Osteen Holiday Rentals, Florida: Private House Rentals

A sunset over a calm lake with islands and a bridge.

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

Go beyond your typical stay in Osteen

Pet friendly

Apartment

Apart hotel

Pool

Spa

Hot tub

Family friendly

Waterpark

Cottage

Condo

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Osteen hotels

A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.

A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance and outdoor seating area.

A stainless steel outdoor kitchen with a gas grill, a side burner, and a built-in sink.

A modern hotel room with a large bed, bedside tables with lamps, a desk, and a chair.

1. Comfort Inn & Suites Orlando Sanford Airport

Sanford

Susana

฿3,677

฿4,176 total

includes taxes & fees

19 Oct - 20 Oct

A hotel reception area with a modern design, including a reception desk, a Coca-Cola refrigerator, and a decorative plant.

A room with a tufted armchair, a floral elephant-themed backdrop, and a balloon arrangement.

A long banquet table set with white tablecloths, gold accents, and red napkins.

A hotel room with a large bed, a desk with a chair, a blue sofa, and a small table.

2. Holiday Inn Express & Suites Orange City - Deltona by IHG

Orange City

Ruth

฿3,252

฿3,659 total

includes taxes & fees

14 Oct - 15 Oct

A modern restaurant with a long counter, wooden chairs, and a kitchen area visible in the background.

A reception area with a 'Welcome to the Sun State' sign, a wooden reception desk, a minibar, and a display of hotel amenities.

A hotel room with two beds, a desk with a television, a mirror, and a lamp.

A modern gym with weightlifting equipment, treadmills, and exercise balls.

3. Hampton Inn Debary/Deltona

DeBary

Lisa

฿3,107

฿3,495 total

includes taxes & fees

25 Oct - 26 Oct

A pool area with a covered seating area, stone walls, and an American flag.

A reception area with a wooden reception desk, a wall-mounted decorative piece, a small table with a vase, and a refrigerator stocked with snacks.

A hotel room with a bed, a sofa, a coffee table, a TV, and a painting on the wall.

A modern kitchen with a stainless steel refrigerator, wooden cabinets, and a white countertop.

4. Best Western Plus Sanford Airport/Lake Mary Hotel

Sanford

James

฿2,962

฿3,377 total

includes taxes & fees

13 Oct - 14 Oct

A hotel room with a large bed, a nightstand, a desk, a chair, and a window with curtains.

A restaurant with booths and tables, a kitchen area, and a TV mounted on the wall.

A conference room with multiple tables and chairs, a flat-screen TV mounted on the wall, and large windows with curtains.

A waterfront park with benches and palm trees.

5. Comfort Inn & Suites Orlando North

Sanford

Gregory

฿2,982

฿3,399 total

includes taxes & fees

1 Nov - 2 Nov

A laundry area with multiple washing machines and dryers, a door with a fire alarm, and a small table.

A hotel room with two beds, a desk, a chair, a TV, and a window.

A laundry room with multiple washing machines and dryers, a table, and a wooden floor.

6. Extended Stay America Premier Suites Orlando Sanford

Sanford

Laura

฿2,414

฿2,762 total

includes taxes & fees

12 Oct - 13 Oct

A lobby with green and purple seating, a reception desk, and a vending machine.

A hotel with a swimming pool, outdoor seating, and palm trees.

A hotel with a reflection in the water, featuring a large building with multiple floors and a green roof.

A hotel room with a large bed, a green sofa, a small table, and a TV.

7. Springhill Suites by Marriott Orlando North/Sanford

Sanford

Diana

฿3,252

฿3,701 total

includes taxes & fees

19 Oct - 20 Oct

A cozy living room with a wooden ceiling, a sofa with cushions, a wicker chair, a coffee table, and a television on the wall.

A spacious living room with a wooden coffee table, a wicker sofa, and a television mounted on the wall.

