Search Guest Houses in Osteen

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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 15 Guest Houses in Osteen with updated reviews, rates, and availability.

Sea Dip Resort Studios
Indoor pool, 2 outdoor pools

Sea Dip Resort Studios

3.0 star property
6.0 out of 10, (38)
"It was very easy instructions to get in and everything was great. Will definitely stay again location was great. Thank you so much we had a great time. "
The price is AED 244
AED 527 total
includes taxes & fees
23 Apr - 24 Apr
Sea Dip Resort Studios
Cabin On The Lake
Front of property

Cabin On The Lake

3.0 star property
9.8 out of 10, Exceptional, (94)
"Beds were extremely comfortable, room was very clean, staff was very friendly."
The price is AED 529
AED 595 total
includes taxes & fees
23 Apr - 24 Apr
Cabin On The Lake
The Ann Stevens House
Exterior

The Ann Stevens House

3.0 star property
9.4 out of 10, Exceptional, (151)
"What a beautiful, serene, magical place this is! The owners are so friendly and helpful and full of so much knowledge about the area. We loved our stay and wanted to stay longer!! "
The price is AED 584
AED 657 total
includes taxes & fees
23 Apr - 24 Apr
The Ann Stevens House
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Fridge, microwave, stovetop, coffee/tea maker

SPRING LAKE GETAWAY SUITE (Detached Guest House)

10.0 out of 10, Exceptional, (68)
"We took a getaway for my birthday and it was the perfect set up for us. Gina’s communication was welcoming. The gated neighborhood gave us appreciated security. Will visit again. "
SPRING LAKE GETAWAY SUITE (Detached Guest House)
Captain’s Quarters Along the Sea Private waterfront Suite
Property grounds

Captain’s Quarters Along the Sea Private waterfront Suite

10.0 out of 10, Exceptional, (78)
"Property was exactly as shown on website. Very relaxing and comfortable. Was close to the activities we wanted to do. Was our 43rd anniversary and Jo Ann made us very welcome and she was knowledgeable for restaurants and activities. Would love to stay again. Frank and DonnaPort Richey, FL"
The price is AED 386
AED 714 total
includes taxes & fees
29 Apr - 30 Apr
Captain’s Quarters Along the Sea Private waterfront Suite
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
Peaceful Beachside Retreat
Terrace/patio

Peaceful Beachside Retreat

10.0 out of 10, Exceptional, (39)
"Mike and Candi were gracious and very attentive to all our needs. We walked and biked to beach, parks, restaurants and pickleball courts and shopping areas. Hot tub and balcony were great. Kitchenette is very small, but we grilled a lot. Main bedroom is separated by a curtain, and second bedroom has sliding glass door."
Peaceful Beachside Retreat
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Property grounds

Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!

9.8 out of 10, Exceptional, (12)
"Cozy and private. A great location and a very nice experience "
Dog Friendly Loft STEPS from Beach with Gas Barbecue Grill and Upstairs Deck!
Cozy Tiny Cottage Farm House!
Terrace/patio

Cozy Tiny Cottage Farm House!

9.8 out of 10, Exceptional, (20)
"I needed a convenient place to stay while visiting family in Longwood, and this rental was perfect. Tucked away from the main road in a quiet neighborhood, the house was easy to find and check-in was effortless. The efficient space was well-appointed with all I needed for a cozy spot to sleep, have breakfast, and wash a small load of laundry before setting out to spend my day with family. I will be back."
Cozy Tiny Cottage Farm House!
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Fridge, microwave, oven, stovetop

 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 

10.0 out of 10, Exceptional, (79)
"The house was clean and pretty and perfect!! It’s all updated. Beds were super comfy and warm (it was cold the weekend we stayed). We did have an issue with a couple of minor things but Mike came over instantly and fixed them immediately. He was very attentive and very friendly and I enjoyed talking with him! We stayed for a soccer tournament and it was super close to Seminole Soccer Complex. I would absolutely stay there again! "
 Peaceful Two Bedroom Guest House near Wekiva River and State Parks 
Adorable 1bed 1 bath guest house
Smart TV

Adorable 1bed 1 bath guest house

10.0 out of 10, Exceptional, (24)
"Samson and Sunny clearly put in the effort to make sure I felt welcome during my stay. The check in and check out processes were very simple (not always the case with properties!) which I really appreciated. "
Adorable 1bed 1 bath guest house
City Guesthouse in beautiful Historic Downtown Sanford
TV

City Guesthouse in beautiful Historic Downtown Sanford

9.8 out of 10, Exceptional, (8)
"The unit was nice though the AC was not operating properly. The Hosts were very understanding and immediately offer/processed refund and assisted in instructing us on method of cancelation to get full refund from VRBO. VRBO was also extremely prompt in processing a our full refund. This was a first for us using VRBO and was very skeptical but after this experience I will not have any reservation about using VRBO again as well as booking through this host. The AC issues were out of the hosts...
City Guesthouse in beautiful Historic Downtown Sanford
Private Poolside Guest House In Winter Park/Orlando
A heated pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
Interior

Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.

2.0 star property
Secluded and Quiet. View of the river and sunsets. Short walk to Flagler Ave.
NEW YEAR AT THE BEACH!
1 bedroom, WiFi

NEW YEAR AT THE BEACH!

NEW YEAR AT 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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Other property types in Osteen

Silver Beach Club
Outdoor pool, open 8:00 AM to 8:00 PM, pool umbrellas, sun loungers

Silver Beach Club

3.5 star property
8.6 out of 10, Excellent, (53)
"Very helpful friendly staff Great bargain for the space"
The price is AED 694
AED 781 total
includes taxes & fees
19 May - 20 May
Silver Beach Club
New Smyrna Waves by Exploria Resorts
Property grounds

New Smyrna Waves by Exploria Resorts

3.0 star property
9.2 out of 10, Wonderful, (218)
"Beautiful location!"
New Smyrna Waves by Exploria Resorts
Fantasy Island Resort, Daytona Beach Shores
Front of property

Fantasy Island Resort, Daytona Beach Shores

4.0 star property
8.6 out of 10, Excellent, (94)
"The people above us must of been playing basketball in their room. The room was worth the price we paid for it. Nice pool area! Love the tables outside the rooms, but not that you could smoke at them, right outside our room. "
The price is AED 394
AED 567 total
includes taxes & fees
30 Apr - 1 May
Fantasy Island Resort, Daytona Beach Shores
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.