Holiday Rentals in Anastasia Island

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Our top choices for Anastasia Island holiday 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 €291
includes taxes & fees
6 Jun - 7 Jun
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 €228
includes taxes & fees
17 May - 18 May
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 €224
includes taxes & fees
28 May - 29 May
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 €141
includes taxes & fees
4 Jun - 5 Jun
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.
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.
The price is €270
includes taxes & fees
20 May - 21 May
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.
The price is €186
includes taxes & fees
17 May - 18 May
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 €217
includes taxes & fees
17 May - 18 May
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 €244
includes taxes & fees
26 May - 27 May
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 €222
includes taxes & fees
5 Jun - 6 Jun
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 €429
includes taxes & fees
22 May - 23 May
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.
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 €405
includes taxes & fees
21 May - 22 May
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 €445
includes taxes & fees
19 May - 20 May
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 €355
includes taxes & fees
17 May - 18 May
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.
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 €309
includes taxes & fees
18 May - 19 May
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 €361
includes taxes & fees
25 May - 26 May
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 €389
includes taxes & fees
21 May - 22 May
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

Everything you need to know about Anastasia Island holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Anastasia Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Anastasia Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Anastasia Island holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Anastasia Island. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Anastasia Island holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Anastasia Island holiday rentals we have selected for you start as low as €141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Anastasia Island rentals

At Expedia, we put the best Anastasia Island holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Anastasia Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Anastasia Island holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Anastasia Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.