Osteen Vacation Rentals

  • 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
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Osteen vacation rentals

Private kitchen

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is P5,395
P10,238 total
includes taxes & fees
Apr 5 - Apr 6
Cozy Modern Studio
View from property

Beach Front Studios in Daytona Beach

Beach Front Studios in Daytona Beach
3.0 star property
Daytona Beach
7.4 out of 10, Good, (163 reviews)
"Nice place no complaints "
United States
Robert
The price is P5,874
P10,745 total
includes taxes & fees
Mar 29 - Mar 30
Beach Front Studios in Daytona Beach
Interior

Deltona Lake House, Day Trip to Disney & Universal

Deltona Lake House, Day Trip to Disney & Universal
3.0 star property
Deltona Lakes
10.0 out of 10, Exceptional, (3 reviews)
"This house was perfect! Very spacious, clean, and felt like a very safe neighborhood for a few women traveling. The ONLY improvements I would suggest would be having more towels, and extra blankets available for guests. And I would replace the pull out couch mattress as it was very uncomfortable. Still a 10/10 overall!"
United States
Anonymous traveler
The price is P8,152
P20,307 total
includes taxes & fees
Mar 29 - Mar 30
Deltona Lake House, Day Trip to Disney & Universal
Property grounds

Silver Beach Club

Silver Beach Club
3.0 star property
Daytona Beach
8.6 out of 10, Excellent, (101 reviews)
"It is a nice place located on the beach. The unit was very nice and roomy for a large family. The customer service was very good."
United States
Shirley
The price is P6,420
P7,222 total
includes taxes & fees
Mar 29 - Mar 30
Silver Beach Club
Terrace/patio

Pirates Cove Resort Studios

Pirates Cove Resort Studios
3.0 star property
Daytona Beach Shores
6.4 out of 10, (149 reviews)
"The room was clean and in a wonderful spot. Clean and easy access. I will be booking here again."
United States
Kiya
The price is P4,676
P9,396 total
includes taxes & fees
Mar 26 - Mar 27
Pirates Cove Resort Studios
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very Good, (7 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 Jazz Loft
Exterior

Fantasy Island Resort, Daytona Beach Shores

Fantasy Island Resort, Daytona Beach Shores
4.0 star property
Rio Mar Beaches
8.8 out of 10, Excellent, (117 reviews)
"Yes rooms where spotles and cleaned every one was nice and plight"
United States
Scott
Fantasy Island Resort, Daytona Beach Shores
Terrace/patio

Shoreline Suites & Cabana Cottages

Shoreline Suites & Cabana Cottages
2.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (385 reviews)
"We will be back for sure "
United States
Stacie
The price is P16,198
P18,897 total
includes taxes & fees
Apr 18 - Apr 19
Shoreline Suites & Cabana Cottages
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.0 out of 10, Wonderful, (4 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch
Exterior

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
1 bedroom, Internet

Breathtaking Views Heated Pool Beach Access

Breathtaking Views Heated Pool Beach Access
2.0 star property
Daytona Beach Shores
Breathtaking Views Heated Pool Beach Access
Balcony view

Beautiful Beachfront Resort Condo

Beautiful Beachfront Resort Condo
3.0 star property
Daytona Beach
9.0 out of 10, Wonderful, (14 reviews)
"Very nice place and location, I really enjoyed the stay"
United States
Alfredo
The price is P8,092
P14,162 total
includes taxes & fees
Apr 4 - Apr 5
Beautiful Beachfront Resort Condo
Balcony view

Tropical Suites at Sunglow Resort

Tropical Suites at Sunglow Resort
4.5 star property
Daytona Beach Shores
8.6 out of 10, Excellent, (61 reviews)
"location is perfect....AC is working fine..."
United States
Reon
Tropical Suites at Sunglow Resort
Interior

Oceania Beach Club

Oceania Beach Club
4.0 star property
Central Beach
10.0 out of 10, Exceptional, (1 review)
"This place is a gem! We stayed 3 nights in a condo recently. It's the perfect walkable location to the beach and tons of bars and restaurants. The condo was extremely clean and comfortable! It was exactly what we needed. We can't wait to visit again!"
United States
Susan
The price is P12,481
P30,054 total
includes taxes & fees
Apr 13 - Apr 14
Oceania Beach Club
Living area

Boho Nights

Boho Nights
3.0 star property
Sanford
9.4 out of 10, Exceptional, (12 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (9 reviews)
"The place was very clean, the bed was comfortable, the communication with owners was excellent. It was a nice place to stay while we were in town. "
United States
Michael
Bella Breeze
Floor plan

Daytona 2BR Getaway Parking Family & Pet-friendly

Daytona 2BR Getaway Parking Family & Pet-friendly
3.0 star property
Daytona Beach
Daytona 2BR Getaway Parking Family & Pet-friendly
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
7.8 out of 10, Good, (7 reviews)
"Cute, clean, and comfortable. Located in a safe neighborhood, the house had everything we needed for a great stay. Communication was timely and smooth—highly recommend."
United States
Serge
The price is P3,884
P8,379 total
includes taxes & fees
Mar 26 - Mar 27
Totally 80's
Outdoor pool

The Maui Wowi Oceanfront Condo

The Maui Wowi Oceanfront Condo
3.0 star property
Daytona Beach Shores
The Maui Wowi Oceanfront Condo
Exterior

Castaways Resort Studios

Castaways Resort Studios
3.0 star property
Daytona Beach Shores
6.0 out of 10, (95 reviews)
"Such a great location to the amazing pool and access to the Beach. Loved the 1st floor room. Building is older and noise level isn't well insulated but I would stay there again. The second bed needs to be updated. Thanks"
United States
Dina
The price is P5,287
P10,084 total
includes taxes & fees
Apr 12 - Apr 13
Castaways Resort Studios
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

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

10/10 Excellent
"I booked this resort at the last minute for my kids for spring break. It was perfect with beach easy access there was something to do and a lot of of restaurants around. You really don’t have to leave the beach once you get there because this resort has access to everything. I plan to stay here again. we really enjoyed the indoor pool because the weather really wasn’t that hot to enjoy the outdoors. "
Maya 2-night trip
Posted 1 hour ago
Perry's Ocean Edge Resort

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:

  • View our selection of featured holiday rentals in Osteen
  • Use the map to find apartments and other holiday homes in the Osteen neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Osteen while they last

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: You might want to consider this vacation home rental near Osteen, which 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 Monroe Conservation Area and Lake Jesup 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 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.