Upgrade your vacation with sprawling accommodations.

The Bear’s Den Resort Orlando offers accommodations to fit any type of guest grouping. Each residence showcases stunning views of the Jack Nicklaus Signature Golf Course or Golden Bear Park while providing privacy and tranquility away from the commotion of most Orlando destinations. Select residences even come with a movie theater, game table or game room, ensuring there’s always something that everyone can enjoy.

Divider

Explore Our Curated Resort Residences

  • View All
  • 4 Bedroom
  • 5 Bedroom
  • 6 Bedroom
  • 8 Bedroom
Spacious living room with sectional sofa, armchairs, large wall-mounted TV, ceiling fan, and sliding door access to outdoor lanai.

Beautiful 6 Bedroom Dwelling with Private Theater

6 Bedrooms, 6.5 Half Bathrooms, Sleeps 14

View Details
Private pool with fire pits, fountain, and hot tub in a backyard lined with palm trees.

Stylish 6 Bedroom Residence with Billiard Room

6 Bedrooms, 6.5 Half Bathrooms, Sleeps 14

View Details
Front of an impressive 6-bedroom resort residence.

Impressive 6 Bedroom Residence with Movie Theater

6 Bedrooms, 6.5 Half Bathrooms, Sleeps 14

View Details
Private pool and hot tub at a memorable 6-bedroom Bear’s Den Resort Orlando residence.

Memorable 6 Bedroom Residence with Ping Pong Table

6 Bedrooms, 6.5 Bathrooms, Sleeps 14

View Details
Private backyard patio with pool, hot tub, waterfall, fire pits, and lounge chairs on a sunny afternoon.

Enormous 8 Bedroom Residence with View of 18th Hole

8 Bedrooms, 8.5 Bathrooms, Sleeps 18

View Details
Private backyard pool and summer kitchen.

Superb 8 Bedroom Residence with Spacious Backyard

8 Bedrooms, 8 + 2 Half Bathrooms, Sleeps 18

View Details
Front driveway and garden of a 4-bedroom Bear’s Den Resort Orlando curated resort residence at twilight.

Marvelous 4 Bedroom Residence with Movie Theater

4 Bedrooms, 4 Bathrooms, Sleeps 10

View Details
Front of a stunning 5-bedroom Bear’s Den Resort Orlando residence at sunset.

Stunning 5 Bedroom Retreat with Pool Table

5 Bedrooms, 5 + 2 Half Bathrooms, Sleeps 12

View Details
Backyard private pool at a Bear’s Den Resort Orlando curated resort residence.

Captivating 5 Bedroom Haven with Golf Course View

5 Bedrooms, 5.5 Bathrooms, Sleeps 12

View Details
Private pool in the backyard of a Bear’s Den Resort Orlando curated resort residence.

Upscale 5 Bedroom Hideaway with Pool Table

5 Bedrooms, 5.5 Bathrooms, Sleeps 12

View Details
Front of an upscale 6-bedroom Bear’s Den Resort Orlando residence.

Upscale 6 Bedroom Residence with Pool & Foosball Table

6 Bedrooms, 6 + 3 Half Bathrooms, Sleeps 14

View Details
Backyard pool with hot tub and waterfall at a Bear’s Den Resort Orlando vacation home.

6 Bedroom Oasis with Rock Waterfall Pool

6 Bedrooms, 6 + 3 Half Bathrooms, Sleeps 14

View Details
Private pool with waterfall trellis at an 8-bedroom Bear’s Den home at twilight.

Luxurious 8 Bedroom Mansion with Game Room

8 Bedrooms, 8 + 2 Half Bathrooms, Sleeps 18

View Details
Lit private pool, fire pits, and heated spa at an elegant 8-bedroom Bear’s Den Resort Orlando residence.

Elegant 8 Bedroom Estate with Loft Shuffleboard

8 Bedrooms, 8 + 2 Half Bathrooms, Sleeps 18

View Details
Couple enjoying cocktails on a patio

Flash Sale

A Luxury Vacation Awaits
Limited-Time Special Offer