A wooden pier extending into calm water at sunset.

Holiday Rentals in Anastasia Island

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Our top choices for Anastasia Island holiday rentals

The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.8 out of 10, Exceptional, (13 reviews)
"Awesome spot"
United States
Sherman
The price is €260
includes taxes & fees
8 Jul - 9 Jul
The Beach Club by Coolvacay

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
Crescent Beach
9.0 out of 10, Wonderful, (63 reviews)
"Great place to stay on the beach"
United States
Jim S.
The price is €226
includes taxes & fees
7 Jul - 8 Jul
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo

Coastal Charm Getaway

Coastal Charm Getaway
Butler Beach
9.2 out of 10, Wonderful, (21 reviews)
"Very pet friendly and a comfortable environment. We enjoyed the stay at this safe property immensely! Eould book again!"
United States
Deb W.
The price is €326
includes taxes & fees
12 Jul - 13 Jul
Coastal Charm Getaway

Beacher's Lodge Studio Suite with onsite front desk and staff

Beacher's Lodge Studio Suite with onsite front desk and staff
Crescent Beach
9.0 out of 10, Wonderful, (90 reviews)
"Great location, just steps from the beach and a short drive to downtown St Augustine. Very clean and the front desk people were super sweet and helpful. "
United States
Terri W.
The price is €189
includes taxes & fees
12 Jul - 13 Jul
Beacher's Lodge Studio Suite with onsite front desk and staff

Oceanfront 3BR,Game Room, Crescent Beach Retreat!

Oceanfront 3BR,Game Room, Crescent Beach Retreat!
Crescent Beach
9.6 out of 10, Exceptional, (39 reviews)
"Great house and location! Kids loved the retro video games and my husband and I loved the view. "
United States
Stefanie S.
The price is €462
includes taxes & fees
2 Jul - 3 Jul
Oceanfront 3BR,Game Room, Crescent Beach Retreat!

Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean

Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean
Crescent Beach
9.4 out of 10, Exceptional, (187 reviews)
"Great location, easy checkin, had everything we needed"
United States
William M.
The price is €197
includes taxes & fees
6 Jul - 7 Jul
Direct Ocean Front Condo With Heated Pool Located Directly on the Ocean

Waterfront suite, Dogs are cool! no pet fee!

Waterfront suite, Dogs are cool! no pet fee!
Butler Beach
10.0 out of 10, Exceptional, (24 reviews)
"Nice place and easy communication with the host"
United States
Emily H.
The price is €131
includes taxes & fees
12 Jul - 13 Jul
Waterfront suite, Dogs are cool! no pet fee!

3 minute walk to the beach, outdoor shower, pet friendly, close to downtown

3 minute walk to the beach, outdoor shower, pet friendly, close to downtown
Butler Beach
9.8 out of 10, Exceptional, (27 reviews)
"Clean, well appointed space for family and pets. Consistent and helpful communication from owner. Close to Beach and shopping. "
United States
Amy
3 minute walk to the beach, outdoor shower, pet friendly, close to downtown

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

This vacation home is the embodiment of Comfort, Conveniences and Location.
Butler Beach
9.6 out of 10, Exceptional, (113 reviews)
"Great place to stay. Great location to go anywhere and nice being so close to the beach!"
United States
Laura M.
The price is €333
includes taxes & fees
6 Jul - 7 Jul
This vacation home is the embodiment of Comfort, Conveniences and Location.

Oceans 13 Unit A

Oceans 13 Unit A
3.0 star property
St. Augustine
10.0 out of 10, Exceptional, (4 reviews)
"Love that you are walking distance to restaurants and beach will be back soon"
United States
Belinda
The price is €386
includes taxes & fees
5 Jul - 6 Jul
Oceans 13 Unit A

Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101

Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101
Crescent Beach
9.4 out of 10, Exceptional, (130 reviews)
"Great location and the accommodations were good!"
United States
Julie L.
The price is €224
includes taxes & fees
16 Jul - 17 Jul
Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101

Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff

Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff
Crescent Beach
8.8 out of 10, Excellent, (9 reviews)
"Nice location (right on the ocean). Employees were all very friendly, and helpful. The dog walk area was a little out of the way. The coffee in the condo was very weak. The television in the living room was very nice. We asked for maintenance to lubricate the sliding door to the patio, and they responded very quickly."
United States
Scott B.
The price is €232
includes taxes & fees
6 Jul - 7 Jul
Oceanfront Patio Suite with daily housekeeping and welcoming front desk staff

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, (49 reviews)
"Lovely place, contrained everything needed for your stay. Excellent location in proximity to the beach and conveniences. Very good value."
United States
Diana
The price is €302
includes taxes & fees
6 Jul - 7 Jul
Home away from home! Short walk to the beach and more! Prime Location!

Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
10.0 out of 10, Exceptional, (38 reviews)
"Great place, close to attractions and owners are very nice! Definitely would stay again! "
United States
Regina S.
The price is €341
includes taxes & fees
2 Jul - 3 Jul
Island Suite l Walk to Downtown!

Center of Saint Augustine Beach

Center of Saint Augustine Beach
St. Augustine
9.6 out of 10, Exceptional, (34 reviews)
"Great location, beautiful apartment, so much more homey than staying in a hotel. We hope to stay again in the future!"
United States
Thomas C.
The price is €397
includes taxes & fees
14 Jul - 15 Jul
Center of Saint Augustine Beach

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, (202 reviews)
"Very clean, great hosts"
United States
Angela
The price is €230
includes taxes & fees
19 Jul - 20 Jul
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24

St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
Butler Beach
10.0 out of 10, Exceptional, (23 reviews)
"This location was awesome! It was a very short walk to the private access beach which was great! We definitely enjoyed our stay."
United States
Juli M.
The price is €375
includes taxes & fees
9 Jul - 10 Jul
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)

Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!

Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!
Saint Augustine
9.8 out of 10, Exceptional, (134 reviews)
"Great location! "
United States
Chris H.
The price is €413
includes taxes & fees
5 Jul - 6 Jul
Steps to Beach! Suite Bedrooms, Walk to Shops and Pier, Minutes to Downtown, $300 in Free Tickets!

Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff

Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff
Crescent Beach
9.4 out of 10, Exceptional, (18 reviews)
"Beautiful view of the Atlantic!! Great location!"
United States
Beverly P.
The price is €253
includes taxes & fees
22 Jul - 23 Jul
Beacher's Oceanfront Balcony Suite with onsite Front Desk and Staff

Beach Villa ~ Pet Friendly ~ Fenced Yard ~ Steps to the Beach!!!

Beach Villa ~ Pet Friendly ~ Fenced Yard ~ Steps to the Beach!!!
Saint Augustine
9.8 out of 10, Exceptional, (79 reviews)
"Nice property, great location "
United States
Jason G.
The price is €507
includes taxes & fees
13 Jul - 14 Jul
Beach Villa ~ Pet Friendly ~ Fenced Yard ~ Steps to the 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, 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 €197 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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