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Check prices for these dates

In two weeks
24 Oct - 26 Oct
In one month
7 Nov - 9 Nov
In two months
5 Dec - 7 Dec
In three months
2 Jan - 4 Jan

Top Holiday Rentals in Osteen

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, (261)
"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
Outdoor pool, pool loungers

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (56)
"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
Exterior

Intercoastal Retreat

3.0 star property
9.8 out of 10, Exceptional, (26)
"New Tiny home. Great stay"
Intercoastal Retreat
Fantasy Island Resort, Daytona Beach Shores
Beach/ocean view

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (106)
"We stayed a couple days during the week of July 4th. Great location right by the beach. The kids enjoyed the pool more than the beach."
Fantasy Island Resort, Daytona Beach Shores
Oceanside Inn Studios by Brightwild
Outdoor pool

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is 1.739.166 ₫
5.662.170 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Oceanside Inn Studios by Brightwild
Pirates Cove Resort Studios
Premium Studio, 2 Queen Beds, Kitchen, Ocean View | Desk, soundproofing, iron/ironing board, free WiFi

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (141)
"Clean and comfortable"
The price is 1.746.342 ₫
3.782.161 ₫ total
includes taxes & fees
13 Oct - 14 Oct
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, (380)
"Is beautiful and clean property "
The price is 3.389.266 ₫
3.812.924 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Shoreline Suites & Cabana Cottages
Silver Beach Club
Basic Studio | Terrace/patio

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 3.559.851 ₫
4.004.734 ₫ total
includes taxes & fees
19 Oct - 20 Oct
Silver Beach Club
Castaways Resort Studios
Pool

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 1.411.096 ₫
3.405.867 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Castaways Resort Studios
Hawaiian Inn Studios
Indoor pool, 2 outdoor pools

Hawaiian Inn Studios

2.5 star property
5.6 out of 10, (13)
"Big area open around pool area"
The price is 1.747.071 ₫
3.783.740 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Hawaiian Inn Studios
Vacation Villas
Full-sized fridge, microwave, oven, stovetop

Vacation Villas

3.0 star property
9.0 out of 10, Wonderful, (324)
"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
Alling House
Front of property

Alling House

2.5 star property
9.0 out of 10, Wonderful, (35)
"Absolutely beautiful peaceful romantic gorgeous place very clean very comfortable"
Alling House
Sea Club IV
Condo, 1 Bedroom, Balcony, Ocean View (Topsail) | Balcony view

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
Condo, 2 Bedrooms, Balcony, Ocean View | Private kitchen | Full-sized fridge, microwave, oven, stovetop

Oceania Beach Club

4.0 star property
The price is 28.459.080 ₫
42.481.104 ₫ total
includes taxes & fees
26 Oct - 27 Oct
Oceania Beach Club
Beachfront Studio w/ Community Indoor Pool!
Apartment (0 Bedroom) | Interior

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!
Hawaiian Inn 238
Condo (0 Bedroom) | Property amenity

Hawaiian Inn 238

3.5 star property
Hawaiian Inn 238
Ocean Jewel 363
Condo (0 Bedroom) | Property amenity

Ocean Jewel 363

3.0 star property
Ocean Jewel 363
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

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

La Quinta Inn & Suites by Wyndham Orlando Lake Mary

10/10 Excellent
"Very clean and super comfortable!!!"
Ruth 3-night trip
Posted 4 days ago
La Quinta Inn & Suites by Wyndham Orlando Lake Mary

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’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.