Osteen Holiday Rentals, Florida: Private House Rentals

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

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

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

A reception area with a wooden reception desk, a digital display, and a vending machine.

1. Comfort Inn & Suites Orlando Sanford Airport

Sanford

Robin

฿3,688

฿4,190 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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.

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

Orange City

Ruth

฿3,256

฿3,663 total

includes taxes & fees

19 Oct - 20 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 modern gym with weightlifting equipment, treadmills, and exercise balls.

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

3. Hampton Inn Debary/Deltona

DeBary

Katerina

฿3,110

฿3,499 total

includes taxes & fees

25 Oct - 26 Oct

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

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

A modern living room with a fireplace, a flat-screen TV, and a dining area.

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

4. Best Western Plus Sanford Airport/Lake Mary Hotel

Sanford

James

฿3,253

฿3,702 total

includes taxes & fees

19 Oct - 20 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 fitness center with a bench, kettlebells, and a rack of dumbbells.

A waterfront park with benches and palm trees.

5. Comfort Inn & Suites Orlando North

Sanford

Gregory

฿3,116

฿3,549 total

includes taxes & fees

4 Nov - 5 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 gym with various exercise equipment, including a treadmill, elliptical, and stationary bike.

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

฿2,664

฿3,042 total

includes taxes & fees

20 Oct - 21 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 dining area with multiple tables and chairs, a coffee station, and a bar.

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

฿3,263

฿3,713 total

includes taxes & fees

25 Oct - 26 Oct

A bar area with a long counter, multiple stools, and shelves with bottles.

A compact room with a kitchenette, a mirror, a sofa, and a desk.

A modern restaurant interior with a bar area, seating arrangements, and large windows offering a view of the outdoors.

A conference room with rows of chairs, a projector screen, and large windows with curtains.

8. Hyatt Place Lake Mary/Orlando North

Lake Mary

Rosario

฿3,128

฿3,609 total

includes taxes & fees

1 Nov - 2 Nov

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

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

9. Park Place Inn and Cottages

Downtown Sanford

Leonard

฿2,689

฿3,132 total

includes taxes & fees

19 Oct - 20 Oct

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

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.

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

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

Lake Mary

Ana M.

฿2,664

฿3,042 total

includes taxes & fees

19 Oct - 20 Oct

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

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

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

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

11. Residence Inn by Marriott Orlando Lake Mary

Lake Mary

Ginny

฿3,700

฿4,321 total

includes taxes & fees

1 Nov - 2 Nov

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

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

A hotel room with two beds, a large window, a nightstand, and a wall-mounted lamp.

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

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

Sanford

Anthony

฿3,229

฿3,734 total

includes taxes & fees

26 Oct - 27 Oct

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

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

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

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

13. Hampton Inn & Suites Lake Mary At Colonial Townpark

Lake Mary

Maureen

฿3,395

฿3,861 total

includes taxes & fees

25 Oct - 26 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.

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

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

14. Orlando Marriott Lake Mary

Lake Mary

Thomas

฿4,272

฿4,885 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 modern kitchen with dark wood cabinets, a granite countertop, and a central island with bar stools.

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

15. Hilton Garden Inn Lake Mary

Lake Mary

Danielle

฿3,006

฿3,544 total

includes taxes & fees

1 Nov - 2 Nov

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

A multi-story hotel with a prominent "WESTIN" sign, surrounded by palm trees and well-lit at night.

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

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

16. The Westin Lake Mary, Orlando North

Lake Mary

Theresa

฿4,272

฿4,885 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

17. Home2 Suites By Hilton Lake Mary Orlando

Lake Mary

Cecil

฿3,116

฿3,549 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 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.

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

18. Budget Inn Sanford

Sanford

Robert

฿1,993

฿2,291 total

includes taxes & fees

20 Oct - 21 Oct

A swimming pool with a water fountain, lounge chairs, and a covered seating area under a sunset sky.

A hotel room with a large window, a sofa, and two armchairs.

A Courtyard Marriott hotel with multiple balconies, a green awning, and a palm tree in the foreground.

A modern bar area with a wooden counter, bar stools, and a refrigerated display.

19. Courtyard by Marriott DeLand Historic Downtown

DeLand

Tamikia

฿3,538

฿3,980 total

includes taxes & fees

25 Oct - 26 Oct

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

฿3,395

฿3,820 total

includes taxes & fees

3 Nov - 4 Nov

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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

The Alfond Inn

10/10 Excellent

"We stayed at The Alfond Inn from October 7–15 and absolutely loved it. This hotel is such a gem—beautiful, charming, and made even more special by the wonderful people who work there. Everyone was unbelievably kind and welcoming. That warmth made us feel comfortable from the moment we arrived and was the highlight of our stay. Our room was beautiful, the food was excellent, and the entire hotel had such a lovely atmosphere. We also truly appreciated being given complimentary access to the spa facilities. The spa was fantastic—a peaceful, relaxing place to unwind and a wonderful addition to our visit. It is rare to find a hotel that brings together beautiful surroundings, excellent dining, and such heartfelt hospitality. Thank you to the entire team for making our stay so memorable. We would happily return and highly recommend it! Alexis & Holly"

Days Inn by Wyndham Daytona Oceanfront

10/10 Excellent

"Friendly helpful staff. Spacious room, comfortable bed and bedding. Great location and parking"

La Quinta Inn & Suites by Wyndham Orlando UCF

10/10 Excellent

"Clean room and the staff was great"

Holiday Inn Resort Daytona Beach Oceanfront by IHG

10/10 Excellent

"We had a wonderful stay!"

More cheap stays in Osteen

HomeTowne Studios by Red Roof Orlando - UCF Area

12350 E Colonial Dr Orlando FL

฿1,994

฿2,243 total

27 Oct - 28 Oct

includes taxes & fees

Best Western International Speedway Hotel

2620 W International Speedway Blvd Daytona Beach FL

฿2,085

฿2,345 total

22 Oct - 23 Oct

includes taxes & fees

7.6/10 Good! (1,405 reviews)

Emerald Shores Resort

2613 S Atlantic Ave Daytona Beach Shores FL

฿2,387

฿2,685 total

18 Oct - 19 Oct

includes taxes & fees

Days Inn by Wyndham Daytona Oceanfront

3357 S Atlantic Ave Daytona Beach Shores FL

฿2,311

฿2,902 total

1 Nov - 2 Nov

includes taxes & fees

8.6/10 Excellent! (2,140 reviews)

Best Western Aku Tiki Inn

2225 S Atlantic Ave Daytona Beach Shores FL

฿2,650

฿2,982 total

21 Oct - 22 Oct

includes taxes & fees

Perry's Ocean Edge Resort

2209 S Atlantic Ave Daytona Beach Shores FL

฿2,895

฿4,012 total

29 Oct - 30 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.

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Book Hotels in Osteen on Expedia.com

Find hotels in Osteen, FL from ฿2,243

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. Hyatt Place Lake Mary/Orlando North

9. Park Place Inn and Cottages

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. Hilton Garden Inn Lake Mary

16. The Westin Lake Mary, Orlando North

17. Home2 Suites By Hilton Lake Mary Orlando

18. Budget Inn Sanford

19. Courtyard by Marriott DeLand Historic Downtown

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

The Alfond Inn

Days Inn by Wyndham Daytona Oceanfront

La Quinta Inn & Suites by Wyndham Orlando UCF

Holiday Inn Resort Daytona Beach Oceanfront by IHG

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

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