Holiday Rentals in Osteen

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Our top choices for Osteen holiday rentals

Ocean Beach Club

Ocean Beach Club
2.5 star property
Coronado Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great spot, clean room, would love to stay again. "
United States
james
The price is €289
includes taxes & fees
17 Feb - 18 Feb
Ocean Beach Club

Tropical Suites at Sunglow Resort

Tropical Suites at Sunglow Resort
4.5 star property
Daytona Beach Shores
8.6 out of 10, Excellent, (61 reviews)
"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!"
United States
Michaela
Tropical Suites at Sunglow Resort

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Whispering Oaks
9.2 out of 10, Wonderful, (248 reviews)
"Very clean and comfortable place to spend a night before our cruise. Beds were really comfortable "
United States
Fred
The price is €149
includes taxes & fees
2 Mar - 3 Mar
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is €125
includes taxes & fees
9 Feb - 10 Feb
Totally 80's

Charming hotel suite with AC and WiFi in delightful Titusville

Charming hotel suite with AC and WiFi in delightful Titusville
Titusville
The price is €104
includes taxes & fees
13 Feb - 14 Feb
Charming hotel suite with AC and WiFi in delightful Titusville

“NATURE IN THE CITY”

“NATURE IN THE CITY”
Union Park
9.0 out of 10, Wonderful, (6 reviews)
" Did not expect to be in someone’s back yard but overall was a pleasant stay. "
United States
Jola L.
The price is €192
includes taxes & fees
9 Feb - 10 Feb
“NATURE IN THE CITY”

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Geneva
9.6 out of 10, Exceptional, (17 reviews)
"This place was perfect for me and my dad and my son to stay at while my son played ball close by."
United States
Kevin D.
The price is €146
includes taxes & fees
1 Mar - 2 Mar
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Lake Helen
9.8 out of 10, Exceptional, (37 reviews)
"Very nice clean cottage in a quiet secluded location. "
United States
Ervin M.
The price is €130
includes taxes & fees
20 Feb - 21 Feb
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.

The Front Porch

The Front Porch
3.0 star property
Sanford
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
The Front Porch

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (62 reviews)
"It was a good area to stay "
United States
Christanah O.
The price is €136
includes taxes & fees
11 Mar - 12 Mar
Tiny Hidden Cottage

Silver Beach Club

Silver Beach Club
3.0 star property
Daytona Beach
8.4 out of 10, Very good, (83 reviews)
"Room/building is older, but clean. Front desk staff were excellent."
United States
Daniel
The price is €94
includes taxes & fees
10 Feb - 11 Feb
Silver Beach Club

Clean Luxury Boho in Orlando 25 min from Theme Parks

Clean Luxury Boho in Orlando 25 min from Theme Parks
Orlando
10.0 out of 10, Exceptional, (2 reviews)
"The room was beautifully decorated and SPOTLESS. Just what we needed. Close to the airport and highways. Highly recommend."
United States
Leslie
The price is €171
includes taxes & fees
17 Feb - 18 Feb
Clean Luxury Boho in Orlando 25 min from Theme Parks

Boho Nights

Boho Nights
3.0 star property
Sanford
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft

Down town historic Titusville. apt B Private no Host.

Down town historic Titusville. apt B Private no Host.
Le Barons Of Titusville
10.0 out of 10, Exceptional, (3 reviews)
"Very clean and comfortable. "
United States
Shelly K.
The price is €177
includes taxes & fees
22 Feb - 23 Feb
Down town historic Titusville. apt B Private no Host.

LaLa`s Beach House - Walking Distance to the Beach and Shopping

LaLa`s Beach House - Walking Distance to the Beach and Shopping
Central Beach
9.8 out of 10, Exceptional, (37 reviews)
"much needed getaway! Lala's is comfortable, clean, fun, relaxing. Everything a beach getaway should be! "
United States
Stephanie S.
The price is €243
includes taxes & fees
10 Feb - 11 Feb
LaLa`s Beach House - Walking Distance to the Beach and Shopping

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze

Sunshine Escape Guesthouse ☀

Sunshine Escape Guesthouse ☀
Orlando
9.6 out of 10, Exceptional, (13 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.
The price is €148
includes taxes & fees
11 Feb - 12 Feb
Sunshine Escape Guesthouse ☀

Cozy Private Apartment - Stylish & Spotless — No sharing areas

Cozy Private Apartment - Stylish & Spotless — No sharing areas
Orlando
10.0 out of 10, Exceptional, (29 reviews)
"Mercedes is an amazing host and has thought of - and provided EVERYTHING you need for a fantastic stay. Would ABSOLUTELY stay here again and HIGHLY recommend!!"
United States
Rick K.
Cozy Private Apartment - Stylish & Spotless — No sharing areas
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 €94 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.

How many holiday rentals are there in Osteen?

Expedia has 3 holiday 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 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.