8. Park Place Inn and Cottages

Downtown Sanford

Leonard

฿2,686

฿3,128 total

includes taxes & fees

12 Oct - 13 Oct

A hotel room with a bed, a nightstand, a lamp, a sofa, and a framed picture on the wall.

A beverage refrigerator stocked with various drinks and a shelf with snacks and chips.

A modern hotel entrance with a covered walkway, large columns, and a clear sky.

A swimming pool with a brick border, surrounded by a fence and trees.

9. Hyatt Place Lake Mary/Orlando North

Lake Mary

David

฿3,118

฿3,598 total

includes taxes & fees

1 Nov - 2 Nov

A breakfast bar with a coffee machine, a waffle display, and a glass display case with pastries.

A hotel room with a sectional sofa, a small table, a desk with a chair, a standing lamp, and a large window with patterned curtains.

A gym with exercise equipment, a bench, and a mirrored wall.

A hotel lobby with a reception desk, seating area, and a mural of a cityscape.

10. La Quinta Inn & Suites by Wyndham Orlando Lake Mary

Lake Mary

Ana M.

฿2,656

฿3,033 total

includes taxes & fees

19 Oct - 20 Oct

An outdoor patio area with a fire pit, seating, and a television.

A large, multi-story hotel with a prominent entrance and a well-lit facade.

A modern lobby with leather chairs, a white coffee table, and a large screen TV.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a coffee maker.

11. Residence Inn by Marriott Orlando Lake Mary

Lake Mary

Ginny

฿3,688

฿4,307 total

includes taxes & fees

1 Nov - 2 Nov

A modern lobby with a sofa, chairs, a reception desk, and a patterned carpet.

An outdoor patio with round tables and orange chairs, blue umbrellas, and a glass building facade.

A modern breakfast area with a counter, seating, and a sign for 'EXPRESS START BREAKFAST'.

A hotel lobby with a modern design, featuring a seating area with sofas and armchairs, a patterned carpet, and wooden accents on the ceiling.

12. Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Sanford

Troy

฿3,118

฿3,610 total

includes taxes & fees

18 Oct - 19 Oct

A spacious hotel lobby with a long communal table, several seating areas, and a kitchen in the background.

A snack display with various chips and snacks, a Hilton Honors sign, and a refrigerated section with beverages.

An outdoor patio area with tables and chairs, covered by large umbrellas, and surrounded by greenery.

A Hampton Inn & Suites by Hilton building with a covered entrance, large trees, and a well-lit facade.

13. Hampton Inn & Suites Lake Mary At Colonial Townpark

Lake Mary

Maureen

฿3,392

฿3,857 total

includes taxes & fees

18 Oct - 19 Oct

A modern bar area with seating, a sports screen, and a ceiling with a starry design.

A modern hotel room with a grey sofa, a dining table, and a TV mounted on the wall.

An outdoor patio with wicker furniture, a wooden table, and a view of a building with a green awning.

A modern kitchen with a central island, bar stools, and a dining table.

14. Orlando Marriott Lake Mary

Lake Mary

Angela

฿4,258

฿4,870 total

includes taxes & fees

1 Nov - 2 Nov

A swimming pool with a curved edge, surrounded by lounge chairs and palm trees.

A hotel lobby with seating areas, a bar, and large windows offering a view of the outdoors.

A hotel hallway with a patterned carpet, recessed lighting, and a seating area with chairs and a table.

An outdoor dining area with round tables and chairs, surrounded by palm trees and a wooden pergola.

15. The Westin Lake Mary, Orlando North

Lake Mary

Theresa

฿4,258

฿4,870 total

includes taxes & fees

25 Oct - 26 Oct

An outdoor dining area with round tables, white tablecloths, and wicker furniture.

A hotel room with two beds, a desk with a computer, a chair, and a TV.

A hotel entrance with a covered waiting area, a bench, and a landscaped garden.

A spacious lobby with a high ceiling, modern pendant lighting, a central seating area, and a kitchen in the background.

