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Top 10 Osteen hotels and places to stay

Outdoor dining
Tiny house near Downtown Sanford
10.0 out of 10, Exceptional, (5)
"The Tiny Sanford House is so quaint and remarkable! I would give the property a 10 Star and the owner a 20 Star. It was an awesome stay and definitely recommend anyone to stay there."
The price is CA $184
CA $319 total
includes taxes & fees
May 25 - May 26
Tiny house near Downtown Sanford
Property grounds
Lake Monroe Floating Bungalow Downtown Historic Sanford
10.0 out of 10, Exceptional, (37)
"Beautifully decorated, modern, spic n span. This gem has all the necessities you would need to spend a relaxing time on the water. Close to town with restaurants to meet any desires from sandwiches to steaks. Take a walk along Lake Monroe enjoying the outdoors. Enjoyed our stay and will probably return."
Lake Monroe Floating Bungalow Downtown Historic Sanford
Property grounds
Boho Nights
10.0 out of 10, Exceptional, (9)
"My wife loved the way it was decorated and it had a nice courtyard for sitting in. 🤗"
Boho Nights
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Property grounds
The Contemporary
10.0 out of 10, Exceptional, (6)
"great place"
The Contemporary
Terrace/patio
The Getaway Experience
10.0 out of 10, Exceptional, (6)
"Stayed for a nearby wedding. Everything was wonderful. The gym in the garage was a great addition and appreciated!"
The price is CA $306
CA $560 total
includes taxes & fees
May 22 - May 23
The Getaway Experience
Private kitchen
The Blue Aztec
10.0 out of 10, Exceptional, (5)
"It was clean and comfortable. The managers were easy to contact."
The Blue Aztec
Property grounds
The Yurt at Danville, romantic glamping in rural Central FL
9.8 out of 10, Exceptional, (7)
"I surprised my parents with this little getaway so they can create additional memories and enjoy each other for a night away. They enjoyed the Yurt!"
The price is CA $163
CA $248 total
includes taxes & fees
Jun 3 - Jun 4
The Yurt at Danville, romantic glamping in rural Central FL
Property grounds
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
9.8 out of 10, Exceptional, (87)
"Excellent stay"
NOT YOUR TYPICAL HOUSEBOAT: 60 FEET OF FUN!
TV
City Guesthouse in beautiful Historic Downtown Sanford
9.6 out of 10, Exceptional, (4)
"Perfect"
The price is CA $123
CA $319 total
includes taxes & fees
May 22 - May 23
City Guesthouse in beautiful Historic Downtown Sanford
Property grounds
3 Bedroom Modern Vintage in Historic Sanford
9.6 out of 10, Exceptional, (10)
"House was very clean and nicely decorated, great beds. Host thought of everything ."
3 Bedroom Modern Vintage in Historic Sanford
Outdoor banquet area
Park Place Inn and Cottages
3.0 star property
9.4 out of 10, Exceptional, (306)
"The room was amazing and property is beautiful."
The price is CA $132
CA $225 total
includes taxes & fees
May 27 - May 28
Park Place Inn and Cottages
Fridge, microwave, oven, stovetop
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
9.4 out of 10, Exceptional, (11)
"This place was perfect for me and my dad and my son to stay at while my son played ball close by."
The price is CA $150
CA $248 total
includes taxes & fees
May 26 - May 27
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Fridge, microwave, oven, stovetop
Beautiful and Sweet House Ready for Your Vacation
9.4 out of 10, Exceptional, (11)
"We had 5 adults stay for Daytona Bike Week. The house was 2 blocks off the main road, which was convenient and quiet. Traffic was minimal, except during school pickup/drop off times. There was room to park an 18’ car trailer for the week in the yard and concrete pad for bike parking. The neighbors were quiet and kind (if we saw them). The shared bathroom shower was not cleaned properly-there was hair on the walls and floor and no cleaning products on hand. There was 1 remote for 3 televisions...
Beautiful and Sweet House Ready for Your Vacation
Private kitchen
Tiny Cottage w/ private courtyard steps from Historic Downtown Sanford
9.2 out of 10, Wonderful, (9)
"They did an amazing job with the small space. It felt very comfortable. Decorated very nicely. Very clean. Had water in the fridge coffee and candy out. Very private with nice sitting area. I d definitely recommend this place.and so close to Downtown. We could walk everywhere"
Tiny Cottage w/ private courtyard steps from Historic Downtown Sanford
Outdoor dining
Jazz Loft
9.2 out of 10, Wonderful, (5)
"The property was exactly as described and shown in the listing. The check in process went smoothly on the hosts' side, with good, detailed communication. The loft bed was cute and fun to relax in, but i did opt to use the fold-out couch for sleeping, as i am a bit tall. Overall, a fun weekend stay at a great location in walking distance to downtown!"
The price is CA $95
CA $202 total
includes taxes & fees
May 23 - May 24
Jazz Loft
Front of property
Holiday Inn Express & Suites Orange City - Deltona, an IHG Hotel
2.5 star property
8.8 out of 10, Excellent, (1007)
"N/A"
The price is CA $119
CA $134 total
includes taxes & fees
May 27 - May 28
Holiday Inn Express & Suites Orange City - Deltona, an IHG Hotel
Courtyard
Hampton Inn Debary/Deltona
2.5 star property
8.6 out of 10, Excellent, (689)
"Excellent service "
The price is CA $146
CA $164 total
includes taxes & fees
Jun 6 - Jun 7
Hampton Inn Debary/Deltona
3 bedrooms, internet, bed sheets
Entire 3Bedroom 2.5 Bathroom Home
8.4 out of 10, Very good, (5)
"We liked the place was in a safe gated neighborhood, and the host communicated with us regularly when needed."
The price is CA $133
CA $357 total
includes taxes & fees
Jun 4 - Jun 5
Entire 3Bedroom 2.5 Bathroom Home
Exterior
The Jazz Loft
3.0 star property
8.0 out of 10, Very good, (1)
"Great spot close to downtown Sanford. By close I mean right around the corner. A funky and fun room. It was cold and there is no central AC or Heat, but there was a little space heater that quickly warmed the room, in fact I had to turn it off because it was so warm. I read about the bathroom sink and yes, it is weird. You will get wet so SLOWLY turn the water on. Yes the spiral staircase feels sketchy, but that was part of the fun of the space and we laughed so much about it. The only "issue"...
The price is CA $90
CA $274 total
includes taxes & fees
May 23 - May 24
The Jazz Loft
Outdoor pool, pool umbrellas, sun loungers
Best Western Plus Sanford Airport/Lake Mary Hotel
2.5 star property
7.4 out of 10, Good, (1137)
"Overall surprisingly great"
The price is CA $103
CA $115 total
includes taxes & fees
May 27 - May 28
Best Western Plus Sanford Airport/Lake Mary Hotel
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See all available properties in Osteen
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.

