Compare Osteen Cottage Rentals

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Featured Osteen Cottages

Tiny Hidden Cottage

Tiny Hidden Cottage

Longwood FL
$131 nightly
The price is $144 total per night
$144 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at this cottage enjoy features like a water park.
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 FL
At this cottage, guests have access to barbecue grills.
Kitchen
Air conditioning
Guesthouse Retreat – Private Pool & King Suite

Guesthouse Retreat – Private Pool & King Suite

Lake Mary FL
$246 nightly
The price is $273 total per night
$273 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
This cottage features an outdoor pool and laundry facilities.
Pool
Kitchen
The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores

Daytona Beach FL
Guests staying at this cottage enjoy a water park, free WiFi in public areas, and laundry facilities. You'll find free RV, bus, and truck parking. Other amenities at this family-friendly cottage include barbecue grills and a garden.
Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat

Altamonte Springs FL
$292 nightly
The price is $323 total per night
$323 total
Dec 18 - Dec 19
Total with taxes and fees
Guests of this cottage enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free cottage also has a garden.
Kitchen
Washer
Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,

Altamonte Springs FL
$280 nightly
The price is $310 total per night
$310 total
Jan 13 - Jan 14, 2026
Total with taxes and fees
Guests of this cottage enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Relaxing 2-bedroom cottage in beautiful Sanford

Relaxing 2-bedroom cottage in beautiful Sanford

Sanford FL
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
2BR COTTAGE IN SANFORD HISTORIC DISTRICT

2BR COTTAGE IN SANFORD HISTORIC DISTRICT

Sanford FL
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
The Cozy Euphoric cottage nestled in nature with relaxing River front views.

The Cozy Euphoric cottage nestled in nature with relaxing River front views.

Osteen FL
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
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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.

Hotel Options in Osteen

    Best Western Aku Tiki Inn

    Best Western Aku Tiki Inn

    2225 S Atlantic Ave Daytona Beach Shores FL
    $80 nightly
    The price is $90 total per night from Dec 23 to Dec 24
    $90 total
    Dec 23 - Dec 24
    Total with taxes and fees
    7.6/10 Good! (1,305 reviews)
    Hilton Orlando/Altamonte Springs

    Hilton Orlando/Altamonte Springs

    350 S Northlake Blvd Altamonte Springs FL
    $126 nightly
    The price is $143 total per night from Dec 21 to Dec 22
    $143 total
    Dec 21 - Dec 22
    Total with taxes and fees
    8.8/10 Excellent! (1,193 reviews)
    Comfort Suites Downtown

    Comfort Suites Downtown

    2416 North Orange Avenue Orlando FL
    $111 nightly
    The price is $125 total per night from Dec 23 to Dec 24
    $125 total
    Dec 23 - Dec 24
    Total with taxes and fees
    8.8/10 Excellent! (1,010 reviews)

Cottages

Book a cottage in Osteen
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Osteen. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Osteen better.

Cottage apartments in Osteen range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Osteen
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Osteen and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Osteen cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Osteen. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Osteen Cottages essential information

Accommodation
111 Cottages
Lowest Price
$90
Highest Price
$323
Popular accommodation
Tiny Hidden Cottage , The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland. , Guesthouse Retreat – Private Pool & King Suite, The Shores Beach Cottage - a Short Walk from the Sand - Daytona Beach Shores, Incredible Private Lakefront Cottage Retreat , Hidden Garden Cottage-Swim&Spa, Ctrl Orlando Disney Universal Sea World Beaches,, Relaxing 2-bedroom cottage in beautiful Sanford , 2BR COTTAGE IN SANFORD HISTORIC DISTRICT, The Cozy Euphoric cottage nestled in nature with relaxing River front views.