Search Holiday Rentals in Osteen

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Nov - 30 Nov
In two months
9 Jan - 11 Jan
In three months
6 Feb - 8 Feb
In four months
6 Mar - 8 Mar

Top Holiday Rentals in Osteen

Deluxe Condo, Balcony, Ocean View | Balcony view
Ocean Beach Club

Ocean Beach Club

2.5 star property
Coronado Beach
The price is 5.401.750 ₫
8.792.995 ₫ total
includes taxes & fees
30 Nov - 1 Dec
Ocean Beach Club
Exterior
Totally 80's

Totally 80's

3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"Very good "
United States
Magdiel
The price is 2.108.000 ₫
4.131.681 ₫ total
includes taxes & fees
16 Nov - 17 Nov
Totally 80's
2 bedrooms, desk, free WiFi
The Front Porch

The Front Porch

3.0 star property
Sanford
10.0 out of 10, Exceptional, (2)
"What a great space. 2 big bedrooms, and a great front porch apace with a hammock to watch the sunrise. Quite street just blocks from the center of downtown Sanford. I've used their properties 8-10 tines and ive never been disappointed. "
United States
Patrick
The Front Porch
Exterior
The Blue Aztec

The Blue Aztec

3.0 star property
Sanford
9.6 out of 10, Exceptional, (13)
"Owners Elena and Anthony are awesome. I was planning on staying a few days because I sold my house downtown Orlando and I’m in the process of looking to buy some things and I ended up staying a whole month. Alberto is also amazing if you need anything they’re right there to help you with whatever you need communications awesome. Their properties are very cute and clean and safe. I would highly recommend them."
United States
James
The Blue Aztec
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

Bella Breeze

2.5 star property
Sanford
9.6 out of 10, Exceptional, (4)
"Really lovely stay close to downtown Sanford. Very clean (smells great!), and well stocked. Love that it is walking distance to the water and town. "
United States
Kayla
Bella Breeze
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

Boho Nights

3.0 star property
Sanford
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
United States
Patrick
Boho Nights
Exterior
The Jazz Loft

The Jazz Loft

3.0 star property
Sanford
7.6 out of 10, Good, (5)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osteen Hotel Reviews

Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

10/10 Excellent
"nice room great view of the ocean"
Erick 1-night trip
Posted 5 hours ago
Best Western Aku Tiki Inn

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’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 Ashby Park and Lake Jesup Conservation Area 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.