Osteen Vacation Rentals

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Our top choices for Osteen vacation rentals

Condo resort in Coronado Beach

Ocean Beach Club
2.5 star property
10.0 out of 10, Exceptional, (4 reviews)
"Great spot, clean room, would love to stay again. "
United States
james
$349 nightly
The price is $392
Mar 29 - Mar 30
Total with taxes and fees
Ocean Beach Club
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveler
$304 nightly
The price is $339
Mar 22 - Mar 23
Total with taxes and fees
Deltona Lake House, Day Trip to Disney & Universal

Apartment in Sanford

The Front Porch
3.0 star property
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
$205 nightly
The price is $230
Apr 7 - Apr 8
Total with taxes and fees
The Front Porch

Cottage in Longwood

Tiny Hidden Cottage
9.4 out of 10, Exceptional, (63 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
$131 nightly
The price is $144
Mar 18 - Mar 19
Total with taxes and fees
Tiny Hidden Cottage

Vacation Home in Indian River City

At the Center of it All!
9.8 out of 10, Exceptional, (149 reviews)
"Wonderful stay!"
United States
Mercedes d.
$204 nightly
The price is $226
Mar 25 - Mar 26
Total with taxes and fees
At the Center of it All!
9.2 out of 10, Wonderful, (254 reviews)
"Very clean and comfortable place to spend a night before our cruise. Beds were really comfortable "
United States
Fred
$133 nightly
The price is $146
Apr 14 - Apr 15
Total with taxes and fees
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Condo in Central Beach

Oceania Beach Club
3.0 star property
10.0 out of 10, Exceptional, (3 reviews)
"The condo was absolutely beautiful. The staff was amazing. Definitely going to book again!"
United States
CATHERINE
$546 nightly
The price is $605
Mar 18 - Mar 19
Total with taxes and fees
Oceania Beach Club

Apartment in Sanford

The Jazz Loft
3.0 star property
8.4 out of 10, Very Good, (7 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
$135 nightly
The price is $151
Mar 18 - Mar 19
Total with taxes and fees
The Jazz Loft

Apartment in Sanford

The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
$218 nightly
The price is $235
Mar 18 - Mar 19
Total with taxes and fees
The Blue Aztec

Vacation Home in Altamonte Springs

A Home Where Eclectic Luxury Meets Affordability
10.0 out of 10, Exceptional, (121 reviews)
"Had a very nice time. It was great accomodations. Great location and clean house. "
United States
Susan D.
A Home Where Eclectic Luxury Meets Affordability

Apartment in Sanford

Bella Breeze
2.5 star property
9.6 out of 10, Exceptional, (9 reviews)
"The place was very clean, the bed was comfortable, the communication with owners was excellent. It was a nice place to stay while we were in town. "
United States
Michael
$140 nightly
The price is $157
Mar 19 - Mar 20
Total with taxes and fees
Bella Breeze

Vacation Home in Royal Oak Golf Country Club

Hello Sunshine 321.. Lift Off
9.0 out of 10, Wonderful, (22 reviews)
"Great location for the wedding we attended. Perfect size for our quick trip. We enjoyed staying here."
United States
Ed S.
$284 nightly
The price is $315
Apr 13 - Apr 14
Total with taxes and fees
Hello Sunshine 321.. Lift Off
9.4 out of 10, Exceptional, (14 reviews)
"Great stay! "
United States
Ash L.
$141 nightly
The price is $156
Mar 30 - Mar 31
Total with taxes and fees
A Tranquil Hideaway in a peaceful, quiet Deltona neighborhood

Vacation Home in Deltona Lakes

Cozy 4bed 2bth villa - daytona beach
4.0 star property
10.0 out of 10, Exceptional, (1 review)
"Very clean amd conveniently located "
United States
joe
$380 nightly
The price is $428
Apr 1 - Apr 2
Total with taxes and fees
Cozy 4bed 2bth villa - daytona beach
9.8 out of 10, Exceptional, (65 reviews)
"Excellent family vacation spot."
United States
Gail G.
$956 nightly
The price is $1,060
Mar 23 - Mar 24
Total with taxes and fees
The Atlantic House - The Beach at Your Backdoor!

Apartment in Sanford

Boho Nights
3.0 star property
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
$140 nightly
The price is $157
Mar 22 - Mar 23
Total with taxes and fees
Boho Nights

Vacation Home in Orlando

Sunshine Escape Guesthouse ☀
9.4 out of 10, Exceptional, (15 reviews)
"The property was immaculately clean, stylish, roomy and private! It was so convenient to everything yet on the outskirts in a quiet peaceful neighborhood. "
United States
KELLY Z.
$154 nightly
The price is $170
Mar 18 - Mar 19
Total with taxes and fees
Sunshine Escape Guesthouse ☀
3.0 star property
7.4 out of 10, Good, (163 reviews)
"Nice place no complaints "
United States
Robert
$157 nightly
The price is $168
Mar 18 - Mar 19
Total with taxes and fees
Beach Front Studios in Daytona Beach

Aparthotel in Daytona Beach

Silver Beach Club
3.0 star property
8.6 out of 10, Excellent, (98 reviews)
"Ocean view from my balcony was beautiful every morning."
United States
Anthony D
$98 nightly
The price is $111
Mar 26 - Mar 27
Total with taxes and fees
Silver Beach Club

Condo in Daytona Beach

Beautiful Beachfront Resort Condo
3.0 star property
9.0 out of 10, Wonderful, (13 reviews)
"Very nice place and location, I really enjoyed the stay"
United States
Alfredo
$218 nightly
The price is $245
Apr 15 - Apr 16
Total with taxes and fees
Beautiful Beachfront Resort Condo
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 vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Osteen vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Osteen vacation 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 low season months. For more hustle and bustle, you may prefer to visit Osteen in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Osteen rentals

At Expedia, we put the best Osteen vacation 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 vacation.

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 vacation rentals in Osteen?

Yes, we have vacation rentals in Osteen close to Pell's Citrus & Nursery, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Osteen has to offer?

Pirates Cove Resort Studios: You might want to consider this vacation home rental near Osteen, which 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.

How many vacation rentals are there in Osteen?

Expedia has 3 vacation rentals for your stay in Osteen.

What’s there to see and do in Osteen?

Lake Monroe Conservation Area and Lake Jesup 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 vacation rental in Osteen like?

Vacation rentals are private properties you can stay in for several days or longer in Osteen. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.