A wooden pier extending into calm water at sunset.

Anastasia Island Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Anastasia Island vacation rentals

A sandy path leading to a beach with tall grasses and a clear blue sky.

1. Oceans 13 Condo C

Oceans 13 Condo C
2.0 star property
St. Augustine
10.0 out of 10, Exceptional, (1 review)
"Everything was excellent "
United States
Rafael
The price is P10,152
P27,410 total
includes taxes & fees
Sep 30 - Oct 1
Oceans 13 Condo C
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

2. 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 P5,341
P31,936 total
includes taxes & fees
Oct 9 - Oct 10
Seaside Sanctuary: Relax in St. Augustine's Gem
A sandy path leading to a beach with tall grasses and a clear blue sky.

3. Oceans 13 Unit B

Oceans 13 Unit B
2.0 star property
St. Augustine
Oceans 13 Unit B
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

4. View Ocean & Racquet 8315

View Ocean & Racquet 8315
2.0 star property
Butler Beach
View Ocean & Racquet 8315
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

5. Beach Bliss: Chic St. Augustine Retreat

Beach Bliss: Chic St. Augustine Retreat
2.0 star property
Butler Beach
Beach Bliss: Chic St. Augustine Retreat
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

6. Seaside Haven Historic St Augustine Stay

Seaside Haven Historic St Augustine Stay
2.0 star property
Butler Beach
The price is P5,341
P31,936 total
includes taxes & fees
Oct 6 - Oct 7
Seaside Haven Historic St Augustine Stay
A pool area with lounge chairs and umbrellas, surrounded by two buildings with unique architecture.

7. St Augustine Beach Luxury Resort Condo

St Augustine Beach Luxury Resort Condo
2.5 star property
Butler Beach
St Augustine Beach Luxury Resort Condo
A sandy beach path surrounded by tall grasses and greenery, leading to the ocean.

8. Oceans 13 Condo D

Oceans 13 Condo D
2.0 star property
St. Augustine
Oceans 13 Condo D
A modern living room with a sectional sofa, a dining area with a wooden table, and a kitchen with white cabinets.

9. Charming St. Augustine Getaway Near Lighthouse & Historic District

Charming St. Augustine Getaway Near Lighthouse & Historic District
2.5 star property
Davis Shores
The price is P6,382
P35,165 total
includes taxes & fees
Oct 7 - Oct 8
Charming St. Augustine Getaway Near Lighthouse & Historic District
A modern kitchen with white cabinets and a stainless steel oven.

10. Inn at Camachee Harbor by Coolvacay

Inn at Camachee Harbor by Coolvacay
2.0 star property
St. Augustine
9.4 out of 10, Exceptional, (329 reviews)
"Great location, nice clean rooms very quiet and settled down place would recommend"
United States
Robert
The price is P6,556
P7,310 total
includes taxes & fees
Sep 27 - Sep 28
Inn at Camachee Harbor by Coolvacay
A pool with a waterfall feature, surrounded by palm trees and lounge chairs.

11. Legacy Vacation Resorts Palm Coast

Legacy Vacation Resorts Palm Coast
3.0 star property
Palm Coast
8.8 out of 10, Excellent, (1,705 reviews)
"Very clean Had everything needed to stay “stuff to cook,nice pool area enjoyed the stay very much"
United States
Hal
The price is P7,577
P9,540 total
includes taxes & fees
Oct 25 - Oct 26
Legacy Vacation Resorts Palm Coast
A covered outdoor patio with a wooden table and benches, surrounded by lounge chairs and a pool.

12. Spacious Coastal Home in St. Augustine Pool, Outdoor Oasis & Private Suite

Spacious Coastal Home in St. Augustine Pool, Outdoor Oasis & Private Suite
2.0 star property
St. Augustine
10.0 out of 10, Exceptional, (1 review)
The price is P12,091
P37,613 total
includes taxes & fees
Oct 1 - Oct 2
Spacious Coastal Home in St. Augustine Pool, Outdoor Oasis & Private Suite
A covered patio with wicker furniture, a pool, and a view of the backyard.

13. Vilano Beach I Ocean - Private Pool - Fire Pit 3 Bedroom Home

Vilano Beach I Ocean - Private Pool - Fire Pit 3 Bedroom Home
3.0 star property
Vilano Beach
10.0 out of 10, Exceptional, (1 review)
"Our family really enjoyed the pool, The only issue I saw there was no bar on the steps into the pool which made it difficult to enter. Also, the lack of Toilet paper and paper towels. Other than that we really enjoyed our stay and would return again."
United States
Roberta
Vilano Beach I Ocean - Private Pool - Fire Pit 3 Bedroom Home
A spacious living room with a high ceiling, a staircase, and a dining area.

14. 64 Hypolita Street

64 Hypolita Street
3.5 star property
St. Augustine Historic District
64 Hypolita Street
A coastal residential area with a two-story house featuring a balcony and a small deck.

15. Ocean Front Flagler Beach Sleeps 5 People

Ocean Front Flagler Beach Sleeps 5 People
2.0 star property
Flagler Beach
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay. Great beach views, walkable restaurants, & super clean. We will return. "
United States
Henry
The price is P17,199
P29,629 total
includes taxes & fees
Sep 27 - Sep 28
Ocean Front Flagler Beach Sleeps 5 People
A kitchen with a large island, bar stools, and a view of the ocean.

16. 4 Bedroom Beach Bliss

4 Bedroom Beach Bliss
3.0 star property
Palm Coast
4 Bedroom Beach Bliss
A covered patio with yellow chairs, a wooden deck, and potted plants.

17. Surfside Oasis ~tropical Pool! Walk to the Beach!

Surfside Oasis ~tropical Pool! Walk to the Beach!
2.0 star property
Vilano Beach
Surfside Oasis ~tropical Pool! Walk to the Beach!

18. 20 Hypolita Street

20 Hypolita Street
2.0 star property
St. Augustine Historic District
20 Hypolita Street
A spacious dining area with a large window, white furniture, and a hanging light fixture.

19. Ocean Views Beach Optional Heated Pool Spa

Ocean Views Beach Optional Heated Pool Spa
3.0 star property
Marineland Acres
Ocean Views Beach Optional Heated Pool Spa
An outdoor dining area with tables and chairs, umbrellas, and a sunset in the background.

20. Sunny Upper Level 1 Block From 2 Beaches W/private Pool, High-speed Wi-fi

Sunny Upper Level 1 Block From 2 Beaches W/private Pool, High-speed Wi-fi
2.0 star property
Vilano Beach
Sunny Upper Level 1 Block From 2 Beaches W/private Pool, High-speed Wi-fi
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

Courtyard by Marriott St. Augustine Beach

Courtyard by Marriott St. Augustine Beach

10/10 Excellent
"Excellent property near the beach... Good parking area, and good service, excellent staff..."
HECTOR 1-night trip
Posted less than an hour ago
Courtyard by Marriott St. Augustine Beach

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