A wooden pier extending into calm water at sunset.

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Anastasia Island condo rentals

A wooden boardwalk leading to a sandy beach with ocean waves in the background.

1. 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, (81 reviews)
"We were very impressed with the property! Super clean, comfortable and quiet. Would stay here again!"
United States
Bette D.
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
A wooden boardwalk leading to a sandy beach with ocean waves in the background.

2. 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, (212 reviews)
"The location and Condo were amazing"
United States
Eugenio M.
The price is ￥12,486
￥34,921 total
includes taxes & fees
Oct 11 - Oct 12
1 Bedroom Ocean Side Condo w/ Heated Pool and Private Walkway to the beach b24
A hotel with a central pool, multiple balconies, and lush greenery.

3. The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.2 out of 10, Wonderful, (38 reviews)
"Great place"
United States
Irving
The Beach Club by Coolvacay
Pool

4. 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.
The price is ￥12,810
￥35,615 total
includes taxes & fees
Oct 12 - Oct 13
Oceanside complex B-17 1 bedroom with Heated Pool
A spacious living room with a large window offering a view of the beach and ocean.

5. 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, (95 reviews)
"We had such a great time. Perfect location and beautiful property!"
United States
Leian E.
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

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

St. Augustine's Oceanfront Oasis: Hibiscus F102
3.0 star property
Butler Beach
The price is ￥13,400
￥80,130 total
includes taxes & fees
Oct 24 - Oct 25
St. Augustine's Oceanfront Oasis: Hibiscus F102
A spacious living room with a large window, a ceiling fan, a sofa, a coffee table, and a bookshelf.

7. Oceanfront Condo, Pool Access & Private Patio

Oceanfront Condo, Pool Access & Private Patio
St. Augustine
9.6 out of 10, Exceptional, (19 reviews)
"Great location and quick access to the beach."
United States
Ileana M.
Oceanfront Condo, Pool Access & Private Patio
A modern living room with a gray sofa, a coffee table, and a TV mounted on the wall.

8. Historic District Gem, Modern 1BR Condo + Parking

Historic District Gem, Modern 1BR Condo + Parking
Davis Shores
10.0 out of 10, Exceptional, (20 reviews)
"We had a great stay. Property was clean in an excellent location for our tour!"
United States
Laura M.
The price is ￥13,885
￥33,866 total
includes taxes & fees
Oct 6 - Oct 7
Historic District Gem, Modern 1BR Condo + Parking
A modern kitchen with a white countertop, two bar stools, and a stainless steel refrigerator.

9. Beautiful home by the Bridge of Lions

Beautiful home by the Bridge of Lions
Davis Shores
9.2 out of 10, Wonderful, (10 reviews)
"We loved our stay at this home in St. Augustine! Absolute perfect location, with an easy and fun walk over the bridge to downtown, plus it's right behind a few great restaurants and bars. "
United States
Dan L.
The price is ￥15,113
￥42,663 total
includes taxes & fees
Oct 14 - Oct 15
Beautiful home by the Bridge of Lions
A beach with a rainbow, sandy terrain, and people in the distance.

10. 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, (26 reviews)
"Our first time visiting and will definitely be bringing our family back next yr !!"
United States
GREG G.
The price is ￥12,752
￥54,994 total
includes taxes & fees
Oct 5 - Oct 6
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
A bridge with a green railing and a boat docked in the water.

11. 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 ￥11,107
￥36,759 total
includes taxes & fees
Oct 19 - Oct 20
Island Suite l Walk to Downtown!
A beach with a single blue and white beach chair on the sand.

12. Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch

Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
Butler Beach
9.4 out of 10, Exceptional, (32 reviews)
"Perfect for a weekend getaway!"
United States
Roman M.
The price is ￥17,711
￥44,501 total
includes taxes & fees
Oct 7 - Oct 8
Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
A dining area with a wooden table set for two, a white cabinet, and framed pictures on the wall.

