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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 5 Houseboats in Osprey with updated reviews, rates, and availability.

PIRATES TREASURE
Outdoor pool

PIRATES TREASURE

3.5 star property
8.0 out of 10, Very Good, (2)
"Deb is awesome to work with. Houseboat location is awesome, will stay again!! "
PIRATES TREASURE
Floating Home
Smart TV, books

Floating Home

9.8 out of 10, Exceptional, (23)
"A great adventure for a couple. Centrally located to all major attractions in Sarasota and just minutes from SRQ airport. Home is practically brand new and reminds us of our boating adventures. Make sure to kayak the canals and walk to the sunset beach in the little neighborhood to the west. Tom, the host was super helpful and did a great job in building the water home. Make sure you get the exact address of the marina too. Enjoy!!"
Floating Home
Lazy Parrot
Exterior

Lazy Parrot

3.5 star property
10.0 out of 10, Exceptional, (2)
"I almost dread giving a good review because I'm afraid that too many people will want to reserve time because of a +review. Thus competing w the number of return visits that I hope to have in the near future!! For me Lazy Parrot offered the respite that I needed after dealing with the repercussions of Hurricane Ian in my Fort Myers Beach area. It happened to be a great visit with an amazing sunset followed by an equally beautiful sunrise. It was sort of a ying yang of God's divine tapestry......
Lazy Parrot
The Big House
Outdoor pool

The Big House

3.5 star property
The Big House
Super Seahorse
Property grounds

Super Seahorse

3.5 star property
2.0 out of 10, (1)
"This property was double booked and we were therefore forced to take a much smaller houseboat. Property manager claimed that she was going to give us a partial refund however never did. Ignored several of my messages and now claims that they don’t know what I am talking about! Poor communication! "
Super Seahorse
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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Other property types in Osprey

Tropical Beach Resorts
Property amenity

Tropical Beach Resorts

3.5 star property
9.4 out of 10, Exceptional, (4577)
"A little solo trip down to Siesta key with no plans. Stumbled on this beautiful place and couldn’t be more please. In a place where everything is so expensive this was a reasonable gem. Highly recommend this place 10 out of 10."
Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key
Outdoor pool, a heated pool, open 7:00 AM to 8:00 PM, sun loungers

Hibiscus Suites - Gateway to Siesta Key

2.5 star property
8.6 out of 10, Excellent, (2096)
"Spacious updated suite in a good location. Friendly staff. Highly recommended!"
The price is AED 868
AED 981 total
includes taxes & fees
11 Mar - 12 Mar
Hibiscus Suites - Gateway to Siesta Key
The Ringling Beach House
Aerial view

The Ringling Beach House

3.5 star property
9.0 out of 10, Wonderful, (293)
"Great location. Updated unit which was very clean and comfortable. I did not realize I had to bring my own toilet paper, so we had to make a trip to the store after settling in. There is not 1 hook or rack to hang a wet towel or bathing suit. 3 bath towels given for 3 people so they needed to be hung to be re-used for a few days. There was no bath mat or extra towel to put down on the floor for getting out of the shower. There was no place to put luggage on other than the floor. Wifi barely...
The price is AED 980
AED 1,481 total
includes taxes & fees
13 Mar - 14 Mar
The Ringling Beach House
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.

Frequently asked questions

How much do houseboats in Osprey cost?
Houseboats in Osprey range between and per night. These unique getaways combine adventure on the water with the comforts you need at an affordable price. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Why book your houseboat in Osprey with Expedia?
Booking a houseboat in Osprey is as simple as clicking on your travel dates and picking an option that checks your boxes. In search of a floating retreat that’s inexpensive or upscale, or a stay that also has a hot tub and free WiFi? Use Expedia’s search filters to further narrow your results and find your ideal match.
How can I find cheap houseboats in Osprey?
Expedia’s filters make it a breeze to find cheap houseboats in Osprey. Tailor your search by your budget and star rating — lower-rated houseboats are kinder to your bank balance. You can also sign up for Expedia Rewards to land special deals on your floating getaway.