Vacation rentals near Disney's Osprey Ridge Golf Course
We found 35,358 vacation rentals — enter your dates for availability
Find the perfect vacation home within close proximity to Disney's Osprey Ridge Golf Course. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, including parking and a garden. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Disney's Osprey Ridge Golf Course
Showing deals for:Nov 14 - Nov 21
Image gallery for 14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
9.89.8 out of 10 rating
Exceptional
(27 reviews)
14 Bedroom mansion that sleeps 40 people. Host your wedding reception here
Kissimmee, FL
10% off
Price is CA $1,114
CA $1,114
CA $10,686 total
CA $10,686 total
includes taxes & fees
Image gallery for Relaxing 4 Bedroom w/Pool ~ 30min to Disney & Legoland
9.49.4 out of 10 rating
Exceptional
(104 reviews)
Relaxing 4 Bedroom w/Pool ~ 30min to Disney & Legoland
Davenport, FL
5% off
Price is CA $167
CA $167
CA $1,763 total
CA $1,763 total
includes taxes & fees
Image gallery for Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
9.49.4 out of 10 rating
Exceptional
(129 reviews)
Private 5 Bedroom Villa Near Disney, free WI-FI 10% OFF LONG TERM RENTALS
Clermont, FL
10% off
Price is CA $204
CA $204
CA $1,759 total
CA $1,759 total
includes taxes & fees
Image gallery for WOW! Championsgate-Minutes to disney,private pool,wifi ,tennis,gym,games room
9.49.4 out of 10 rating
Exceptional
(57 reviews)
WOW! Championsgate-Minutes to disney,private pool,wifi ,tennis,gym,games room
Davenport, FL
5% off
Price is CA $183
CA $183
CA $1,772 total
CA $1,772 total
includes taxes & fees
Image gallery for Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!
9.89.8 out of 10 rating
Exceptional
(62 reviews)
Near Disney and USTA tennis campus - Pool Villa on the Lake - Stunning Views!
Kissimmee, FL
10% off
Price is CA $358
CA $358
CA $3,329 total
CA $3,329 total
includes taxes & fees
Image gallery for Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
1010 out of 10 rating
Exceptional
(6 reviews)
Arcades, Bocce, Haunted Mansion Theater, Cabana, Enchanted Forest: Great Escape
Kissimmee, FL
10% off
Price is CA $692
CA $692
CA $7,271 total
CA $7,271 total
includes taxes & fees
Image gallery for Magical Orlando Disney Family Villa
9.69.6 out of 10 rating
Exceptional
(145 reviews)
Magical Orlando Disney Family Villa
Davenport, FL
10% off
Price is CA $211
CA $211
CA $1,994 total
CA $1,994 total
includes taxes & fees
Image gallery for Disney Family Villa - spacious home 15 mins to Disney
1010 out of 10 rating
Exceptional
(30 reviews)
Disney Family Villa - spacious home 15 mins to Disney
Kissimmee, FL
10% off
Price is CA $306
CA $306
CA $3,223 total
CA $3,223 total
includes taxes & fees
Image gallery for Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
9.69.6 out of 10 rating
Exceptional
(8 reviews)
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Kissimmee, FL
23% off
Price is CA $263
CA $263
CA $2,645 total
CA $2,645 total
includes taxes & fees
Image gallery for 4BR/3Bath Home, pool/spa, game room, lake view. Closer to ALL ATTRACTIONS
9.69.6 out of 10 rating
Exceptional
(115 reviews)
4BR/3Bath Home, pool/spa, game room, lake view. Closer to ALL ATTRACTIONS
Kissimmee, FL
5% off
Price is CA $203
CA $203
CA $2,027 total
CA $2,027 total
includes taxes & fees
Image gallery for Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Kissimmee, FL
19% off
Price is CA $99
CA $99
CA $1,067 total
CA $1,067 total
includes taxes & fees
Image gallery for DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
1010 out of 10 rating
Exceptional
(65 reviews)
DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
Davenport, FL
5% off
Price is CA $391
CA $391
CA $3,661 total
CA $3,661 total
includes taxes & fees
Image gallery for Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa
9.49.4 out of 10 rating
Exceptional
(118 reviews)
Emerald Island Resort Community,Gated 4 bedrooms 3 baths Heated Pool and Spa
Kissimmee, FL
10% off
Price is CA $207
CA $207
CA $2,046 total
CA $2,046 total
includes taxes & fees
Image gallery for *Disney Pool Home-Heated Pool Included-Clermont FL
9.69.6 out of 10 rating
Exceptional
(67 reviews)
*Disney Pool Home-Heated Pool Included-Clermont FL
Clermont, FL
5% off
Price is CA $247
CA $247
CA $2,366 total
CA $2,366 total
includes taxes & fees
Image gallery for Luxury Lake Resort ✨
1010 out of 10 rating
Exceptional
(37 reviews)
Luxury Lake Resort ✨
Kissimmee, FL
5% off
Price is CA $349
CA $349
CA $3,668 total
CA $3,668 total
includes taxes & fees
Image gallery for PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
9.89.8 out of 10 rating
Exceptional
(54 reviews)
PRIVATE LUXURIOUS TOWNHOUSE IN RESORT JUST 2 MILES FROM DISNEY!
