Holiday Homes in Osteen

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Featured Holiday Homes in Osteen

Pirates Cove Resort Studios
3.0 star property
6.4 out of 10, 108 reviews
"Our room was very nice, we have been here before and will be back again"
The price is AU$133
per night
19 June - 20 June
Pirates Cove Resort Studios
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
9.2 out of 10, Wonderful, 148 reviews
"It was comfortable and not far to where we wanted to go."
The price is AU$214
per night
20 June - 21 June
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Beautiful 2/1 Home - Walking Distance to the Beach
9.8 out of 10, Exceptional, 21 reviews
"Great place to stay with friends. The house was clean and had an easy walk to a public beach access."
Beautiful 2/1 Home - Walking Distance to the Beach
Save an average of 15% on thousands of hotels when you're signed in
Lake Front Suite -Close to all Attractions
9.4 out of 10, Exceptional, 52 reviews
"This property was perfect for our stay close to family; a beautiful landscape; owners who were friendly and engaging. I look forward to our next trip."
Lake Front Suite -Close to all Attractions
Breezy Pool Home!
9.0 out of 10, Wonderful, 51 reviews
"All was great except for the air conditioner and access to the pool at night. For some reason the air conditioner was not cool enough and the house, mainly the rooms and bathroom"
The price is AU$336
per night
17 June - 18 June
Breezy Pool Home!
Modern 4 Bed 2 Bath home with a pool, King bed sleeps 10 in Orlando close to UCF
9.4 out of 10, Exceptional, 6 reviews
"Everything about the house and property is very good for the price. The place was spotless and the host was very responsive. The house is just a little off the main roads which made it a little less appealing but the interior and pool compensated for the location."
Modern 4 Bed 2 Bath home with a pool, King bed sleeps 10 in Orlando close to UCF
Ocean Guest House !
9.6 out of 10, Exceptional, 43 reviews
"A great no-frills, clean and quiet apartment adjacent to a home in low-traffic suburban neighborhood. Very close to food, shops, Winter Park, and Orlando."
The price is AU$236
per night
17 June - 18 June
Ocean Guest House !
Hemingway Suite
9.4 out of 10, Exceptional, 26 reviews
"It was very close to the beach and restaurants. Would stay again. "
Hemingway Suite
2005 Tuxedo Ave, Orlando
10.0 out of 10, Exceptional, 6 reviews
"Host prepared the room wonderfully. It was very clean and smelled nice. I had complete privacy. There is a trail and park within walking distance nearby I took advantage of in the morning."
2005 Tuxedo Ave, Orlando
Unleash the Fun: Kayaks, Pool Table, Fishing Poles, and Ping Pong Table, Smoker
9.8 out of 10, Exceptional, 8 reviews
"Our extended family enjoyed a birthday celebration weekend, time at nearby beach and making new memories at this location!"
The price is AU$714
per night
17 June - 18 June
Unleash the Fun: Kayaks, Pool Table, Fishing Poles, and Ping Pong Table, Smoker
Getaway New Smyrna Beach, Sun, Pool, Shopping.
9.2 out of 10, Wonderful, 96 reviews
"Convenient location. The main floor was really cute and just about anything you might want, they provided it. The mattresses were okay, not great. Good water pressure in the main bath shower. The ac on the main floor was awesome. The living room furniture was comfortable. There's 4 tvs on the main floor. The fans were a nice addition for sleeping. There were ample dishes, glasses, towels, etc. We looked at the shared pool area. It was clean and the pool looked nice. It was nice to have a private...
Getaway New Smyrna Beach, Sun, Pool, Shopping.
Driftwood Daytona- Spacious 3 Bedroom Old Florida Charmer 10 min from Everything
9.8 out of 10, Exceptional, 12 reviews
"We enjoyed our stay the house was very clean and neat and well stocked with a lot of things we needed. Very spacious except for the bathrooms."
The price is AU$550
per night
17 June - 18 June
Driftwood Daytona- Spacious 3 Bedroom Old Florida Charmer 10 min from Everything
Luxury Beachside Home w\private heated pool/spa
