Book Holiday Homes in Osteen

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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$207 per night from 2 Oct to 3 Oct
AU$207
2 Oct - 3 Oct
includes taxes & fees
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 ...
Opens in a new windowPirates Cove Resort Studios
Hot Tub, Fire Pit, Near the Beach!

Hot Tub, Fire Pit, Near the Beach!

Edgewater
The price is AU$363 per night from 5 Oct to 6 Oct
AU$363
5 Oct - 6 Oct
includes taxes & fees
With a stay at this vacation home in Edgewater (Florida Shores), you'll be within a 10-minute drive of Edgewater United Methodist Church and Edgewater Alliance ...
Opens in a new windowHot Tub, Fire Pit, Near 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$167 per night from 6 Oct to 7 Oct
AU$167
6 Oct - 7 Oct
includes taxes & fees
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.
Opens in a new windowMid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
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Alderwood lake house Sanford/Orlando near SFB

Alderwood lake house Sanford/Orlando near SFB

Sanford
Located in Sanford, this vacation home is by the sea, a 5-minute drive from Lake Mary Farmer's Market and 6 minutes from Spring Hammock Preserve.
Opens in a new windowAlderwood lake house Sanford/Orlando near SFB
True Oceanfront Home!  7BR/5.5BA Sand Castle

True Oceanfront Home! 7BR/5.5BA Sand Castle

Daytona Beach Shores
When you stay at this vacation home in Daytona Beach Shores, you'll be on the beach, a 1-minute drive from Beach at Daytona Beach and 7 minutes from Daytona ...
Opens in a new windowTrue Oceanfront Home! 7BR/5.5BA Sand Castle
🏖️LaKaSa House on Hill Street-Oceanfront Home with Gorgeous Views🏖️

🏖️LaKaSa House on Hill Street-Oceanfront Home with Gorgeous Views🏖️

New Smyrna Beach
When you stay at this vacation home in New Smyrna Beach, you'll be on the beach, just steps from New Smyrna Beach and a 1-minute drive from Little Theatre of ...
Opens in a new window🏖️LaKaSa House on Hill Street-Oceanfront Home with Gorgeous Views🏖️
The Frogs Castle

The Frogs Castle

Longwood
With a stay at this vacation home, you'll be centrally located in Longwood, within a 15-minute drive of AdventHealth Orlando and Sanlando Park.
Opens in a new windowThe Frogs Castle
Firepit + Pool Table + Grill + 8mi to Blue Springs

Firepit + Pool Table + Grill + 8mi to Blue Springs

DeLand
Located in DeLand, this vacation home is in a rural location, a 1-minute drive from Lake Beresford Park and 5 minutes from Spring Hill Park.
Opens in a new windowFirepit + Pool Table + Grill + 8mi to Blue Springs
DIRECT OCEAN FRONT HOME SLEEPS 14- HUGE OCEANFRONT PATIO NEAR FLAGLER AVE!

DIRECT OCEAN FRONT HOME SLEEPS 14- HUGE OCEANFRONT PATIO NEAR FLAGLER AVE!

New Smyrna Beach
With a stay at this vacation home in New Smyrna Beach (Boardwalk), you'll be steps from New Smyrna Beach and 11 minutes by foot from Flagler Avenue Park.
Opens in a new windowDIRECT OCEAN FRONT HOME SLEEPS 14- HUGE OCEANFRONT PATIO NEAR FLAGLER AVE!
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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.

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
1384 Holiday Homes
Lowest Price
AU$74
Highest Price
AU$363
Popular accommodation
Pirates Cove Resort Studios, Hot Tub, Fire Pit, Near the Beach!, Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!, Alderwood lake house Sanford/Orlando near SFB, True Oceanfront Home! 7BR/5.5BA Sand Castle, 🏖️LaKaSa House on Hill Street-Oceanfront Home with Gorgeous Views🏖️, The Frogs Castle, Firepit + Pool Table + Grill + 8mi to Blue Springs, DIRECT OCEAN FRONT HOME SLEEPS 14- HUGE OCEANFRONT PATIO NEAR FLAGLER AVE!

Top trending hotels in Osteen

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$168 per night from 2 Oct to 3 Oct
AU$168
2 Oct - 3 Oct
includes taxes & fees
In the heart of Daytona Beach, Nautilus Inn is within a 5-minute drive of Daytona Beach Boardwalk and Ocean Walk Shoppes.
Opens in a new windowNautilus Inn
Sheraton Orlando North Hotel

Sheraton Orlando North Hotel

3.5 out of 5
600 N Lake Destiny Dr, Maitland, FL
Fully refundableReserve now, pay when you stay
The price is AU$152 per night from 19 Oct to 20 Oct
AU$152
19 Oct - 20 Oct
includes taxes & fees
When you stay at Sheraton Orlando North Hotel in Maitland, you'll be in the business district, within a 15-minute drive of Kia Center and AdventHealth ...
Opens in a new windowSheraton Orlando North Hotel
Comfort Suites Downtown

Comfort Suites Downtown

2.5 out of 5
2416 North Orange Avenue, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$217 per night from 6 Oct to 7 Oct
AU$217
6 Oct - 7 Oct
includes taxes & fees
A stay at Comfort Suites Downtown places you in the heart of Orlando, a 4-minute drive from Kia Center and 6 minutes from Camping World Stadium.
Opens in a new windowComfort Suites Downtown
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Space Coast Hotel -Titusville/Kennedy Space Center

Space Coast Hotel -Titusville/Kennedy Space Center

2.5 out of 5
3500 Cheney Highway, I-95 exit 215, Titusville, FL
The price is AU$74 per night from 6 Oct to 7 Oct
AU$74
6 Oct - 7 Oct
includes taxes & fees
Located in Titusville, Space Coast Hotel -Titusville/Kennedy Space Center is within a 10-minute drive of Enchanted Forest Sanctuary and Valiant Air Command Warbird ...
Opens in a new windowSpace Coast Hotel -Titusville/Kennedy Space Center
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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.

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^Subject to availability and chosen travel dates.