16. Hilton Garden Inn Lake Mary

Lake Mary

Danielle

฿2,997

฿3,533 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor dining area with yellow chairs and tables, string lights, and a fire feature.

A hotel room with two beds, a desk with a chair, a TV, and a microwave.

A modern restaurant with a long counter, multiple seating options, and a variety of food and drink dispensers.

A modern kitchen with a microwave, coffee maker, and dishwasher. A framed painting of a beach scene is on the wall.

17. Home2 Suites By Hilton Lake Mary Orlando

Lake Mary

Cecil

฿3,107

฿3,538 total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a reception desk, seating area, and large windows offering views of the street.

A wooden dock extending into a calm lake surrounded by lush greenery.

A hotel room with a grey sofa, a bedside table with a lamp, a window with curtains, and a door.

A swimming pool with lounge chairs and a table, surrounded by palm trees and a building with balconies.

18. Budget Inn Sanford

Sanford

Robert

฿2,065

฿2,372 total

includes taxes & fees

12 Oct - 13 Oct

A spacious hotel lobby with a central seating area, a bar, and a kitchen visible in the background.

A swimming pool with lounge chairs and umbrellas, surrounded by a brick patio and a building with multiple windows.

A hotel with a covered entrance, a red roof, and a sign indicating it is a Marriott hotel.

An outdoor patio with a pergola, barbecue grill, and seating area.

19. Homewood Suites by Hilton Lake Mary Orlando North

Lake Mary

Nicole

฿3,107

฿3,655 total

includes taxes & fees

1 Nov - 2 Nov

An outdoor seating area with wicker furniture and a stone fire feature.

A poolside area with lounge chairs, a stone fire feature, and a view of a lake.

A modern hotel lobby with a stone wall, a blue sofa, a round table, and a reception desk.

A Fairfield Inn & Suites Marriott hotel with a modern design, featuring a covered entrance and a stone pillar with the hotel name.

20. Fairfield Inn & Suites by Marriott Orlando East/UCF Area

Orlando

Syed Junaid

฿3,392

฿3,816 total

includes taxes & fees

18 Oct - 19 Oct

View all properties

Save an average of 15% on thousands of hotels when you're signed in

Stay near popular Osteen attractions

Pell's Citrus & Nursery

Enjoy an outing to Pell's Citrus & Nursery during your stay in Osteen. While you're in the area, stroll along the lakeside.

See properties

Wiregrass Prairie Preserve

Explore the great outdoors at Wiregrass Prairie Preserve, a lovely green space in Osteen. Stroll along the beautiful beaches in this family-friendly area or visit its top-notch restaurants.

See properties

Learn more about Osteen

Explore Lake Monroe's shoreline at Osteen's Riverbreeze Park, where fishing and picnicking spots offer peaceful views of the water. Nearby Blue Spring State Park welcomes visitors with crystal-clear swimming areas and manatee viewing opportunities during winter months.

See all hotels in Osteen

Top Osteen Hotel Reviews

Max Beach Resort

10/10 Excellent

"Property was wonderful, would definitely stay here again!"

La Quinta Inn & Suites by Wyndham Orlando UCF

10/10 Excellent

"Staff were very helpful, room was clean"

Best Western Aku Tiki Inn

8/10 Good

"Really great spot! Absolutely clean and convenient . Great staff too."

Best Western International Speedway Hotel

10/10 Excellent

"Very clean room friendly staff keep up good work"

Hyatt Place Daytona Beach - Oceanfront

10/10 Excellent

"Clean rooms great breakfast"

