Holiday Homes in Osteen

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Featured Holiday Homes in Osteen

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

9.2 out of 10, Wonderful, (177)
"This little place worked out great for us, close to the marina and plenty of room. Will make this our go-to place when we aren’t staying on our boat. "
The price is AU$183
includes taxes & fees
1 Dec - 2 Dec
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Pirates Cove Resort Studios

3.0 star property
6.4 out of 10, (119)
"The room was great we booked very last minute. Wasn’t sure to expect. There wasn’t a door or curtain on the closet when you walk in. But otherwise it was really cute and clean. We stopped at the grocery store before we arrived they had accommodations in the room to make food that was nice. There was no interaction with any staff if you need anything. Just a text confirmation. There is a sign book but didn’t even see it till we left. Still super cute the beach was clean. Bummer the pool was...
The price is AU$221
includes taxes & fees
25 Nov - 26 Nov
Pirates Cove Resort Studios

To The Moon at Titusville/Space Coast/

9.4 out of 10, Exceptional, (20)
"We stayed for four nights. Cheng was an excellent host, answering our questions very promptly. The property is particularly well located for viewing rocket launches and we were lucky enough to catch one. All appliances and utilities at the property were fully functional. "
The price is AU$369
includes taxes & fees
9 Dec - 10 Dec
To The Moon at Titusville/Space Coast/

Oceanfront Condo with Pool and Direct Beach Access

2.5 star property
8.0 out of 10, Very good, (3)
"It was a beautiful place to stay. Peaceful. It was clean but it needs the dehumidifier running while you’re there which they did provide. We loved our time there & would recommend it."
Oceanfront Condo with Pool and Direct Beach Access

Altamonte Springs Home w/ Canoe on Lake Marion

9.6 out of 10, Exceptional, (68)
"We enjoyed staying at this location. It was clean and cutely decorated. Great location for Orlando/Universal/Disney. Great restaurants/shopping nearby. Quiet neighborhood. "
Altamonte Springs Home w/ Canoe on Lake Marion

The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

10.0 out of 10, Exceptional, (14)
"I rented this property for out of town family coming to town for my daughter’s wedding. The house is immaculate and has been completely renovated. My cousins said the beds were very comfortable and slept great. They enjoyed the view of the lake while drinking coffee. Perfect in every way."
The little Lake House - Beautiful Lake Front Cottage - Close to Everything !

Beautiful 2/1 Home - Walking Distance to the Beach

9.8 out of 10, Exceptional, (26)
"It was a very nice place. I’m glad I read the reviews, everything they was as it says. Convenient location to just about everywhere. "
Beautiful 2/1 Home - Walking Distance to the Beach

Spacious Waterfront Home - Stunning Rocket Launch View

9.8 out of 10, Exceptional, (135)
"We had a wonderful stay at Wren Isle. The property was lovely, and the views were outstanding. Everything was as advertised. There were 10 of us and the house was very accommodating and roomy!! Our only disappointment was not seeing an easy way to put paddle boards and kayaks in the river at the property. We came within 3 1/2 minutes of seeing SpaceX launch right before our eyes! I would highly recommend this property and will make plans to return!"
Spacious Waterfront Home - Stunning Rocket Launch View

A Home Where Eclectic Luxury Meets Affordability

10.0 out of 10, Exceptional, (102)
"The house was so cute, very clean, the beds were extremely comfortable, and the host had their home equipped with everything one would need. Not to mention that the sheets were the softest I’ve ever felt! The backyard was the perfect size for our dog to run around and get his exercise. Would definitely recommend for anyone staying in the area. "
A Home Where Eclectic Luxury Meets Affordability

Family Friendly home with Fenced in Backyard to enjoy with kids & pets

10.0 out of 10, Exceptional, (131)
"The house is laid out great. The family room is away from the bedrooms, so the babies couldn’t hear us when they went down for naps or the night. The master is well insulated! We did not hear the kids in the morning."
Family Friendly home with Fenced in Backyard to enjoy with kids & pets

NEW Amazing 2Bd House with Jacuzzi - Up 6 Guests-Private Backyard!

2.0 star property
7.0 out of 10, Good, (2)
" The inside is decorated very nicely. There are ample dishes and towels, and host was nice to leave some dish washing liquid, trash bags, shampoo, conditioner, and even a little laundry detergent. Much appreciated! We did not try the jacuzzi. The back yard was clean and freshly mowed, even after they just had hurricane milton (great job!). The beds were comfy. Arriving at the house, note is a duplex, not a free standing house, which is not stated in the listing and photos are taken from...
The price is AU$547
includes taxes & fees
2 Dec - 3 Dec
NEW Amazing 2Bd House with Jacuzzi - Up 6 Guests-Private Backyard!

