Anastasia Island Vacation Rentals

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Our top choices for Anastasia Island vacation rentals

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, (52 reviews)
"We enjoyed our stay here. Nice little suite with just about everything you need. The pool was an extra plus and the short walk to the beautiful beach was so convenient. We would not hesitate to stay here again."
United States
guy
The price is CA $273
CA $463 total
includes taxes & fees
Jun 6 - Jun 7
Intimate Heated Pool Side Beach Bungalow! Just steps to the beach!

Coastal Charm Getaway

Coastal Charm Getaway
Butler Beach
9.2 out of 10, Wonderful, (19 reviews)
"Very pet friendly and a comfortable environment. We enjoyed the stay at this safe property immensely! Eould book again!"
United States
Deb W.
The price is CA $96
CA $361 total
includes taxes & fees
May 17 - May 18
Coastal Charm Getaway

The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.8 out of 10, Exceptional, (6 reviews)
The price is CA $240
CA $358 total
includes taxes & fees
May 28 - May 29
The Beach Club by Coolvacay

Waterfront suite, Dogs are cool! no pet fee!

Waterfront suite, Dogs are cool! no pet fee!
Butler Beach
10.0 out of 10, Exceptional, (14 reviews)
"Nice place and easy communication with the host"
United States
Emily H.
The price is CA $172
CA $219 total
includes taxes & fees
Jun 4 - Jun 5
Waterfront suite, Dogs are cool! no pet fee!

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, (80 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved the service; the staff was very attentive, and the view was beautiful and very relaxing, perfect for resting and spending time with family."
United States
Tania V.
The price is CA $254
CA $320 total
includes taxes & fees
May 18 - May 19
Beacher's Oceanfront Patio Suite with onsite front desk and staff

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, (110 reviews)
"The condo was beautiful and we had everything we needed. It is close to downtown and we enjoyed being able to walk down to the beach. "
United States
Nicole N.
This vacation home is the embodiment of Comfort, Conveniences and Location.

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, (129 reviews)
"Great location and the accommodations were good!"
United States
Julie L.
Ocean Front 1 Bedroom Condo With Heated Pool just outside the balcony

Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff

Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff
Crescent Beach
8.8 out of 10, Excellent, (9 reviews)
"Nice location (right on the ocean). Employees were all very friendly, and helpful. The dog walk area was a little out of the way. The coffee in the condo was very weak. The television in the living room was very nice. We asked for maintenance to lubricate the sliding door to the patio, and they responded very quickly."
United States
Scott B.
The price is CA $274
CA $346 total
includes taxes & fees
May 18 - May 19
Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Crescent Beach
8.8 out of 10, Excellent, (60 reviews)
"Great place to stay on the beach"
United States
Jim S.
The price is CA $197
CA $404 total
includes taxes & fees
Jun 3 - Jun 4
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean

Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean
Crescent Beach
9.4 out of 10, Exceptional, (184 reviews)
"I was worried about the view from the first floor, but you could easily see the ocean and sunrise. It was nice having a ground floor for our dog.. The bed was very comfortable and large. It was a nice surprise. The shower was wonderful with great pressure. We had one problem with the coffee maker the first day, but I let Todd know and he replaced it the next day. The pool was amazing beautiful and clean each day. I would definitely stay here again. Thank you for a wonderful beach getaway."
United States
Michael
The price is CA $159
CA $355 total
includes taxes & fees
Jun 5 - Jun 6
Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
Crescent Beach
9.6 out of 10, Exceptional, (206 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 $229
CA $694 total
includes taxes & fees
Jun 6 - Jun 7
Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants
St. Augustine
9.8 out of 10, Exceptional, (81 reviews)
"Very clean, close to the beach, restaurants and shops"
United States
Deborah F.
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff

Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff
Crescent Beach
9.6 out of 10, Exceptional, (17 reviews)
"We really enjoyed our stays. Beautiful condo for two people. Awesome beach, and communication with owners was great. "
United States
alena s.
The price is CA $295
CA $371 total
includes taxes & fees
May 18 - May 19
Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff

Oceanfront 3BR,Game Room, Crescent Beach Retreat!

Oceanfront 3BR,Game Room, Crescent Beach Retreat!
Crescent Beach
9.6 out of 10, Exceptional, (36 reviews)
"Wonderful stay, comfortable condo , great location "
United States
Dotti D.
The price is CA $173
CA $641 total
includes taxes & fees
May 21 - May 22
Oceanfront 3BR,Game Room, Crescent Beach Retreat!

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 $187
CA $719 total
includes taxes & fees
May 19 - May 20
3BR/2BA Scenic Marsh & Birding Coastal Retreat

Condo Across the Street From the Beach With Pool, Tennis, &. Washer/dryer

Condo Across the Street From the Beach With Pool, Tennis, &. Washer/dryer
2.0 star property
Crescent Beach
The price is CA $192
CA $567 total
includes taxes & fees
May 17 - May 18
Condo Across the Street From the Beach With Pool, Tennis, &. Washer/dryer

Steps To Butler Beach! Fenced Backyard, Hot Tub, Outdoor Dining, Kayaks/SUPs

Steps To Butler Beach! Fenced Backyard, Hot Tub, Outdoor Dining, Kayaks/SUPs
Butler Beach
10.0 out of 10, Exceptional, (8 reviews)
"It was a perfect stay at the perfect place with the perfect distance to the beach! "
United States
Rachelle F.
The price is CA $297
CA $935 total
includes taxes & fees
May 21 - May 22
Steps To Butler Beach! Fenced Backyard, Hot Tub, Outdoor Dining, Kayaks/SUPs

Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
10.0 out of 10, Exceptional, (38 reviews)
"Host was very responsive "
United States
Patrice G.
The price is CA $125
CA $495 total
includes taxes & fees
May 18 - May 19
Island Suite l Walk to Downtown!

St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
Butler Beach
10.0 out of 10, Exceptional, (20 reviews)
"The host were very informative and communicated right away any time we had questions.Property location was great and it was very comfortable. Our family really enjoyed our stay. "
United States
DOROTHY S.
The price is CA $223
CA $626 total
includes taxes & fees
May 30 - May 31
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

Center of Saint Augustine Beach

Center of Saint Augustine Beach
St. Augustine
9.6 out of 10, Exceptional, (33 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 $261
CA $631 total
includes taxes & fees
May 21 - May 22
Center of Saint Augustine Beach
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

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.