Anastasia Island Holiday Rentals

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Our top choices for Anastasia Island holiday rentals

1. Oceans 13 Unit A

Oceans 13 Unit A
3.0 star property
St. Augustine
10.0 out of 10, Exceptional, (6 reviews)
"Great,would stay here again"
United States
Ronald
The price is AU$601
includes taxes & fees
11 Nov - 12 Nov
Oceans 13 Unit A

2. Paradise Palms - Nautilus Suite - Heated Pool!

Paradise Palms - Nautilus Suite - Heated Pool!
Coquina Gables
9.6 out of 10, Exceptional, (17 reviews)
"Great location & amenities "
United States
lee g.
The price is AU$400
includes taxes & fees
10 Nov - 11 Nov
Paradise Palms - Nautilus Suite - Heated Pool!

3. Starfish - Heated Pool & King Beds! Near Amphitheatre, Historic Downtown, Beach

Starfish - Heated Pool & King Beds! Near Amphitheatre, Historic Downtown, Beach
St. Augustine
9.6 out of 10, Exceptional, (163 reviews)
"We really enjoyed our stay!! Nice open floor plan, plenty of space for our group, nice pool, quiet neighborhood, convenient to beach and downtown. Host prompt and very accommodating."
United States
Heather B.
The price is AU$754
includes taxes & fees
10 Nov - 11 Nov
Starfish - Heated Pool & King Beds! Near Amphitheatre, Historic Downtown, Beach

4. Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre

Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre
St. Augustine
10.0 out of 10, Exceptional, (10 reviews)
"Perfect week stay, the pool was close by and the beach was a short walk. We enjoyed the quietness, truly made for a relaxing vacation."
United States
Sarah L.
The price is AU$384
includes taxes & fees
10 Nov - 11 Nov
Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre

5. Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach

Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach
St. Augustine
9.6 out of 10, Exceptional, (151 reviews)
"The home was beautiful. We enjoyed the pool and the proximity to everything."
United States
Kathy S.
The price is AU$754
includes taxes & fees
10 Nov - 11 Nov
Southwind - Screened Heated Pool! Near Amphitheatre, Historic Downtown, & Beach

6. 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, (215 reviews)
"Nice property,close to pools and beach."
United States
Julie B.
The price is AU$330
includes taxes & fees
23 Nov - 24 Nov
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

7. 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, (52 reviews)
"What a Great place! Close to the beach, clean and very comfortable, highly Recommend! Will definitely book this place again!!"
United States
Bill M.
The price is AU$461
includes taxes & fees
10 Nov - 11 Nov
Home away from home! Short walk to the beach and more! Prime Location!

8. Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
Butler Beach
9.8 out of 10, Exceptional, (82 reviews)
"Our stay was wonderful, the property is in great location, room was clean and the host was super helpful and super quick to reply! Will be looking forward to booking again in the future!"
United States
Erick G.
The price is AU$335
includes taxes & fees
24 Nov - 25 Nov
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

9. 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, (62 reviews)
"Our stay was amazing ! Todd was an outstanding host & his communication was wonderful. We will truely be staying again!"
United States
Heather W.
The price is AU$335
includes taxes & fees
24 Nov - 25 Nov
Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

10. 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, (99 reviews)
"This was our second year in a row to stay here and we would return again! The condo is immaculate, contains everything you might need for a great beach experience, and is located in a great spot. With an oceanfront view, on-site pool, and yummy restaurants on either side and across the street you could spend the entire week here without the need to get in your car. Highly recommend!"
United States
Steven D.
The price is AU$470
includes taxes & fees
15 Nov - 16 Nov
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

11. Sand Dollar Suite l Heated Pool l Steps to Beach

Sand Dollar Suite l Heated Pool l Steps to Beach
Coquina Gables
9.6 out of 10, Exceptional, (24 reviews)
"I’m coming back"
United States
Anastasia
The price is AU$441
includes taxes & fees
10 Nov - 11 Nov
Sand Dollar Suite l Heated Pool l Steps to Beach

12. Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach

Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach
St Augustine
9.4 out of 10, Exceptional, (174 reviews)
"Great place ."
United States
Cathy
The price is AU$715
includes taxes & fees
10 Nov - 11 Nov
Lighthouse - Heated Pool & Firepit! Near Amphitheatre, Historic Downtown, Beach

13. 2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!
St. Augustine
8.6 out of 10, Excellent, (8 reviews)
"Close to everything!! Great place for beach and if visiting for concerts at the amphitheater. "
United States
Kandie S.
The price is AU$440
includes taxes & fees
11 Nov - 12 Nov
2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

14. Chic Resort-style Condo, Beachfront & Pool View

Chic Resort-style Condo, Beachfront & Pool View
3.5 star property
Butler Beach
The price is AU$721
includes taxes & fees
11 Nov - 12 Nov
Chic Resort-style Condo, Beachfront & Pool View

15. Deja Blue l Fire pit l Steps to Beach l Dogs OK

Deja Blue l Fire pit l Steps to Beach l Dogs OK
St. Augustine
9.8 out of 10, Exceptional, (49 reviews)
"Great location to explore the area. Will definitely stay again."
United States
derek p.
The price is AU$350
includes taxes & fees
10 Nov - 11 Nov
Deja Blue l Fire pit l Steps to Beach l Dogs OK

16. 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, (120 reviews)
"Everything was good and clean."
United States
Anna P.
The price is AU$636
includes taxes & fees
10 Nov - 11 Nov
Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!

17. 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, (28 reviews)
"Great stay in a great location"
United States
Luke T.
The price is AU$536
includes taxes & fees
10 Nov - 11 Nov
Beach house|Hot Tub, DT 7min, Games & Fenced Patio

18. 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, (46 reviews)
"Very cute and clean house in a very convenient area. Would stay there again"
United States
Chrissy H.
The price is AU$613
includes taxes & fees
10 Nov - 11 Nov
Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable

19. Beautiful home by the Bridge of Lions

Beautiful home by the Bridge of Lions
Davis Shores
9.4 out of 10, Exceptional, (12 reviews)
"Very clean, nice area, convenient to tourist locations"
United States
Lori
The price is AU$377
includes taxes & fees
15 Nov - 16 Nov
Beautiful home by the Bridge of Lions

20. Summer Breeze - Pool and Heated Spa Near Amphitheatre, Historic Downtown, Beach

Summer Breeze - Pool and Heated Spa Near Amphitheatre, Historic Downtown, Beach
St. Augustine
9.8 out of 10, Exceptional, (53 reviews)
"The property was beautiful and super clean! We had a wonderful vacation!!"
United States
Catina S.
The price is AU$754
includes taxes & fees
10 Nov - 11 Nov
Summer Breeze - Pool and Heated Spa Near Amphitheatre, Historic Downtown, 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.

Find holiday rentals that suit your style

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 chosen for you start as low as AU$178 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.

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