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Compare 1392 Vacation Homes in Osteen with updated reviews, rates, and availability.

Pirates Cove Resort Studios

3.0 star property
6.2 out of 10, (134)
"They are doing construction on the hotel but I didn’t notice any loud noises when we stayed. "
The price is SAR 293
SAR 588 total
includes taxes & fees
1 Jun - 2 Jun
Pirates Cove Resort Studios

Beachfront Property, Near Flagler Ave, Early Check in - Late Check Out

8.4 out of 10, Very Good, (11)
"Access and location to beach was fantastic. Property very clean and equipped. "
The price is SAR 364
SAR 1,155 total
includes taxes & fees
17 Jun - 18 Jun
Beachfront Property, Near Flagler Ave, Early Check in - Late Check Out

Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

9.2 out of 10, Wonderful, (203)
"Easy check in and owner responsive. Very tidy/clean. Conveniently located to Kennedy Space Center. "
The price is SAR 379
SAR 583 total
includes taxes & fees
4 Jun - 5 Jun
Mid Century Charm! KSC,Port Canaveral,Cocoa and Bio-Lume Kayak,Pet Friendly!

Family Friendly home with Fenced in Backyard to enjoy with kids & pets

10.0 out of 10, Exceptional, (142)
"Our family stayed here for our son’s UCF graduation and it was a perfect place for us. Being able to bring our dog was wonderful, and she enjoyed the fenced back yard. The neighborhood was quiet, the beds were comfortable, and there was enough room for everyone. We would stay here again. "
Family Friendly home with Fenced in Backyard to enjoy with kids & pets

Entire Lakefront House in Orlando with Boat & Fish, close to Disney, Universal

8.8 out of 10, Excellent, (6)
Entire Lakefront House in Orlando with Boat & Fish, close to Disney, Universal

Casa Jardin

10.0 out of 10, Exceptional, (15)
"We stayed at Casa Jardin for 3 nights and it's a lovely and comfortable property! Very well maintained, comfortable beds, kitchen has all the gadgets if you want to cook and beautiful outdoor space! I have family in Maitland so the location was perfect for us!"
Casa Jardin

Casa Bella

9.8 out of 10, Exceptional, (152)
"Great place to stay with the family with 3 primary suites ❤️ Highly recommended "
Casa Bella

Hemingway Suite

9.2 out of 10, Wonderful, (35)
"Met our needs for the trip. "
The price is SAR 371
SAR 725 total
includes taxes & fees
4 Jun - 5 Jun
Hemingway Suite

Deland Hideaway: Firepit + Pool Table on 2 acres!

2.0 out of 10, (1)
"We had this vacation planned out for several weeks. We where celebrating my brothers Sobriety of ONE full year. We pulled our 26 foot boat and bikes down there knowing there was 2 acres and bike trails leading to blue springs. We where 30 mins out and the host (Angela) canceled our stay leaving 8 of us with out a place to stay. The only option was a hotel..... it ruined or vacation plans, and caused unnecessary stress. There reasoning for canceling was Due to "house rules" that they have to rent...
Deland Hideaway: Firepit + Pool Table on 2 acres!

Lake Front Suite -Close to all Attractions

9.4 out of 10, Exceptional, (73)
"We chose this place for its location near family we wanted to visit but didn’t have time to actually enjoy the lake setting. It was clean and comfortable which is just what we needed. "
Lake Front Suite -Close to all Attractions

"LunaSea"-Directly Across from the Ocean-9BR/5BA

9.0 out of 10, Wonderful, (25)
"The most valuable attribute for our group was the number of bedrooms for our group of 10 adults. "
"LunaSea"-Directly Across from the Ocean-9BR/5BA

Private Luxury Pool / Smart-home

9.6 out of 10, Exceptional, (66)
"Fantastic place to stay in great location. "
Private Luxury Pool / Smart-home

Intercostal channel house with boat dock, above ground pool and ping-pong table

2.0 star property
9.8 out of 10, Exceptional, (10)
"Great place, worked for us"
Intercostal channel house with boat dock, above ground pool and ping-pong table

Family and pet friendly! Sleeps 8. New heated pool and spa. Bikers Welcome!

10.0 out of 10, Exceptional, (6)
"Great stay! Very happy with everything with the property and the hosts"
Family and pet friendly! Sleeps 8. New heated pool and spa. Bikers Welcome!

Charming bungalow in Sanford's historical district

10.0 out of 10, Exceptional, (47)
"Cute little property, host communication was great!"
Charming bungalow in Sanford's historical district

Hill Street Hideaway - Pet Friendly Pool Home

9.8 out of 10, Exceptional, (27)
"We absolutely loved our stay in this beautiful home. The home is clean and spacious with everything you might need to enjoy your stay. We really loved the relaxing pool and the ease of having the beach only steps away. We will definitely stay here again."
Hill Street Hideaway - Pet Friendly Pool Home

Sunset on the Riverfront | Dock | Bring the Boat | Waterfall Grotto Pool

10.0 out of 10, Exceptional, (7)
"Great location. Wired really well for large family"
Sunset on the Riverfront | Dock | Bring the Boat | Waterfall Grotto Pool

Ocean Front View from your Balcony and bedroom - one bedroom Condo

2.0 star property
10.0 out of 10, Exceptional, (4)
"We really enjoyed staying in this place. Had everything that we needed and more, very clean and the view was amazing. "
Ocean Front View from your Balcony and bedroom - one bedroom Condo

BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

8.6 out of 10, Excellent, (78)
"Check in easy , property extremely accessible, great host , clean house, coming back next year !!!"
BEACHFRONT NEWLY remodeled 4 bed/4 Bath 1/2 Block from the Main strip & shops!

LUXURY TOWN HOUSE. DIRECT OCEAN FRONT. VIEWS!!! SLEEPS 10; 4BED 3 BATH

9.8 out of 10, Exceptional, (100)
"Great property we could walk to everything and wake up to the ocean "
LUXURY TOWN HOUSE. DIRECT OCEAN FRONT. VIEWS!!! SLEEPS 10; 4BED 3 BATH
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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