Kissimmee, FL
10% off
Price is CA $116
CA $116
CA $1,338 total
CA $1,338 total
includes taxes & fees
Image gallery for TOP RATED Resort Villa ♥ Disney-Themed with ARCADE Game Room, Private Pool & Spa
9.89.8 out of 10 rating
Exceptional
(20 reviews)
TOP RATED Resort Villa ♥ Disney-Themed with ARCADE Game Room, Private Pool & Spa
Kissimmee, FL
10% off
Price is CA $281
CA $281
CA $3,009 total
CA $3,009 total
includes taxes & fees
Image gallery for Zojo_ Lovely House Close TO Disney
1010 out of 10 rating
Exceptional
(13 reviews)
Zojo_ Lovely House Close TO Disney
Clermont, FL
10% off
Price is CA $186
CA $186
CA $1,852 total
CA $1,852 total
includes taxes & fees
Image gallery for ⭐⭐⭐⭐⭐ChampionsGate, 9 Bed Luxury Exec Villa, Sleeps 30, West Facing Pool & Spa
9.29.2 out of 10 rating
Wonderful
(85 reviews)
⭐⭐⭐⭐⭐ChampionsGate, 9 Bed Luxury Exec Villa, Sleeps 30, West Facing Pool & Spa
Davenport, FL
21% off
Price is CA $398
CA $398
CA $3,946 total
CA $3,946 total
includes taxes & fees
Image gallery for Magic Sunset
9.29.2 out of 10 rating
Wonderful
(39 reviews)
Magic Sunset
Kissimmee, FL
12% off
Price is CA $207
CA $207
CA $2,120 total
CA $2,120 total
includes taxes & fees
Image gallery for Spacious 6BR Retreat w/ Private Pool, Spa, Game Room & Cinema – Close to Disney!
9.09.0 out of 10 rating
Wonderful
(149 reviews)
Spacious 6BR Retreat w/ Private Pool, Spa, Game Room & Cinema – Close to Disney!
