Holiday Rentals in Anastasia Island

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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)
"Great location on Anastasia Island. "
United States
John
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)
"Enjoyed our stay. Loved the comfortable beds, pool and roof top patio."
United States
Paul T.
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)
"We loved this house! Beautiful view, attentive host, and incredible outdoor space. Would absolutely stay again!"
United States
Michelle R.
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

Sea Place by VTrips

3.5 star property
Butler Beach
9.6 out of 10, Exceptional, (5)
"Ocean view, proximity to beach, 3 bathrooms, space for a family."
United States
DAVID JOHN
Sea Place by VTrips

Ocean Village Club

4.0 star property
Butler Beach
8.4 out of 10, Very good, (42)
"It's in a great location. Short walk to the beach. Not to far from St Augustine."
United States
james
Ocean Village Club

Hibiscus

3.5 star property
Butler Beach
8.4 out of 10, Very good, (9)
"Please tell the owner to have their internet checked out, this is our second stay here, and both times the connection was so slow it kept dropping. It was almost impossible to work remotely. The speed tested at less than 3mbps, and I'm sure they are paying for much faster service."
United States
Doug
Hibiscus

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

Davis Shores
8.0 out of 10, Very good, (1)
"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 Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

Crescent Beach
9.8 out of 10, Exceptional, (166)
"Wonderful 4 night stay. The pool and views of the ocean were awesome!"
United States
Vanessa B.
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

Atlantic View - Ocean Views, Pool & Heated Spa, Spacious Home

Butler Beach
9.8 out of 10, Exceptional, (154)
"Great!"
United States
Anonymous traveller
Atlantic View - Ocean Views, Pool & Heated Spa, Spacious Home

Ocean & Racquet

3.5 star property
St. Augustine
8.0 out of 10, Very good, (7)
"Very quiet and close to everything!"
United States
Amanda Sharie
Ocean & Racquet

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

Butler Beach
9.6 out of 10, Exceptional, (92)
"Very nice relaxing stay with everything you need on property."
United States
Paula B.
The price is €276
includes taxes & fees
18 Nov - 19 Nov
This vacation home is the embodiment of Comfort, Conveniences and Location.

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

St. Augustine
9.6 out of 10, Exceptional, (182)
"Just absolutely perfect everything was great."
United States
Wally
The price is €227
includes taxes & fees
12 Dec - 13 Dec
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

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

Davis Shores
10.0 out of 10, Exceptional, (86)
"Large, soft memory foam bed, comfy large couch and a well-stocked kitchen made our month long stay enjoyable as we explored the area."
United States
Lori 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)
"Clean, very comfortable beds, spacious living room, and great pool area next to the house"
United States
Andrew J.
Mid-Century Pool Home Between Downtown & Beach

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 €1,026
includes taxes & fees
17 Nov - 18 Nov
500 ft To Beach/Balcony Ocean Views/Hot Tub/Yoga Studio/Bikes/In-Law Suite

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

Davis Shores
10.0 out of 10, Exceptional, (34)
"We loved our stay here! Great location. Very clean and comfortable. Front porch/yard was very nice! Off street parking was a big plus. Highly recommend!!!"
United States
Richard P.
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, (19)
"This was a great property in St. Augustine. I highly recommend this property. "
United States
Deborah F.
Flagler House short walk to Historic District

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

Davis Shores
10.0 out of 10, Exceptional, (34)
"Wonderful stay. House was beautifully decorated and in a nice area. Walking distance to old St. Augustine. "
United States
Jen G.
The price is €472
includes taxes & fees
17 Nov - 18 Nov
Beautiful island cottage minutes from historic St. Augustine, beaches, and more!

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

St. Augustine
10.0 out of 10, Exceptional, (10)
"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]

Beach Duplex B

Saint Augustine Beach
9.8 out of 10, Exceptional, (140)
"This was a wonderful place to stay. The location is perfect with plenty of things within walking distance. I will definitely stay here again if it is available! "
United States
Parker M.
Beach Duplex B
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, 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 €227 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.