Osteen Holiday Rentals

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Holiday Rentals in Osteen

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (261)
"Great suites with plenty of room and just a short walk and you are on the beach. "
New Smyrna Waves by Exploria Resorts

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (56)
"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!"
Tropical Suites at Sunglow Resort

Intercoastal Retreat

3.0 star property
9.8 out of 10, Exceptional, (25)
"New Tiny home. Great stay"
Intercoastal Retreat

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (106)
"We stayed a couple days during the week of July 4th. Great location right by the beach. The kids enjoyed the pool more than the beach."
Fantasy Island Resort, Daytona Beach Shores

Oceanside Inn Studios by Brightwild

3.5 star property
6.0 out of 10, (1)
"I like itvwas right on beach "
The price is NZ$378
includes taxes & fees
20 Oct - 21 Oct
Oceanside Inn Studios by Brightwild

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (141)
"Clean and comfortable"
The price is NZ$246
includes taxes & fees
21 Oct - 22 Oct
Pirates Cove Resort Studios

Shoreline Suites & Cabana Cottages

2.0 star property
8.8 out of 10, Excellent, (380)
"Is beautiful and clean property "
The price is NZ$248
includes taxes & fees
8 Oct - 9 Oct
Shoreline Suites & Cabana Cottages

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (69)
"This was a nice hotel, staff was great! "
The price is NZ$232
includes taxes & fees
15 Oct - 16 Oct
Silver Beach Club

Castaways Resort Studios

3.0 star property
5.8 out of 10, (86)
"Loved the ocean view from the room-great access to beach thru security door-great hot water shower pressure-comfortable beds-tv had Netflix-great location to dining"
The price is NZ$233
includes taxes & fees
8 Oct - 9 Oct
Castaways Resort Studios

Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!

9.8 out of 10, Exceptional, (237)
"Loved the location and had a great weekend stay. Place was very nice and clean"
Ocean Reef # 311 Right On The Beach! Breathtaking Views All Around!

~ Ocean ~ Daze ~ Hideaway ~ Modern Studio near the Beach ~

8.8 out of 10, Excellent, (36)
"Stayed during Rockville, everything was super clean, shower had great water pressure. Beach was close to get to, and the outdoor pool was nice. Host offers supplies which is awesome (beach chairs, beach towels, bathroom supplies, etc). Cons for us were the indoor pool closes at dusk, you need the key for the beach which we didn't know, the bed was not super comfy, the window almost sounds open with how loud everything is and the connection door you can hear everything on the other side. "
The price is NZ$256
includes taxes & fees
8 Oct - 9 Oct
~ Ocean ~ Daze ~ Hideaway ~ Modern Studio near the Beach ~

Cute Studio! Remodeled! Direct Ocean Front! Pirates Cove 6th Floor

9.6 out of 10, Exceptional, (72)
"The place was perfect for a weekend getaway. Property was exactly as described in the listing. Host was quick to respond. "
Cute Studio! Remodeled! Direct Ocean Front! Pirates Cove 6th Floor

Beachfront Property, Near Flagler Ave, Early Check in - Late Check Out

9.2 out of 10, Wonderful, (25)
"My family of 4 loved this property!SOOOO close to the beach, well kept grounds, good digs, plenty of space. The washer and dryer were handy."
The price is NZ$519
includes taxes & fees
21 Oct - 22 Oct
Beachfront Property, Near Flagler Ave, Early Check in - Late Check Out

Hawaiian Inn Studios

2.5 star property
5.6 out of 10, (13)
"Big area open around pool area"
The price is NZ$262
includes taxes & fees
8 Oct - 9 Oct
Hawaiian Inn Studios

Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

9.4 out of 10, Exceptional, (36)
"This house was perfect for our family vacation, plenty of spaces to be together but room for more quiet time too. The outside was beautiful and the pool was icing on the cake for the kids! Communication with owners was great and check in was so easy. I would highly recommend this house for an amazing beach stay!!"
Pool, 7 Bed 7 Bath, Direct Oceanfront, 4 Kitchens

Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom

8.8 out of 10, Excellent, (6)
The price is NZ$763
includes taxes & fees
8 Oct - 9 Oct
Spacious 5-bedroom house South Daytona with Movie room, Hot tub & Gameroom

Vacation Villas

3.0 star property
9.0 out of 10, Wonderful, (322)
"We loved our stay here. The staff was amazing. The accommodations weren’t the ritz but we thought they were great for our family and the price. Reminded us of the condo where we used to live in Florida. Quiet neighborhood. Great spot down the road to watch the rocket launches! And overall just a great stay. "
Vacation Villas

Direct Ocean Front Cozy Condo with Pool - Amazing View!

10.0 out of 10, Exceptional, (80)
"Very cute property!!"
Direct Ocean Front Cozy Condo with Pool - Amazing View!

NEW Gorgeous Ocean Front Up-4 Guests in Daytona!

8.0 out of 10, Very good, (3)
"We enjoyed the pool and the beach . "
The price is NZ$304
includes taxes & fees
8 Oct - 9 Oct
NEW Gorgeous Ocean Front Up-4 Guests in Daytona!

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (225)
"Perfect for our large family to stay the night before our cruise. Great communication and loved the artwork. "
The price is NZ$185
includes taxes & fees
8 Oct - 9 Oct
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
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

Find out more about Osteen

Everything you need to know about Osteen holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Osteen holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Osteen holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Osteen holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Osteen. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Osteen holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Osteen holiday rentals we have selected for you start as low as NZ$185 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Osteen rentals

At Expedia, we put the best Osteen holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Osteen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Osteen holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Osteen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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.

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.