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

Cottage

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

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

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

1. Comfort Inn & Suites Orlando Sanford Airport

Sanford

Susana

2.850.242 ₫

3.237.761 ₫ 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 long banquet table set with white tablecloths, gold accents, and red napkins.

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

A hotel breakfast area with a self-serve coffee station, cereal display, and a variety of food options.

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

Orange City

Ellen

2.520.060 ₫

2.835.068 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

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

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.

3. Hampton Inn Debary/Deltona

DeBary

Lisa

2.296.632 ₫

2.583.710 ₫ total

includes taxes & fees

25 Oct - 26 Oct

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

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.

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.

4. Best Western Plus Sanford Airport/Lake Mary Hotel

Sanford

Luis

2.295.333 ₫

2.616.238 ₫ 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 waterfront park with benches and palm trees.

A fitness center with a bench, kettlebells, and a rack of dumbbells.

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

5. Comfort Inn & Suites Orlando North

Sanford

Gregory

2.433.818 ₫

2.771.366 ₫ 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 a bed, a chair, a nightstand, a lamp, and a painting of a cityscape.

A gym with a treadmill, elliptical, and a chair labeled 'TRUE'.

A modern kitchen with a white refrigerator, microwave, and a wooden shelf unit above the countertop.

6. Extended Stay America Premier Suites Orlando Sanford

Sanford

Laura

1.871.308 ₫

2.141.386 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A four-poster bed with a canopy, a sitting bench, a chandelier, and a large window with curtains.

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

7. Park Place Inn and Cottages

Downtown Sanford

Leonard

2.082.119 ₫

2.425.240 ₫ total

includes taxes & fees

11 Oct - 12 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 room with a large bed, a green sofa, a small table, and a TV.

A hotel dining area with multiple tables and chairs, a coffee station, and a bar.

8. Springhill Suites by Marriott Orlando North/Sanford

Sanford

Diana

2.520.060 ₫

2.867.931 ₫ total

includes taxes & fees

21 Oct - 22 Oct

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

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

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

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

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

Lake Mary

Ana M.

2.127.762 ₫

2.428.558 ₫ total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with wooden cabinets, a large island, and bar stools.

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

A hotel room with two beds, a sofa, a TV, and a window with curtains.

A modern reception desk with a flat-screen TV, a computer, and a phone. There is a seating area with chairs and a table, and a large window with a view of palm trees.

10. Hyatt Place Lake Mary/Orlando North

Lake Mary

David

2.417.442 ₫

2.789.417 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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 spacious lobby with a modern design, featuring sofas, armchairs, and a coffee table.

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

11. Orlando Marriott Lake Mary

Lake Mary

Angela

3.299.460 ₫

3.773.334 ₫ total

includes taxes & fees

8 Nov - 9 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

Jose

2.417.442 ₫

2.798.515 ₫ total

includes taxes & fees

11 Oct - 12 Oct

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

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

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

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

2.536.495 ₫

2.886.365 ₫ total

includes taxes & fees

18 Oct - 19 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 hotel room with a bed, a desk, a chair, a nightstand, a lamp, and a heater.

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

14. Budget Inn Sanford

Sanford

Robert

1.600.134 ₫

1.837.614 ₫ total

includes taxes & fees

4 Nov - 5 Nov

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

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.

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

15. The Westin Lake Mary, Orlando North

Lake Mary

Theresa

3.299.460 ₫

3.773.334 ₫ total

includes taxes & fees

8 Nov - 9 Nov

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

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

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.

16. Hilton Garden Inn Lake Mary

Lake Mary

Danielle

2.323.344 ₫

2.738.874 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

17. Residence Inn by Marriott Orlando Lake Mary

Lake Mary

Ginny

2.859.340 ₫

3.339.189 ₫ total

includes taxes & fees

1 Nov - 2 Nov

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

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.

An outdoor patio area with a fire feature, seating, and a view of the building in the background.

18. Courtyard by Marriott DeLand Historic Downtown

DeLand

Tamikia

2.739.768 ₫

3.082.239 ₫ 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 modern hotel with a sign reading "HOME 2 SUITES BY HILTON".

