Search Holiday Rentals 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
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Top Holiday Rentals in Osteen

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (67)
"This was a nice hotel, staff was great! "
The price is ฿5,223
฿5,876 total
includes taxes & fees
12 Aug - 13 Aug
Silver Beach Club

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (103)
"The people there were very generous and made the stay there very pleasant!!"
Fantasy Island Resort, Daytona Beach Shores

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (51)
"Clean, easy, family friend! Will definitely be coming back often to stay! So happy i found this place! "
The price is ฿3,333
฿11,386 total
includes taxes & fees
18 Aug - 19 Aug
Tropical Suites at Sunglow Resort

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (242)
"Our family had a great vacation this place was perfect for our family of 6"
New Smyrna Waves by Exploria Resorts

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (317)
"We loved our stay here. The staff was amazing. The accommodations weren’t the ritz but we thought they were great for our family and the price. Reminded us of the condo where we used to live in Florida. Quiet neighborhood. Great spot down the road to watch the rocket launches! And overall just a great stay. "
Vacation Villas

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is ฿1,913
฿10,763 total
includes taxes & fees
3 Aug - 4 Aug
Oceanside Inn Studios by Brightwild

Castaways Resort Studios

3.0 star property
5.8 out of 10, (83)
"Loved the ocean view from the room-great access to beach thru security door-great hot water shower pressure-comfortable beds-tv had Netflix-great location to dining"
The price is ฿2,568
฿5,126 total
includes taxes & fees
3 Aug - 4 Aug
Castaways Resort Studios

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (138)
"Nice clean room with great water view!"
The price is ฿2,529
฿5,082 total
includes taxes & fees
31 Jul - 1 Aug
Pirates Cove Resort Studios

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (374)
"Love the location and how cute the cabanas are. "
The price is ฿3,794
฿4,269 total
includes taxes & fees
31 Jul - 1 Aug
Shoreline Suites & Cabana Cottages

Oceanfront Daytona Beach Studio w/ Pool Access

3.0 star property
4.0 out of 10, (1)
"Not 100% update in room microwave broken unsafe glass on door and room not 100% clean as should be 1 bed looks like slept in with out washing sheets. bed not made just slop together and must be from a yard sale way outdated for the price per night. freezer frost makes unusable may need to thaw? yes not a question just a fact. Does not even come close to as described at time of booking. "
Oceanfront Daytona Beach Studio w/ Pool Access

Spacious Modern King bed Game Room More

2.0 star property
Spacious Modern King bed Game Room More

Alling House

2.5 star property
9.0 out of 10, Wonderful, (34)
"Quiet. Comfortable. Relaxing. A really goid trip. D"
Alling House

Shores Club

4.0 star property
8.8 out of 10, Excellent, (8)
"Facility was excellent. Our condo was very clean, well furnished and very comfortable."
Shores Club
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

Top Osteen Hotel Reviews

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 laundry facilities 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.