Search Holiday Rentals in Osteen

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Top Holiday Rentals in Osteen

Terrace/patio
Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, (1218)
"Well located and clean hotel. "
The price is ฿4,275
per night
26 May - 27 May
Hilton Garden Inn Orlando East/UCF Area
Exterior
Fantasy Island Resort I
3.0 star property
8.4 out of 10, Very good, (49)
"staff was very helpful and friendly "
The price is ฿4,194
per night
20 May - 21 May
Fantasy Island Resort I
Pool
Castaways Resort Studios
2.0 star property
6.0 out of 10, (57)
"Was under construction no pool No access to beach do had to fill with workers working in the moo"
The price is ฿2,866
per night
20 May - 21 May
Castaways Resort Studios
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Premium Studio, 2 Queen Beds, Kitchen, Ocean View | Desk, soundproofing, iron/ironing board, free WiFi
Pirates Cove Resort Studios
3.0 star property
6.4 out of 10, (105)
"There was no front desk to check in or out. And we really liked being able to just go straight up to the room when we arrived and when our stay was over to just make sure keys were left and door was locked. We would for sure stay here again and plan on booking for a few weeks out with our kids."
The price is ฿3,184
per night
19 May - 20 May
Pirates Cove Resort Studios
Outdoor pool, open 8:00 AM to 10:00 PM, pool umbrellas, pool loungers
Shoreline Suites & Cabana Cottages
2.0 star property
8.8 out of 10, Excellent, (353)
"We enjoyed our stay here. The staff were very friendly and our cottage was clean. We had a stove, microwave, dishes, and a nice eating area. There is some construction in the back but the wall they are working on facing the beach looks nice. Super convenient access to the beach. We’ll be back!"
The price is ฿3,996
per night
19 May - 20 May
Shoreline Suites & Cabana Cottages
Full-sized fridge, microwave, oven, stovetop
Vacation Villas
3.0 star property
8.8 out of 10, Excellent, (262)
"Condo was clean but dated from 1990's, Grounds overgrown around pool which was far from room. Grills are charcoal and old so we cooked in room. We did not know 2nd floor and I mentioned recent back surgery no interested in moving us. Charged my credit card money for cleaning fee and I had paid in full? Removed when I left but I had to check when I returned home. Then asked for customers to take out the garbage and then there was a tip envelope for maid? No daily maid service..."
Vacation Villas
Basic Studio | Terrace/patio
Silver Beach Club
2.0 star property
8.2 out of 10, Very good, (27)
"The hotel was nice and suited our needs, 2 bedroom, 2 bath, ocean views and easy access to the beach and most of Daytona. They even accommodated an early check in after an 18 hour drive "
The price is ฿6,477
per night
19 May - 20 May
Silver Beach Club
Exterior
Tropical Suites at Sunglow Resort
2.0 star property
7.0 out of 10, Good, (10)
"The stay was nice and quiet, and the room was clean. The only bad thing was the bed needs to be updated and the shower needs some work. Parking is small for now due to construction. "
The price is ฿3,401
per night
20 May - 21 May
Tropical Suites at Sunglow Resort
Exclusive Apartment, Kitchen, Ocean View | 1 bedroom, desk, soundproofing, free WiFi
Beach Front Studios in Daytona Beach
3.0 star property
7.4 out of 10, Good, (151)
"Close to main street for biketoberfest "
The price is ฿3,546
per night
19 May - 20 May
Beach Front Studios in Daytona Beach
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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 types of properties in Osteen you may be interested in

Lobby
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
2.5 star property
8.4 out of 10, Very good, (1651)
"Very nice hotel. Would choose it again. "
The price is ฿3,224
per night
19 May - 20 May
La Quinta Inn & Suites by Wyndham Orlando Lake Mary
Poolside bar
Perry's Ocean Edge Resort
2.5 star property
8.2 out of 10, Very good, (1380)
"I really enjoyed staying at this resort w/ my 12 year old son. We stayed here for Welcome to Rockville & I feel it was definitely an affordable option to keep us entertained in our down time & have a safe / quiet place to lay our heads down at night. We ended up booking a small cottage & the cottage was nice on the inside. It was clean w/ clean sheets & towels. It had a small kitchenette & updated bathroom with 2 tvs & plenty of plugs for our electronics. PROs: - We loved the 2 outdoor...
The price is ฿5,178
per night
2 Jun - 3 Jun
Perry's Ocean Edge Resort
View from room
The Shores Resort & Spa
4.0 star property
8.6 out of 10, Excellent, (1283)
"It was a great stay!"
The price is ฿4,616
per night
22 May - 23 May
The Shores Resort & Spa
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.

Search for holiday rentals in Osteen on Expedia! You can easily find your home rentals, villas, holiday apartments in Osteen using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Osteen?

Yes, there are holiday rentals in Osteen close to Pell's Citrus & Nursery, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Osteen has to offer?

Pirates Cove Resort Studios: This holiday home rental outside of Osteen is on the beach, and equipped with air conditioning and free WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a stovetop, a microwave and a coffee maker.

What’s there to see and do in Osteen?

Lake Jesup and Lake Monroe Conservation Area are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pell's Citrus & Nursery. Lake Jesup Conservation Area and Lake Ashby Park are other places to visit while you're in town.

What’s a holiday rental in Osteen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osteen. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.

Recent reviews of Osteen properties
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