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

19. Home2 Suites By Hilton Lake Mary Orlando

Lake Mary

Cecil

2.536.495 ₫

2.886.365 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel lobby with leather seating, a reception desk, and a herringbone wood floor.

A hotel with a modern facade, multiple flags, and a well-lit entrance.

A hotel with a swimming pool, lounge chairs, and umbrellas.

A hotel fitness center with treadmills, ellipticals, and free weights.

20. DoubleTree by Hilton Hotel Orlando East - UCF Area

Orlando

Jesus

2.854.682 ₫

3.211.517 ₫ 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

Nautilus Inn

10/10 Excellent

"The property was nice and clean. The beds were very comfortable. The view was amazing. The balcony was a very nice size."

HomeTowne Studios by Red Roof Orlando - UCF Area

10/10 Excellent

"Good"

Max Beach Resort

10/10 Excellent

"we love coming here, however front desk staff hospitality has declined tremendously over the years, both ladies in the front desk were rude and seemed bothered by our presence. The rest of the staff were great as usual."

Holiday Inn Express & Suites Oceanfront by IHG

10/10 Excellent

"I like everything about this place."

El Caribe Resort & Conference Center

10/10 Excellent

"Very clean room friendly staff and wifi"

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

1.520.389 ₫

1.710.405 ₫ total

28 Oct - 29 Oct

includes taxes & fees

4.8/10 (1,002 reviews)

Emerald Shores Resort

2613 S Atlantic Ave Daytona Beach Shores FL

1.552.465 ₫

1.746.523 ₫ total

11 Oct - 12 Oct

includes taxes & fees

Best Western International Speedway Hotel

2620 W International Speedway Blvd Daytona Beach FL

1.613.618 ₫

1.815.321 ₫ total

22 Oct - 23 Oct

includes taxes & fees

Days Inn by Wyndham Daytona Oceanfront

3357 S Atlantic Ave Daytona Beach Shores FL

1.788.723 ₫

2.245.873 ₫ total

1 Nov - 2 Nov

includes taxes & fees

Best Western Aku Tiki Inn

2225 S Atlantic Ave Daytona Beach Shores FL

2.051.381 ₫

2.307.803 ₫ total

15 Oct - 16 Oct

includes taxes & fees

Perry's Ocean Edge Resort

2209 S Atlantic Ave Daytona Beach Shores FL

2.221.676 ₫

3.083.935 ₫ total

15 Oct - 16 Oct

includes taxes & fees

Hotels in Osteen with star rating

Frequently asked questions

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

Book Hotels in Osteen on Expedia.com

Find hotels in Osteen, FL from 1.710.405 ₫

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. Park Place Inn and Cottages

8. Springhill Suites by Marriott Orlando North/Sanford

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

10. Hyatt Place Lake Mary/Orlando North

11. Orlando Marriott Lake Mary

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

13. Hampton Inn & Suites Lake Mary At Colonial Townpark

14. Budget Inn Sanford

15. The Westin Lake Mary, Orlando North

16. Hilton Garden Inn Lake Mary

17. Residence Inn by Marriott Orlando Lake Mary

18. Courtyard by Marriott DeLand Historic Downtown

19. Home2 Suites By Hilton Lake Mary Orlando

20. DoubleTree by Hilton Hotel Orlando East - UCF Area

Stay near popular Osteen attractions

Pell's Citrus & Nursery

Wiregrass Prairie Preserve

Learn more about Osteen

Top Osteen Hotel Reviews

Nautilus Inn

HomeTowne Studios by Red Roof Orlando - UCF Area

Max Beach Resort

Holiday Inn Express & Suites Oceanfront by IHG

El Caribe Resort & Conference Center

Hyatt Place Daytona Beach - Oceanfront

More cheap stays in Osteen

HomeTowne Studios by Red Roof Orlando - UCF Area

Emerald Shores Resort

Best Western International Speedway Hotel

Days Inn by Wyndham Daytona Oceanfront

Best Western Aku Tiki Inn

Perry's Ocean Edge Resort

Hotels in Osteen with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app