Book Holiday Homes in Osteen

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Osteen

Pirates Cove Resort Studios

Pirates Cove Resort Studios

3 out of 5
3501 S Atlantic Ave, Daytona Beach Shores, FL
The price is AU$250 per night from 27 Apr to 28 Apr
AU$250
includes taxes & fees
27 Apr - 28 Apr
When you stay at Pirates Cove Resort Studios in Daytona Beach Shores, you'll be on the beach, within a 15-minute drive of Beach at Daytona Beach and Daytona ...
Pirates Cove Resort Studios
SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach

SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach

Daytona Beach
When you stay at this vacation home in Daytona Beach Shores, you'll be on the beach, within a 15-minute drive of Beach at Daytona Beach and Daytona Beach ...
SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach
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!

Titusville
The price is AU$186 per night from 16 Apr to 17 Apr
AU$186
includes taxes & fees
16 Apr - 17 Apr
A stay at this vacation home places you in the heart of Titusville, within a 5-minute drive of Clifton Lake and Judge George Robbins House.
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Save an average of 15% on thousands of hotels when you're signed in
The Cozy Crash Pad: Tiny House Experience

The Cozy Crash Pad: Tiny House Experience

Orlando
The price is AU$239 per night from 6 Apr to 7 Apr
AU$239
includes taxes & fees
6 Apr - 7 Apr
With a stay at this vacation home in Orlando, you'll be within a 15-minute drive of University of Central Florida and Kia Center.
The Cozy Crash Pad: Tiny House Experience
THE CHLOE by EVRH

THE CHLOE by EVRH

Altamonte Springs
The price is AU$817 per night from 8 Apr to 9 Apr
AU$817
includes taxes & fees
8 Apr - 9 Apr
With a stay at this vacation home, you'll be centrally located in Altamonte Springs, within a 15-minute drive of Camping World Stadium and Kia Center.
THE CHLOE by EVRH
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Casselberry
The price is AU$452 per night from 15 Apr to 16 Apr
AU$452
includes taxes & fees
15 Apr - 16 Apr
With a stay at this vacation home in Casselberry, you'll be within a 10-minute drive of Secret Lake Park and Red Bug Lake Park.
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

DeLand
Located in DeLand, this vacation home is on the waterfront, within a 5-minute drive of First Assembly of God and Church of The Holy Presence.
The little Lake House - Beautiful Lake Front Cottage - Close to Everything !
NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden

NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden

Titusville
Located in Titusville, this vacation home is by the ocean, a 4-minute drive from Indian River City and 7 minutes from St. Johns National Wildlife Refuge.
NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

New Smyrna Beach
With a stay at this vacation home in New Smyrna Beach (Walker Grant), you'll be steps from New Smyrna Beach and 4 minutes by foot from Flagler Avenue Park.
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
Don't see what you're looking for?
See all available properties in Osteen
View all properties
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 Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Osteen vacation homes are the perfect way for you to wing it.

Holiday houses in Osteen let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Osteen in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Osteen adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Osteen with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Osteen vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Osteen Holiday Homes essential information

Accommodation
1357 Holiday Homes
Lowest Price
AU$186
Highest Price
AU$817
Popular accommodation
Pirates Cove Resort Studios, SPECIAL RATES during Balcony Construction 3 bedroom 3 bath on the beach , Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!, The Cozy Crash Pad: Tiny House Experience, THE CHLOE by EVRH, Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home! , The little Lake House - Beautiful Lake Front Cottage - Close to Everything !, NO PET FEES-Titusville/Space Coast 2bed/2.5bath Townhouse w/Garden, BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

Top trending hotels in Osteen

The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
2637 S Atlantic Avenue, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
The price is AU$253 per night from 6 Apr to 7 Apr
AU$253
includes taxes & fees
6 Apr - 7 Apr
Located in Daytona Beach Shores, The Shores Resort & Spa is on the Strip, within a 10-minute drive of Jackie Robinson Ballpark and Statue and Ocean Walk ...
The Shores Resort & Spa
Nautilus Inn

Nautilus Inn

2.5 out of 5
1515 S Atlantic Ave, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$224 per night from 27 Apr to 28 Apr
AU$224
includes taxes & fees
27 Apr - 28 Apr
In the heart of Daytona Beach, Nautilus Inn is within a 5-minute drive of Daytona Beach Boardwalk and Ocean Walk Shoppes.
Nautilus Inn
Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

2.5 out of 5
2225 S Atlantic Ave, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
The price is AU$208 per night from 27 Apr to 28 Apr
AU$208
includes taxes & fees
27 Apr - 28 Apr
With a stay at Best Western Aku Tiki Inn in Daytona Beach Shores, you'll be on the beach, just steps from Beach at Daytona Beach and a 5-minute drive from Daytona ...
Best Western Aku Tiki Inn
Save an average of 15% on thousands of hotels when you're signed in
Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

4 out of 5
350 S Northlake Blvd, Altamonte Springs, FL
Fully refundableReserve now, pay when you stay
The price is AU$241 per night from 4 May to 5 May
AU$241
includes taxes & fees
4 May - 5 May
When you stay at Hilton Orlando/Altamonte Springs in Altamonte Springs, you'll be in the business district, within a 15-minute drive of Kia Center and Dr. Phillips ...
Hilton Orlando/Altamonte Springs
Don't see what you're looking for?
See all available properties in Osteen
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.