Orlando holiday homes
We found 35,660 holiday rentals — enter your dates for availability
Holiday rentals with weekly discounts - Orlando, FL (ORL-All Airports)
Showing deals for:26 Sept - 3 Oct
Image gallery for Exceptional 5⭐ Villa! Salt 💧 Pool, No Rear Neighbors, Game Room & Movie Theater
1010 out of 10 rating
Exceptional
(145 reviews)
Exceptional 5⭐ Villa! Salt 💧 Pool, No Rear Neighbors, Game Room & Movie Theater
Davenport, FL
7% off
Price is NZ$6,023
NZ$6,023
NZ$860 per night
includes taxes & fees
Image gallery for Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
9.89.8 out of 10 rating
Exceptional
(16 reviews)
Escape to Paradise! Luxury Waterfront Heated Pool House in Tranquil Neighborhood
Kissimmee, FL
12% off
Price is NZ$3,062
NZ$3,062
NZ$437 per night
includes taxes & fees
Image gallery for 5BR,4BA villa minutes away from Disney – Sleeps 13
9.89.8 out of 10 rating
Exceptional
(6 reviews)
5BR,4BA villa minutes away from Disney – Sleeps 13
Davenport, FL
5% off
Price is NZ$2,307
NZ$2,307
NZ$330 per night
includes taxes & fees
Image gallery for Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
1010 out of 10 rating
Exceptional
(13 reviews)
Charming 2-bedroom cottage in downtown Mount Dora with RV parking, pets welcome
Mount Dora, FL
7% off
Price is NZ$2,484
NZ$2,484
NZ$355 per night
includes taxes & fees
Image gallery for Reunion BRAND NEW Fancy Vacation Home
9.49.4 out of 10 rating
Exceptional
(18 reviews)
Reunion BRAND NEW Fancy Vacation Home
Kissimmee, FL
13% off
Price is NZ$4,930
NZ$4,930
NZ$704 per night
includes taxes & fees
Image gallery for 8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!
1010 out of 10 rating
Exceptional
(22 reviews)
8 bdrms! Theatre! Game Room-4 Xboxes! Harry Potter, Toy Story, & Up Bedrooms!
Davenport, FL
7% off
Price is NZ$3,783
NZ$3,783
NZ$540 per night
includes taxes & fees
Image gallery for Spacious 8 BEDROOM 3miles to Disney Themed Rooms Golfers Dream
9.69.6 out of 10 rating
Exceptional
(105 reviews)
Spacious 8 BEDROOM 3miles to Disney Themed Rooms Golfers Dream
Kissimmee, FL
6% off
Price is NZ$3,466
NZ$3,466
NZ$495 per night
includes taxes & fees
Image gallery for The Peninsula - Villa with Pool Conservation Area View
9.49.4 out of 10 rating
Exceptional
(156 reviews)
The Peninsula - Villa with Pool Conservation Area View
Clermont, FL
8% off
Price is NZ$2,943
NZ$2,943
NZ$420 per night
includes taxes & fees
Image gallery for Summer Special! Near Disney+Legoland
9.89.8 out of 10 rating
Exceptional
(42 reviews)
Summer Special! Near Disney+Legoland
Davenport, FL
7% off
Price is NZ$4,489
NZ$4,489
NZ$641 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 NZ$16,855
NZ$16,855
NZ$2,408 per night
includes taxes & fees
Image gallery for 3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
9.89.8 out of 10 rating
Exceptional
(17 reviews)
3 Miles from Disney!!!!! 4 Bedroom Villa with Private Pool/Game Room
Kissimmee, FL
7% off
Price is NZ$3,111
NZ$3,111
NZ$444 per night
includes taxes & fees
Image gallery for Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi
9.49.4 out of 10 rating
Exceptional
(121 reviews)
Disney Area Villa, 5 BDRM in Gated Aviana Resort with Pool, Spa, Wi-Fi
Davenport, FL
7% off
Price is NZ$2,278
NZ$2,278
NZ$325 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
15% off
Price is NZ$1,903
NZ$1,903
NZ$272 per night
includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!