10.0 out of 10, Exceptional, 37 reviews
"We loved everything about our stay and have zero complaints. The walk to the beach was much closer than expected - and it was all flat w a few steps at the beach.. We had a house full with our grown children and 4 grandkids but the house was big enough to spread out. The master bedroom and bath were very nice and we also loved the pool area and fully stocked kitchen..."
Luxury Beachside Home w\private heated pool/spa
Ocean across street, Firetable, Ample Parking, Restaurants, Murals in Home!
10.0 out of 10, Exceptional, 40 reviews
"The house was cozy and the beds were super comfortable! The location was perfect! It was so close to everything! We will be returning!"
The price is AU$709
per night
18 June - 19 June
Ocean across street, Firetable, Ample Parking, Restaurants, Murals in Home!
Spacious Waterfront Home - Stunning Rocket Launch View
9.8 out of 10, Exceptional, 127 reviews
"It was nice."
Spacious Waterfront Home - Stunning Rocket Launch View
* Beautiful Lakehouse with Pool and Movie Theater*
10.0 out of 10, Exceptional, 18 reviews
"Had the family all together for my sons college graduation. The five of us really loved the home, pool, yard and deck. Wish we had more time to stay!! Super comfortable home with great decorations and entertainment touches - juke box speaker, outdoor fridge, plenty of seats and couches. I’m a coffee drinker and enjoyed the espresso machine - great coffee. Highly recommend this lovely home for an Orlando Vacation."
* Beautiful Lakehouse with Pool and Movie Theater*
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
9.6 out of 10, Exceptional, 67 reviews
"Our stay in this cozy, clean and comfortable home was delightful! We loved the helpful notes from the owner! The kitchen, dining area, bedrooms, bathrooms, and the living room were decorated and charming. Having a dishwasher and laundry machines was convenient. We would highly recommend this home to all!"
Charming Winter Park Fully Furnished & Pet Friendly Farmhouse Bungalow
Direct Oceanfront Home - Mediterranean Villa- 4BR/3BA
9.0 out of 10, Wonderful, 82 reviews
"We came for a festival in town with 9 staying at the house. The location was amazing, you could walk out the back door right to the beach. There was plenty of room for everyone!! Loved it."
Direct Oceanfront Home - Mediterranean Villa- 4BR/3BA
THE CHLOE by EVRH
9.6 out of 10, Exceptional, 42 reviews
"Great place"
The price is AU$786
per night
17 June - 18 June
THE CHLOE by EVRH
Cozy Upper Beach Unit for Relaxing and Listening to the Waves
8.6 out of 10, Excellent, 13 reviews
"This was the perfect place for our family! We all absolutely loved it & would love to come back. Location was excellent. The only thing I wish it had was a washer and dryer. Plenty of open space in the family room/dining areas with gorgeous views of the beach. My family and I are looking forward to planning another trip so we can stay here again!"
Cozy Upper Beach Unit for Relaxing and Listening to the Waves
Don't see what you're looking for?
See all available properties in Osteen
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.

Other property types in Osteen

Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, 1,229 reviews
"Location "
The price is AU$192
per night
27 June - 28 June
Hilton Garden Inn Orlando East/UCF Area
Fantasy Island Resort I
3.0 star property
8.4 out of 10, Very good, 57 reviews
"Nice people but we were expecting something bigger for the price. But excellent access to the beach 24/7 very quiet area. Very small parking lot though"
The price is AU$231
per night
17 June - 18 June
Fantasy Island Resort I
Pirates Cove Resort Studios
3.0 star property
6.4 out of 10, 108 reviews
"Our room was very nice, we have been here before and will be back again"
The price is AU$133
per night
19 June - 20 June
Pirates Cove Resort Studios
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.

Osteen Holiday Homes information

Number of reviews
985
Accommodation
1145 Holiday Homes
Lowest Price
AU$133
Highest Price
AU$840

Recent Reviews in Osteen
Expedia verified reviews