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$228 per night from 17 Aug to 18 Aug
AU$228
17 Aug - 18 Aug
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 ...
Pirates Cove Resort Studios
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$240 per night from 24 Aug to 25 Aug
AU$240
24 Aug - 25 Aug
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.
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Casa Winter Park

Casa Winter Park

Winter Park
Located in Winter Park, this vacation home is within a 15-minute drive of University of Central Florida and Kia Center.
Casa Winter Park
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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 3 minutes by foot from Flagler Avenue.
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!
Pool House Daytona Beach Area Florida

Pool House Daytona Beach Area Florida

Port Orange
When you stay at this vacation home in Port Orange, you'll be on the waterfront, within a 10-minute drive of Daytona International Speedway and Embry-Riddle ...
Pool House Daytona Beach Area Florida
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access

4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access

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 2-minute drive from 27th Avenue ...
4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access
Deland Hideaway: Firepit + Pool Table on 2 acres!

Deland Hideaway: Firepit + Pool Table on 2 acres!

DeLand
With a stay at this vacation home in DeLand, you'll be near the beach, within a 10-minute drive of Stetson University and Lake Beresford Park.
Deland Hideaway: Firepit + Pool Table on 2 acres!
Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom

Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom

South Daytona
The price is AU$687 per night from 17 Aug to 18 Aug
AU$687
17 Aug - 18 Aug
includes taxes & fees
Located in Daytona Beach (South Daytona), this vacation home is within a 10-minute drive of Embry-Riddle Aeronautical University and Daytona Beach ...
Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom
Surfside Shangri-La

Surfside Shangri-La

Daytona Beach
The price is AU$612 per night from 19 Aug to 20 Aug
AU$612
19 Aug - 20 Aug
includes taxes & fees
With a stay at this apartment in Daytona Beach (Van Valzah), you'll be within a 15-minute drive of Beach at Daytona Beach and Daytona Beach Boardwalk.
Surfside Shangri-La
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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
1410 Holiday Homes
Lowest Price
AU$125
Highest Price
AU$687
Popular accommodation
Pirates Cove Resort Studios, Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!, Casa Winter Park, BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops! , Pool House Daytona Beach Area Florida, 4 br - 3ba- Sleeps 9 Beautiful Oceanfront Family home with private beach access, Deland Hideaway: Firepit + Pool Table on 2 acres!, Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom, Surfside Shangri-La

Top trending hotels in Osteen

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

2.5 out of 5
2209 S Atlantic Ave, Daytona Beach Shores, FL
Fully refundableReserve now, pay when you stay
The price is AU$185 per night from 15 Sept to 16 Sept
AU$185
15 Sept - 16 Sept
includes taxes & fees
Located in Daytona Beach Shores (Melinda Cook), Perry's Ocean Edge Resort is steps from Beach at Daytona Beach and a 5-minute drive from Daytona Beach ...
Perry's Ocean Edge Resort
Best Western International Speedway Hotel

Best Western International Speedway Hotel

2.5 out of 5
2620 W International Speedway Blvd, Daytona Beach, FL
Fully refundableReserve now, pay when you stay
The price is AU$125 per night from 4 Sept to 5 Sept
AU$125
4 Sept - 5 Sept
includes taxes & fees
When you stay at Best Western International Speedway Hotel in Daytona Beach, you'll be in the business district, a 2-minute drive from Daytona International ...
Best Western International Speedway Hotel
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$139 per night from 7 Sept to 8 Sept
AU$139
7 Sept - 8 Sept
includes taxes & fees
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
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La Quinta Inn & Suites by Wyndham Orlando UCF

La Quinta Inn & Suites by Wyndham Orlando UCF

3 out of 5
11805 Research Pkwy, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$159 per night from 1 Sept to 2 Sept
AU$159
1 Sept - 2 Sept
includes taxes & fees
When you stay at La Quinta Inn & Suites by Wyndham Orlando UCF in Orlando, you'll be in the business district, just steps from Central Florida Research Park ...
La Quinta Inn & Suites by Wyndham Orlando UCF
Don't see what you're looking for?
See all available properties in Osteen
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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.