13. 2 Pools + 2 Hot Tubs + Sauna | Gated Beach Resort Condo

2 Pools + 2 Hot Tubs + Sauna | Gated Beach Resort Condo
Butler Beach
10.0 out of 10, Exceptional, (10 reviews)
"Great accommodations and well kept. Great place to stay!"
United States
Gregg
The price is ￥28,355
￥88,687 total
includes taxes & fees
Oct 7 - Oct 8
2 Pools + 2 Hot Tubs + Sauna | Gated Beach Resort Condo
A living room with a glass-top table, two sofas, a television, a clock, and a ceiling fan.

14. Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115

Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115
St. Augustine
9.0 out of 10, Wonderful, (35 reviews)
"Condo was perfect. We enjoyed our stay!"
United States
Candace D.
The price is ￥24,808
￥70,648 total
includes taxes & fees
Oct 10 - Oct 11
Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115
A balcony with a table and chairs overlooking a beach with dunes and the ocean.

15. Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
Crescent Beach
9.6 out of 10, Exceptional, (214 reviews)
"Perfect place to relax for a few days. The bed was very comfortable and the view from the balcony was beautiful!"
United States
Mary Q.
The price is ￥17,490
￥68,530 total
includes taxes & fees
Oct 14 - Oct 15
Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

16. Seaside Sanctuary: Relax in St. Augustine's Gem

Seaside Sanctuary: Relax in St. Augustine's Gem
2.5 star property
Butler Beach
The price is ￥13,400
￥80,130 total
includes taxes & fees
Oct 3 - Oct 4
Seaside Sanctuary: Relax in St. Augustine's Gem
A coastal hotel with multiple buildings, a parking lot, and a beach view.

17. 2 Bedroom Pet-friendly ocean view condo - OV3

2 Bedroom Pet-friendly ocean view condo - OV3
St Augustine
9.2 out of 10, Wonderful, (15 reviews)
"Very well maintained property. The pool was very nice (although the pool restrooms need some attention). Short walk to a fantastic beach."
United States
Patrick C.
The price is ￥23,727
￥71,240 total
includes taxes & fees
Oct 8 - Oct 9
2 Bedroom Pet-friendly ocean view condo - OV3
A beach with umbrellas, people, and a clear sky.

18. Ocean Front Condo With Heated Pool outdoor patio overlooking the Ocean

Ocean Front Condo With Heated Pool outdoor patio overlooking the Ocean
Crescent Beach
9.0 out of 10, Wonderful, (128 reviews)
"Right on the beach with all accommodations needed. Clean and affordable. Host even provides a long blow up mattress and a play pen if needed. We LOVED our stay and will definitely be back!"
United States
Anonymous traveler
The price is ￥12,859
￥33,496 total
includes taxes & fees
Oct 19 - Oct 20
Ocean Front Condo With Heated Pool outdoor patio overlooking the Ocean
A beach with a wooden boardwalk, sandy beach, and ocean view.

19. 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, (69 reviews)
"Beach view was amazing, the boardwalk takes you right to what feels like a secluded beach. The heated pool was also perfectly warm!"
United States
Nancy J.
The price is ￥14,336
￥36,550 total
includes taxes & fees
Oct 5 - Oct 6
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
A beach with people swimming and walking along the shore.

20. Beacher's Lodge Mini Suite with on site front desk services

Beacher's Lodge Mini Suite with on site front desk services
Crescent Beach
8.6 out of 10, Excellent, (75 reviews)
"There for a wedding so didn't get to enjoy beach or pool, only able to view. Would definitely book again and when we can enjoy everything. "
United States
M A
The price is ￥17,541
￥22,720 total
includes taxes & fees
Nov 1 - Nov 2
Beacher's Lodge Mini Suite with on site front desk services
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

Regency Inn & Suites

Regency Inn & Suites

10/10 Excellent
"Hotel was clean, area was nice and staff was very helpful. Walking distance to beach, restaurants and stores. Very safe area."
Mary 1-night trip
Posted 7 hours ago
Regency Inn & Suites

Find out more about Anastasia Island

Anastasia Island Condo Rentals information

Number of reviews
1,075
Accommodation
1164 Condo Rentals
Lowest Price
￥22,720
Highest Price
￥88,687

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