Osteen Holiday Rentals

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Holiday Rentals in Osteen

Terrace/patio
Hilton Garden Inn Orlando East/UCF Area
3.0 star property
8.8 out of 10, Excellent, (1220)
"Well located and clean hotel. "
The price is AU$201
per night
6 June - 7 June
Hilton Garden Inn Orlando East/UCF Area
Exterior
Fantasy Island Resort I
3.0 star property
8.4 out of 10, Very good, (52)
"staff was very helpful and friendly "
The price is AU$232
per night
27 May - 28 May
Fantasy Island Resort I
Premium Studio, 2 Queen Beds, Kitchen, Ocean View
Pirates Cove Resort Studios
3.0 star property
6.4 out of 10, (107)
"Our room was very nice, we have been here before and will be back again"
The price is AU$149
per night
26 May - 27 May
Pirates Cove Resort Studios
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Pool
Castaways Resort Studios
2.0 star property
5.8 out of 10, (59)
"Was under construction no pool No access to beach do had to fill with workers working in the moo"
The price is AU$135
per night
27 May - 28 May
Castaways Resort Studios
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, (355)
"The stay was perfect! Definitely home away from home, very pleased with the cleanliness, front service, and the location. "
The price is AU$188
per night
30 May - 31 May
Shoreline Suites & Cabana Cottages
Exterior
Tropical Suites at Sunglow Resort
2.0 star property
7.0 out of 10, Good, (10)
"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$511
per night
27 May - 28 May
Tropical Suites at Sunglow Resort
Basic Studio | Terrace/patio
Silver Beach Club
2.0 star property
8.2 out of 10, Very good, (27)
"The staff was great. Went out if their way to make out stay a good one. The property is not brand new or fancy. Its the perfect spot for a cozy place beachfront. "
The price is AU$304
per night
28 May - 29 May
Silver Beach Club
On the beach
Ocean Front + Amazing Views | Sandbox Suite 902
9.2 out of 10, Wonderful, (45)
"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$617
per night
28 May - 29 May
Ocean Front + Amazing Views | Sandbox Suite 902
Exclusive Apartment, Kitchen, Ocean View
Beach Front Studios in Daytona Beach
3.0 star property
7.4 out of 10, Good, (151)
"Close to main street for biketoberfest "
The price is AU$166
per night
27 May - 28 May
Beach Front Studios in Daytona Beach
Full-sized fridge, microwave, oven, stovetop
Vacation Villas
3.0 star property
8.8 out of 10, Excellent, (262)
"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
Property grounds
Budget Friendly OceanFront 7th Floor Condo-Clean & Comfortable-Close to Pier & Dining-FREE HBO/WIFI!
8.8 out of 10, Excellent, (49)
"Wasnt informed about pool and beach access being closed"
Budget Friendly OceanFront 7th Floor Condo-Clean & Comfortable-Close to Pier & Dining-FREE HBO/WIFI!
Beach nearby
New Smyrna Rv Bunkhouse Pool Private Family RV
9.4 out of 10, Exceptional, (49)
"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 nearby
New Smyrna Beach Cozy Pool Home, Beach, Shopping & Restaurants
9.0 out of 10, Wonderful, (85)
"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
Smart TV, ping pong
Extraordinary view! Separate living room! We have full beach access and pool!
9.6 out of 10, Exceptional, (104)
"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$335
per night
31 May - 1 June
Extraordinary view! Separate living room! We have full beach access and pool!
Pool
Direct waterfront studio with sunrise-view balcony & central AC - near dining
6.8 out of 10, (40)
"Great location"
Direct waterfront studio with sunrise-view balcony & central AC - near dining
Getaway New Smyrna Beach, Sun, Pool, Shopping.
9.2 out of 10, Wonderful, (95)
"Overall great stay. I would power wash the pool area. The spider webs hanging from the celling was really uncomfortable. I wasn't sure if something was going to drop on me or in the water."
Getaway New Smyrna Beach, Sun, Pool, Shopping.
On the beach
Beach Front Suite w/ Amazing Ocean Views!
9.2 out of 10, Wonderful, (32)
"This place was exactly as described. Beatiful views, easy access to beach, even though the past storms had ruined the previous one. Clean and friendly staff. Great experience."
The price is AU$445
per night
29 May - 30 May
Beach Front Suite w/ Amazing Ocean Views!
Aerial view
Beautiful View of the Atlantic Ocean from your balcony
9.6 out of 10, Exceptional, (167)
"Perfect for what we needed the space for. Just my husband I. Nice view of ocean from balcony."
Beautiful View of the Atlantic Ocean from your balcony
On the beach
Oceanfront Condo at Sunglow | Starfish Suite 901
9.4 out of 10, Exceptional, (31)
"The property was great for us; the Dahlia Park ramp was also closed so we had to drive down to Dunlawton for beach access. No problem, but unexpected. We'll be glad when the recovery is complete and Crabby Joe''s opens! We'll be back! I know you will be glad, as well!"
The price is AU$444
per night
28 May - 29 May
Oceanfront Condo at Sunglow | Starfish Suite 901
Fridge, microwave, oven, stovetop
9 beds! Walk 2 Beach | Game Room | Cowboy Pool | Mini Golf! PETS OK!
10.0 out of 10, Exceptional, (7)
"Guys weekend for Daytona 500. Very convenient, and a perfect place to stay. Comfortable clean and well maintained. The host was very accommodating and responsive. Thx!"
9 beds! Walk 2 Beach | Game Room | Cowboy Pool | Mini Golf! PETS OK!
Don't see what you're looking for?
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

Number of holiday homes
3
Popular accommodation
Osteen private holiday homes
Known landmarks
AMF Deltona Lanes, Gemini Springs Park and Deltona Golf Club
International airports
Orlando, FL (MCO-Orlando Intl.) and Orlando, FL (ORL-Orlando Executive)

Other types of properties in Osteen you may be interested in

View from room
The Shores Resort & Spa
4.0 star property
8.6 out of 10, Excellent, (1272)
"The hotel was nice and clean. Great location and pool area. Had a problem with the tub draining. Called twice to have it fixed but that didn’t happen. We had to shower with dirty water up to our calves. We also went to the restaurant at 10:30am for breakfast but were told they had to stop serving to get ready for lunch. We felt that was very disappointing! Other than that the stay was good! "
The price is AU$239
per night
27 May - 28 May
The Shores Resort & Spa
Poolside bar
Perry's Ocean Edge Resort
2.5 star property
8.2 out of 10, Very good, (1377)
"It was nice enough, a bit run down as properties near salt water can be. It was perfect for our needs and budget. Family friendly. The donuts every morning were awesome. We came in at 2:30 am and someone did come down and open the door and check us in. The view was great, people working there were very nice. My only issues were things out of their normal control. One of the elevators was broken, Leaving only 1 or stairs, a pipe burst our last day so there was no hot water that day. I think this...
The price is AU$243
per night
6 June - 7 June
Perry's Ocean Edge Resort
In-room safe, desk, laptop workspace, blackout curtains
Best Western Aku Tiki Inn
2.5 star property
7.8 out of 10, Good, (1003)
"The hotel has everything you need on vacation"
The price is AU$136
per night
3 June - 4 June
Best Western Aku Tiki Inn
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$135 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
Expedia verified reviews

Emerald Shores Resort

Emerald Shores Resort

5/5 Excellent
"Clean. Ocean view with balcony. The best sunrises."
A verified traveller from ORLANDO stayed at Emerald Shores Resort
Posted 1 day ago
Emerald Shores Resort