
Holiday rentals near Flamingo Crossings Town Center
We found 25,747 holiday rentals — enter your dates for availability
If you are looking to stay near Flamingo Crossings Town Center, scroll through and discover private holiday rentals to find the perfect one for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll find the amenities that you need and want, which might include parking and a hot tub. No matter what you're looking for, you'll find a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.
Holiday rentals with weekly discounts - Flamingo Crossings Town Center
Showing deals for:19 Sept - 26 Sept
Image gallery for Disney theme rooms,Splashpad, Movie Theater, Private Pool

1010 out of 10 rating
Exceptional
(219 reviews)
Disney theme rooms,Splashpad, Movie Theater, Private Pool
Kissimmee, FL
7% off
Price is AU$5,804
AU$5,804
AU$829 per night
includes taxes & fees
Image gallery for Big Pool&Spa/Themed rooms/Private yard/ CLOSE TO EVERYTHING, Lakeview,Playground

1010 out of 10 rating
Exceptional
(151 reviews)
Big Pool&Spa/Themed rooms/Private yard/ CLOSE TO EVERYTHING, Lakeview,Playground
Kissimmee, FL
7% off
Price is AU$4,083
AU$4,083
AU$583 per night
includes taxes & fees
Image gallery for Free Pool Heat and BBQ! No Rear Neighbors! South Facing Pool!-AC Game Room!

9.89.8 out of 10 rating
Exceptional
(92 reviews)
Free Pool Heat and BBQ! No Rear Neighbors! South Facing Pool!-AC Game Room!
Kissimmee, FL
9% off
Price is AU$3,041
AU$3,041
AU$434 per night
includes taxes & fees
Image gallery for Upscale WINDSOR HILLS Private Villa ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD

1010 out of 10 rating
Exceptional
(44 reviews)
Upscale WINDSOR HILLS Private Villa ♥ Pool/Spa, GAME ROOM ♥ 4 mi to DISNEY WORLD
Kissimmee, FL
7% off
Price is AU$3,276
AU$3,276
AU$468 per night
includes taxes & fees
Image gallery for 3BR/2B condo with views of Disney FIREWORKS!!!!

9.89.8 out of 10 rating
Exceptional
(32 reviews)
3BR/2B condo with views of Disney FIREWORKS!!!!
Kissimmee, FL
8% off
Price is AU$1,333
AU$1,333
AU$190 per night
includes taxes & fees
Image gallery for Really Fun House with tons of room, huge pool plenty to do and a terrific view

1010 out of 10 rating
Exceptional
(5 reviews)
Really Fun House with tons of room, huge pool plenty to do and a terrific view
Kissimmee, FL
23% off
Price is AU$20,029
AU$20,029
AU$2,861 per night
includes taxes & fees
Image gallery for Regal Palms Resort Dream Vacation-8 miles to Disney

9.89.8 out of 10 rating
Exceptional
(10 reviews)
Regal Palms Resort Dream Vacation-8 miles to Disney
Davenport, FL
6% off
Price is AU$2,047
AU$2,047
AU$292 per night
includes taxes & fees
Image gallery for Sun filled south facing pool & spa with no rear neighbors! Game room!

1010 out of 10 rating
Exceptional
(60 reviews)
Sun filled south facing pool & spa with no rear neighbors! Game room!
Kissimmee, FL
7% off
Price is AU$3,637
AU$3,637
AU$520 per night
includes taxes & fees
Image gallery for Resort Style Living 2 miles from Disney World

9.29.2 out of 10 rating
Wonderful
(93 reviews)
Resort Style Living 2 miles from Disney World
Kissimmee, FL
8% off
Price is AU$1,757
AU$1,757
AU$251 per night
includes taxes & fees
Image gallery for Villa with a pool/spa - close to Disney!

9.69.6 out of 10 rating
Exceptional
(95 reviews)
Villa with a pool/spa - close to Disney!
Davenport, FL
10% off
Price is AU$3,271
AU$3,271
AU$467 per night
includes taxes & fees
Image gallery for Orlando Disney World Inspired Five Bedroom Villa

1010 out of 10 rating
Exceptional
(40 reviews)
Orlando Disney World Inspired Five Bedroom Villa
Kissimmee, FL
7% off
Price is AU$2,620
AU$2,620
AU$374 per night
includes taxes & fees
Image gallery for Reunion BRAND NEW Fancy Vacation Home

9.49.4 out of 10 rating
Exceptional
(17 reviews)
Reunion BRAND NEW Fancy Vacation Home
Kissimmee, FL
13% off
Price is AU$4,936
AU$4,936
AU$705 per night
includes taxes & fees
Image gallery for MEMORIAL DAY SALE! Hogwarts Haven! Windsor Hills 3BR, NEXT TO POOL, near Disney!

