A wooden pier extending into calm water at sunset.

Anastasia Island Holiday Rentals

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Our top choices for Anastasia Island holiday rentals

1. The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.6 out of 10, Exceptional, (19 reviews)
"Staff and Rooms were excellent. Great location"
United States
Erica
The price is AU$350
includes taxes & fees
13 Aug - 14 Aug
The Beach Club by Coolvacay

2. 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, (208 reviews)
"Very clean, great hosts"
United States
Angela
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

3. Oceans 13 Unit A

Oceans 13 Unit A
3.0 star property
St. Augustine
10.0 out of 10, Exceptional, (5 reviews)
"Love that you are walking distance to restaurants and beach will be back soon"
United States
Belinda
The price is AU$607
includes taxes & fees
17 Aug - 18 Aug
Oceans 13 Unit A

4. 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, (89 reviews)
"The condo has been beautifully updated. It was very comfortable and perfect walkout beach vacation. We were able to walk to multiple restaurants which was a huge plus. We felt very safe and will definitely be back!"
United States
TREVIN
The price is AU$452
includes taxes & fees
8 Sept - 9 Sept
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

5. Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!

Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!
St. Augustine Beach
10.0 out of 10, Exceptional, (110 reviews)
"Perfect location with walk ability to restaurants, coffee shops, etc. Lovely unit close to beach. I would definitely rent again."
United States
Annie C.
The price is AU$611
includes taxes & fees
24 Aug - 25 Aug
Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!

6. Duneside Bliss l Hot Tub l Firepit l Dogs OK

Duneside Bliss l Hot Tub l Firepit l Dogs OK
St. Augustine
10.0 out of 10, Exceptional, (43 reviews)
"Yes. We loved our stay!"
United States
Elena W.
The price is AU$813
includes taxes & fees
23 Aug - 24 Aug
Duneside Bliss l Hot Tub l Firepit l Dogs OK

7. Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!

Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!
Saint Augustine
9.8 out of 10, Exceptional, (138 reviews)
"Great location! "
United States
Chris H.
The price is AU$612
includes taxes & fees
23 Aug - 24 Aug
Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!

8. St. Augustine Beach Community

St. Augustine Beach Community
Butler Beach
9.6 out of 10, Exceptional, (99 reviews)
"Very nice place to stay in a dog friendly property. Unit was as advertised and the king bed was very comfortable. Great location!"
United States
Charles A.
The price is AU$380
includes taxes & fees
23 Aug - 24 Aug
St. Augustine Beach Community

9. Ocean Air, Brand-New Flair — Renovated Pool View Retreat

Ocean Air, Brand-New Flair — Renovated Pool View Retreat
St. Augustine Beach
9.4 out of 10, Exceptional, (33 reviews)
"Great place to stay. "
United States
Cassandra K.
The price is AU$439
includes taxes & fees
13 Aug - 14 Aug
Ocean Air, Brand-New Flair — Renovated Pool View Retreat

10. 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, (25 reviews)
"This location was awesome! It was a very short walk to the private access beach which was great! We definitely enjoyed our stay."
United States
Juli M.
The price is AU$524
includes taxes & fees
12 Aug - 13 Aug
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

11. Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
10.0 out of 10, Exceptional, (38 reviews)
"Great place, close to attractions and owners are very nice! Definitely would stay again! "
United States
Regina S.
The price is AU$528
includes taxes & fees
23 Aug - 24 Aug
Island Suite l Walk to Downtown!

12. Bud's Lighthouse-just steps to St. Augustine Beach

Bud's Lighthouse-just steps to St. Augustine Beach
St. Augustine
10.0 out of 10, Exceptional, (66 reviews)
"Great place everything was as pictured would definitely stay again "
United States
Janice M.
The price is AU$610
includes taxes & fees
24 Aug - 25 Aug
Bud's Lighthouse-just steps to St. Augustine Beach

13. 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.
3BR/2BA Scenic Marsh & Birding Coastal Retreat

14. Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch

Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
Butler Beach
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for a weekend getaway!"
United States
Roman M.
The price is AU$401
includes taxes & fees
12 Aug - 13 Aug
Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch

15. Waterfront suite, Dogs are cool! no pet fee!

Waterfront suite, Dogs are cool! no pet fee!
Butler Beach
10.0 out of 10, Exceptional, (29 reviews)
"Great property!"
United States
Ryan R.
The price is AU$194
includes taxes & fees
23 Aug - 24 Aug
Waterfront suite, Dogs are cool! no pet fee!

16. Beautiful home by the Bridge of Lions

Beautiful home by the Bridge of Lions
Davis Shores
9.8 out of 10, Exceptional, (8 reviews)
"We loved our stay at this home in St. Augustine! Absolute perfect location, with an easy and fun walk over the bridge to downtown, plus it's right behind a few great restaurants and bars. "
United States
Dan L.
The price is AU$378
includes taxes & fees
8 Sept - 9 Sept
Beautiful home by the Bridge of Lions

17. Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable

Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable
Davis Shores
10.0 out of 10, Exceptional, (35 reviews)
"Very cute and clean house in a very convenient area. Would stay there again"
United States
Chrissy H.
The price is AU$727
includes taxes & fees
25 Aug - 26 Aug
Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable

18. Spacious cozy home between downtown & the beach!

Spacious cozy home between downtown & the beach!
Davis Shores
9.8 out of 10, Exceptional, (19 reviews)
"This host was extremely helpful and offered to assist every step of the way. The condo was very nice and clean and in a perfect location to walk downtown or drive to the beac or other restaurants. Perfect stay! "
United States
Keith U.
The price is AU$346
includes taxes & fees
23 Aug - 24 Aug
Spacious cozy home between downtown & the beach!

19. 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, (68 reviews)
The price is AU$367
includes taxes & fees
8 Sept - 9 Sept
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

20. Beach house|Hot Tub, DT 7min, Games & Fenced Patio

Beach house|Hot Tub, DT 7min, Games & Fenced Patio
Davis Shores
9.6 out of 10, Exceptional, (26 reviews)
"Everything was very clean and all of the amenities were as listed. We had a great comfortable time even with a large group!"
United States
Jocelyn B.
The price is AU$600
includes taxes & fees
23 Aug - 24 Aug
Beach house|Hot Tub, DT 7min, Games & Fenced Patio
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, 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 favourite 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 depend 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 AU$194 per night. Entering your travel dates in the search wizard might find you 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. 

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