Holiday Rentals in Osteen

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Holiday Rentals in Osteen

At the Center of it All!
9.8 out of 10, Exceptional, (144)
"It was a small , cozy, quite stay. Exacly what we were looking for on this vacation!"
The price is €174
includes taxes & fees
17 Oct - 18 Oct
At the Center of it All!
“NATURE IN THE CITY”
2.0 star property
9.0 out of 10, Wonderful, (6)
"First time staying in an RV / camper so it was nice. Some adjustment due to being over 6 feet tall ha. But the space was great. Easy access. Great communication by owner. Convenient location. Great experience. "
The price is €196
includes taxes & fees
17 Oct - 18 Oct
“NATURE IN THE CITY”
The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The Blue Aztec
Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (27)
"One of our best stays. "
The price is €287
includes taxes & fees
18 Oct - 19 Oct
Incredible Private Lakefront Cottage Retreat
Bella Breeze
2.5 star property
9.4 out of 10, Exceptional, (3)
"Cute little place within walking distance to downtown "
Bella Breeze
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
9.2 out of 10, Wonderful, (226)
"Perfect for our large family to stay the night before our cruise. Great communication and loved the artwork. "
The price is €97
includes taxes & fees
23 Oct - 24 Oct
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
2.0 star property
9.6 out of 10, Exceptional, (4)
"Loved the proximity to the wonderful bike and walking trail!"
The price is €272
includes taxes & fees
20 Oct - 21 Oct
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
9.8 out of 10, Exceptional, (32)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
The price is €132
includes taxes & fees
25 Oct - 26 Oct
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Daytona 3BR Getaway Pool, Gym, Pet Friendly
3.0 star property
The price is €327
includes taxes & fees
20 Oct - 21 Oct
Daytona 3BR Getaway Pool, Gym, Pet Friendly
Beach Front Studios in Daytona Beach
3.0 star property
7.4 out of 10, Good, (157)
"Very nice location, clean place, all around quite a nice experience."
The price is €127
includes taxes & fees
19 Oct - 20 Oct
Beach Front Studios in Daytona Beach
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 €131
includes taxes & fees
2 Nov - 3 Nov
Silver Beach Club
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
2.0 star property
The price is €121
includes taxes & fees
17 Oct - 18 Oct
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
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
Beach side condo - Pool - Pickleball - Tennis - Gym - Full equip
10.0 out of 10, Exceptional, (17)
"The pool was a walk across street Atlantic Ocean short walk to beach Nice shaded walking path Stores and restaurants closeGreat bike riding trailsHouse was clean and spacious Plenty of room for Other guests Enjoyed the outside patio We will stay here again next time "
The price is €319
includes taxes & fees
17 Oct - 18 Oct
Beach side condo - Pool - Pickleball - Tennis - Gym - Full equip
Historic Oviedo Charmer - Close to everything
2.0 star property
9.0 out of 10, Wonderful, (7)
"Great stay! Highly recommended "
The price is €255
includes taxes & fees
31 Oct - 1 Nov
Historic Oviedo Charmer - Close to everything
To The Moon at Titusville/Space Coast/
9.2 out of 10, Wonderful, (31)
"Every day was a pleasure because the house offers all you can expect"
The price is €209
includes taxes & fees
6 Nov - 7 Nov
To The Moon at Titusville/Space Coast/
Florida Vacation with pool fun for families
9.4 out of 10, Exceptional, (36)
"The place is perfectly located and clean. Loved it "
The price is €311
includes taxes & fees
20 Oct - 21 Oct
Florida Vacation with pool fun for families
Boho Nights
3.0 star property
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
Boho Nights
THE CHLOE by EVRH
8.8 out of 10, Excellent, (66)
"This house was great for our stay. The decor and cleanliness was great. "
The price is €444
includes taxes & fees
19 Oct - 20 Oct
THE CHLOE by EVRH
Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
9.4 out of 10, Exceptional, (6)
"In town for a work project and this was perfect for my needs. Quiet, clean, comfortable bed, plenty of space and hot shower to name a few. I would definitely recommend!"
The price is €125
includes taxes & fees
21 Oct - 22 Oct
Traveler's Dream: Refresh & Recharge Poolside
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

Find out more about Osteen

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, apart-hotels, 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 favorite 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 depends 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 €97 per night. Entering your travel dates in the search wizard you might find 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 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.