Anastasia Island Holiday Rentals

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Holiday Rentals in Anastasia Island

Ocean Gate at Hibiscus Resort

4.0 star property
Butler Beach
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. "
United States
Robert
Ocean Gate at Hibiscus Resort

Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

Davis Shores
10.0 out of 10, Exceptional, (66)
"Always a pleasure staying at this wonderful home! It's comfortable and roomy and has all that you would need and more!"
United States
Elizabeth L.
Waterfront Home w/Heated Pool, Rooftop Deck, Large Primary Suite, Great Location

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

Davis Shores
10.0 out of 10, Exceptional, (110)
"Really nice place and very good location. Host is very attentive and helpful"
United States
lorene f.
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

Hibiscus

3.5 star property
Butler Beach
8.4 out of 10, Very good, (9)
"Very clean, great location for easy beach access. Well appointed kitchen. "
United States
Sean
Hibiscus

Sea Place by VTrips

3.5 star property
Butler Beach
9.6 out of 10, Exceptional, (5)
"Very nice place if you are Looking for serenity and relaxation. "
United States
yuliska
Sea Place by VTrips

Ocean Village Club

4.0 star property
Butler Beach
8.4 out of 10, Very good, (42)
"Very nice apartment, nice resort "
United States
Jeffrey
Ocean Village Club

Charming 3-bedroom house with WiFi, 10 minutes to beach and walking to downtown

Davis Shores
9.0 out of 10, Wonderful, (2)
"It was a comfortable stay and enjoyed our time. "
United States
Rafael C.
Charming 3-bedroom house with WiFi, 10 minutes to beach and walking to downtown

Beach Duplex B

Saint Augustine Beach
9.8 out of 10, Exceptional, (140)
"Super cute house! Has everything you need and less than a 5 min walk to beach. Lots of restaurants nearby. Would definitely stay again in the future!"
United States
Brittany
Beach Duplex B

500 ft To Beach/Balcony Ocean Views/Hot Tub/Yoga Studio/Bikes/In-Law Suite

Butler Beach
9.6 out of 10, Exceptional, (5)
"We had a fun family vacation! The beach was great & the house accommodated all our needs. Beautiful, clean & fun! "
United States
Ally G.
The price is NZ$2,109
includes taxes & fees
11 Dec - 12 Dec
500 ft To Beach/Balcony Ocean Views/Hot Tub/Yoga Studio/Bikes/In-Law Suite

1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

St. Augustine
9.6 out of 10, Exceptional, (182)
"Absolutely perfect place for a weekend beach getaway!"
United States
Heather N.
The price is NZ$457
includes taxes & fees
12 Dec - 13 Dec
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

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

Crescent Beach
9.8 out of 10, Exceptional, (166)
"It was perfect for our needs. Plenty of space to spread out. Something for everyone. Owner was very helpful and considerate. Everyone had a great time."
United States
Margie D.
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

This vacation home is the embodiment of Comfort, Conveniences and Location.

Butler Beach
9.6 out of 10, Exceptional, (92)
"Would rent again."
United States
Don W.
The price is NZ$500
includes taxes & fees
30 Nov - 1 Dec
This vacation home is the embodiment of Comfort, Conveniences and Location.

Ocean & Racquet

3.5 star property
St. Augustine
8.0 out of 10, Very good, (7)
"Beautiful location beachfront and not very busy "
United States
Robert
Ocean & Racquet

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

Davis Shores
10.0 out of 10, Exceptional, (87)
"Place was great. Host were very easy to communicate with. Even helped with my booking mixup. "
United States
michele h.
Walk to Nights of Lights- Lovely 2 Bedroom-1 Bath Excellent location.

Mid-Century Pool Home Between Downtown & Beach

Davis Shores
9.8 out of 10, Exceptional, (61)
"Second time we stayed here and we had a great time"
United States
Adam M.
Mid-Century Pool Home Between Downtown & Beach

You must have the experience, just steps from St Augustine's historic district

Davis Shores
10.0 out of 10, Exceptional, (34)
"Delightful cute place. Wonderful hosts. Loved loved loved our stay and loved the decor!!!!"
United States
Lisa B.
You must have the experience, just steps from St Augustine's historic district

Flagler House short walk to Historic District

2.0 star property
Davis Shores
10.0 out of 10, Exceptional, (20)
"This is such a wonderful home, in a great location, and the host was on top of everything and even sent us a great list of everything to see, eat, and explore in the area! We will definitely stay here again. "
United States
Rochelle T.
Flagler House short walk to Historic District

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

St. Augustine
10.0 out of 10, Exceptional, (11)
"Excellent property and host, most well supplied place we have stayed in a long time. Cloae easy walk to the beach."
United States
Preston B.
Ocean View Condo - Ocean & Racquet Resort [20% DISCOUNT ON 7+ NIGHT STAYS]

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

Davis Shores
10.0 out of 10, Exceptional, (34)
"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. "
United States
Marlize E.
The price is NZ$932
includes taxes & fees
19 Nov - 20 Nov
Beautiful island cottage minutes from historic St. Augustine, beaches, and more!

Island Oasis: Walk to Downtown, Bike to Beach

2.0 star property
Davis Shores
Island Oasis: Walk to Downtown, Bike 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.
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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 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 NZ$457 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.