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
31 Jul - 2 Aug
In two months
11 Sept - 13 Sept
In three months
9 Oct - 11 Oct
In four months
6 Nov - 8 Nov

Our top choices for Osteen holiday rentals

2 bedrooms, desk, free WiFi

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$286
includes taxes & fees
20 Jul - 21 Jul
The Front Porch
Interior

Bella Breeze

Bella Breeze
2.5 star property
Downtown Sanford
9.6 out of 10, Exceptional, (18 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is S$194
includes taxes & fees
29 Jul - 30 Jul
Bella Breeze
Living area

Catalina Beach Club

Catalina Beach Club
3.5 star property
Daytona Beach
8.8 out of 10, Excellent, (6 reviews)
"First time here and i will definitely be back. This place is beyond amazing. Room and property were extremely clean. I was pleasantly surprised."
United States
Lori
The price is S$191
includes taxes & fees
28 Jul - 29 Jul
Catalina Beach Club
Living area

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 S$197
includes taxes & fees
21 Jul - 22 Jul
Boho Nights
Property grounds

Silver Beach Club

Silver Beach Club
3.0 star property
Daytona Beach
8.6 out of 10, Excellent, (132 reviews)
"Awesome stay, super clean and spacious room with everything that’s needed inside"
United States
Anatoliy
The price is S$145
includes taxes & fees
22 Jul - 23 Jul
Silver Beach Club
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
8.6 out of 10, Excellent, (11 reviews)
"Super cute property and fantastic hosts!!"
United States
Angi
The price is S$184
includes taxes & fees
19 Jul - 20 Jul
Totally 80's
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Downtown Sanford
8.8 out of 10, Excellent, (9 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is S$186
includes taxes & fees
7 Aug - 8 Aug
The Jazz Loft
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

Days Inn by Wyndham Daytona Oceanfront

Days Inn by Wyndham Daytona Oceanfront

8/10 Good
"Hotel was nice. Room was clean and ready, fridge worked well!"
Samantha 2-night trip
Posted less than an hour ago
Days Inn by Wyndham Daytona Oceanfront

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.

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

Pirates Cove Resort Studios: This holiday home rental outside of Osteen 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 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 Butler Chain 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.