A wooden pier extending into calm water at sunset.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Anastasia Island houseboats

A compact kitchen with a microwave, stove, and sink. There is a dining area with a table and chairs, and a seating area with a sofa. The room has a wooden ceiling and large windows.

1. Luxury Afloat~Waterfront Retreat w/Rooftop Lounge~Walking Distance to Town

Luxury Afloat~Waterfront Retreat w/Rooftop Lounge~Walking Distance to Town
Oyster Creek
10.0 out of 10, Exceptional, (31 reviews)
"Great location in St Augustine. My grandson loved that he was able to fish from the boat docks."
United States
Chris B.
The price is NZ$508
includes taxes & fees
5 Nov - 6 Nov
Luxury Afloat~Waterfront Retreat w/Rooftop Lounge~Walking Distance to Town
A white yacht docked at a marina with a clear sky, a wooden ladder, and a potted plant with flowers.

2. Funbelievable, A unique experience….Live aboard a classic yacht!

Funbelievable, A unique experience….Live aboard a classic yacht!
St. Augustine
The price is NZ$673
includes taxes & fees
15 Nov - 16 Nov
Funbelievable, A unique experience….Live aboard a classic yacht!
A cozy interior with wooden furniture, a dining area, and a small kitchenette.

3. Anchored sailboat stay in beautiful St. Augustine

Anchored sailboat stay in beautiful St. Augustine
Vilano Beach
10.0 out of 10, Exceptional, (5 reviews)
"Had an incredible time, the interior was immaculate and the wallpaper on the ceiling was such a gorgeous touch. Truly one of the most unique experiences I’ve had from Vrbo and a real shining star of what traveling can be. Make sure to bring easy ready to eat stuff cause you probably won’t be cooking much and make sure you’re ready to be very close with your group! "
United States
K B.
The price is NZ$458
includes taxes & fees
10 Nov - 11 Nov
Anchored sailboat stay in beautiful St. Augustine
A boat's interior with two tables and blue cushioned seating.

4. Once-In-A-Lifetime Huge 5 Bedroom Sailboat Experience

Once-In-A-Lifetime Huge 5 Bedroom Sailboat Experience
Vilano Beach
The price is NZ$957
includes taxes & fees
5 Nov - 6 Nov
Once-In-A-Lifetime Huge 5 Bedroom Sailboat Experience
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

Guy Harvey Resort on St Augustine Beach

Guy Harvey Resort on St Augustine Beach

8/10 Good
"The beds and pillows are very uncomfortable! Every morning we woke up our whole body hurt!!!"
George 2-night trip
Posted 8 hours ago
Guy Harvey Resort on St Augustine Beach

Find out more about Anastasia Island

Anastasia Island Houseboats information

Number of reviews
36
Accommodation
0 Houseboats
Lowest Price
NZ$458
Highest Price
NZ$957

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