Osteen Holiday Rentals

  • 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

Holiday Rentals in Osteen

Fantasy Island Resort, Daytona Beach Shores

3.5 star property
8.4 out of 10, Very good, (71)
"We were able to check in early. Rooms were clean. They had everything that we needed in our room, such as paper towels, utensils, etc. Friendly staff. Reasonable priced. "
The price is S$188
includes taxes & fees
2 Dec - 3 Dec
Fantasy Island Resort, Daytona Beach Shores

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (26)
"The unit was easy to find and no problems parking. The room has a great layout and decorated beautifully. Awesome view. However, the floor a/c unit needs some help. The arm does not stay in the window and the wind made it whistle - loudly! Also, there is a large air return vent in the hallway that is very rusted. It took away from the beautiful decor and it is such a quick, easy fix. But, that view from the 9th floor was just amazing!!"
The price is S$396
includes taxes & fees
3 Dec - 4 Dec
Tropical Suites at Sunglow Resort

Pirates Cove Resort Studios

3.0 star property
6.4 out of 10, (119)
"The room was great we booked very last minute. Wasn’t sure to expect. There wasn’t a door or curtain on the closet when you walk in. But otherwise it was really cute and clean. We stopped at the grocery store before we arrived they had accommodations in the room to make food that was nice. There was no interaction with any staff if you need anything. Just a text confirmation. There is a sign book but didn’t even see it till we left. Still super cute the beach was clean. Bummer the pool was...
The price is S$193
includes taxes & fees
3 Dec - 4 Dec
Pirates Cove Resort Studios

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (284)
"Great , very comfortable spacious place to spend with your family. "
Vacation Villas

Castaways Resort Studios

3.0 star property
5.8 out of 10, (68)
"Everyone in the area is very friendly "
The price is S$188
includes taxes & fees
27 Nov - 28 Nov
Castaways Resort Studios

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (362)
"Our stay was great one. The room was very clean and comfortable. "
The price is S$159
includes taxes & fees
11 Dec - 12 Dec
Shoreline Suites & Cabana Cottages

Silver Beach Club

3.5 star property
8.4 out of 10, Very good, (43)
"Very relaxing and quiet. "
The price is S$302
includes taxes & fees
11 Dec - 12 Dec
Silver Beach Club

Beach Front Studios in Daytona Beach

3.0 star property
7.4 out of 10, Good, (157)
"The room was great. Ocean view fr M the side of the building but still amazing views. Has a full kitchen. Very close to the pier. Highly recommend the his place for your beach stay in Daytona."
Beach Front Studios in Daytona Beach
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.
Don't see what you're looking for?
See all available properties in Osteen
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Osteen you may be interested in

Best Western Aku Tiki Inn

2.5 star property
8.0 out of 10, Very good, (1028)
"Good "
The price is S$121
includes taxes & fees
26 Dec - 27 Dec
Best Western Aku Tiki Inn

Hilton Orlando/Altamonte Springs

4.0 star property
8.8 out of 10, Excellent, (1016)
"It was a great location.. Staff was amazing and wonderful to deal with.. Staff and waitresses in restaurant were the best we have had in a long time.. We really enjoyed our stay"
The price is S$165
includes taxes & fees
17 Dec - 18 Dec
Hilton Orlando/Altamonte Springs

The Shores Resort & Spa

4.0 star property
8.8 out of 10, Excellent, (1412)
"Great location. Staff was very friendly and competent. "
The price is S$243
includes taxes & fees
5 Dec - 6 Dec
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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.