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

Osteen Holiday Rentals

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Osteen holiday rentals

A backyard with a hammock, outdoor seating, and string lights.

1. 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 S$202
includes taxes & fees
8 Nov - 9 Nov
The Jazz Loft
A modern kitchen with a marble countertop, gold faucets, and a large window.

2. Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.8 out of 10, Exceptional, (22 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 S$209
includes taxes & fees
1 Nov - 2 Nov
Bella Breeze
A hallway with a green wall covered in plants, a wooden door with a window, and a tiled floor.

3. Cozy 4bed 2bth villa - daytona beach

Cozy 4bed 2bth villa - daytona beach
4.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (2 reviews)
"Very clean amd conveniently located "
United States
joe
The price is S$476
includes taxes & fees
19 Oct - 20 Oct
Cozy 4bed 2bth villa - daytona beach
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.

4. 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 S$340
includes taxes & fees
19 Oct - 20 Oct
The Front Porch
Exterior

5. Howard Johnson by Wyndham Oceanfront Daytona Beach

Howard Johnson by Wyndham Oceanfront Daytona Beach
2.0 star property
South Peninsula Historic District
7.6 out of 10, Good, (47 reviews)
"Amazing place"
United States
Kristin
The price is S$88
includes taxes & fees
20 Oct - 21 Oct
Howard Johnson by Wyndham Oceanfront Daytona Beach
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

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

10/10 Excellent
"The room was great and staff were friendly would stay here again"
Darryl 1-night trip
Posted 6 hours ago
Perry's Ocean Edge Resort

Frequently asked questions

Can I find holiday rentals in Osteen?

Yes, there are holiday rentals in Osteen close to Pell's Citrus & Nursery, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Osteen?

Expedia has 3 holiday rentals for your stay in Osteen.

What’s there to see and do in Osteen?

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

What’s a holiday rental in Osteen like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Osteen. Holiday rentals feature extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from public hotel lifts and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for families.