Anastasia Island Holiday Rentals

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Holiday Rentals in Anastasia Island

Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!

10.0 out of 10, Exceptional, (53)
"Could not have had a more perfect vacation. House and pool were just wonderful. 3 min drive to beach was so convenient. Will stay again and again!"
Tidal Paradise - Heated Pool & Firepit! Walk to the Beach!

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

9.8 out of 10, Exceptional, (61)
"Perfect place to stay "
The price is AU$495
includes taxes & fees
12 Oct - 13 Oct
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants

Ocean Gate at Hibiscus Resort

4.0 star property
8.6 out of 10, Excellent, (126)
"Stayed here for a week with my family and we had a great time. Great location and all of the amenities we needed. Only thing missing was beach chairs but we made do. "
Ocean Gate at Hibiscus Resort

Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!

10.0 out of 10, Exceptional, (45)
"We really enjoyed our stay and we plan visiting again! "
Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!

Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

10.0 out of 10, Exceptional, (107)
"Great vacation home for large family reunion! "
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

30 Off Monthly Free Tickets on Short Stays

2.0 star property
30 Off Monthly Free Tickets on Short Stays

Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.

10.0 out of 10, Exceptional, (81)
"Large, soft memory foam bed, comfy large couch and a well-stocked kitchen made our month long stay enjoyable as we explored the area."
Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.

Sun & Fun @ Can't Be Beat Beachfront Location!

9.4 out of 10, Exceptional, (49)
"Property was as described and owner was very helpful. "
Sun & Fun @ Can't Be Beat Beachfront Location!

Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location

9.8 out of 10, Exceptional, (44)
"We had a fantastic trip. The house was conveniently located near the amphitheater, delicious restaurants and the beach. We couldn’t have asked for a better place to stay! "
Waterfront Retreat, Heated Pool & Rooftop Deck - 2 Bed, Kitchen, Great Location

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

10.0 out of 10, Exceptional, (84)
"This was a wonderful house! Great location easy walk to beach, restaurants and late night desserts! Can't wait to come back!"
The price is AU$622
includes taxes & fees
8 Oct - 9 Oct
Amazing Ocean Views, Steps to Beach, Walk to Restaurants, Shops, and Pier! $300 in Free Tickets!

Island Luxury and Location! Walk to downtown...Nights of Lights

10.0 out of 10, Exceptional, (120)
"Beautiful quite place away from busy of St Augustine, yet still walking distance. Highly recommend this place. "
Island Luxury and Location! Walk to downtown...Nights of Lights

Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

9.8 out of 10, Exceptional, (160)
"Great stay for the Players Tournament "
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

Brand New Beach House! Views! Steps to Beach, Shops, Restaurants, and Pier! $300 in Free Tickets!

9.8 out of 10, Exceptional, (28)
"Loved the location and house! Plenty of room and very clean"
Brand New Beach House! Views! Steps to Beach, Shops, Restaurants, and Pier! $300 in Free Tickets!

Waterfront! Incredible Views, Watch the Dolphins Play, Perfect for Groups, $300 in Free Tickets!

10.0 out of 10, Exceptional, (9)
"Awesome property , with stunning views "
Waterfront! Incredible Views, Watch the Dolphins Play, Perfect for Groups, $300 in Free Tickets!

Direct Oceanfront Condo W/ Large Balcony

9.8 out of 10, Exceptional, (213)
"Wonderful location close to anything you need.Beautiful beach. Didn’t want to leave!"
Direct Oceanfront Condo W/ Large Balcony

Ocean View Condo - Ocean & Racquet Resort [20% DISCOUNT ON 7+ NIGHT STAYS]

10.0 out of 10, Exceptional, (6)
Ocean View Condo - Ocean & Racquet Resort [20% DISCOUNT ON 7+ NIGHT STAYS]

OCTOBER-MAJOR SAVINGS! 9BR OCEANFRONT! LARGE HEATED POOL/ COMPLETE GAME ROOM!

10.0 out of 10, Exceptional, (110)
"Second stay. Already booked for next year. "
OCTOBER-MAJOR SAVINGS! 9BR OCEANFRONT! LARGE HEATED POOL/ COMPLETE GAME ROOM!

Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown

9.8 out of 10, Exceptional, (94)
"We loved the place! "
Blue Heron - Amazing Backyard and Heated Pool, Near Beach & Historic Downtown

Great Beach House At Great Location!

10.0 out of 10, Exceptional, (186)
"Clean, great location, quiet. Great family vacation!"
Great Beach House At Great Location!

Beautiful island cottage minutes from historic St. Augustine, beaches, and more!

10.0 out of 10, Exceptional, (28)
"We had such a wonderful time staying at this property. Beautifully decorated and had everything we needed for our weekend away. Would love to come back and stay longer next time. "
The price is AU$825
includes taxes & fees
29 Sept - 30 Sept
Beautiful island cottage minutes from historic St. Augustine, beaches, and more!
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

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$495 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.