Osteen Vacation 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
Jul 17 - Jul 18
Tomorrow
Jul 18 - Jul 19
This weekend
Jul 18 - Jul 20
Next weekend
Jul 25 - Jul 27

Vacation Rentals in Osteen

Fantasy Island Resort, Daytona Beach Shores
Overlooking the beachfront, this city offers stunning views of the water and surrounding architecture.

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (102)
"The people there were very generous and made the stay there very pleasant!!"
Fantasy Island Resort, Daytona Beach Shores
Silver Beach Club
Park your vehicle and enjoy the beachside views.

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (66)
"This was a nice hotel, staff was great! "
The price is P9,644
P10,850 total
includes taxes & fees
Jul 30 - Jul 31
Silver Beach Club
Tropical Suites at Sunglow Resort
Relax by the clear pool overlooking the ocean, surrounded by sun loungers and a beachside building.

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (50)
"Clean, easy, family friend! Will definitely be coming back often to stay! So happy i found this place! "
The price is P6,174
P20,277 total
includes taxes & fees
Jul 21 - Jul 22
Tropical Suites at Sunglow Resort
New Smyrna Waves by Exploria Resorts
Enjoy a serene beach experience with access to the ocean.

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (236)
"Very convenient, clean, right next to the beach with easy parking. "
New Smyrna Waves by Exploria Resorts
Vacation Villas
Efficient kitchen with a refrigerator, microwave, dishwasher, sink, and coffee maker.

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
Oceanside Inn Studios by Brightwild
Relax by the oceanfront pool surrounded by lounge chairs and a palm tree.

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is P3,572
P19,079 total
includes taxes & fees
Jul 29 - Jul 30
Oceanside Inn Studios by Brightwild
Castaways Resort Studios
Enjoy stunning ocean views from the comfort of our hotel, surrounded by lush lawns and palm trees.

Castaways Resort Studios

3.0 star property
5.8 out of 10, (81)
"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 P4,007
P8,447 total
includes taxes & fees
Jul 20 - Jul 21
Castaways Resort Studios
Pirates Cove Resort Studios
Enjoy beach access and safety with a lifeguard tower nearby.

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (137)
"They are doing construction on the hotel but I didn’t notice any loud noises when we stayed. "
The price is P4,989
P9,525 total
includes taxes & fees
Jul 23 - Jul 24
Pirates Cove Resort Studios
Shoreline Suites & Cabana Cottages
Relax by the pool surrounded by sun loungers and a palm tree, with a scenic ocean view and shaded areas nearby.

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 P7,292
P8,204 total
includes taxes & fees
Jul 20 - Jul 21
Shoreline Suites & Cabana Cottages
Alling House
Residential homes with attached porches and lush greenery surround a winding pathway, fostering a sense of community.

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
Enjoy stunning ocean views from your balcony, overlooking the beach and sea.

Shores Club

4.0 star property
8.6 out of 10, Excellent, (7)
"Facility was excellent. Our condo was very clean, well furnished and very comfortable."
Shores Club
Spacious Modern King bed Game Room More
Room

Spacious Modern King bed Game Room More

2.0 star property
Spacious Modern King bed Game Room More
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 vacation rentals in Osteen?

Yes, we have vacation rentals in Osteen close to Pell's Citrus & Nursery, or you can choose a more secluded option if you're looking for a relaxing stay.

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

Pirates Cove Resort Studios: Visitors like this Osteen vacation home rental. It 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 vacation rental in Osteen like?

Vacation rentals are private properties you can stay in for several days or longer in Osteen. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.