Osteen Holiday Rentals

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Check prices for these dates

In two weeks
31 Oct - 2 Nov
In one month
14 Nov - 16 Nov
In two months
12 Dec - 14 Dec
In three months
9 Jan - 11 Jan

Holiday Rentals in Osteen

Fridge, microwave, oven, stovetop
At the Center of it All!
At the Center of it All!
9.8 out of 10, Exceptional, (144)
"It was a small , cozy, quite stay. Exacly what we were looking for on this vacation!"
The price is HK$833
HK$1,531 total
includes taxes & fees
17 Oct - 18 Oct
At the Center of it All!
Terrace/patio
“NATURE IN THE CITY”
“NATURE IN THE CITY”
2.0 star property
9.0 out of 10, Wonderful, (6)
"First time staying in an RV / camper so it was nice. Some adjustment due to being over 6 feet tall ha. But the space was great. Easy access. Great communication by owner. Convenient location. Great experience. "
The price is HK$595
HK$1,722 total
includes taxes & fees
19 Oct - 20 Oct
“NATURE IN THE CITY”
Exterior
The Blue Aztec
The Blue Aztec
3.0 star property
9.6 out of 10, Exceptional, (13)
"Great location! Great Dining! "
The Blue Aztec
Property grounds
Incredible Private Lakefront Cottage Retreat
Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (27)
"One of our best stays. "
The price is HK$875
HK$2,522 total
includes taxes & fees
19 Oct - 20 Oct
Incredible Private Lakefront Cottage Retreat
Mini-fridge, microwave, cookware/dishes/utensils
Bella Breeze
Bella Breeze
2.5 star property
9.4 out of 10, Exceptional, (3)
"Cute little place within walking distance to downtown "
Bella Breeze
Exterior
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
9.2 out of 10, Wonderful, (226)
"Perfect for our large family to stay the night before our cruise. Great communication and loved the artwork. "
The price is HK$455
HK$839 total
includes taxes & fees
21 Oct - 22 Oct
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Property grounds
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
2.0 star property
9.6 out of 10, Exceptional, (4)
"Loved the proximity to the wonderful bike and walking trail!"
The price is HK$770
HK$2,391 total
includes taxes & fees
20 Oct - 21 Oct
COZY 2BR Condo with Pool bike-trail near lake beach fireplace SAFE community
Fridge, microwave, oven, stovetop
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
9.8 out of 10, Exceptional, (32)
"Love my stay what a wonderful place to get away I didn’t want to leave. It was very clean and had everything you needed for a long stay. Love the porch to have your morning coffee and to start your day Would love to stay again "
The price is HK$700
HK$1,161 total
includes taxes & fees
20 Oct - 21 Oct
The Hidden Gem in historic Lake Helen. Next to Cassadaga & downtown Deland.
Floor plan
Daytona 3BR Getaway Pool, Gym, Pet Friendly
Daytona 3BR Getaway Pool, Gym, Pet Friendly
3.0 star property
The price is HK$910
HK$2,859 total
includes taxes & fees
22 Oct - 23 Oct
Daytona 3BR Getaway Pool, Gym, Pet Friendly
1 bedroom, desk, soundproofing, free WiFi
Beach Front Studios in Daytona Beach
Beach Front Studios in Daytona Beach
3.0 star property
7.4 out of 10, Good, (157)
"Very nice location, clean place, all around quite a nice experience."
The price is HK$546
HK$1,150 total
includes taxes & fees
19 Oct - 20 Oct
Beach Front Studios in Daytona Beach
Terrace/patio
Silver Beach Club
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 HK$894
HK$1,005 total
includes taxes & fees
11 Nov - 12 Nov
Silver Beach Club
Property grounds
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
2.0 star property
The price is HK$603
HK$1,053 total
includes taxes & fees
19 Oct - 20 Oct
Money Saving Clean Small 1/1 Private Apartment on the Orlando Border.
Outdoor pool, pool loungers
Tropical Suites at Sunglow Resort
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
Sun-loungers, beach towels
Beach side condo - Pool - Pickleball - Tennis - Gym - Full equip
Beach side condo - Pool - Pickleball - Tennis - Gym - Full equip
10.0 out of 10, Exceptional, (17)
"The pool was a walk across street Atlantic Ocean short walk to beach Nice shaded walking path Stores and restaurants closeGreat bike riding trailsHouse was clean and spacious Plenty of room for Other guests Enjoyed the outside patio We will stay here again next time "
The price is HK$805
HK$2,811 total
includes taxes & fees
17 Oct - 18 Oct
Beach side condo - Pool - Pickleball - Tennis - Gym - Full equip
Smart TV
Historic Oviedo Charmer - Close to everything
Historic Oviedo Charmer - Close to everything
2.0 star property
9.0 out of 10, Wonderful, (7)
"Great stay! Highly recommended "
Historic Oviedo Charmer - Close to everything
Interior
To The Moon at Titusville/Space Coast/
To The Moon at Titusville/Space Coast/
9.2 out of 10, Wonderful, (31)
"Every day was a pleasure because the house offers all you can expect"
The price is HK$762
HK$1,844 total
includes taxes & fees
6 Nov - 7 Nov
To The Moon at Titusville/Space Coast/
Dining
Florida Vacation with pool fun for families
Florida Vacation with pool fun for families
9.4 out of 10, Exceptional, (36)
"The place is perfectly located and clean. Loved it "
The price is HK$995
HK$2,716 total
includes taxes & fees
27 Oct - 28 Oct
Florida Vacation with pool fun for families
Living area
Boho Nights
Boho Nights
3.0 star property
8.4 out of 10, Very good, (5)
"My favorite place to stay when in Sanford. "
Boho Nights
Terrace/patio
THE CHLOE by EVRH
THE CHLOE by EVRH
8.8 out of 10, Excellent, (66)
"This house was great for our stay. The decor and cleanliness was great. "
The price is HK$770
HK$3,901 total
includes taxes & fees
19 Oct - 20 Oct
THE CHLOE by EVRH
Outdoor dining
Traveler's Dream: Refresh & Recharge Poolside
Traveler's Dream: Refresh & Recharge Poolside
2.0 star property
9.4 out of 10, Exceptional, (6)
"In town for a work project and this was perfect for my needs. Quiet, clean, comfortable bed, plenty of space and hot shower to name a few. I would definitely recommend!"
The price is HK$583
HK$1,157 total
includes taxes & fees
3 Nov - 4 Nov
Traveler's Dream: Refresh & Recharge Poolside
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

Perry's Ocean Edge Resort

Perry's Ocean Edge Resort

10/10 Excellent
"Awesome stay!"
Debra G 3-night trip
Posted 3 days ago
Perry's Ocean Edge Resort

Find out more about Osteen

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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.