A sunset over a calm lake with islands and a bridge.

Holiday Homes in Osteen

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Osteen holiday homes

Room

1. Tranquil 3-bedroom house in Sanford with AC, WiFi

Tranquil 3-bedroom house in Sanford with AC, WiFi
Sanford
9.6 out of 10, Exceptional, (28 reviews)
"Beautiful place to stay near the airport "
United States
Rodney
The price is NZ$599
includes taxes & fees
24 Aug - 25 Aug
Tranquil 3-bedroom house in Sanford with AC, WiFi
Private kitchen

2. Home Sweet Home

Home Sweet Home
Sanford
9.4 out of 10, Exceptional, (33 reviews)
"The house was perfect for our three night stay. The location was a short distance to all our activities. It was super clean and had very nice updates. The area was quiet and the house very comfortable. If we are in the area again, we’ll definitely stay there again!"
United States
Janice M.
The price is NZ$507
includes taxes & fees
21 Sept - 22 Sept
Home Sweet Home
Terrace/patio

3. Historic Hotspot • Walk to Downtown Fun • Luxury Beds

Historic Hotspot • Walk to Downtown Fun • Luxury Beds
Downtown Sanford
10.0 out of 10, Exceptional, (18 reviews)
"Ideal location, easy walk to food and fun."
United States
Steven H.
The price is NZ$352
includes taxes & fees
25 Aug - 26 Aug
Historic Hotspot • Walk to Downtown Fun • Luxury Beds
Private kitchen

4. Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail

Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Plantation Estates
10.0 out of 10, Exceptional, (3 reviews)
"Loved staying at this place! Cute home and the renters gave us some great ideas."
United States
Maria K.
The price is NZ$472
includes taxes & fees
24 Aug - 25 Aug
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
Dining

5. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (20 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is NZ$355
includes taxes & fees
31 Aug - 1 Sept
River City Retreat
Living area

6. Serene Sunshine State Escape

Serene Sunshine State Escape
Deltona Lakes
10.0 out of 10, Exceptional, (3 reviews)
"Very nice host and great place to stay!"
United States
Wesley L.
The price is NZ$789
includes taxes & fees
24 Aug - 25 Aug
Serene Sunshine State Escape
Private kitchen

7. Backyard BBQ home - Blue Spring to Daytona

Backyard BBQ home - Blue Spring to Daytona
Orange City
9.6 out of 10, Exceptional, (7 reviews)
"Great host, clean and comfortable house, quiet neighborhood. "
United States
Russ B.
The price is NZ$450
includes taxes & fees
25 Aug - 26 Aug
Backyard BBQ home - Blue Spring to Daytona
Private kitchen

8. Welcoming 2-bedroom house with AC in charming Sanford

Welcoming 2-bedroom house with AC in charming Sanford
Sanford
10.0 out of 10, Exceptional, (5 reviews)
"This was excellent in every way. Beautifully decorated that created a warm atmosphere. Beds were very comfortable. If I’m in the area again, I will definitely stay there."
United States
Debra O.
The price is NZ$534
includes taxes & fees
23 Aug - 24 Aug
Welcoming 2-bedroom house with AC in charming Sanford
Private kitchen

9. The Getaway Experience

The Getaway Experience
Deltona Lakes
9.2 out of 10, Wonderful, (14 reviews)
"Loved having 3 king beds and 2.5 bathrooms. We didn’t stay in much as we were visiting family but we slept great! "
United States
Kris V.
The price is NZ$688
includes taxes & fees
23 Aug - 24 Aug
The Getaway Experience
Exterior

10. Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!

Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Sanford
10.0 out of 10, Exceptional, (28 reviews)
"We absolutely loved this house! So cute and ample space. The outdoor space was so nice to grill and hangout!"
United States
Danielle C.
The price is NZ$695
includes taxes & fees
24 Aug - 25 Aug
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
Living area

11. Bright & Cozy 3BR Retreat with Timeless Charm

Bright & Cozy 3BR Retreat with Timeless Charm
Sanford
10.0 out of 10, Exceptional, (1 review)
"Our stay at Arcadia was perfect! The house was fully stocked with EVERYTHING you might need. Our host was great to work with. And having the golf cart to go downtown for dinner and shopping was icing on the cake. Would definitely stay here again!"
United States
Lindsay P.
The price is NZ$706
includes taxes & fees
21 Sept - 22 Sept
Bright & Cozy 3BR Retreat with Timeless Charm
Private kitchen

12. Lux 4 bed Mins! To HCA & Advent & Gemini Springs

Lux 4 bed Mins! To HCA & Advent & Gemini Springs
DeBary
10.0 out of 10, Exceptional, (1 review)
"Property was fabulous, clean and nice. Easy check in and host communicated in a timely manner. I highly recommend this property."
United States
Elisabeth G.
The price is NZ$654
includes taxes & fees
2 Sept - 3 Sept
Lux 4 bed Mins! To HCA & Advent & Gemini Springs
Private kitchen

13. Charming 3-bedroom home away from home.

Charming 3-bedroom home away from home.
Chuluota
9.8 out of 10, Exceptional, (25 reviews)
"Great layout, clean, plenty of amenities, quiet neighborhood. Host was very friendly and responsive. "
United States
Mary B.
The price is NZ$614
includes taxes & fees
23 Aug - 24 Aug
Charming 3-bedroom home away from home.
Private kitchen

14. The Hub on Cypress Ave - walk to downtown Sanford

The Hub on Cypress Ave - walk to downtown Sanford
Downtown Sanford
10.0 out of 10, Exceptional, (3 reviews)
"This house has everything. Beautiful space, close to downtown- you can walk to dinner if needed. Plenty of space for big groups."
United States
Southern S.
The Hub on Cypress Ave - walk to downtown Sanford
Property grounds

15. Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes

Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
Downtown DeLand Historic District
9.4 out of 10, Exceptional, (11 reviews)
"Great location for our needs and comfortable. "
United States
Michelle M.
The price is NZ$387
includes taxes & fees
23 Aug - 24 Aug
Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
Pool

16. Spacious & Private Guest Pool House Oasis

Spacious & Private Guest Pool House Oasis
Union Park
9.8 out of 10, Exceptional, (28 reviews)
"The pool house looked exactly like the pictures and it was a very comfortable place to stay. My husband and I really enjoyed it and would definitely stay there again in the future."
United States
Dionne T.
The price is NZ$456
includes taxes & fees
3 Sept - 4 Sept
Spacious & Private Guest Pool House Oasis
Living area

17. Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden

Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden
Downtown Sanford
10.0 out of 10, Exceptional, (8 reviews)
"Property was well maintained and very clean. Location is amazing and response from host was extremely quick!!!! Highly recommend property!!!"
United States
Anonymous traveller
Sunny 5-bedroom Family Central Florida Getaway - AC, WiFi & Private Garden
Room

18. Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (54 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is NZ$419
includes taxes & fees
24 Aug - 25 Aug
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Room

19. Studio in the heart of Orlando

Studio in the heart of Orlando
Azalea Park
9.4 out of 10, Exceptional, (6 reviews)
"Can’t complain. Would re book for sure."
United States
Matthew
The price is NZ$264
includes taxes & fees
25 Aug - 26 Aug
Studio in the heart of Orlando
Room

20. CUTE and COZY studio w/ jacuzzi!

CUTE and COZY studio w/ jacuzzi!
Azalea Park
8.8 out of 10, Excellent, (8 reviews)
"Very cozy for the two of us! No more space than we needed. It was perfect for our stay. The hot tub was a very nice addition! Highly recommend for couples or single travelers. "
United States
Callie B.
The price is NZ$297
includes taxes & fees
23 Aug - 24 Aug
CUTE and COZY studio w/ jacuzzi!
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

Best Western Aku Tiki Inn

Best Western Aku Tiki Inn

10/10 Excellent
"The renovator rooms were very clean and comfortable. The shower was outstanding."
Larry 1-night trip
Posted 1 hour ago
Best Western Aku Tiki Inn

Find out more about Osteen

Osteen Holiday Homes information

Number of reviews
190
Accommodation
1443 Holiday Homes
Lowest Price
NZ$264
Highest Price
NZ$789