Holiday Rentals in Anastasia Island

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Check prices for these dates

Our top choices for Anastasia Island holiday rentals

1. 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 €199
includes taxes & fees
20 Nov - 21 Nov
Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

2. The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.2 out of 10, Wonderful, (45 reviews)
"We really loved it and will definitely be going back"
United States
PAUL J
The Beach Club by Coolvacay

3. 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, (216 reviews)
"Nice property,close to pools and beach."
United States
Julie B.
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

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

Chic Resort-style Condo, Beachfront & Pool View
3.5 star property
Butler Beach
The price is €473
includes taxes & fees
15 Nov - 16 Nov
Chic Resort-style Condo, Beachfront & Pool View

5. 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.
Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre

6. 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 €210
includes taxes & fees
24 Nov - 25 Nov
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool

7. 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 €229
includes taxes & fees
15 Nov - 16 Nov
Deja Blue l Fire pit l Steps to Beach l Dogs OK

8. Starfish - Screened Heated Pool, 6 Bedrooms, Near Downtown & Amphitheatre

Starfish - Screened Heated Pool, 6 Bedrooms, Near Downtown & Amphitheatre
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.
Starfish - Screened Heated Pool, 6 Bedrooms, Near Downtown & Amphitheatre

9. 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, (35 reviews)
"The condo had everything we needed for a nice getaway including beach access"
United States
Rhonda L.
Oceanside complex B-17 1 bedroom with Heated Pool

10. 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 €304
includes taxes & fees
24 Nov - 25 Nov
Home away from home! Short walk to the beach and more! Prime Location!

11. 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, (100 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.
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

12. 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 €263
includes taxes & fees
16 Nov - 17 Nov
Paradise Palms - Nautilus Suite - Heated Pool!

13. Southwind - Screened Heated Pool, Near Beach, Downtown & Amphitheatre

Southwind - Screened Heated Pool, Near Beach, Downtown & Amphitheatre
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 €456
includes taxes & fees
15 Nov - 16 Nov
Southwind - Screened Heated Pool, Near Beach, Downtown & Amphitheatre

14. St. Augustine's Oceanfront Oasis: Hibiscus F102

St. Augustine's Oceanfront Oasis: Hibiscus F102
3.0 star property
Butler Beach
4.0 out of 10, (1 review)
"We had a few issues with our stay. Upon arrival the condo assigned to us had not been cleaned at all and looked to be in a relatively tired condition compared to the photos we saw online. We were helped to quickly find an alternative condo and the team were very responsive however, there were a few general cleanliness issues once we finally got settled like dirt / hair on floor near and under the bed and a cockroach in one of our towels! Location was OK but nothing special. I"
United Kingdom
Alexander
The price is €473
includes taxes & fees
21 Nov - 22 Nov
St. Augustine's Oceanfront Oasis: Hibiscus F102

15. 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.
2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

16. 617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed

617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed
St. Augustine
10.0 out of 10, Exceptional, (12 reviews)
"Great stay in a great location for doing activities in St. Augustine! Easy checkin and checkout directions. Would definitely stay here again. "
United States
Pat B.
The price is €282
includes taxes & fees
15 Nov - 16 Nov
617 Sands Dr · 3 Bedroom Brand New House Near Beach | King Bed

17. Lighthouse & Beach Retreat - Heated Pool, Near Beach, Downtown & Amphitheatre

Lighthouse & Beach Retreat - Heated Pool, Near Beach, Downtown & Amphitheatre
St Augustine
9.4 out of 10, Exceptional, (174 reviews)
"Great place ."
United States
Cathy
The price is €412
includes taxes & fees
15 Nov - 16 Nov
Lighthouse & Beach Retreat - Heated Pool, Near Beach, Downtown & Amphitheatre

18. Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach

Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach
St. Augustine
10.0 out of 10, Exceptional, (82 reviews)
"Perfect place for a girlfriend weekend! Host was accommodating, plenty of room for 8 women. Loved the pool and proximity to the beach and The Amp."
United States
Julie
The price is €434
includes taxes & fees
15 Nov - 16 Nov
Sail Away - Heated Pool, Walk to Amphitheatre, Pet Friendly, Near Beach

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 €238
includes taxes & fees
15 Nov - 16 Nov
Beautiful home by the Bridge of Lions

20. 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 €285
includes taxes & fees
16 Nov - 17 Nov
Sand Dollar Suite l Heated Pool l Steps to 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

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 €139 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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