Osteen Holiday Rentals

    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
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
29 Jun - 30 Jun
Tomorrow
30 Jun - 1 Jul
Next weekend
4 Jul - 6 Jul
In two weeks
11 Jul - 13 Jul

Holiday Rentals in Osteen

Fantasy Island Resort, Daytona Beach Shores
Exterior

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (101)
"The people there were very generous and made the stay there very pleasant!!"
Fantasy Island Resort, Daytona Beach Shores
Tropical Suites at Sunglow Resort
Outdoor pool, pool loungers

Tropical Suites at Sunglow Resort

4.5 star property
8.8 out of 10, Excellent, (47)
"Clean, easy, family friend! Will definitely be coming back often to stay! So happy i found this place! "
The price is S$460
includes taxes & fees
30 Jun - 1 Jul
Tropical Suites at Sunglow Resort
Silver Beach Club
Terrace/patio

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (64)
"The room were very spacious and great views!"
The price is S$257
includes taxes & fees
30 Jun - 1 Jul
Silver Beach Club
Oceanside Inn Studios by Brightwild
Outdoor pool

Oceanside Inn Studios by Brightwild

3.5 star property
The price is S$422
includes taxes & fees
2 Jul - 3 Jul
Oceanside Inn Studios by Brightwild
New Smyrna Waves by Exploria Resorts
View from property

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (232)
"Absolutely amazing!!!! We will definitely stay here again!"
New Smyrna Waves by Exploria Resorts
Vacation Villas
Full-sized fridge, microwave, oven, stovetop

Vacation Villas

3.0 star property
8.8 out of 10, Excellent, (316)
"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
Castaways Resort Studios
Pool

Castaways Resort Studios

3.0 star property
5.8 out of 10, (77)
"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 S$189
includes taxes & fees
6 Jul - 7 Jul
Castaways Resort Studios
Pirates Cove Resort Studios
1 bedroom, desk, soundproofing, iron/ironing board

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (134)
"They are doing construction on the hotel but I didn’t notice any loud noises when we stayed. "
The price is S$214
includes taxes & fees
2 Jul - 3 Jul
Pirates Cove Resort Studios
Shoreline Suites & Cabana Cottages
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, (373)
"Love the location and how cute the cabanas are. "
The price is S$196
includes taxes & fees
30 Jun - 1 Jul
Shoreline Suites & Cabana Cottages
Oasis Apartment Homes
Private kitchen

Oasis Apartment Homes

3.5 star property
10.0 out of 10, Exceptional, (3)
"Apartment was great, super cleaned and enjoyable. Many dining options nearby and the kids really enjoyed all the ammenities"
Oasis Apartment Homes
Sea Club IV
Balcony view

Sea Club IV

3.0 star property
8.6 out of 10, Excellent, (57)
"Very nice accommodations will use again "
Sea Club IV
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
Sign in
Sign up, it's free

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 kitchenware.

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.