Osteen Holiday Rentals

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Holiday Rentals in Osteen

Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, 1,225 reviews
"Well located and clean hotel. "
The price is AU$191
per night
16 June - 17 June
Hilton Garden Inn Orlando East/UCF Area
Fantasy Island Resort I
3.0 star property
8.4 out of 10, Very good, 55 reviews
"Nice stay, could have been a little cleaner but customers service was great, location was great, and pool was excellent "
The price is AU$229
per night
5 June - 6 June
Fantasy Island Resort I
Silver Beach Club
2.0 star property
8.4 out of 10, Very good, 28 reviews
"Enjoyed the stay. Most definitely will return but for a longer stay!"
The price is AU$301
per night
5 June - 6 June
Silver Beach Club
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Vacation Villas
3.0 star property
8.8 out of 10, Excellent, 262 reviews
"Condo was clean but dated from 1990's, Grounds overgrown around pool which was far from room. Grills are charcoal and old so we cooked in room. We did not know 2nd floor and I mentioned recent back surgery no interested in moving us. Charged my credit card money for cleaning fee and I had paid in full? Removed when I left but I had to check when I returned home. Then asked for customers to take out the garbage and then there was a tip envelope for maid? No daily maid service..."
Vacation Villas
Castaways Resort Studios
2.0 star property
5.8 out of 10, 60 reviews
"Was under construction no pool No access to beach do had to fill with workers working in the moo"
The price is AU$118
per night
5 June - 6 June
Castaways Resort Studios
Pirates Cove Resort Studios
3.0 star property
6.4 out of 10, 108 reviews
"Our room was very nice, we have been here before and will be back again"
The price is AU$148
per night
5 June - 6 June
Pirates Cove Resort Studios
Tropical Suites at Sunglow Resort
2.0 star property
7.4 out of 10, Good, 11 reviews
"THE PROPERTY IS CLEAN AND ACCESSIBLE. WE WOULD HAVE HAD A LOVELY VIEW BUT THE POOL IS UNDER CONSTRUCTION. STILL, WE ENJOYED OUR STAY. "
The price is AU$506
per night
8 June - 9 June
Tropical Suites at Sunglow Resort
Shoreline Suites & Cabana Cottages
2.0 star property
8.8 out of 10, Excellent, 355 reviews
"The stay was perfect! Definitely home away from home, very pleased with the cleanliness, front service, and the location. "
The price is AU$234
per night
5 June - 6 June
Shoreline Suites & Cabana Cottages
Budget Friendly OceanFront 7th Floor Condo-Clean & Comfortable-Close to Pier & Dining-SECURE WIFI!
8.8 out of 10, Excellent, 49 reviews
"Wasnt informed about pool and beach access being closed"
Budget Friendly OceanFront 7th Floor Condo-Clean & Comfortable-Close to Pier & Dining-SECURE WIFI!
Beach Front Suite w/ Amazing Ocean Views!
9.2 out of 10, Wonderful, 34 reviews
"View is incredible! Clean and comfy condo!"
The price is AU$495
per night
12 June - 13 June
Beach Front Suite w/ Amazing Ocean Views!
Ocean Front + Amazing Views | Sandbox Suite 902
9.2 out of 10, Wonderful, 45 reviews
"We had a blast!! The condo was perfect with the two bedrooms. One bedroom for me and my daughter with our own bathroom and the other one for my boyfriend and his son with their own bathroom. The sunrise was absolutely beautiful and easy access."
The price is AU$615
per night
5 June - 6 June
Ocean Front + Amazing Views | Sandbox Suite 902
New Smyrna Beach Cozy Pool Home, Beach, Shopping & Restaurants
9.0 out of 10, Wonderful, 85 reviews
"No problems at all very easy to accesses and very close to the beach neighbors we also very nice"
New Smyrna Beach Cozy Pool Home, Beach, Shopping & Restaurants
Oceanfront Condo at Sunglow | Starfish Suite 901
9.4 out of 10, Exceptional, 33 reviews
"The condo was the perfect size for two people. It was nicely kept and very clean. The balcony view of the ocean was amazing! Great location too!"
The price is AU$439
per night
5 June - 6 June
Oceanfront Condo at Sunglow | Starfish Suite 901
New Smyrna Rv Bunkhouse Pool Private Family RV
9.4 out of 10, Exceptional, 49 reviews
"It was as advertised except listed 2 bedroom with 2 bath. There is only one bath. Another shower is available in another building."
New Smyrna Rv Bunkhouse Pool Private Family RV
Beach Front Studios in Daytona Beach
3.0 star property
7.4 out of 10, Good, 151 reviews
"Close to main street for biketoberfest "
The price is AU$165
per night
5 June - 6 June
Beach Front Studios in Daytona Beach
Extraordinary view! Separate living room! We have full beach access and pool!
9.6 out of 10, Exceptional, 104 reviews
"Just as described. Accurate description. 2 large sofas. Ocean view was the best part of this place. Access to the pool will require a key, which I think it’s a great plan. Beach accessible was a plus, we didn’t have to walk far to get to it. We really love the location. We”ll definitely come back to this place."
The price is AU$332
per night
23 June - 24 June
Extraordinary view! Separate living room! We have full beach access and pool!
Beautiful 2/1 Home - Walking Distance to the Beach
9.8 out of 10, Exceptional, 21 reviews
"the house was exactly what we expected. It was very cozy and had everything we needed for our stay. Would definitely recommend to anyone looking to stay in daytona. Will definitely be booking this again when i’m back in daytona!"
Beautiful 2/1 Home - Walking Distance to the Beach
Beautiful View of the Atlantic Ocean from your balcony
9.6 out of 10, Exceptional, 168 reviews
"The room was cozy and had everything we needed. We also really enjoyed sitting on the balcony."
Beautiful View of the Atlantic Ocean from your balcony
Oceanfront Tropical Hawaiian Studio
9.6 out of 10, Exceptional, 186 reviews
"Very nice"
The price is AU$364
per night
9 June - 10 June
Oceanfront Tropical Hawaiian Studio
Lake Front Suite -Close to all Attractions
9.4 out of 10, Exceptional, 49 reviews
"The cottage is cute and quirky with a great view of the lake. It was very peaceful. We spent a day on the back porch working while looking at the lake. I think it is in need of a deep spring cleaning, however. I’m extremely sensitive to smells, and there was a strong pet odor, I opened the windows to help air out the unit. Overall, a good experience. Kyle was extremely helpful and kind."
Lake Front Suite -Close to all Attractions
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See all available properties in Osteen
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.

Osteen Holiday Home Travel Info

Other types of properties in Osteen you may be interested in

The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, 1,006 reviews
"Beautiful. Close to Historic Downtown. "
The price is AU$452
per night
16 June - 17 June
The Alfond Inn
The Shores Resort & Spa
4.0 star property
8.6 out of 10, Excellent, 1,300 reviews
"I loved the service from the staff, the amenities and the cleanliness. "
The price is AU$248
per night
9 June - 10 June
The Shores Resort & Spa
Perry's Ocean Edge Resort
2.5 star property
8.2 out of 10, Very good, 1,381 reviews
"So far the room and services are good. But there's no lights around swimming pool outdoor. And no shower to clean the sand before re-entering to the resort. "
The price is AU$241
per night
23 June - 24 June
Perry's Ocean Edge Resort
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.

Everything you need to know about Osteen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osteen holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osteen holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Osteen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osteen. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osteen holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osteen holiday rentals we have selected for you start as low as AU$118 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Osteen rentals

At Expedia, we put the best Osteen holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osteen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osteen holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osteen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

Recent reviews of Osteen properties
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