A sunset over a calm lake with islands and a bridge.

Osteen Vacation Rentals

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Check prices for these dates

In two weeks
Sep 4 - Sep 6
In two months
Oct 16 - Oct 18
In three months
Nov 13 - Nov 15
In four months
Dec 11 - Dec 13

Our top choices for Osteen vacation rentals

1. Howard Johnson by Wyndham Oceanfront Daytona Beach

Howard Johnson by Wyndham Oceanfront Daytona Beach
2.0 star property
South Peninsula Historic District
6.8 out of 10, (12 reviews)
"Hi so I don’t have alot of complaints I paid 263 for 2 nights which was a good deal I was not aware there in the middle of a remodel there was no easy entrance to the beach you had to walk around to the main entrance the hot tub was down the pool was clean and nice not a bad stay you pay for what you get for staff was kind"
United States
Katie
The price is NT$1,885
NT$2,408 total
includes taxes & fees
Aug 23 - Aug 24
Howard Johnson by Wyndham Oceanfront Daytona Beach
A modern kitchen with a marble countertop, gold faucets, and a large window.

2. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (20 reviews)
"The location was perfect, can walk to restaurants easily. Unit was very clean and nicely designed, would stay again"
United States
Sara
The price is NT$2,444
NT$4,885 total
includes taxes & fees
Aug 23 - Aug 24
Bella Breeze
A vibrant living room with a teal sofa, a wooden chair, and a coffee table.

3. Boho Nights

Boho Nights
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (16 reviews)
"Great stay!"
United States
Nicholas
The price is NT$2,444
NT$4,885 total
includes taxes & fees
Aug 21 - Aug 22
Boho Nights
A compact living space with a kitchenette, a dining area, and a seating area with a couch and chairs.

4. The Blue Aztec

The Blue Aztec
3.0 star property
Downtown Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is NT$2,301
NT$7,121 total
includes taxes & fees
Aug 23 - Aug 24
The Blue Aztec
A backyard with a hammock, outdoor seating, and string lights.

5. The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Great overnight stay. Really cute loft. Would definitely stay again."
United States
Tiffany
The price is NT$2,243
NT$4,660 total
includes taxes & fees
Aug 23 - Aug 24
The Jazz Loft
A modern living room with a grey sofa, two armchairs, a coffee table, and a small side table with a lamp. There is a brick fireplace, a kitchen area with a countertop and cabinets, and a large window with blinds.

6. The Front Porch

The Front Porch
3.0 star property
Downtown Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is NT$3,739
NT$6,871 total
includes taxes & fees
Aug 23 - Aug 24
The Front Porch
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

Holiday Inn Express & Suites Oceanfront by IHG

Holiday Inn Express & Suites Oceanfront by IHG

10/10 Excellent
"Loved the east beach access"
Megan 1-night trip
Posted 5 hours ago
Holiday Inn Express & Suites Oceanfront by IHG

Find out more about Osteen

Search for holiday rentals in Osteen on Expedia! You can easily find your home rentals, villas, holiday apartments in Osteen using one of the methods below:

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Look no further and take a look at our great range of rental properties in Osteen!

Frequently asked questions

Can I find vacation rentals in Osteen?

Yes, we have vacation rentals in Osteen close to Pell's Citrus & Nursery, or you can choose a more secluded option if you're looking for a relaxing stay.

What are some of the best vacation home rentals that Osteen has to offer?

Pirates Cove Resort Studios: Visitors like this Osteen vacation home rental. It 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 vacation rentals are there in Osteen?

Expedia has 3 vacation rentals for your stay in Osteen.

What’s there to see and do in Osteen?

Lake Jesup and Lake Butler Chain are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Pell's Citrus & Nursery. Lake Monroe Conservation Area and Lake Jesup Conservation Area are other places to visit while you're in town.

What’s a vacation rental in Osteen like?

Vacation rentals are private properties you can stay in for several days or longer in Osteen. Vacation rentals provide amenities such as kitchens and laundry facilities to help you enjoy your stay. If you're concerned about a sanitized environment, vacation rentals can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for a family trip.