Homestead holiday rentals
We found 93 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Homestead
Showing deals for:12 Sept - 19 Sept
Image gallery for Super Fun House with Amazing Views
1010 out of 10 rating
Exceptional
(38 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
19% off
Price is AU$20,613
AU$20,613
AU$2,945 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
10% off
Price is AU$3,249
AU$3,249
AU$464 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$19,513
AU$19,513
AU$2,788 per night
includes taxes & fees
Image gallery for Homestead Hideaway: Private Pool, Game Room, Theater, Summer Kitchen, Water Park, Near Disney
8.08.0 out of 10 rating
Very good
(7 reviews)
Homestead Hideaway: Private Pool, Game Room, Theater, Summer Kitchen, Water Park, Near Disney
Kissimmee, FL
9% off
Price is AU$7,058
AU$7,058
AU$1,008 per night
includes taxes & fees
Image gallery for Reunion - Remodeled kitchen/master bathroom 2022! Golf /Water Park included
9.89.8 out of 10 rating
Exceptional
(93 reviews)
Reunion - Remodeled kitchen/master bathroom 2022! Golf /Water Park included
Kissimmee, FL
11% off
Price is AU$4,026
AU$4,026
AU$575 per night
includes taxes & fees
Image gallery for Pool heat in rental rate !! PRIVATE pool/spa, 6 resort pools, whole house DVR
9.69.6 out of 10 rating
Exceptional
(108 reviews)
Pool heat in rental rate !! PRIVATE pool/spa, 6 resort pools, whole house DVR
Kissimmee, FL
6% off
Price is AU$2,382
AU$2,382
AU$340 per night
includes taxes & fees
Image gallery for Stunning 6 bedroom villa on the beautiful Reunion resort Superb games room
8.88.8 out of 10 rating
Excellent
(23 reviews)
Stunning 6 bedroom villa on the beautiful Reunion resort Superb games room
Kissimmee, FL
8% off
Price is AU$4,493
AU$4,493
AU$642 per night
includes taxes & fees
Image gallery for Homestead Foxglove: Private Pool, Water Park, Golf, Near Disney
8.08.0 out of 10 rating
Very good
(6 reviews)
Homestead Foxglove: Private Pool, Water Park, Golf, Near Disney
Kissimmee, FL
7% off
Price is AU$2,794
AU$2,794
AU$399 per night
includes taxes & fees
Image gallery for Reunion South facing pool home 3 bed/3.5 baths
1010 out of 10 rating
Exceptional
(116 reviews)
Reunion South facing pool home 3 bed/3.5 baths
Kissimmee, FL
7% off
Price is AU$2,955
AU$2,955
AU$422 per night
includes taxes & fees
Image gallery for Beautiful Reunion Home - 10 mins to Disney South Facing Pool with Tesla Charger
9.89.8 out of 10 rating
Exceptional
(12 reviews)
Beautiful Reunion Home - 10 mins to Disney South Facing Pool with Tesla Charger
Kissimmee, FL
6% off
Price is AU$2,499
AU$2,499
AU$357 per night
includes taxes & fees
Image gallery for La Maison Blanche by Disney
8.68.6 out of 10 rating
Excellent
(32 reviews)
La Maison Blanche by Disney
Kissimmee, FL
11% off
Price is AU$2,802
AU$2,802
AU$400 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Homestead
Reunion South facing pool home 3 bed/3.5 baths
Sleeps 8 · 3 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
116 reviews(116 reviews)
Family Friendly Home w Pool Spa & Game Room 7420
Sleeps 12 · 5 bedrooms · 4 bathrooms
5.85.8 out of 10
7 reviews(7 reviews)
5 Bedroom Luxury Reunion Home
Sleeps 11 · 5 bedrooms · 3+ bathrooms
8.48.4 out of 10
Very goodvery good
20 reviews(20 reviews)
Southern Charm in Reunion - Water Park Included!
Sleeps 12 · 5 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Mediterranean Style Family Villa Close To Disney
Sleeps 10 · 5 bedrooms · 4 bathrooms
7.07.0 out of 10
Goodgood
4 reviews(4 reviews)
Pool heat in rental rate !! PRIVATE pool/spa, 6 resort pools, whole house DVR
Sleeps 10 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
108 reviews(108 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