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

Holiday Homes in Osteen

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Osteen holiday homes

Smart TV

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Deltona
9.6 out of 10, Exceptional, (23 reviews)
"Host was extremely attentive and available whenever we reached out. She was flexible with our arrival as well. The property was clean, cozy and perfect for our needs. "
United States
Kimberly
The price is AU$233
includes taxes & fees
27 July - 28 July
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
3 bedrooms, desk, iron/ironing board, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is AU$529
includes taxes & fees
28 July - 29 July
Tranquil 3-bedroom house in Sanford with AC, WiFi
Dining

River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (17 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is AU$310
includes taxes & fees
1 Aug - 2 Aug
River City Retreat
Coffee/tea maker, fridge, microwave, oven

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Plantation Estates
10.0 out of 10, Exceptional, (2 reviews)
"Loved staying at this place! Cute home and the renters gave us some great ideas."
United States
Maria K.
The price is AU$355
includes taxes & fees
26 July - 27 July
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Coffee/tea maker, fridge, microwave, oven

Home Sweet Home

Home Sweet Home
Sanford
9.2 out of 10, Wonderful, (30 reviews)
"Very comfortable and clean home! "
United States
Stacy B.
The price is AU$480
includes taxes & fees
5 Aug - 6 Aug
Home Sweet Home
Exterior

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Sanford
10.0 out of 10, Exceptional, (25 reviews)
"Great host "
United States
jordan l.
The price is AU$568
includes taxes & fees
27 July - 28 July
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Coffee/tea maker, fridge, microwave, oven

Welcoming 2-bedroom house with AC in charming Sanford

Welcoming 2-bedroom house with AC in charming Sanford
Sanford
10.0 out of 10, Exceptional, (3 reviews)
"This was excellent in every way. Beautifully decorated that created a warm atmosphere. Beds were very comfortable. If I’m in the area again, I will definitely stay there."
United States
Debra O.
The price is AU$464
includes taxes & fees
26 July - 27 July
Welcoming 2-bedroom house with AC in charming Sanford
1 bedroom, desk, WiFi, bed sheets

Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is AU$229
includes taxes & fees
25 July - 26 July
Studio in the heart of Orlando
Coffee/tea maker, fridge, microwave, oven

Sweet Stay in Sanford

Sweet Stay in Sanford
Sanford
9.4 out of 10, Exceptional, (6 reviews)
"Easy process to check in and out. Attentive host. Spacious accommodations that were well equipped. "
United States
Dawn B.
Sweet Stay in Sanford
Coffee/tea maker, fridge, oven, stovetop

Backyard BBQ home - Blue Spring to Daytona

Backyard BBQ home - Blue Spring to Daytona
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
The price is AU$459
includes taxes & fees
24 Aug - 25 Aug
Backyard BBQ home - Blue Spring to Daytona
Coffee/tea maker, fridge, microwave, oven

The Getaway Experience

The Getaway Experience
Deltona Lakes
9.2 out of 10, Wonderful, (13 reviews)
"Loved having 3 king beds and 2.5 bathrooms. We didn’t stay in much as we were visiting family but we slept great! "
United States
Kris V.
The price is AU$536
includes taxes & fees
27 July - 28 July
The Getaway Experience
1 bedroom, iron/ironing board, free WiFi, bed sheets

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
8.8 out of 10, Excellent, (20 reviews)
"The location worked perfect for our needs in a quiet and safe area. The host was very pleasant and we had a wonderful experience dealing with him and any concerns were met and promptly taken care of. We would definitely stay there again "
United States
Robin R.
The price is AU$247
includes taxes & fees
27 July - 28 July
Sunshine Escape Guesthouse ☀
Private kitchen

Charming 1-bedroom house in Casselberry

Charming 1-bedroom house in Casselberry
Casselberry
The price is AU$197
includes taxes & fees
24 Aug - 25 Aug
Charming 1-bedroom house in Casselberry
1 bedroom, iron/ironing board, free WiFi, bed sheets

1x1 Guest Suite 10 minutes from UCF

1x1 Guest Suite 10 minutes from UCF
Union Park
9.4 out of 10, Exceptional, (8 reviews)
"The room was clean, quiet and very convenient. It is more spacious than what it looks in photos, a nice alternative to a hotel room. Parking was easy and the area feels safe. "
United States
Michael
The price is AU$178
includes taxes & fees
24 Aug - 25 Aug
1x1 Guest Suite 10 minutes from UCF
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (52 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is AU$360
includes taxes & fees
26 July - 27 July
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Property grounds

Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes

Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
Downtown DeLand Historic District
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful quick getaway for the Microbrew fest."
United States
Paul E.
The price is AU$333
includes taxes & fees
13 Aug - 14 Aug
Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
Coffee/tea maker, microwave, oven, dishwasher

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION

3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
Longwood
10.0 out of 10, Exceptional, (3 reviews)
"Great stay for our 2 night stay."
United States
Jon W.
The price is AU$444
includes taxes & fees
2 Aug - 3 Aug
3-bedroom Peaceful Longwood Home – Minutes to Attractions - Netflix - LOCATION
Exterior detail

Pet Friendly!✰ Charming home with big patio!

Pet Friendly!✰ Charming home with big patio!
Oviedo
9.8 out of 10, Exceptional, (24 reviews)
"Host was very helpful. It’s a nice place to stay. Very comfortable."
United States
Sandranel B.
The price is AU$522
includes taxes & fees
5 Aug - 6 Aug
Pet Friendly!✰ Charming home with big patio!
Coffee/tea maker, fridge, microwave, oven

Charming 3-bedroom home away from home.

Charming 3-bedroom home away from home.
Chuluota
9.8 out of 10, Exceptional, (25 reviews)
"Great layout, clean, plenty of amenities, quiet neighborhood. Host was very friendly and responsive. "
United States
Mary B.
The price is AU$533
includes taxes & fees
27 July - 28 July
Charming 3-bedroom home away from home.
Coffee/tea maker, fridge, microwave, oven

Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (43 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is AU$481
includes taxes & fees
26 July - 27 July
Florida Vacation with pool fun for families
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.
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Top Osteen Hotel Reviews

La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF

10/10 Excellent
"Breakfast was great. Good coffee aircondogrest and rooms amazing"
Brandy 2-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Orlando UCF

Find out more about Osteen

Osteen Holiday Homes information

Number of reviews
286
Accommodation
1480 Holiday Homes
Lowest Price
AU$178
Highest Price
AU$568