A wooden pier extending into calm water at sunset.

Search Anastasia Island Condo Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Anastasia Island condo rentals

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

1. 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, (215 reviews)
"Nice property,close to pools and beach."
United States
Julie B.
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.

2. The Beach Club by Coolvacay

The Beach Club by Coolvacay
3.5 star property
St. Augustine
9.2 out of 10, Wonderful, (42 reviews)
"We really loved it and will definitely be going back"
United States
PAUL J
The Beach Club by Coolvacay
A modern living room with a sofa, coffee table, and a flat-screen TV mounted on the wall.

3. Stunning 1 Bed 1 Bath Condo with Heated Pool B-15

Stunning 1 Bed 1 Bath Condo with Heated Pool B-15
Butler Beach
9.8 out of 10, Exceptional, (62 reviews)
"Great location and very responsive host."
United States
Louis D.
Stunning 1 Bed 1 Bath Condo with Heated Pool B-15
Private kitchen

4. 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)
"Our stay was wonderful, the property is in great location, room was clean and the host was super helpful and super quick to reply! Will be looking forward to booking again in the future!"
United States
Erick G.
The price is €205
includes taxes & fees
24 Nov - 25 Nov
Beach Side complex B35 1 Bedroom 1 Bath with Heated Pool
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a patterned backsplash.

5. Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre

Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre
St. Augustine
10.0 out of 10, Exceptional, (9 reviews)
"We enjoyed our stay. Close to the beach and we could walk to many places close by. Excellent communication before, during, and after our stay."
United States
jennifer g.
Anastasia Hideaway 6 Min Walk to Beach Community Pool Near Dining & Amphitheatre
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

6. Beachside Paradise Pool & Historic Charm

Beachside Paradise Pool & Historic Charm
3.0 star property
Butler Beach
The price is €442
includes taxes & fees
7 Nov - 8 Nov
Beachside Paradise Pool & Historic Charm
Pool

7. 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 €207
includes taxes & fees
23 Nov - 24 Nov
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.

8. 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, (98 reviews)
"We had such a great time. Perfect location and beautiful property!"
United States
Leian E.
The price is €303
includes taxes & fees
15 Nov - 16 Nov
Ocean Front 2 Bed 2 Bath With Ocean Front Pool, walk to restaurants
A living room with a brown sofa, a coffee table, a TV, and a cabinet with decorative items.

9. 2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!

2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!
St. Augustine
8.6 out of 10, Excellent, (8 reviews)
"Close to everything!! Great place for beach and if visiting for concerts at the amphitheater. "
United States
Kandie S.
2-bed 2 bath condo in St. Augustine Beach with pool, resturants,shops and more!
A modern living room with a flat-screen TV, a ceiling fan, a balcony with a view of a building, and a sofa with cushions.

10. 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 €378
includes taxes & fees
1 Nov - 2 Nov
2 Bedroom Pet-friendly ocean view condo - OV3
A living room with a glass-top table, two sofas, a television, a clock, and a ceiling fan.

11. 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.
Island Escape! Renovated Beachfront condo! Steps from the beach & pool- ST 115
A modern kitchen with white cabinets, a stainless steel dishwasher, a black microwave, and a built-in oven.

12. 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, (61 reviews)
"Very clean, close to pool and beach access"
United States
Andy M.
St. Augustine Beach, Florida: 2 bed/2 bath (Beachfront PetFriendly Free Parking)
A swimming pool with lounge chairs and palm trees in the background.

13. 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.
Ocean Village Club-Sleeps 4 with First Floor Access and Screen Porch
A swimming pool with a view of the ocean, a lifeguard chair, and a warning sign.

14. 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, (149 reviews)
"Loved the pool access!"
United States
Kady
The price is €192
includes taxes & fees
30 Nov - 1 Dec
Ocean Front 1 Bed room Condo With Heated Pool just outside the balcony Unit 101
A modern kitchen with a central island, stainless steel appliances, and a view to a balcony.

15. Island Suite l Walk to Downtown!

Island Suite l Walk to Downtown!
Davis Shores
9.8 out of 10, Exceptional, (39 reviews)
"Everything was great!"
United States
Yevgeniya C.
The price is €207
includes taxes & fees
3 Nov - 4 Nov
Island Suite l Walk to Downtown!
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

16. View Ocean & Racquet 8315

View Ocean & Racquet 8315
2.0 star property
Butler Beach
The price is €442
includes taxes & fees
15 Nov - 16 Nov
View Ocean & Racquet 8315
A modern kitchen with a central island, bar stools, a dining area with a sofa, and a living room with a TV.

17. St Augustine Beach Ocean Village Club

St Augustine Beach Ocean Village Club
Butler Beach
9.4 out of 10, Exceptional, (136 reviews)
"Nice place for a weekend stay."
United States
Amanda L.
The price is €226
includes taxes & fees
1 Nov - 2 Nov
St Augustine Beach Ocean Village Club
A wooden boardwalk leading to a modern building with multiple balconies, situated on a sandy beach with dunes in the background.

18. Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027

Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027
Crescent Beach
8.6 out of 10, Excellent, (77 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 €113
includes taxes & fees
1 Nov - 2 Nov
Beacher's Lodge Mini Suite Condo Complex Construction from 10/2026-1/2027
A balcony with a table and chairs overlooking a beach with dunes and the ocean.

19. Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool

Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
Crescent Beach
9.6 out of 10, Exceptional, (216 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.
Spectacular Oceanfront Views ~ Olympic Sized Heated Oceanfront Pool
A living room with a green sofa, a beige ottoman, and a blue chair. There is a balcony with a view of greenery.

20. 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)
"Great couples weekend away."
United States
Cheryl W.
The price is €205
includes taxes & fees
2 Nov - 3 Nov
215 Beachers Lodge Direct Ocean Front Crescent Beach One Bedroom Condo
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Anastasia Island Hotel Reviews

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

10/10 Excellent
"They are making some upgrades to the elevators which look great. The bathrooms need some love and an uplift in the room. Carpet in rooms needs a good shampooing or replacement. Staff is friendly and beyond helpful."
Leigh 3-night trip
Posted 14 hours ago
Guy Harvey Resort on St Augustine Beach

Find out more about Anastasia Island

Anastasia Island Condo Rentals information

Number of reviews
1,126
Accommodation
1115 Condo Rentals
Lowest Price
€113
Highest Price
€442

Frequently asked questions

Why book your condo in Anastasia Island with Expedia?
Vacays should be stress-free, so if you're after condos at a competitive price, Expedia can help. Stick to the budget and pick something cheap and cheerful, or splurge on a 5-star condo and spoil the ones you love most. Use our search filters to find an escape in Anastasia Island that suits you best.
How can I find cheap condos in Anastasia Island?
Expedia can help you look for cheap condos in Anastasia Island. To book a superb stay in just a few clicks, try out our handy filter tool to refine your search results by amenities, budget and star rating.

Explore a world of travel with Expedia