More cheap stays in Osteen

Hotels near Popular Osteen Attractions

Osteen Travel Info

Number of hotels
5,636
Highest price
CA $184
Lowest price
CA $86
Known attractions
AMF Deltona Lanes, Gemini Springs Park and Deltona Golf Club

Frequently asked questions

Where is the best place for a stay in Osteen?

Perry's Ocean Edge Resort, located 26.3 mi (42.3 km) from the heart of Osteen, is a top choice for your stay based on our traveler data. Other good options for your trip to the area are La Quinta Inn & Suites by Wyndham Orlando Lake Mary and The Shores Resort & Spa. See all available top hotels, or vacation rentals in Osteen.

What's the top vacation rental that Osteen has to offer?

Pirates Cove Resort Studios: Visitors like this Osteen vacation home rental. It is on the beach and equipped with air-conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave, and a coffee maker. See all vacation rentals in Osteen.

If I need to cancel my hotel reservation in Osteen, will I receive a refund?

Yes! Most room reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might be able to cancel it and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Osteen.

Where can I learn more about changing or cancelling my trip to Osteen?

For more details about updating your trip to Osteen or cancelling it, go to https://www.expedia.com/service/.

Where is the best hotel to stay near Wiregrass Prairie Preserve?

Special Rates New Smyrna Beach/golf Home-free Beach & Pool Access is one of the top choices for your stay based on our traveler data, and this resort features in-room kitchens and fireplaces. You'll find it 7.6 mi (12.2 km) from Wiregrass Prairie Preserve. Other good choices in the area include The Ann Stevens House and Cassadaga Hotel.

What are some hotels with pools in Osteen?

DoubleTree by Hilton Hotel Orlando East - UCF Area: 4-star hotel, 7-minute walk from University of Central Florida. Offers a snack bar, an outdoor pool, and free Internet. The Shores Resort & Spa and Days Inn by Wyndham Daytona Oceanfront are a couple of other choices that feature an onsite pool.

What's the best accommodation near Orlando International Airport (MCO)?

Hyatt Regency Orlando International Airport is a popular 4-star hotel featuring 2 restaurants and an outdoor pool. It's located a short 0.2 mi (0.3 km) from Orlando Intl. Airport. Other good choices near the airport are Orlando Airport Marriott Lakeside and Ramada by Wyndham Suites Orlando Airport.

How is it staying in Osteen?

Travelers to Osteen will find plenty to explore and enjoy. Tourists to the city can also enjoy its scenic landscape. In Osteen, there are 4 hotels and other accommodations to choose from. Find out more about Osteen.

What should I do while I'm visiting Osteen?

Natural beauty is on display at Lake Jesup, Lake Monroe Conservation Area, and Lake Jesup Conservation Area. A couple of additional sights to add to your agenda are Pell's Citrus & Nursery and Lake Ashby Park. Check out what more to see and do in Expedia's Osteen guide.

What's the seasonal weather like in Osteen?

The hottest months are usually July and August with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Osteen are August, September, July, and June, with each month seeing an average of 8 inches of rainfall.

Recent Reviews in Osteen
Expedia verified reviews