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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sep - 27 Sep
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Oldsmar houseboats

Marina

1. AJ‘s Yacht of Fun Two bedroom luxury 35 foot Yacht

AJ‘s Yacht of Fun Two bedroom luxury 35 foot Yacht
Clearwater
10.0 out of 10, Exceptional, (1 review)
"It was a wonderful stay on the yacht. Host Greg is easy to work with and very good at communicating. He was very hospitable and even had champagne ready for our arrival. Check out was easy. Greg let us know that we were good to take our time doing so, and it made the morning that much better. Best part of our stay, dangling our feet off the back of the boat playing cards together, laughing, and eating the delicious food from the bar/grill that the boat was docked at. A experience."
United States
Richard C.
The price is AED 493
AED 630 total
includes taxes & fees
3 Aug - 4 Aug
AJ‘s Yacht of Fun Two bedroom luxury 35 foot Yacht
Exterior

2. The Cozy Cotton Detached Inlaw House -(2 Bedrooms)

The Cozy Cotton Detached Inlaw House -(2 Bedrooms)
Temple Crest
8.4 out of 10, Very Good, (25 reviews)
"Wonderful stay. Was happy to see the bathroom renovations. "
United States
Faith K.
The price is AED 239
AED 678 total
includes taxes & fees
9 Aug - 10 Aug
The Cozy Cotton Detached Inlaw House -(2 Bedrooms)
Exterior

3. Breathtaking Beachy Houseboat on Clearwater Island

Breathtaking Beachy Houseboat on Clearwater Island
Clearwater Beach
8.8 out of 10, Excellent, (10 reviews)
"Enjoyed our stay. Houseboat was clean, host was great, enjoyed the use of their bikes, had fun on the jet skis and everyone who works on the property was extremely nice and helpful to us. Favorite part was sitting out on the deck of the houseboat. "
United States
Elizabeth & Rob R.
The price is AED 509
AED 1,170 total
includes taxes & fees
4 Aug - 5 Aug
Breathtaking Beachy Houseboat on Clearwater Island
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 Oldsmar Hotel Reviews

Clearwater Beach Sheraton Resort on Sand Key

Clearwater Beach Sheraton Resort on Sand Key

10/10 Excellent
"We had a wonderful stay at the Sheraton Sand Key! The hotel was clean, well-maintained, and the staff was friendly throughout our visit. One of the best parts was how close it is to the beach—it made it so easy to spend the day by the water and head back whenever we needed. The location is excellent, with plenty of nearby restaurants and attractions, making it convenient to explore the area. We also found it to be a great choice for families. The atmosphere was welcoming, and there was plenty to keep everyone entertained. Overall, if you’re looking for a clean hotel in a great location that’s just steps from the beach and perfect for a family vacation, I would definitely recommend the Sheraton Sand Key!"
Mickenzie 6-night trip
Posted 3 hours ago
Clearwater Beach Sheraton Resort on Sand Key

Frequently asked questions

Why book your houseboat in Oldsmar with Expedia?
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How can I find cheap houseboats in Oldsmar?
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