More cheap stays in Osteen

HomeTowne Studios by Red Roof Orlando - UCF Area

12350 E Colonial Dr Orlando FL

฿1,992

฿2,241 total

14 Oct - 15 Oct

includes taxes & fees

Best Western International Speedway Hotel

2620 W International Speedway Blvd Daytona Beach FL

฿2,083

฿2,343 total

18 Oct - 19 Oct

includes taxes & fees

Emerald Shores Resort

2613 S Atlantic Ave Daytona Beach Shores FL

฿2,384

฿2,682 total

12 Oct - 13 Oct

includes taxes & fees

Days Inn by Wyndham Daytona Oceanfront

3357 S Atlantic Ave Daytona Beach Shores FL

฿2,309

฿2,899 total

1 Nov - 2 Nov

includes taxes & fees

Best Western Aku Tiki Inn

2225 S Atlantic Ave Daytona Beach Shores FL

฿2,648

฿2,978 total

18 Oct - 19 Oct

includes taxes & fees

7.8/10 Good! (1,677 reviews)

Perry's Ocean Edge Resort

2209 S Atlantic Ave Daytona Beach Shores FL

฿2,867

฿3,980 total

15 Oct - 16 Oct

includes taxes & fees

Frequently asked questions

Where is the best place for a stay in Osteen?

Sheraton Orlando North Hotel, located 20.2 mi (32.5 km) from the heart of Osteen, is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Perry's Ocean Edge Resort and Bahama House. See all available top hotels, or vacation rentals in Osteen.

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

Yes, you'll find most hotel bookings are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 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 a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Osteen.

What are some hotels with pools in Osteen?

Sheraton Orlando North Hotel: Features 2 restaurants, an outdoor pool and complimentary wireless Internet access. Perry's Ocean Edge Resort and Bahama House are a couple of other choices that offer an on-site pool. View all hotels with pools in Osteen.

How is it to stay in Osteen?

Travellers to Osteen will find plenty to explore and enjoy. Tourists to the city can also enjoy its scenic landscape. In Osteen, there are 6 hotels and other accommodation options to choose from. Find out more about Osteen.

What should I see while I'm in 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 itinerary are Lake Ashby Park and Pell's Citrus & Nursery. Take a look at what more there is to see and do in Expedia's Osteen guide.

What's the weather like in Osteen?

The hottest months are usually July and August, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Osteen are August, September, July and June, with each month seeing an average of 195 mm of rainfall.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Osteen on Expedia.com

Find hotels in Osteen, FL from ฿2,241

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Osteen

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Osteen hotels

1. Comfort Inn & Suites Orlando Sanford Airport

2. Holiday Inn Express & Suites Orange City - Deltona by IHG

3. Hampton Inn Debary/Deltona

4. Best Western Plus Sanford Airport/Lake Mary Hotel

5. Comfort Inn & Suites Orlando North

6. Extended Stay America Premier Suites Orlando Sanford

7. Springhill Suites by Marriott Orlando North/Sanford

8. Park Place Inn and Cottages

9. Hyatt Place Lake Mary/Orlando North

10. La Quinta Inn & Suites by Wyndham Orlando Lake Mary

11. Residence Inn by Marriott Orlando Lake Mary

12. Holiday Inn Express & Suites Sanford- Lake Mary by IHG

13. Hampton Inn & Suites Lake Mary At Colonial Townpark

14. Orlando Marriott Lake Mary

15. The Westin Lake Mary, Orlando North

16. Hilton Garden Inn Lake Mary

17. Home2 Suites By Hilton Lake Mary Orlando

18. Budget Inn Sanford

19. Homewood Suites by Hilton Lake Mary Orlando North

20. Fairfield Inn & Suites by Marriott Orlando East/UCF Area

Stay near popular Osteen attractions

Pell's Citrus & Nursery

Wiregrass Prairie Preserve

Learn more about Osteen

Top Osteen Hotel Reviews

Max Beach Resort

La Quinta Inn & Suites by Wyndham Orlando UCF

Best Western Aku Tiki Inn

Best Western International Speedway Hotel

Hyatt Place Daytona Beach - Oceanfront

More cheap stays in Osteen

HomeTowne Studios by Red Roof Orlando - UCF Area

Best Western International Speedway Hotel

Emerald Shores Resort

Days Inn by Wyndham Daytona Oceanfront

Best Western Aku Tiki Inn

Perry's Ocean Edge Resort

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app