9.09.0 out of 10 rating
Wonderful
(20 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
13% off
Price is NZ$2,187
NZ$2,187
NZ$312 per night
includes taxes & fees
Image gallery for 3000 sf fully fenced luxury waterfront home, private pool 15 min. from Disney!
9.89.8 out of 10 rating
Exceptional
(26 reviews)
3000 sf fully fenced luxury waterfront home, private pool 15 min. from Disney!
Clermont, FL
12% off
Price is NZ$2,345
NZ$2,345
NZ$335 per night
includes taxes & fees
Image gallery for Luxurious 5 Bed/5 Bath 3500sf Villa With Private Pool In Highlands Reserve
1010 out of 10 rating
Exceptional
(148 reviews)
Luxurious 5 Bed/5 Bath 3500sf Villa With Private Pool In Highlands Reserve
Davenport, FL
8% off
Price is NZ$3,156
NZ$3,156
NZ$451 per night
includes taxes & fees
Image gallery for DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
1010 out of 10 rating
Exceptional
(58 reviews)
DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
Davenport, FL
5% off
Price is NZ$3,593
NZ$3,593
NZ$513 per night
includes taxes & fees
Image gallery for FREE Pool/Spa heat - AMAZING REVIEWS! Be My Guest!!
1010 out of 10 rating
Exceptional
(231 reviews)
FREE Pool/Spa heat - AMAZING REVIEWS! Be My Guest!!
Clermont, FL
7% off
Price is NZ$2,680
NZ$2,680
NZ$383 per night
includes taxes & fees
Image gallery for Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater
1010 out of 10 rating
Exceptional
(43 reviews)
Spectacular 5⭐Villa -⛳Golf Course View, Salt💧Pool/Spa, Game Room, BBQ & Theater
Davenport, FL
7% off
Price is NZ$5,946
NZ$5,946
NZ$849 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 NZ$2,822
NZ$2,822
NZ$403 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 NZ$2,917
NZ$2,917
NZ$417 per night
includes taxes & fees
Image gallery for 5 Bedrooms with In-law suite REUNION RESORT Pool, Spa
9.29.2 out of 10 rating
Wonderful
(13 reviews)
5 Bedrooms with In-law suite REUNION RESORT Pool, Spa
Kissimmee, FL
6% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths
9.89.8 out of 10 rating
Exceptional
(126 reviews)
Disney house “WITH SPLASH POOL”🌟8 guests🌟3 bedrooms🌟6 beds🌟3 baths
Clermont, FL
7% off
Price is NZ$2,065
NZ$2,065
NZ$295 per night
includes taxes & fees
Image gallery for Upstay - ChampionsGate Home w Private Pool and BBQ
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Upstay - ChampionsGate Home w Private Pool and BBQ
Davenport, Florida
7% off
Price is NZ$2,322
NZ$2,322
NZ$332 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orlando
Showing deals for: 21 Sept - 24 Sept
Charming 4-bedroom house with AC and WiFi in gorgeous Davenport
Sleeps 8 · 4 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
The current price is NZ$1,117
NZ$1,117
for 3 nights, 1 home
NZ$372 per night
includes taxes & fees
Relaxing Lake Front House near the Mouse
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
The current price is NZ$1,399
NZ$1,399
for 3 nights, 1 home
NZ$466 per night
includes taxes & fees
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
235 reviews(235 reviews)
The current price is NZ$978
NZ$978
for 3 nights, 1 villa
NZ$326 per night
includes taxes & fees
Beautiful home near Disney Private PoolBBQ Downtown
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
26 reviews(26 reviews)
The current price is NZ$1,630
NZ$1,630
for 3 nights, 1 home
NZ$543 per night
includes taxes & fees
ON SALE! 4BD 3BTH 1.5 MILES TO DISNEY!
Sleeps 8 · 4 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
97 reviews(97 reviews)
The current price is NZ$1,380
NZ$1,380
for 3 nights, 1 apartment
NZ$460 per night
includes taxes & fees
6 Bedroom With Large Private Pool, Spa & Games Room
Sleeps 10 · 6 bedrooms · 5+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is NZ$1,469
NZ$1,469
for 3 nights, 1 villa
NZ$490 per night
includes taxes & fees
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