Search Houseboats in Osteen

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 9 Houseboats in Osteen with updated reviews, rates, and availability.

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Marina

Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford

9.6 out of 10, Exceptional, (22)
"Unique spot for a weekend getaway. Perfect for relaxing and the pool/bar at the marina was fun to spend time at during the day."
Luxury Floating House - Boat Tree Marina on St. John’s River, Sanford
Floating Cottage Summer and Fall Rates Reduced
Terrace/patio

Floating Cottage Summer and Fall Rates Reduced

10.0 out of 10, Exceptional, (156)
"Our stay at the floating cottage was perfect! It is a beautiful and quiet location! We enjoyed the turtles and were extremely pleased with Connie's Deli! Such wonderful people! We hope to book with Kim again at this cute-as-a-bug cottage!"
Floating Cottage Summer and Fall Rates Reduced
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Miscellaneous

Downtown Floating Bungalow Historic Sanford Lake Monroe Marina

10.0 out of 10, Exceptional, (54)
"Easy walk to town"
Downtown Floating Bungalow Historic Sanford Lake Monroe Marina
Water Lovers Retreat
Outdoor dining

Water Lovers Retreat

10.0 out of 10, Exceptional, (105)
"This stay was one of our highlights of our trip. The river is beautiful. We rented a pontoon from the owner and spent the day on the river. We would highly recommend this if you have a spare day!"
Water Lovers Retreat
Water Lovers Retreat.... For all Nature and Water lovers....
Interior

Water Lovers Retreat.... For all Nature and Water lovers....

10.0 out of 10, Exceptional, (1)
"Property was exactly as advertised Mark was very attentive and responsive Very pleasant stay on a well maintained and appointed vessel Interesting people in marina as well as a great little Diner all on the wonderful St.Johns River"
Water Lovers Retreat.... For all Nature and Water lovers....
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
Outdoor dining

NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!

9.8 out of 10, Exceptional, (95)
"Great location with easy access to town. The houseboat was fantastic!"
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
Famous Houseboat
Terrace/patio

Famous Houseboat

10.0 out of 10, Exceptional, (1)
Famous Houseboat
Luxury Chris Craft Yacht On the Beautiful St. John's River in Sanford
Interior

Luxury Chris Craft Yacht On the Beautiful St. John's River in Sanford

9.4 out of 10, Exceptional, (6)
"The houseboat was just as described. Cute, cozy and perfect for what I needed. I checked in at night and it was suuuuper dark, so bring a flashlight. The owner was great!"
Luxury Chris Craft Yacht On the Beautiful St. John's River in Sanford
Charming 2-bedroom house boat on St John’s River in peaceful DeLand “Exeter”
Exterior

Charming 2-bedroom house boat on St John’s River in peaceful DeLand “Exeter”

Charming 2-bedroom house boat on St John’s River in peaceful DeLand “Exeter”
Charming 2 bedroom house boat on St John’s River in Deland “Kingfisher”
Fridge, microwave, stovetop, coffee/tea maker

Charming 2 bedroom house boat on St John’s River in Deland “Kingfisher”

Charming 2 bedroom house boat on St John’s River in Deland “Kingfisher”
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Frequently asked questions

Why book your houseboat in Osteen with Expedia?
Traveling should be a piece of cake, so if you’re in search of houseboats at a competitive rate, Expedia is here to help. Stick to the budget and opt for a smaller option with rustic charm, or splurge on a high-end vessel and treat your crew.
How can I find cheap houseboats in Osteen?
Expedia can help you track down your ideal cheap houseboat in Osteen. Simply enter your destination and travel dates and then use our filters to refine your search based on your budget and other needs. Once that’s organized, it’s anchors aweigh!