A wooden pier extending into calm water at sunset.

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Our top choices for Anastasia Island houseboats

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 €260
includes taxes & fees
5 Nov - 6 Nov
Luxury Afloat~Waterfront Retreat w/Rooftop Lounge~Walking Distance to Town

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

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

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 €231
includes taxes & fees
10 Nov - 11 Nov
Anchored sailboat stay in beautiful St. Augustine

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

Once-In-A-Lifetime Huge 5 Bedroom Sailboat Experience
Vilano Beach
The price is €487
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

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Anastasia Island Houseboats information

Number of reviews
36
Accommodation
0 Houseboats
Lowest Price
€231
Highest Price
€487

Frequently asked questions

Why book your houseboat in Anastasia Island with Expedia?
Booking a houseboat in Anastasia Island is as easy as working out your travel dates and selecting an option that suits your needs. In search of a floating retreat that's affordable or upmarket, or a stay that also features a hot tub and free WiFi? Use Expedia's search filters to narrow your results even further and find your perfect match.
How can I find cheap houseboats in Anastasia Island?
Expedia's filters make it a breeze to find cheap houseboats in Anastasia Island. Tailor your search results by your budget and preferred star rating — lower-rated houseboats won't hit your wallet as hard. You can also join Expedia Rewards for free to reel in a discount on your floating stay.

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