Osteen Vacation Rentals

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Vacation Rentals in Osteen

New Smyrna Waves by Exploria Resorts

3.0 star property
Coronado Beach
9.2 out of 10, Wonderful, (277)
"What a wonderful, gorgeous place to stay! Immaculate rooms with everything a family would need for an excellent price. Waves will be our go-to for years to come."
United States
Stephen
New Smyrna Waves by Exploria Resorts

Tropical Suites at Sunglow Resort

4.5 star property
Daytona Beach Shores
8.6 out of 10, Excellent, (58)
"The rooms were clean and well appointed, and we enjoyed the balcony and the beach. The staff was friendly and helpful- we recommend this property for value and a great experience!"
United States
Cynthia
Tropical Suites at Sunglow Resort

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
Rio Mar Beaches
8.6 out of 10, Excellent, (109)
"Clean room polite staff good amenities. "
United States
Werner
The price is ¥14,286
¥21,292 total
includes taxes & fees
Nov 30 - Dec 1
Fantasy Island Resort, Daytona Beach Shores

Castaways Resort Studios

3.0 star property
Daytona Beach Shores
6.0 out of 10, (88)
"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 ¥8,772
¥20,542 total
includes taxes & fees
Nov 17 - Nov 18
Castaways Resort Studios

Intercoastal Retreat

3.0 star property
Titusville
9.8 out of 10, Exceptional, (36)
"Very clean and very nice place. The location was great for why we were there. We plan to stay again next month"
United States
Judy
Intercoastal Retreat

Pirates Cove Resort Studios

3.0 star property
Daytona Beach Shores
6.2 out of 10, (142)
"The family and myself love it. Next time trip to Florida definitely I will choose this place again"
United States
Jose
The price is ¥10,861
¥22,894 total
includes taxes & fees
Nov 16 - Nov 17
Pirates Cove Resort Studios

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

Whispering Oaks
9.2 out of 10, Wonderful, (232)
"Very cute neighborhood. Comfy house. Met our needs, stayed one night before a cruise.Amazing paintings throughout house!Good restaurant nearby."
United States
Stephanie M.
The price is ¥10,056
¥17,822 total
includes taxes & fees
Nov 29 - Nov 30
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Vacation Villas

3.0 star property
Titusville
9.0 out of 10, Wonderful, (332)
"Great place to stay. Central to everything dining, beaches and attractions. "
United States
Michelle
Vacation Villas

Silver Beach Club

3.5 star property
Daytona Beach
8.6 out of 10, Excellent, (72)
"The room were very spacious and great views!"
United States
Alicia
The price is ¥16,269
¥18,303 total
includes taxes & fees
Nov 19 - Nov 20
Silver Beach Club

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 ¥15,007
¥38,639 total
includes taxes & fees
Nov 16 - Nov 17
Oceanside Inn Studios by Brightwild

Shoreline Suites & Cabana Cottages

2.0 star property
Daytona Beach Shores
8.8 out of 10, Excellent, (380)
"Great staff and cottage beachside provides excellent sunrise scenes every morning "
United States
William
The price is ¥13,269
¥14,928 total
includes taxes & fees
Nov 19 - Nov 20
Shoreline Suites & Cabana Cottages

*New Luxury Home* Ponce Inlet's Surf Villa

2.0 star property
Port Orange
*New Luxury Home* Ponce Inlet's Surf Villa

Private Luxury Pool / Smart-home

College Park
9.6 out of 10, Exceptional, (75)
"Every year we take a family vacation and I can say this has been by far the nicest and most relaxing place we have visited. Not far from downtown, but the downtown noise did not disturbed our peace one bit. I highly recommend this amazing place! Thank you for sharing your home with us. Look forward to visit again! "
United States
farath d.
The price is ¥34,346
¥59,978 total
includes taxes & fees
Nov 25 - Nov 26
Private Luxury Pool / Smart-home

Hawaiian Inn Studios

2.5 star property
Daytona Beach Shores
5.6 out of 10, (13)
"The hotel refuse my subscription at hotel.com and I pay more for a room"
United States
Denis
The price is ¥12,067
¥24,250 total
includes taxes & fees
Nov 16 - Nov 17
Hawaiian Inn Studios

Alling House

2.5 star property
Orange City
9.0 out of 10, Wonderful, (35)
"Quiet. Comfortable. Relaxing. A really goid trip. D"
United States
Duane
Alling House

Oceania III

3.0 star property
Central Beach
10.0 out of 10, Exceptional, (2)
"The staff was very nice and the view was great. The space would have been perfect for four guests, but since we were six, it felt a bit tight. The closets could have been a little cleaner for storing personal belongings. Overall, we had a wonderful time and it’s a good place to stay."
United States
Subhashini
Oceania III

Oasis Apartment Homes

3.5 star property
Titusville
9.4 out of 10, Exceptional, (8)
"Safe ,clean quiet ,and beautiful room "
United States
Lisbet
Oasis Apartment Homes

4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport

Englewood Park
10.0 out of 10, Exceptional, (12)
"Was a nice house with a nice pool. Pretty close to all the attractions so that was nice."
United States
Stephanie W.
4 Bedroom 2 Bath Pet-Friendly Pool Home Orlando Airport

NEW Gorgeous Ocean Front Up-4 Guests in Daytona!

Bostwick Park
8.0 out of 10, Very Good, (3)
"We enjoyed the pool and the beach . "
United States
Graciela U.
The price is ¥10,815
¥28,942 total
includes taxes & fees
Nov 15 - Nov 16
NEW Gorgeous Ocean Front Up-4 Guests in Daytona!

Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4

Central Beach
9.6 out of 10, Exceptional, (268)
"Great location, nice place. We had a great time."
United States
Kevin L.
Breath Taking Oceanfront Penthouse Condo 1 Bed 1 Bath Sleeps 4
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

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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 kitchenware.

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 Ashby Park and Lake Jesup Conservation Area 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.