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

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Osteen vacation homes

A covered porch with two blue chairs and a small table, wooden flooring, and a door with a 'Home Sweet Home' sign.

1. 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.
Historic Hotspot • Walk to Downtown Fun • Luxury Beds
A neatly made bed with white linens and towels, a dark door, and two framed artworks on the wall.

2. 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 ￥18,614
￥58,393 total
includes taxes & fees
Aug 28 - Aug 29
Tranquil 3-bedroom house in Sanford with AC, WiFi
A modern kitchen with white cabinets, a granite countertop, and a blue door with a view of greenery.

3. 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 ￥11,970
￥44,208 total
includes taxes & fees
Aug 31 - Sep 1
Backyard BBQ home - Blue Spring to Daytona
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a dining area with a glass table and white chairs.

4. River City Retreat

River City Retreat
Sanford
9.6 out of 10, Exceptional, (21 reviews)
"Great place and quick, simple check in."
United States
Dennis L.
The price is ￥19,343
￥34,561 total
includes taxes & fees
Sep 8 - Sep 9
River City Retreat
A modern kitchen with light-colored cabinets, stainless steel appliances, and a herringbone-patterned backsplash.

5. 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 ￥10,739
￥49,668 total
includes taxes & fees
Sep 2 - Sep 3
Home Sweet Home
A modern kitchen with white cabinetry, a large island with stools, and a refrigerator.

6. 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 ￥21,334
￥45,199 total
includes taxes & fees
Aug 29 - Aug 30
Charming 2-bedroom house in DeBary with AC- Close to highway andhiking Trail
A living room with a white sofa, a black leather sofa, a ceiling fan, and a large mirror on the wall.

7. 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 ￥30,757
￥76,012 total
includes taxes & fees
Aug 30 - Aug 31
Serene Sunshine State Escape
A modern kitchen with white cabinetry, a central island with bar stools, a built-in microwave, and a window with a view.

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 ￥22,273
￥52,055 total
includes taxes & fees
Sep 19 - Sep 20
Welcoming 2-bedroom house with AC in charming Sanford
A two-story yellow house with a porch, surrounded by lush greenery and trees.

9. 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 ￥25,057
￥66,883 total
includes taxes & fees
Aug 27 - Aug 28
Historic Downtown Sanford Sunshine Cottage with Tree Top Suite!
A living room with a brown leather sofa, a white ottoman, a coffee table, a dining area with a table and chairs, and a wall with framed pictures.

10. 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 ￥25,375
￥67,971 total
includes taxes & fees
Aug 31 - Sep 1
Bright & Cozy 3BR Retreat with Timeless Charm
A modern kitchen with grey cabinets, a central island with bar stools, a stainless steel trash can, and a dining area with a glass table and chairs.

11. 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 ￥32,216
￥64,662 total
includes taxes & fees
Aug 27 - Aug 28
The Getaway Experience
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

12. The Arcade House: private arcade, fully-fenced backyard, close to downtown

The Arcade House: private arcade, fully-fenced backyard, close to downtown
Downtown Sanford
8.0 out of 10, Very Good, (1 review)
The Arcade House: private arcade, fully-fenced backyard, close to downtown
A modern kitchen with white cabinetry, a stainless steel refrigerator, a microwave, and a large island with stools.

13. 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 ￥24,198
￥60,910 total
includes taxes & fees
Sep 8 - Sep 9
Lux 4 bed Mins! To HCA & Advent & Gemini Springs

14. 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 ￥19,091
￥37,248 total
includes taxes & fees
Aug 30 - Aug 31
Stylish 2BR Downtown DeLand • Outdoor Fire Pit & Relaxed Vibes
A bedroom with a bed, bedside table, lamp, TV, fireplace, and a window with curtains.

15. Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly

Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly
Sanford
9.8 out of 10, Exceptional, (19 reviews)
"Thank you so much we had a wonderful visit and so great to be able to bring our dog he really loved the back yard!"
United States
Miriam R.
The price is ￥35,000
￥64,336 total
includes taxes & fees
Aug 27 - Aug 28
Sanford Group Getaway- 4BR/Sleeps 10, Pet Friendly
A modern kitchen with white cabinets, stainless steel appliances, granite countertops, and pendant lighting.

16. 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 price is ￥37,921
￥71,966 total
includes taxes & fees
Sep 8 - Sep 9
The Hub on Cypress Ave - walk to downtown Sanford
A bedroom with a bed, a mirror, a wardrobe, and a floral artwork on the wall.

17. 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, (55 reviews)
"The residence met all of our needs for an entertaining/relaxing stay."
United States
Kevin K.
The price is ￥20,761
￥40,340 total
includes taxes & fees
Aug 31 - Sep 1
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
A kitchen with white cabinets, a stainless steel trash can, a microwave, an oven, and a refrigerator.

18. 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 ￥23,704
￥60,117 total
includes taxes & fees
Aug 27 - Aug 28
Charming 3-bedroom home away from home.
A swimming pool with a covered patio area, surrounded by plants and a white fence.

19. Breezy Escape in Oviedo

Breezy Escape in Oviedo
Oviedo
10.0 out of 10, Exceptional, (12 reviews)
"Home was beautiful, neighborhood was very nice. Definitely staying again when in the area!"
United States
Jeremy B.
The price is ￥31,818
￥55,204 total
includes taxes & fees
Sep 24 - Sep 25
Breezy Escape in Oviedo
A modern kitchen with a central island, white cabinets, a stainless steel refrigerator, and a black and white geometric backsplash.

20. Renovated Peaceful Luxury Walk to Mall Park Publix

Renovated Peaceful Luxury Walk to Mall Park Publix
Altamonte Springs
9.0 out of 10, Wonderful, (22 reviews)
"Host responded quickly to our texts.Location was excellent for our needs."
United States
Angie Y.
The price is ￥15,114
￥31,691 total
includes taxes & fees
Sep 22 - Sep 23
Renovated Peaceful Luxury Walk to Mall Park Publix
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

Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs

10/10 Excellent
"Clean room Very quiet and comfortable Staff professional Would recommend for solo travelers"
Karen 1-night trip
Posted 1 hour ago
Hilton Orlando/Altamonte Springs

Find out more about Osteen

Osteen Vacation Homes information

Number of reviews
198
Accommodation
1468 Vacation Homes
Lowest Price
￥31,691
Highest Price
￥76,012