Osteen Vacation Rentals

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Check prices for these dates

In two weeks
Jun 5 - Jun 7
In two months
Jul 17 - Jul 19
In three months
Aug 14 - Aug 16
In four months
Sep 11 - Sep 13

Our top choices for Osteen vacation rentals

2 bedrooms, desk, free WiFi

The Front Porch

The Front Porch
3.0 star property
Sanford
9.2 out of 10, Wonderful, (5 reviews)
"Enjoyed the place. Nice and relaxing. Close to downtown and lots of options for food. "
United States
Johnny
The price is ￥17,766
￥33,254 total
includes taxes & fees
Jun 22 - Jun 23
The Front Porch
Terrace/patio

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!
Whispering Oaks
9.2 out of 10, Wonderful, (271 reviews)
The price is ￥13,674
￥22,056 total
includes taxes & fees
Jun 10 - Jun 11
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!
Children's area

At the Center of it All!

At the Center of it All!
Indian River City
9.8 out of 10, Exceptional, (153 reviews)
"Great stay! Very responsive hosts! Would recommend and would stay again!"
United States
Jennifer C.
The price is ￥21,302
￥35,932 total
includes taxes & fees
May 27 - May 28
At the Center of it All!
Condo, Multiple Beds, Balcony, Ocean View (Oceania Beach Club 602) | Property grounds

Oceania Beach Club

Oceania Beach Club
3.0 star property
Central Beach
10.0 out of 10, Exceptional, (4 reviews)
"The condo was absolutely beautiful. The staff was amazing. Definitely going to book again!"
United States
CATHERINE
The price is ￥31,316
￥77,702 total
includes taxes & fees
Jun 3 - Jun 4
Oceania Beach Club
Property grounds

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (36 reviews)
"The host was easy to contact and the cottage was very cozy with all necessary amenities. The lakeside location was both beautiful and peaceful, especially considering it is so close to 436 and I4. We definitely plan to return. "
United States
Carol G.
The price is ￥21,306
￥56,776 total
includes taxes & fees
May 25 - May 26
Incredible Private Lakefront Cottage Retreat
Exterior

The Jazz Loft

The Jazz Loft
3.0 star property
Sanford
8.6 out of 10, Excellent, (8 reviews)
"Location, location, location!!! What a cute and fun space. I thoroughly enjoyed my entire Jazz Loft experience. Look fwd to next trip! "
United States
Deborah
The price is ￥10,571
￥22,524 total
includes taxes & fees
May 25 - May 26
The Jazz Loft
Family Condo, Beach View | Living area | TV

Ocean Beach Club

Ocean Beach Club
3.0 star property
Coronado Beach
9.8 out of 10, Exceptional, (19 reviews)
"The place was great, clean, right in the beach. Perfect spot!"
United States
Andrew
Ocean Beach Club
Beach

Hello Sunshine 321.. Lift Off

Hello Sunshine 321.. Lift Off
Royal Oak Golf Country Club
8.8 out of 10, Excellent, (23 reviews)
"Great location for the wedding we attended. Perfect size for our quick trip. We enjoyed staying here."
United States
Ed S.
The price is ￥19,300
￥53,705 total
includes taxes & fees
May 23 - May 24
Hello Sunshine 321.. Lift Off
Standard Apartment | Living area | 50-inch LCD TV with digital channels, Netflix, streaming services

The Blue Aztec

The Blue Aztec
3.0 star property
Sanford
9.6 out of 10, Exceptional, (13 reviews)
"Great location! Great Dining! "
United States
Lisa
The price is ￥11,591
￥35,591 total
includes taxes & fees
May 26 - May 27
The Blue Aztec
Smart TV, table tennis

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!

Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Azalea Park
9.6 out of 10, Exceptional, (24 reviews)
"Quiet neighborhood, good location."
United States
River
The price is ￥25,019
￥44,210 total
includes taxes & fees
May 23 - May 24
Quiet retreat 15 minutes from downtown Orlando, Orlando Airport International!
Standard Apartment | Living area | 50-inch LED TV with digital channels, Netflix, streaming services

Boho Nights

Boho Nights
3.0 star property
Sanford
9.6 out of 10, Exceptional, (14 reviews)
"Great location very clean awesome decor "
United States
Heather
The price is ￥9,666
￥21,510 total
includes taxes & fees
May 24 - May 25
Boho Nights
Dining

3Bdrm Home Near Downtown Orlando and Winter park

3Bdrm Home Near Downtown Orlando and Winter park
Orlando
10.0 out of 10, Exceptional, (4 reviews)
"Nice place , will book again "
United States
Kadijah J.
The price is ￥25,734
￥62,905 total
includes taxes & fees
May 30 - May 31
3Bdrm Home Near Downtown Orlando and Winter park
3 bedrooms, desk, iron/ironing board, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.8 out of 10, Exceptional, (27 reviews)
"This home was great for our family. What we particularly liked were all the extras - laundry detergent, coffee pods, water in the fridge etc. etc. We enjoyed the neighborhood too. It was a great stay."
United States
Melanie S.
The price is ￥22,896
￥63,327 total
includes taxes & fees
May 24 - May 25
Tranquil 3-bedroom house in Sanford with AC, WiFi
Interior

Bella Breeze

Bella Breeze
2.5 star property
Sanford
9.8 out of 10, Exceptional, (12 reviews)
"Great location for restaurants and river trail. Very well stocked so it is an easy and comfortable stay."
United States
Nancy
The price is ￥10,909
￥22,902 total
includes taxes & fees
May 24 - May 25
Bella Breeze
Panoramic Room | Balcony view

Beautiful Beachfront Resort Condo

Beautiful Beachfront Resort Condo
3.0 star property
Daytona Beach
9.0 out of 10, Wonderful, (16 reviews)
"Beyond expectations!!!"
Canada
Sara
The price is ￥21,445
￥41,998 total
includes taxes & fees
Jun 10 - Jun 11
Beautiful Beachfront Resort Condo
Apartment | 2 bedrooms, Internet

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, (2 reviews)
"The stay was so great I wish we could have stayed longer. I will be back. "
United States
Danielle
The price is ￥53,083
￥117,764 total
includes taxes & fees
May 27 - May 28
Oceanfront Penthouse Pool Hot Tub Beach Access
Fridge, microwave, oven, stovetop

Charming 3-bedroom home away from home.

Charming 3-bedroom home away from home.
Chuluota
9.8 out of 10, Exceptional, (25 reviews)
"Great stay. Will definitely use again! "
United States
Sharon S.
The price is ￥23,669
￥59,073 total
includes taxes & fees
Jun 5 - Jun 6
Charming 3-bedroom home away from home.
Interior

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!

Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
Geneva
9.4 out of 10, Exceptional, (19 reviews)
"Wonderful host. Very comfortable accommodations. We enjoyed it very much."
United States
Bobbijo A.
The price is ￥15,408
￥26,661 total
includes taxes & fees
May 23 - May 24
Luxury RV nested in a country setting, Only 9 minutes from Sanford airport!
1 bedroom, iron/ironing board, free WiFi, bed sheets

Mira Bella North - 1BR Tiny House in Lake Helen

Mira Bella North - 1BR Tiny House in Lake Helen
Lake Helen
10.0 out of 10, Exceptional, (3 reviews)
"Absolutely beautiful! We loved it. The animals are wonderful. "
United States
Christin L.
The price is ￥15,726
￥26,231 total
includes taxes & fees
Jun 10 - Jun 11
Mira Bella North - 1BR Tiny House in Lake Helen
Fridge, microwave, oven, stovetop

Hot Tub, Fire Pit, Near the Beach!

Hot Tub, Fire Pit, Near the Beach!
Florida Shores
9.8 out of 10, Exceptional, (37 reviews)
"Overall great location and the house was perfect."
United States
Becca W.
The price is ￥33,200
￥41,957 total
includes taxes & fees
May 26 - May 27
Hot Tub, Fire Pit, Near the Beach!
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

Bahama House

Bahama House

10/10 Excellent
"This hotel was the best option we chose the room is big,clean,and excellent ocean views. Creo que fue una excelente opción por que el precio estuvo muy bien para lo que te ofrecen solo estuvimos por un día pero me quedaría más tiempo ."
VICTOR 1-night trip
Posted 1 hour ago
Bahama House

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: Visitors like this Osteen vacation home rental. It 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.

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.