Orlando holiday rentals
We found 35,680 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 AU$5,531
AU$5,531
AU$790 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 AU$2,812
AU$2,812
AU$402 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 AU$2,143
AU$2,143
AU$306 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 AU$2,307
AU$2,307
AU$330 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 AU$4,530
AU$4,530
AU$647 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 AU$3,476
AU$3,476
AU$497 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 AU$3,184
AU$3,184
AU$455 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
9% off
Price is AU$2,702
AU$2,702
AU$386 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 AU$4,122
AU$4,122
AU$589 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$14,900
AU$14,900
AU$2,129 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 AU$2,856
AU$2,856
AU$408 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 AU$2,116
AU$2,116
AU$302 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 AU$1,778
AU$1,778
AU$254 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 AU$2,178
AU$2,178
AU$311 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 AU$2,008
AU$2,008
AU$287 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 AU$2,897
AU$2,897
AU$414 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
(60 reviews)
DISNEY THEMED! FREE Pool heat & BBQ, game room, costumes, toys, games, PS4!
Davenport, FL
5% off
Price is AU$3,294
AU$3,294
AU$471 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 AU$2,489
AU$2,489
AU$356 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 AU$5,456
AU$5,456
AU$779 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 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
7% off
Price is AU$2,686
AU$2,686
AU$384 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$2,678
AU$2,678
AU$383 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 AU$1,929
AU$1,929
AU$276 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 AU$2,130
AU$2,130
AU$304 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Orlando
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)
Spacious 6BR Home w/ Pool, BBQ & Game Room - Minutes from Disney & Universal!
Sleeps 12 · 6 bedrooms · 3+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Relaxing Lake Front House near the Mouse
Sleeps 8 · 4 bedrooms · 2+ bathrooms
9.69.6 out of 10
Exceptionalexceptional
106 reviews(106 reviews)
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)
South Facing, Private & Quiet: 6 miles to Disney!
Sleeps 8 · 4 bedrooms · 2+ bathrooms
1010 out of 10
Exceptionalexceptional
44 reviews(44 reviews)
Champions Gate!*Disney Themes!*4 Bedrooms!*Private Pool!*
Sleeps 10 · 4 bedrooms · 3 bathrooms
9.69.6 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
Top rated rentals - Orlando
Perfect!
1010 out of 10
Exceptionalexceptional
149 reviews(149 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