Holiday Homes in Osteen

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Sept - 7 Sept
In two weeks
12 Sept - 14 Sept
In one month
26 Sept - 28 Sept
In two months
24 Oct - 26 Oct

Featured Holiday Homes in Osteen and around

Our top choices for Osteen holiday homes

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Exterior

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (220)
"Nice place to stay when waiting to board ship. "
The price is €125
includes taxes & fees
3 Sept - 4 Sept
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Private Studio near parks & DNTN
Desk, WiFi, bed sheets

Private Studio near parks & DNTN

9.0 out of 10, Wonderful, (2)
The price is €146
includes taxes & fees
9 Sept - 10 Sept
Private Studio near parks & DNTN
Hello Sunshine 321.. Lift Off
Fridge, microwave, oven, stovetop

Hello Sunshine 321.. Lift Off

9.0 out of 10, Wonderful, (22)
"The stay was great. The host was nice, a little hiccup with the check in process but the host fixed it for us. Host worked with us to accommodate for late check out. Would gladly stay again "
The price is €262
includes taxes & fees
9 Sept - 10 Sept
Hello Sunshine 321.. Lift Off
Artisan Villas Downtown Deland
Exterior

Artisan Villas Downtown Deland

2.0 star property
10.0 out of 10, Exceptional, (2)
"I enjoy staying at this property. Very comfortable."
The price is €273
includes taxes & fees
28 Aug - 29 Aug
Artisan Villas Downtown Deland
Cozy 2 bedroom home in Orlando
TV

Cozy 2 bedroom home in Orlando

Cozy 2 bedroom home in Orlando
Pirates Cove Resort Studios
Premium Studio, 2 Queen Beds, Kitchen, Ocean View

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (139)
"Clean and comfortable"
The price is €120
includes taxes & fees
28 Aug - 29 Aug
Pirates Cove Resort Studios
CUTE and COZY studio w/ jacuzzi!
Desk, iron/ironing board, WiFi, bed sheets

CUTE and COZY studio w/ jacuzzi!

The price is €151
includes taxes & fees
28 Aug - 29 Aug
CUTE and COZY studio w/ jacuzzi!
Sunshine Escape Guesthouse ☀
Outdoor dining

Sunshine Escape Guesthouse ☀

9.6 out of 10, Exceptional, (10)
"Great place to stay to get away for the weekend. Quiet neighborhood not far fromPark Ave "
Sunshine Escape Guesthouse ☀
Magic Studio
Pool

Magic Studio

9.4 out of 10, Exceptional, (3)
"Clean, roomy for two, comfortable bed, Met all our needs. Plan to stay there again."
Magic Studio
Tranquil 3-bedroom house in Sanford with AC, WiFi
Fridge, microwave, oven, stovetop

Tranquil 3-bedroom house in Sanford with AC, WiFi

9.8 out of 10, Exceptional, (17)
"Beautiful place to stay near the airport "
The price is €211
includes taxes & fees
28 Aug - 29 Aug
Tranquil 3-bedroom house in Sanford with AC, WiFi
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
Exterior

A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

9.8 out of 10, Exceptional, (7)
"This place is a great size guest suite on a scenic property in a rural area close to the suburbs, very nice getaway, we enjoyed our short stay! It's very clean and cozy, and the hosts are very helpful, thank you!"
The price is €141
includes taxes & fees
28 Aug - 29 Aug
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
NEW Gorgeous Sunshine-Up 6 Guests-Private Backyard
Desk, iron/ironing board, free WiFi, bed sheets

NEW Gorgeous Sunshine-Up 6 Guests-Private Backyard

NEW Gorgeous Sunshine-Up 6 Guests-Private Backyard
Ocean Front View from your Balcony and bedroom - one bedroom Condo
1 bedroom, desk, iron/ironing board, free WiFi

Ocean Front View from your Balcony and bedroom - one bedroom Condo

2.0 star property
9.8 out of 10, Exceptional, (8)
"We really enjoyed staying in this place. Had everything that we needed and more, very clean and the view was amazing. "
The price is €297
includes taxes & fees
30 Aug - 31 Aug
Ocean Front View from your Balcony and bedroom - one bedroom Condo
Home Sweet Home
Fridge, microwave, oven, stovetop

Home Sweet Home

9.8 out of 10, Exceptional, (18)
"House was clean and in a quiet neighborhood. Was the perfect size for family of 4. "
Home Sweet Home
At the Center of it All!
Fridge, microwave, oven, stovetop

At the Center of it All!

9.8 out of 10, Exceptional, (140)
"It was a small , cozy, quite stay. Exacly what we were looking for on this vacation!"
The price is €183
includes taxes & fees
9 Sept - 10 Sept
At the Center of it All!
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Fridge, microwave, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (30)
"Great property and host "
The price is €210
includes taxes & fees
28 Aug - 29 Aug
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
Fridge, microwave, oven, stovetop

Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown

9.6 out of 10, Exceptional, (7)
"Nice home and location. "
Cozy House in Orlando w/ a Large Fenced Yard 15m to Downtown
The Cozy Crash Pad: Tiny House Experience
1 bedroom, iron/ironing board, free WiFi, bed sheets

The Cozy Crash Pad: Tiny House Experience

9.2 out of 10, Wonderful, (19)
"It was incredible! The tiny home feels incredibly cozy and was super easy to find. We had a wonderful visit."
The price is €125
includes taxes & fees
31 Aug - 1 Sept
The Cozy Crash Pad: Tiny House Experience
20% OFF!! - NEW Gorgeous Sunshine- 3BD/2BA -Private Backyard!
Property grounds

20% OFF!! - NEW Gorgeous Sunshine- 3BD/2BA -Private Backyard!

20% OFF!! - NEW Gorgeous Sunshine- 3BD/2BA -Private Backyard!
Pet Friendly!✰ Charming home with big patio!
Exterior

Pet Friendly!✰ Charming home with big patio!

10.0 out of 10, Exceptional, (16)
"Beautiful place to stay, clean and peaceful. Definitely recommend this place "
Pet Friendly!✰ Charming home with big patio!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osteen Hotel Reviews

Best Western International Speedway Hotel

Best Western International Speedway Hotel

10/10 Excellent
"Great employees, nice rooms, quiet, great pool area. "
Aaron 1-night trip
Posted 2 days ago
Best Western International Speedway Hotel

Find out more about Osteen

Find out more about Osteen

Osteen Holiday Homes information

Number of reviews
1,142
Accommodation
1412 Holiday Homes
Lowest Price
€120
Highest Price
€838

Explore a world of travel with Expedia

Explore a world of travel with Expedia