Holiday Homes in Osteen

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Check prices for these dates

In two weeks
17 Apr - 19 Apr
In two months
29 May - 31 May
In three months
26 June - 28 June
In four months
24 July - 26 July

Our top choices for Osteen holiday homes

Children’s area

At the Center of it All!

At the Center of it All!
Indian River City
9.8 out of 10, Exceptional, (150 reviews)
"Wonderful stay!"
United States
Mercedes d.
The price is AU$361
includes taxes & fees
19 Apr - 20 Apr
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, (257 reviews)
"Very clean and comfortable place to spend a night before our cruise. Beds were really comfortable "
United States
Fred
The price is AU$181
includes taxes & fees
7 Apr - 8 Apr
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
1 bedroom, desk, WiFi, bed sheets

Comfy studio in Central Orlando

Comfy studio in Central Orlando
Azalea Park
8.0 out of 10, Very good, (1 review)
"Hosts were very responsive. Everything is as pictured."
United States
Diondra
Comfy studio in Central Orlando
Room

Room by the Lake

Room by the Lake
Maitland
The price is AU$195
includes taxes & fees
11 Apr - 12 Apr
Room by the Lake
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$181
includes taxes & fees
12 Apr - 13 Apr
1x1 Guest Suite 10 minutes from UCF
Outdoor dining

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
9.0 out of 10, Wonderful, (16 reviews)
"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "
United States
KELLY Z.
The price is AU$250
includes taxes & fees
6 Apr - 7 Apr
Sunshine Escape Guesthouse ☀
Desk, iron/ironing board, WiFi, bed sheets

CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
The price is AU$270
includes taxes & fees
6 Apr - 7 Apr
CUTE and COZY studio w/ jacuzzi!
Terrace/patio

Sunny Florida Retreat - Just 3 miles to the beach!

Sunny Florida Retreat - Just 3 miles to the beach!
Port Orange
9.8 out of 10, Exceptional, (8 reviews)
"Had everything we needed to visit family and spend time at the beach. "
United States
Teresa S.
The price is AU$460
includes taxes & fees
17 Apr - 18 Apr
Sunny Florida Retreat - Just 3 miles to the beach!
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 AU$477
includes taxes & fees
13 Apr - 14 Apr
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
9.4 out of 10, Exceptional, (14 reviews)
"Great stay! "
United States
Ash L.
The price is AU$228
includes taxes & fees
7 Apr - 8 Apr
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood
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 AU$406
includes taxes & fees
25 Apr - 26 Apr
Spacious & Private Guest Pool House Oasis
Exterior

NEW Amazing Sunshine-Up 6 Guests-Private Backyard

NEW Amazing Sunshine-Up 6 Guests-Private Backyard
Port Orange
8.6 out of 10, Excellent, (19 reviews)
"This house was perfect for our stay with our dogs. Backyard was fenced in and really big! House is right off a busy main road, but relatively quiet in the evenings! Overall, great stay!"
United States
Molly H.
NEW Amazing Sunshine-Up 6 Guests-Private Backyard
Property grounds

Unwind in DeLand: Fire Pit Nights & Downtown Delights!

Unwind in DeLand: Fire Pit Nights & Downtown Delights!
Downtown DeLand Historic District
8.4 out of 10, Very good, (5 reviews)
"Wonderful quick getaway for the Microbrew fest."
United States
Paul E.
The price is AU$308
includes taxes & fees
7 Apr - 8 Apr
Unwind in DeLand: Fire Pit Nights & Downtown Delights!
Terrace/patio

The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience
Orlando
9.0 out of 10, Wonderful, (23 reviews)
"The host communicated when needed. A great stay for a quick trip. "
United States
Jamee O.
The price is AU$218
includes taxes & fees
6 Apr - 7 Apr
The Cozy Crash Pad: Tiny House Experience
Property grounds

Tidal Mist Cottage on the River

Tidal Mist Cottage on the River
Allandale
10.0 out of 10, Exceptional, (8 reviews)
"We really enjoyed our stay at the cozy cottage we loved all the details the owner put into making the space very cozy and unique"
United States
Jessica M.
The price is AU$576
includes taxes & fees
6 Apr - 7 Apr
Tidal Mist Cottage on the River
Fridge, microwave, oven, stovetop

The Getaway Experience

The Getaway Experience
Deltona Lakes
9.2 out of 10, Wonderful, (10 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$546
includes taxes & fees
6 Apr - 7 Apr
The Getaway Experience
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)
"the house was very nice"
United States
Lyndon W.
The price is AU$408
includes taxes & fees
27 Apr - 28 Apr
Cozy Villa with Fire Pit & BBQ
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
9.8 out of 10, Exceptional, (23 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is AU$404
includes taxes & fees
6 Apr - 7 Apr
Tranquil 3-bedroom house in Sanford with AC, WiFi
Fridge, microwave, oven, stovetop

Home Sweet Home

Home Sweet Home
Sanford
9.6 out of 10, Exceptional, (24 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 AU$471
includes taxes & fees
15 Apr - 16 Apr
Home Sweet Home
Exterior detail

Pet Friendly!✰ Charming home with big patio!

Pet Friendly!✰ Charming home with big patio!
Oviedo
9.8 out of 10, Exceptional, (22 reviews)
"Host was very helpful. It’s a nice place to stay. Very comfortable."
United States
Sandranel B.
The price is AU$515
includes taxes & fees
6 Apr - 7 Apr
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.
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Top Osteen Hotel Reviews

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

8/10 Good
"Right on the beach. A little far away from Main Street and other beachfront attractions. Loved our balcony view of the ocean. "
Patricia 1-night trip
Posted 2 hours ago
Perry's Ocean Edge Resort

Find out more about Osteen

Osteen Holiday Homes information

Number of reviews
581
Accommodation
1405 Holiday Homes
Lowest Price
AU$181
Highest Price
AU$576