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Our top choices for Osteen holiday rentals

Beautiful Beachfront Resort Condo

Beautiful Beachfront Resort Condo
3.0 star property
Daytona Beach
9.4 out of 10, Exceptional, (11)
"Very nice place and location, I really enjoyed the stay"
United States
Alfredo
The price is ₹12,121
₹21,211 total
includes taxes & fees
30 Dec - 31 Dec
Beautiful Beachfront Resort Condo

Oceanfront Penthouse Pool Hot Tub Beach Access

Oceanfront Penthouse Pool Hot Tub Beach Access
2.0 star property
Daytona Beach Shores
10.0 out of 10, Exceptional, (1)
"The stay was so great I wish we could have stayed longer. I will be back. "
United States
Danielle
The price is ₹24,280
₹57,314 total
includes taxes & fees
6 Jan - 7 Jan 2026
Oceanfront Penthouse Pool Hot Tub Beach Access

Silver Beach Club

Silver Beach Club
3.0 star property
Daytona Beach
8.6 out of 10, Excellent, (72)
"Got the Two-Bedroom family suite was very roomy, The pool was nice. The hot tub wasn't working ,we had direct assets to the beaches, the staff was outstanding "
United States
Vickie
The price is ₹6,738
₹7,581 total
includes taxes & fees
11 Jan - 12 Jan 2026
Silver Beach Club

Ocean Beach Club

Ocean Beach Club
2.5 star property
Coronado Beach
10.0 out of 10, Exceptional, (1)
"Great spot, clean room, would love to stay again. "
United States
james
The price is ₹10,841
₹21,174 total
includes taxes & fees
4 Jan - 5 Jan 2026
Ocean Beach Club

Tropical Suites at Sunglow Resort

Tropical Suites at Sunglow Resort
4.5 star property
Daytona Beach Shores
8.6 out of 10, Excellent, (61)
"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

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, (112)
"Clean room polite staff good amenities. "
United States
Werner
Fantasy Island Resort, Daytona Beach Shores

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

The Blue Aztec

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

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.0 out of 10, Very good, (6)
"The loft was very cool and unique. Loved it. I will definitely book this again."
United States
sherri
The Jazz Loft

Tropic Shores Resort

Tropic Shores Resort
4.0 star property
Daytona Beach Shores
9.6 out of 10, Exceptional, (16)
"Great property "
United States
Stephen
The price is ₹14,814
₹16,666 total
includes taxes & fees
3 Jan - 4 Jan 2026
Tropic Shores Resort

Totally 80's

Totally 80's
3.0 star property
Sanford
9.4 out of 10, Exceptional, (3)
"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 ₹7,183
₹14,078 total
includes taxes & fees
28 Dec - 29 Dec
Totally 80's

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.6 out of 10, Exceptional, (5)
"The place was clean, cozy, and well decorated, and the amenities were wonderful! The hosts have done a great job here."
United States
Courteny
Bella Breeze

Oceanfront Apt at Sunglow Resort Seaside Suite

Oceanfront Apt at Sunglow Resort Seaside Suite
2.0 star property
Daytona Beach Shores
The price is ₹8,199
₹28,313 total
includes taxes & fees
6 Jan - 7 Jan 2026
Oceanfront Apt at Sunglow Resort Seaside Suite

Boho Nights

Boho Nights
3.0 star property
Sanford
9.0 out of 10, Wonderful, (7)
"Wonderful spot, and excellent hosts!"
United States
Thomas
Boho Nights

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)
"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 ₹10,415
₹28,396 total
includes taxes & fees
5 Jan - 6 Jan 2026
Deltona Lake House, Day Trip to Disney & Universal

Beach Front Studios in Daytona Beach

Beach Front Studios in Daytona Beach
3.0 star property
Daytona Beach
7.4 out of 10, Good, (161)
"Very nice location, clean place, all around quite a nice experience."
United States
Eric
The price is ₹7,901
₹15,083 total
includes taxes & fees
11 Jan - 12 Jan 2026
Beach Front Studios in Daytona Beach

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary

Sunrise on the Beach

Sunrise on the Beach
3.0 star property
Daytona Beach Shores
The price is ₹11,524
₹28,227 total
includes taxes & fees
30 Dec - 31 Dec
Sunrise on the Beach

Oceanside Inn Studios by Brightwild

Oceanside Inn Studios by Brightwild
3.5 star property
Daytona Beach Shores
6.0 out of 10, (1)
"I like itvwas right on beach "
United States
Jennifer
The price is ₹7,811
₹21,413 total
includes taxes & fees
9 Jan - 10 Jan 2026
Oceanside Inn Studios by Brightwild

Hawaiian Inn Studios

Hawaiian Inn Studios
2.5 star property
Daytona Beach Shores
5.6 out of 10, (13)
"Big area open around pool area"
United States
Eric
The price is ₹7,003
₹14,073 total
includes taxes & fees
4 Jan - 5 Jan 2026
Hawaiian Inn 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.
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Top Osteen Hotel Reviews

Find out more about Osteen

Holiday Rentals in Osteen

Search for holiday rentals in Osteen on Expedia.co.uk! 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
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  • 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 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 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.