Sanctuary: Relax in St. Augustine's Gem

Seaside Sanctuary: Relax in St. Augustine's Gem
2.5 star property
Butler Beach
Seaside Sanctuary: Relax in St. Augustine's Gem

3BR/2BA Scenic Marsh & Birding Coastal Retreat

3BR/2BA Scenic Marsh & Birding Coastal Retreat
St. Augustine
9.8 out of 10, Exceptional, (37 reviews)
"Great location - bring or rent bikes and you can get to everything"
United States
Kara L.
The price is CA $210
CA $727 total
includes taxes & fees
Mar 25 - Mar 26
3BR/2BA Scenic Marsh & Birding Coastal Retreat

< 1 Mi to Butler Beach! Home w/ Backyard Oasis

< 1 Mi to Butler Beach! Home w/ Backyard Oasis
3.0 star property
Butler Beach
The price is CA $167
CA $533 total
includes taxes & fees
Mar 26 - Mar 27
< 1 Mi to Butler Beach! Home w/ Backyard Oasis

Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
10.0 out of 10, Exceptional, (37 reviews)
"Host was very responsive "
United States
Patrice G.
The price is CA $119
CA $498 total
includes taxes & fees
Mar 25 - Mar 26
Island Suite l Walk to Downtown!

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
St. Augustine
9.6 out of 10, Exceptional, (195 reviews)
"Perfect place to stay - just minutes away fromSo many places. Beach access was perfect. Definitely a must stay "
United States
Marie C.
The price is CA $120
CA $320 total
includes taxes & fees
Apr 22 - Apr 23
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

Walk to town, short drive to the beach.

Walk to town, short drive to the beach.
Davis Shores
9.8 out of 10, Exceptional, (92 reviews)
"Comfortable, clean and easy check in/check out"
United States
Cindel
Walk to town, short drive to the beach.

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
Crescent Beach
9.6 out of 10, Exceptional, (204 reviews)
"Fabulous accommodations and a great host. The condo was meticulously clean and the location is close enough to the old city, but far enough away to enjoy the pace and quite of the beach. Perfect for a get away for two people."
United States
Mark P.
The price is CA $173
CA $619 total
includes taxes & fees
Apr 12 - Apr 13
Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Center of Saint Augustine Beach

Center of Saint Augustine Beach
St. Augustine
9.6 out of 10, Exceptional, (31 reviews)
"We came up to see the lights and this place was perfect for us! It is a beautiful place with great access to the beach for my morning walk and a short drive to get right into the heart of downtown. "
United States
Joshua L.
The price is CA $215
CA $570 total
includes taxes & fees
Mar 29 - Mar 30
Center of Saint Augustine Beach

This vacation home is the embodiment of Comfort, Conveniences and Location.

This vacation home is the embodiment of Comfort, Conveniences and Location.
Butler Beach
9.6 out of 10, Exceptional, (99 reviews)
"Nice place. Was perfect for our needs."
United States
Jorge O.
The price is CA $192
CA $501 total
includes taxes & fees
Apr 12 - Apr 13
This vacation home is the embodiment of Comfort, Conveniences and Location.

Home away from home! Short walk to the beach and more! Prime Location!

Home away from home! Short walk to the beach and more! Prime Location!
St. Augustine
10.0 out of 10, Exceptional, (43 reviews)
"Super clean, great location, very accommodating-would love to stay again!"
United States
Lisa S.
The price is CA $216
CA $478 total
includes taxes & fees
Mar 25 - Mar 26
Home away from home! Short walk to the beach and more! Prime Location!
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

Top Anastasia Island Hotel Reviews

Find out more about Anastasia Island

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Anastasia Island. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.