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Check prices for these dates

In two weeks
Sep 19 - Sep 21
In two months
Oct 31 - Nov 2
In three months
Nov 28 - Nov 30
In four months
Dec 26 - Dec 28

Vacation Homes in Anastasia Island

Our top choices for Anastasia Island vacation homes

Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!
Beach nearby

Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!

10.0 out of 10, Exceptional, (42)
"Great place with a great price we could not have asked for a better vacation."
Steps to Sand, HEATED Pool, Private Access, Deck, Grill, Walk to Restaurants, $300 in Free Tickets!
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
Terrace/patio

Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!

10.0 out of 10, Exceptional, (105)
"Great vacation home for large family reunion! "
Waterfront home with dock, heated pool, & spectacular views- walk/bike downtown!
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies
Interior

Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies

9.8 out of 10, Exceptional, (160)
"Great stay for the Players Tournament "
Beach Front,Heated Pool,Spa, Beach Views, Umbrella+Lounger for beach, Balconies
Captain's Oasis: Ocean View, Heated Pool, Putting Green, Walk to the Beach!
Terrace/patio

Captain's Oasis: Ocean View, Heated Pool, Putting Green, Walk to the Beach!

9.6 out of 10, Exceptional, (45)
"Beautiful location with plenty of fun activities for children!"
Captain's Oasis: Ocean View, Heated Pool, Putting Green, Walk to the Beach!
Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa
Dining

Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa

9.6 out of 10, Exceptional, (136)
"The kitchen was well equipped and the whole house was comfortable with lots of beds. The beach was just to a short walk. We enjoy its pool and sauna.Thanks a lot. "
Ocean Breeze - Spacious Beach Home, Great for Family Vacation, Pool & Heated Spa
Casa Coquina ~ Walk to Downtown ~ CLEAN, QUIET, SPACIOUS, HUGE PRIVATE YARD
Terrace/patio

Casa Coquina ~ Walk to Downtown ~ CLEAN, QUIET, SPACIOUS, HUGE PRIVATE YARD

10.0 out of 10, Exceptional, (47)
"Location was great.. very nice place & clean.. would definitely recommend as a place to stay in St Augustine "
Casa Coquina ~ Walk to Downtown ~ CLEAN, QUIET, SPACIOUS, HUGE PRIVATE YARD
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach
Outdoor pool, a heated pool

Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach

9.6 out of 10, Exceptional, (135)
"We loved our stay here and the hosts were so kind! Lovely property, would definitely stay here again :)"
Starfish - Heated Pool & King Beds! Near: Amphitheatre, Historic Downtown, Beach
Walk to the beach or Explore the Nation's Oldest City- 2 BR villa with hot tub
Property grounds

Walk to the beach or Explore the Nation's Oldest City- 2 BR villa with hot tub

9.6 out of 10, Exceptional, (70)
"Would stay again. "
Walk to the beach or Explore the Nation's Oldest City- 2 BR villa with hot tub
💲Gorgeous Ocean View💲 Enormous 60' DECK - 6 BD 5 BA Home – Just Steps to Ocean & Restaurants
Fridge, microwave, stovetop, dishwasher

💲Gorgeous Ocean View💲 Enormous 60' DECK - 6 BD 5 BA Home – Just Steps to Ocean & Restaurants

9.8 out of 10, Exceptional, (168)
"Five stars!"
The price is ￥83,888
￥161,267 total
includes taxes & fees
Sep 17 - Sep 18
💲Gorgeous Ocean View💲 Enormous 60' DECK - 6 BD 5 BA Home – Just Steps to Ocean & Restaurants
Atlantic View - Amazing Ocean Views, Pool and Heated Spa, Very Spacious Home
Fridge, microwave, oven, stovetop

Atlantic View - Amazing Ocean Views, Pool and Heated Spa, Very Spacious Home

9.8 out of 10, Exceptional, (147)
"The property was amazing, the pool was incredible. Very clean and well decorated interior. Would highly recommend! And will definitely stay here again in the future "
Atlantic View - Amazing Ocean Views, Pool and Heated Spa, Very Spacious Home
You must have the experience, just steps from St Augustine's historic district
Outdoor dining

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

10.0 out of 10, Exceptional, (26)
"Everything was great"
You must have the experience, just steps from St Augustine's historic district
Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.
Property grounds

Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.

