Holiday Homes in Osteen

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Osteen holiday homes

Outdoor dining

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
9.0 out of 10, Wonderful, (18 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 NZ$289
includes taxes & fees
5 May - 6 May
Sunshine Escape Guesthouse ☀
Children’s area

At the Center of it All!

At the Center of it All!
Indian River City
9.8 out of 10, Exceptional, (152 reviews)
"Wonderful stay!"
United States
Mercedes d.
The price is NZ$389
includes taxes & fees
5 May - 6 May
At the Center of it All!
Terrace/patio

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

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Whispering Oaks
9.2 out of 10, Wonderful, (267 reviews)
"Our family stayed here for one night before a cruise, and it was ideal for the 7 of us. The proximity to the cruise terminal was beneficial, the check-in process was simple, and property was in good condition."
United States
Thesley
The price is NZ$226
includes taxes & fees
20 May - 21 May
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Fridge, oven, stovetop, coffee/tea maker

Cozy Villa with Fire Pit & BBQ

Cozy Villa with Fire Pit & BBQ
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 NZ$478
includes taxes & fees
19 May - 20 May
Cozy Villa with Fire Pit & BBQ
Beach

Hello Sunshine 321.. Lift Off

Hello Sunshine 321.. Lift Off
Royal Oak Golf Country Club
9.0 out of 10, Wonderful, (22 reviews)
"Great location for the wedding we attended. Perfect size for our quick trip. We enjoyed staying here."
United States
Ed S.
The price is NZ$606
includes taxes & fees
15 May - 16 May
Hello Sunshine 321.. Lift Off
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, (18 reviews)
"Great stay! "
United States
Ash L.
The price is NZ$246
includes taxes & fees
11 May - 12 May
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
1 bedroom, desk, iron/ironing board, WiFi

CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
10.0 out of 10, Exceptional, (1 review)
"Very cozy for the two of us! No more space than we needed. It was perfect for our stay. The hot tub was a very nice addition! Highly recommend for couples or single travelers. "
United States
Callie B.
The price is NZ$301
includes taxes & fees
6 May - 7 May
CUTE and COZY studio w/ jacuzzi!
Fridge, microwave, stovetop, dishwasher

THE CHLOE by EVRH

THE CHLOE by EVRH
Altamonte Springs
9.0 out of 10, Wonderful, (70 reviews)
"Host was very responsive"
United States
Tony N.
The price is NZ$863
includes taxes & fees
7 May - 8 May
THE CHLOE by EVRH
Pool

Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (22 reviews)
"Great stay in Orlando"
United States
Eddie T.
The price is NZ$467
includes taxes & fees
12 May - 13 May
Spacious & Private Guest Pool House Oasis
Smart TV

A comfortable home close to the city, yet tucked away from the noise.

A comfortable home close to the city, yet tucked away from the noise.
Fairview Shores
9.6 out of 10, Exceptional, (5 reviews)
"The host was amazing, very tentative, and made sure we knew where extra blankets ECT were. Would definitely book with them again. "
United States
Chelsea S.
The price is NZ$601
includes taxes & fees
18 May - 19 May
A comfortable home close to the city, yet tucked away from the noise.
Fridge, microwave, oven, stovetop

Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (28 reviews)
"Beautifully decorated house, super clean and had everything we needed. Stocked well to make everything easy. Great communication from the owner. Checkout process super easy and not stressful. Highly recommend. "
United States
Beth W.
The price is NZ$546
includes taxes & fees
5 May - 6 May
Home Sweet Home
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 NZ$211
includes taxes & fees
24 May - 25 May
1x1 Guest Suite 10 minutes from UCF
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 NZ$271
includes taxes & fees
6 May - 7 May
Studio in the heart of Orlando
Outdoor dining

Walk to Historical Canal Street - 5 Minute Ride To The Beach!

Walk to Historical Canal Street - 5 Minute Ride To The Beach!
Canal Street Historic District
10.0 out of 10, Exceptional, (24 reviews)
"Excellent hosts and home"
United States
Jason M.
The price is NZ$654
includes taxes & fees
5 May - 6 May
Walk to Historical Canal Street - 5 Minute Ride To The Beach!
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, (47 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is NZ$415
includes taxes & fees
5 May - 6 May
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Fridge, microwave, oven, stovetop

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)
"We were able to book this amazing property for our father from Australia. The booking was made super easy thanks to Keith's communication and the entire stay was without any issues. The house was everything we wanted for him to have a restful week, with level walks, easy access to groceries and all the mod cons needed for a comfortable stay. We will definitely be booking this property again in the future!"
Australia
Jillian S.
The price is NZ$467
includes taxes & fees
5 May - 6 May
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Smart TV, fireplace

Spacious House near Downtown Deland

Spacious House near Downtown Deland
DeLand
9.8 out of 10, Exceptional, (35 reviews)
"This was a wonderful location close to the expressway. The house was perfect for our needs. Check in was easy and the owner was great checking in with us.We would definitely book this location again."
United States
Kris D.
The price is NZ$586
includes taxes & fees
12 May - 13 May
Spacious House near Downtown Deland
Interior entrance

Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (1 review)
"Very clean amd conveniently located "
United States
joe
Cozy 4bed 2bth villa - daytona beach
Dining

River City Retreat

River City Retreat
Sanford
9.4 out of 10, Exceptional, (14 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is NZ$365
includes taxes & fees
11 May - 12 May
River City Retreat
Property grounds

Unwind in DeLand: Fire Pit Nights & Downtown Delights!

Unwind in DeLand: Fire Pit Nights & Downtown Delights!
Downtown DeLand Historic District
8.8 out of 10, Excellent, (6 reviews)
"Wonderful quick getaway for the Microbrew fest."
United States
Paul E.
The price is NZ$358
includes taxes & fees
10 May - 11 May
Unwind in DeLand: Fire Pit Nights & Downtown Delights!
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 Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

10/10 Excellent
"It was perfect!"
elizabeth 1-night trip
Posted 2 hours ago
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

Find out more about Osteen

Osteen Holiday Homes information

Number of reviews
687
Accommodation
1467 Holiday Homes
Lowest Price
NZ$211
Highest Price
NZ$863