Davenport, FL
5% off
Price is CA $358
CA $358
CA $3,494 total
CA $3,494 total
includes taxes & fees
Image gallery for Charming 4-bedroom house with pool,WiFi, AC in Kissimmee near Disney
1010 out of 10 rating
Exceptional
(16 reviews)
Charming 4-bedroom house with pool,WiFi, AC in Kissimmee near Disney
Kissimmee, FL
5% off
Price is CA $262
CA $262
CA $2,588 total
CA $2,588 total
includes taxes & fees
Image gallery for LUXURY 2 Bedroom Condo at Highrise Resort Walking distance to UNIVERSAL
9.49.4 out of 10 rating
Exceptional
(61 reviews)
LUXURY 2 Bedroom Condo at Highrise Resort Walking distance to UNIVERSAL
Orlando, FL
5% off
Price is CA $260
CA $260
CA $2,223 total
CA $2,223 total
includes taxes & fees
Image gallery for The Fountains at Champions Gate resort 3 bedroom 2.5 bath TH
9.29.2 out of 10 rating
Wonderful
(52 reviews)
The Fountains at Champions Gate resort 3 bedroom 2.5 bath TH
Davenport, FL
10% off
Price is CA $159
CA $159
CA $1,627 total
CA $1,627 total
includes taxes & fees
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Find the best place to stay - Disney's Osprey Ridge Golf Course
FLASH SALE! Lovely Condo Just 1 Mile From Disney w/ Resort Pool, WiFi & More
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
692 reviews(692 reviews)
The Ultimate 10,350 sq ft Orlando Estate - Your Private Resort Near Disney
Sleeps 28 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Vacation Village at Parkway
Sleeps 8 · 2 bedrooms · 2 bathrooms
8.68.6 out of 10
Excellentexcellent
2,744 reviews(2,744 reviews)
Spacious Bowling Villa, Lake Views, 14 Bdr/14bath, close to Disney, Sleeps 38
Sleeps 38 · 14 bedrooms · 14+ bathrooms
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Lakeview Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
382 reviews(382 reviews)
Modern Luxury Villa with Everything
Sleeps 19 · 8 bedrooms · 5 bathrooms
9.89.8 out of 10
Exceptionalexceptional
432 reviews(432 reviews)
Top rated rentals - Disney's Osprey Ridge Golf Course
Best Place for A Family Stay
1010 out of 10
Exceptionalexceptional
145 reviews(145 reviews)
So fortunate to have found this property on VRBO. We spent 9 days with our family of 14. Everybody had tons of space. Accommodations were exceptionally clean. The decor is warm and welcoming. The outdoor set up was great for evening family meals and chats. Kitchen well stocked with pots and all dining essentials. The oversize washer is a bonus. The separate ice maker was such a bonus. Hosts were very quick to respond and kind. Definitely recommend!!
Lori B.
Stayed May 2025
Family vacation
1010 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
Overall the house was as described- very clean and beautiful layout. As a rental you may want to consider upgrading kitchen cutlery and bed covers as they seem to have seen better days. We did enjoy our stay
Donna B.
Stayed Apr 2025
Perfect Vacation Home for Disney Adventures
1010 out of 10
Exceptionalexceptional
166 reviews(166 reviews)
Perfect for our group of 4 adults and two children aged 7 and 8 for a one week stay. My wife and I took our son and his family for their first trip Disney World and the home was everything as advertised. Our host Elaine was very helpful with recommendations before we left and answered questions whenever we had them. The location is very close to the Disney Parks which helped us get an early start in the day. The kids really enjoyed the pool whenever they had the chance and the adults enjoyed the hot tub at the end of those long days at Disney. We would definitely recommend this home to anyone, and stay again if we venture back to the Orlando area.
Bob L.
Stayed Apr 2025
Amazing
1010 out of 10
Exceptionalexceptional
239 reviews(239 reviews)
We had a lovely stay. Property was beautiful and clean
Shanna H.
Stayed Mar 2025
Plenty of room
1010 out of 10
Exceptionalexceptional
25 reviews(25 reviews)
Property as advertised. Any issues were handled promptly by host. Would recommend
Debra S.
Stayed Feb 2025
Excellent Stay
1010 out of 10
Exceptionalexceptional
229 reviews(229 reviews)
We had a great time at this property. Beds were very comfortable. House was very clean. Had all the amenities we needed. Short drive to Disney. Lots of restaurants close by. Alfredo was a great host. Would stay again next time we are in Orlando.
Laszlo P.
Stayed Feb 2025
Wonderful and spacious home!
1010 out of 10
Exceptionalexceptional
37 reviews(37 reviews)
We were a group of 11 including 5 kids and there was plenty of room for everyone. The place was spacious and the kids enjoyed the toys and the heated pool. It was exactly as advertised. Communication with our host was excellent!
We will definitely come back again, I highly recommend!
nancy p.
Stayed Nov 2024
Disney Vacation
1010 out of 10
Exceptionalexceptional
218 reviews(218 reviews)
Had a great two weeks with family!
Amanda F.
Stayed Jul 2024
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
More for lessMore space, more privacy, more amenities — more value