Osteen Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Osteen holiday rentals

Property grounds

Silver Beach Club

Silver Beach Club
3.0 star property
Daytona Beach
8.6 out of 10, Excellent, (91 reviews)
"Room/building is older, but clean. Front desk staff were excellent."
United States
Daniel
The price is S$128
includes taxes & fees
22 Feb - 23 Feb
Silver Beach Club
Living area

Ocean Beach Club

Ocean Beach Club
2.5 star property
Coronado Beach
10.0 out of 10, Exceptional, (3 reviews)
"Great spot, clean room, would love to stay again. "
United States
james
The price is S$460
includes taxes & fees
14 Mar - 15 Mar
Ocean Beach Club
Terrace/patio

Pirates Cove Resort Studios

Pirates Cove Resort Studios
3.0 star property
Daytona Beach Shores
6.4 out of 10, (148 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 S$213
includes taxes & fees
22 Feb - 23 Feb
Pirates Cove Resort Studios
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 traveller
The price is S$429
includes taxes & fees
23 Feb - 24 Feb
Deltona Lake House, Day Trip to Disney & Universal
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.4 out of 10, Very good, (7 reviews)
"Amazing! They had everything I needed and were so flexible as I almost needed to extend my stay due to the storm. The vibe was great, very cool and seamless check in and access. Close to everything needed. I will definitely be returning! Can’t wait."
United States
Rae
The Jazz Loft
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, (162 reviews)
"Very nice location, clean place, all around quite a nice experience."
United States
Eric
The price is S$313
includes taxes & fees
16 Mar - 17 Mar
Beach Front Studios in Daytona Beach
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, (114 reviews)
"Yes rooms where spotles and cleaned every one was nice and plight"
United States
Scott
Fantasy Island Resort, Daytona Beach Shores
Exterior

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
Living area

Oceania Beach Club

Oceania Beach Club
3.0 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 S$657
includes taxes & fees
23 Feb - 24 Feb
Oceania Beach Club
2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The Front Porch
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (8 reviews)
"Cute little cottage with basic amenities. Very convenient location to get to Sanford airport. Would definitely stay again. "
United States
Jacob
Bella Breeze
1 bedroom, Internet

Breathtaking Views Heated Pool Beach Access

Breathtaking Views Heated Pool Beach Access
2.0 star property
Daytona Beach Shores
The price is S$983
includes taxes & fees
5 Mar - 6 Mar
Breathtaking Views Heated Pool Beach Access
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)
"The hotel was so clean and it had a nice pool. The staff were so friendly and helpful! Will definitely stay again in the future!"
United States
Michaela
Tropical Suites at Sunglow Resort
Private kitchen

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is S$217
includes taxes & fees
9 Mar - 10 Mar
Cozy Modern Studio
Interior

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3 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 S$176
includes taxes & fees
22 Feb - 23 Feb
Totally 80's
Terrace/patio

Shoreline Suites & Cabana Cottages

Shoreline Suites & Cabana Cottages
2.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (382 reviews)
"Love the location and how cute the cabanas are. "
United States
Jennifer
The price is S$148
includes taxes & fees
22 Feb - 23 Feb
Shoreline Suites & Cabana Cottages
Living area

Boho Nights

Boho Nights
3.0 star property
Sanford
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights
Living area

The Mellow Yellow

The Mellow Yellow
3.0 star property
Sanford
6.0 out of 10, (3 reviews)
"Needs updated. Looks like it had some type of water leak and it was never repaired. I was highly disappointed but stayed anyway due to the fact that I had rented from them before and know this was not"
United States
Lisa
The Mellow Yellow
Balcony view

Beautiful Beachfront Resort Condo

Beautiful Beachfront Resort Condo
3.0 star property
Daytona Beach
9.0 out of 10, Wonderful, (13 reviews)
"Very nice place and location, I really enjoyed the stay"
United States
Alfredo
Beautiful Beachfront Resort Condo
Living area

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The Blue Aztec
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

DoubleTree by Hilton Hotel Orlando East - UCF Area

DoubleTree by Hilton Hotel Orlando East - UCF Area

10/10 Excellent
"Very clean, very nice lobby and layout. Staff was very friendly. They gave us cookies when we checked in. "
Leann 3-night trip
Posted 17 hours ago
DoubleTree by Hilton Hotel Orlando East - UCF Area

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 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 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.