9.8 out of 10, Exceptional, (39)
"Property manager was very responsive with any questions and concerns. Location was perfect and home was immaculate! Will be returning!"
Forever Sunshine - 4 houses to sand! Ocean View Home with Pool, Sleeps 10.
Beautiful island cottage minutes from historic St. Augustine, beaches, and more!
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (26)
"Clean. Comfortable. And very well kept. "
The price is ￥32,470
￥80,025 total
includes taxes & fees
Sep 8 - Sep 9
Beautiful island cottage minutes from historic St. Augustine, beaches, and more!
GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach
Beach nearby, sun loungers, beach umbrellas, beach towels

GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach

10.0 out of 10, Exceptional, (225)
"Walk to beach clean"
GOIN COASTAL Beach House, 3/2, Sleeps 10, 3 min Walk To The Beach
3-bedroom vacation home steps to St. Augustine Beach
Beach nearby, sun loungers, beach towels

3-bedroom vacation home steps to St. Augustine Beach

9.8 out of 10, Exceptional, (191)
"We had a great stay and the home was comfortable. The beach and several restaurants were within walking distance. The decor was charming and the kitchen was well stocked. "
3-bedroom vacation home steps to St. Augustine Beach
NEWLY RENOVATED DOG FRIENDLY BEACH HOUSE WITH FENCED IN YARD 1 BLOCK TO BEACH
Beach nearby, sun loungers, beach towels

NEWLY RENOVATED DOG FRIENDLY BEACH HOUSE WITH FENCED IN YARD 1 BLOCK TO BEACH

10.0 out of 10, Exceptional, (103)
"Great location and everything we needed to make our beach vacation perfect "
NEWLY RENOVATED DOG FRIENDLY BEACH HOUSE WITH FENCED IN YARD 1 BLOCK TO BEACH
Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable
Outdoor dining

Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable

10.0 out of 10, Exceptional, (7)
"Great location, very clean. Only issue was that the microfiber sheets were a little hot and scratchy. Otherwise a very comfy house and we really enjoyed our stay."
The price is ￥20,043
￥57,999 total
includes taxes & fees
Sep 10 - Sep 11
Charming 3-bedroom house in amazing St. Augustine; quiet, clean and comfortable
Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars
Pool

Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars

9.4 out of 10, Exceptional, (69)
"This property is so beautiful. Very spacious andaccomidating.acc9midating. "
Pool Paradise! $300 in Free Tickets, Tiki Bar, Walk or Bike Downtown Attractions, Restaurants, Bars
Oceanfront Luxury Home | Game Room & Private Beach
Exterior

Oceanfront Luxury Home | Game Room & Private Beach

10.0 out of 10, Exceptional, (1)
"We absolutely loved our experience this past week. We had 17 people from 15 yrs old and up. The place was clean and exactly as pictured and advertised. The staff was responsive and available to our 1 need - that is how fun it was and allowed us to enjoy the beach and all that the area had to provide. So much room for all types of people to enjoy. "
Oceanfront Luxury Home | Game Room & Private Beach
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
Beach nearby, beach towels

Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!

9.4 out of 10, Exceptional, (240)
"The house was spacious and close walk to the beach. The hosts were very responsive. St Augustine beaches were great. It was a wonderful stay. "
Villa Elena - Elegant Spacious House by the Beach with Large Pool & Heated Spa!
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

Find out more about Anastasia Island

Anastasia Island Vacation Homes information

Number of reviews
Accommodation
698 Vacation Homes
Lowest Price
￥20,043
Highest Price
￥83,888

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