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Holiday Rentals in Osceola County

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Featured Holiday Rentals in Osceola County

Our top choices for Osceola County holiday rentals

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Property grounds

Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.

10.0 out of 10, Exceptional, (161)
"Very nice place for a family to stay."
Lake view condo! Updated unit with 8 beds and 6 waterpark passes at Bridges Bay.
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Property grounds

Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes

10.0 out of 10, Exceptional, (78)
"The place was awesome "
The price is €446
includes taxes & fees
1 Sept - 2 Sept
Lakefront Luxury! Spacious corner condo, wrap around deck. 6 BB waterpark passes
Amazing West Lake Okoboji Home! Location, Location, Location!!!
Property grounds

Amazing West Lake Okoboji Home! Location, Location, Location!!!

9.8 out of 10, Exceptional, (186)
"Awesome views and great location from being on the lake to local entertainment. "
Amazing West Lake Okoboji Home! Location, Location, Location!!!
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
Children’s area

Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.

10.0 out of 10, Exceptional, (25)
"Beautiful and spacious property that was perfect for our family weekend getaway. Everything was as advertised and couldn't have been more happy with our stay. Property owners were great as well. Responded to us very quickly allowing us to have an earlier check-in and providing us more time to check-out! "
The price is €662
includes taxes & fees
31 Aug - 1 Sept
Spacious 4 Bedroom Lakefront Luxury. Panoramic Views & 6 waterpark passes at BB.
PRIME LOCATION AT BRIDGES BAY RESORT!!!
Pool

PRIME LOCATION AT BRIDGES BAY RESORT!!!

10.0 out of 10, Exceptional, (82)
"Great cabin and great location."
PRIME LOCATION AT BRIDGES BAY RESORT!!!
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
Marina

Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat

9.8 out of 10, Exceptional, (125)
"Everyone in my group had a very pleasant stay. Checking in and out was easy and the house was well kept. Close to everything, would definitely stay here again! "
Okoboji Bridges Bay Cabin 111~ Waterpark Passes and Relaxing Retreat
Summer Escape on Spirit Lake - Private Lake Access, Fire-pit & Grill Sleeps 12
Interior

Summer Escape on Spirit Lake - Private Lake Access, Fire-pit & Grill Sleeps 12

6.0 out of 10, (3)
"Great location and hosts "
Summer Escape on Spirit Lake - Private Lake Access, Fire-pit & Grill Sleeps 12
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.
Indoor pool, outdoor pool

Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.

10.0 out of 10, Exceptional, (68)
"Nice place to stay"
The price is €433
includes taxes & fees
21 Sept - 22 Sept
Penthouse Luxury with Lake Views & 6 FREE waterpark passes daily at Bridges Bay.
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Lobby

Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!

10.0 out of 10, Exceptional, (113)
"Great clean place to have a family reunion!"
The price is €585
includes taxes & fees
28 Aug - 29 Aug
Bring ALL of your family and friends to stay at the Central Stay Cation in Arnolds Park!
Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.
Pool

Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.

2.0 star property
10.0 out of 10, Exceptional, (17)
"Great location with great restaurants and lots of attractions nearby! Awesome views of lake!"
Spacious Waterfront Corner Condo at Bridges Bay with 6 daily waterpark passes.
Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB
Children’s area

Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB

10.0 out of 10, Exceptional, (47)
"Extremely nice!"
Penthouse Perfection-Spacious 4 Bedroom-Panoramic Views & Waterpark Passes at BB
Secluded Lakefront Lodge in Iowa's Great Lakes
Terrace/patio

Secluded Lakefront Lodge in Iowa's Great Lakes

10.0 out of 10, Exceptional, (221)
"The location was wonderful, private with a great view. The cabin had everything needed and was roomy and very comfortable. We loved it."
Secluded Lakefront Lodge in Iowa's Great Lakes
2 bedrooms with queen beds.
2 bedrooms, iron/ironing board, free WiFi, bed sheets

2 bedrooms with queen beds.

2.0 star property
10.0 out of 10, Exceptional, (9)
"Lovely spacious 2 bedroom suite. Just great for our over night stay."
The price is €165
includes taxes & fees
27 Aug - 28 Aug
2 bedrooms with queen beds.
Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
Outdoor dining

Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.

10.0 out of 10, Exceptional, (90)
"Great house, location, and fun for the kids. The property owner had great communication as well."
Lounge at the Lake with 6 daily waterpark passes! Bridges Bay resort.
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.
Indoor pool, outdoor pool

Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.

10.0 out of 10, Exceptional, (78)
"Clean and modern condo with great view of the lake, easy access to amenities. "
Lakefront BB Corner Condo. Expanded deck & panoramic views & 6 waterpark passes.
Direct Lakeside View, 5 bed, 2.5 bath Condo at Bridges Bay
Smart TV

Direct Lakeside View, 5 bed, 2.5 bath Condo at Bridges Bay

10.0 out of 10, Exceptional, (69)
"Property was excellent for a long weekend getaway with friends. Had everything we needed!"
Direct Lakeside View, 5 bed, 2.5 bath Condo at Bridges Bay
Modern 3-Story Condo Across from Arnold’s Park – Walk to Fun, Lake, & Dining!
Terrace/patio

Modern 3-Story Condo Across from Arnold’s Park – Walk to Fun, Lake, & Dining!

10.0 out of 10, Exceptional, (1)
"Had a great time. The location has everything you need within walking distance.Very clean and plenty of room to cook meals and relax.Highly recommend this place and will definitely be back."
Modern 3-Story Condo Across from Arnold’s Park – Walk to Fun, Lake, & Dining!
Cozy lakefront cabin - on both Big and Little Spirit Lake
Outdoor dining

Cozy lakefront cabin - on both Big and Little Spirit Lake

9.8 out of 10, Exceptional, (61)
"Perfect spot for Walleye Weekend. The cabin is nice and cozy. "
Cozy lakefront cabin - on both Big and Little Spirit Lake
Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.
Indoor pool, outdoor pool

Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.

9.8 out of 10, Exceptional, (62)
"Our friend group of 7 ladies had a great time in Okoboji. The place was beautiful, plenty of beds and well stocked. Looking out over the water was so relaxing. All agree it would be fun to come again when more places are open and could enjoy the pool and lake."
The price is €749
includes taxes & fees
1 Sept - 2 Sept
Lake Front Condo on East Lake Okoboji in Bridges Bay Resort.
Your Family Vacation Starts Here, Less than a Mile from Arnold's Park!
Outdoor dining

Your Family Vacation Starts Here, Less than a Mile from Arnold's Park!

9.0 out of 10, Wonderful, (69)
"We enjoyed our stay"
Your Family Vacation Starts Here, Less than a Mile from Arnold's Park!
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 Osceola County Hotel Reviews

AmericInn by Wyndham Okoboji

AmericInn by Wyndham Okoboji

10/10 Excellent
"Nice option when in Okoboji."
Amy 1-night trip
Posted 1 day ago
AmericInn by Wyndham Okoboji