Osteen Vacation Rentals

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
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Osteen vacation rentals

Outdoor pool
Beautiful Beachfront Resort Condo

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 ₩194,945
₩341,153 total
includes taxes & fees
Dec 30 - Dec 31
Beautiful Beachfront Resort Condo
Apartment | 2 bedrooms, Internet
Oceanfront Penthouse Pool Hot Tub Beach Access

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 ₩401,897
₩946,536 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Oceanfront Penthouse Pool Hot Tub Beach Access
Basic Studio | Terrace/patio
Silver Beach Club

Silver Beach Club

Silver Beach Club
3.5 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 ₩133,789
₩150,513 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Silver Beach Club
Exterior
Ocean 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 ₩174,367
₩340,560 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ocean Beach Club
Outdoor pool, sun loungers
Tropical Suites at Sunglow Resort

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
Beach/ocean view
Fantasy Island Resort, Daytona Beach Shores

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
Terrace/patio
The Front Porch

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

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
Exterior
The Jazz Loft

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
Traditional Condo, 1 Bedroom, Ocean View | Private kitchen | Full-size fridge, microwave, oven, stovetop
Tropic Shores Resort

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 ₩238,265
₩268,048 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Tropic Shores Resort
Exterior
Totally 80's

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 ₩115,522
₩226,423 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Totally 80's
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze

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
Apartment | 1 bedroom, Internet
Oceanfront Apt at Sunglow Resort Seaside Suite

Oceanfront Apt at Sunglow Resort Seaside Suite

Oceanfront Apt at Sunglow Resort Seaside Suite
2.0 star property
Daytona Beach Shores
The price is ₩135,119
₩466,628 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Oceanfront Apt at Sunglow Resort Seaside Suite
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services
Boho Nights

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
House (2 Bedrooms) | Interior
Deltona Lake House, Day Trip to Disney & Universal

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 traveler
The price is ₩167,507
₩456,717 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Deltona Lake House, Day Trip to Disney & Universal
Exclusive Apartment, Kitchen, Ocean View | 1 bedroom, desk, soundproofing, free WiFi
Beach Front Studios in Daytona Beach

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 ₩127,075
₩242,597 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Beach Front Studios in Daytona Beach
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services
The Contemporary

The Contemporary

The Contemporary
3.0 star property
Sanford
The Contemporary
On the beach, beach umbrellas
Sunrise on the Beach

Sunrise on the Beach

Sunrise on the Beach
3.0 star property
Daytona Beach Shores
The price is ₩201,443
₩472,109 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Sunrise on the Beach
Outdoor pool
Oceanside Inn Studios by Brightwild

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 ₩125,631
₩344,403 total
includes taxes & fees
Jan 9 - Jan 10, 2026
Oceanside Inn Studios by Brightwild
Indoor pool, 2 outdoor pools
Hawaiian Inn Studios

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 ₩112,634
₩226,351 total
includes taxes & fees
Jan 4 - Jan 5, 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.
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
"Nice view of the ocean - older hotel but rooms were updated and clean. Our kids loved having their own room with bunk beds. Bathroom was a little tight and sink was very small. Enjoyed having the mini kitchen area with fridge, sink, coffee pot and stove. Unfortunately we didn't get to enjoy the property as the weather wasn't great/warm- but this seems like it would be a very nice place to stay in the summer with the outdoor pool and walk out access to the beach."
Ryan R 3-night trip
Posted 1 day ago
Perry's Ocean Edge Resort

Find out more about Osteen

Search for Vacation rentals in Osteen on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Osteen using one of the methods below:

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

Look no further and take a look at our great range of rental properties in Osteen!

Explore a world of travel with Expedia

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 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 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.