1010 out of 10 rating
Exceptional
(45 reviews)
MEMORIAL DAY SALE! Hogwarts Haven! Windsor Hills 3BR, NEXT TO POOL, near Disney!
Kissimmee, FL
7% off
Price is AU$1,929
AU$1,929
AU$276 per night
includes taxes & fees
Image gallery for Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -

9.49.4 out of 10 rating
Exceptional
(172 reviews)
Reunion Resort -Free pool and spa heat - Designer home - - WHOLE HOUSE DVR -
Kissimmee, FL
7% off
Price is AU$3,393
AU$3,393
AU$485 per night
includes taxes & fees
Image gallery for Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!

9.89.8 out of 10 rating
Exceptional
(30 reviews)
Great Sun, Pool and HOT Spa- close to Parks, Disney -Stores,-Clean, quiet, NICE!
Kissimmee, FL
7% off
Price is AU$2,718
AU$2,718
AU$388 per night
includes taxes & fees
Image gallery for Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat

1010 out of 10 rating
Exceptional
(102 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
7% off
Price is AU$1,919
AU$1,919
AU$274 per night
includes taxes & fees
Image gallery for SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool

9.69.6 out of 10 rating
Exceptional
(96 reviews)
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Kissimmee, FL
7% off
Price is AU$2,341
AU$2,341
AU$334 per night
includes taxes & fees
Image gallery for Amazing 4BR Close to Disney @ Regal Palms Resort

9.49.4 out of 10 rating
Exceptional
(37 reviews)
Amazing 4BR Close to Disney @ Regal Palms Resort
Davenport, FL
7% off
Price is AU$2,352
AU$2,352
AU$336 per night
includes taxes & fees
Image gallery for Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!

9.49.4 out of 10 rating
Exceptional
(34 reviews)
Luxury resort mansion with swim up bar,pool slide,restaurants, golf, and Disney!
Kissimmee, FL
8% off
Price is AU$15,233
AU$15,233
AU$2,176 per night
includes taxes & fees
Image gallery for 5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly

9.69.6 out of 10 rating
Exceptional
(109 reviews)
5 Miles to Disney/Gorgeous Home/Wi-Fi/Parking/BBQ Grill/Family Friendly
Kissimmee, FL
13% off
Price is AU$2,955
AU$2,955
AU$422 per night
includes taxes & fees
Image gallery for Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee

9.69.6 out of 10 rating
Exceptional
(117 reviews)
Luxury Villa Pool/HotTub/Karaoke 7B Windsor Westside Resort,Disney,Kissimmee
Kissimmee, FL
7% off
Price is AU$4,424
AU$4,424
AU$632 per night
includes taxes & fees
Image gallery for Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!

1010 out of 10 rating
Exceptional
(255 reviews)
Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
Kissimmee, FL
7% off
Price is AU$2,706
AU$2,706
AU$387 per night
includes taxes & fees
Image gallery for 4 Bed 3 Bath Town home close to Disney, Private pool!!!

9.89.8 out of 10 rating
Exceptional
(94 reviews)
4 Bed 3 Bath Town home close to Disney, Private pool!!!
Kissimmee, FL
14% off
Price is AU$1,806
AU$1,806
AU$258 per night
includes taxes & fees
Image gallery for Top floor on Disney's doorstep - Great location

9.89.8 out of 10 rating
Exceptional
(183 reviews)
Top floor on Disney's doorstep - Great location
Kissimmee, FL
7% off
Price is AU$2,016
AU$2,016
AU$288 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - Flamingo Crossings Town Center
The Berkley, Orlando
Sleeps 7 · 2 bedrooms
9.69.6 out of 10
Exceptionalexceptional
1,795 reviews(1,795 reviews)
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
634 reviews(634 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,425 reviews(1,425 reviews)
Luxury refurbished, refurnished 3 bed condo heated pool ideal for I4 and Disney
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
65 reviews(65 reviews)
Disney World Resort & SeaWorld with Golf
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
94 reviews(94 reviews)
Great Caribbean style condo near Disney
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.69.6 out of 10
Exceptionalexceptional
163 reviews(163 reviews)
- 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, gardens and more
- More for lessMore space, more privacy, more amenities — more value