Osteen Holiday Rentals

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Holiday Rentals in Osteen

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (258)
"Great suites with plenty of room and just a short walk and you are on the beach. "
New Smyrna Waves by Exploria Resorts

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (55)
"The hotel was so clean and it had a nice pool. The staff were so friendly and helpful! Will definitely stay again in the future!"
Tropical Suites at Sunglow Resort

Intercoastal Retreat

3.0 star property
9.8 out of 10, Exceptional, (23)
"New Tiny home. Great stay"
Intercoastal Retreat

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (106)
"The people there were very generous and made the stay there very pleasant!!"
Fantasy Island Resort, Daytona Beach Shores

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is S$285
includes taxes & fees
20 Oct - 21 Oct
Oceanside Inn Studios by Brightwild

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (141)
"Clean and comfortable"
The price is S$197
includes taxes & fees
16 Oct - 17 Oct
Pirates Cove Resort Studios

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (380)
"Is beautiful and clean property "
Shoreline Suites & Cabana Cottages

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (69)
"This was a nice hotel, staff was great! "
The price is S$163
includes taxes & fees
19 Oct - 20 Oct
Silver Beach Club

Castaways Resort Studios

3.0 star property
5.8 out of 10, (86)
"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$167
includes taxes & fees
5 Oct - 6 Oct
Castaways Resort Studios

Hawaiian Inn Studios

2.5 star property
5.6 out of 10, (13)
"Big area open around pool area"
The price is S$197
includes taxes & fees
5 Oct - 6 Oct
Hawaiian Inn Studios

Vacation Villas

3.0 star property
9.0 out of 10, Wonderful, (322)
"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

Spacious Modern King bed Game Room More

2.0 star property
Spacious Modern King bed Game Room More

Sea Club IV

3.0 star property
8.6 out of 10, Excellent, (61)
"Room was very clean. Staff is so friendly and accommodating. Can't beat the ocean views! Pool is clean with plenty of tables, chairs and lounge chairs available. "
Sea Club IV

Oceania Beach Club

4.0 star property
The price is S$1,449
includes taxes & fees
15 Oct - 16 Oct
Oceania Beach Club

Beachfront Studio w/ Community Indoor Pool!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Can't go wrong with both beach and pool!"
Beachfront Studio w/ Community Indoor Pool!

Ocean Jewel 363

3.0 star property
Ocean Jewel 363

Hawaiian Inn 238

3.5 star property
Hawaiian Inn 238
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.
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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.