Charming 3-bedroom townhome with AC and WiFi in Winter Park

2.0 star property
10.0 out of 10, Exceptional, (4)
"In town for a wedding. Stayed with inlaws. Plenty of room. Love the huge tvs everywhere. "
The price is AU$663
includes taxes & fees
8 Dec - 9 Dec
Charming 3-bedroom townhome with AC and WiFi in Winter Park

Lake Front Suite -Close to all Attractions

9.4 out of 10, Exceptional, (62)
"Enjoyed our time here. "
Lake Front Suite -Close to all Attractions

True Oceanfront Home! 7BR/5.5BA Sand Castle

9.2 out of 10, Wonderful, (19)
"Great home and awesome time. We just misssed the hurricane but our weather was awesome. It's such a fun area and great to be able to put on your trunks and walk the beach or go in for a nice morning wake me up. We did have a plane delay and the host was gracious enough to give us a few more hours at the home as we waited for our flights to get unscrambled. Thank you. "
True Oceanfront Home! 7BR/5.5BA Sand Castle

The Cozy Crash Pad: Tiny House Experience

9.8 out of 10, Exceptional, (8)
"We had everything we needed in this tiny home. The place seemed tidy visually. Check in was well explained and simple. The floor was a little sandy though. We noticed a smell when we first entered. We found the source to be the shower water, where it was strongest. The smell gets strong when AC isnt turned on, probably due to the heat and humidity. The shower curtain had brown spots on the bottom, most likely from the previous statement. A dehumidifier would help. Clean towels were provided per...
The price is AU$231
includes taxes & fees
1 Dec - 2 Dec
The Cozy Crash Pad: Tiny House Experience

Relaxing and Spacious Oasis near the Springs

9.6 out of 10, Exceptional, (43)
"Overall a great place."
Relaxing and Spacious Oasis near the Springs

Waterfront Daytona Escape w/ Pool & Game Room!

9.2 out of 10, Wonderful, (5)
"We had 15 people stay. We can right after hurricane Milton. The property was in great shape. We had excellent communication with the property manager when we did have some questions. My family really loved it and would come back again. "
Waterfront Daytona Escape w/ Pool & Game Room!

House within walking distance of the marina and the historic downtown!

10.0 out of 10, Exceptional, (1)
"Very nice place, well kept"
House within walking distance of the marina and the historic downtown!

NEW LISTING! Family Paradise with Private Heated Pool by RedAwning

2.5 star property
The price is AU$1,101
includes taxes & fees
25 Nov - 26 Nov
NEW LISTING! Family Paradise with Private Heated Pool by RedAwning

Charming 1925 House in the Heart of DeLand.

2.0 star property
6.0 out of 10, (2)
"Very nice stay clean house nice place will definitely stay again thank you "
Charming 1925 House in the Heart of DeLand.
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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Other property types in Osteen

Fantasy Island Resort, Daytona Beach Shores

3.5 star property
8.4 out of 10, Very good, (71)
"We were able to check in early. Rooms were clean. They had everything that we needed in our room, such as paper towels, utensils, etc. Friendly staff. Reasonable priced. "
The price is AU$212
includes taxes & fees
28 Nov - 29 Nov
Fantasy Island Resort, Daytona Beach Shores

Tropical Suites at Sunglow Resort

4.5 star property
8.6 out of 10, Excellent, (26)
"The front desk were very polite and helpful the pool and deck were immaculate and the room was very clean and had all we needed for a stress free stay"
The price is AU$452
includes taxes & fees
4 Dec - 5 Dec
Tropical Suites at Sunglow Resort

Pirates Cove Resort Studios

3.0 star property
6.4 out of 10, (119)
"The room was great we booked very last minute. Wasn’t sure to expect. There wasn’t a door or curtain on the closet when you walk in. But otherwise it was really cute and clean. We stopped at the grocery store before we arrived they had accommodations in the room to make food that was nice. There was no interaction with any staff if you need anything. Just a text confirmation. There is a sign book but didn’t even see it till we left. Still super cute the beach was clean. Bummer the pool was...
The price is AU$221
includes taxes & fees
25 Nov - 26 Nov
Pirates Cove Resort 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.
Beautiful view of the beach with palm trees

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