Holiday rentals near Osceola Square Mall
We found 35,158 holiday rentals — enter your dates for availability
Take a look at holiday rentals within easy reach of Osceola Square Mall that are perfect for your trip. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include air conditioning and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Osceola Square Mall
Showing deals for:25 Jul - 1 Aug
Image gallery for Super Fun House with Amazing Views
1010 out of 10 rating
Exceptional
(37 reviews)
Super Fun House with Amazing Views
Kissimmee, FL
8% off
Price is £13,942
£13,942
£1,992 per night
includes taxes & fees
Image gallery for Where Jolly Delight and Magical Memories Unite
1010 out of 10 rating
Exceptional
(102 reviews)
Where Jolly Delight and Magical Memories Unite
Kissimmee, FL
7% off
Price is £1,823
£1,823
£260 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 £1,126
£1,126
£161 per night
includes taxes & fees
Image gallery for -BIG DISNEY FAMILY HOME-Priv Pool, Arcade, Lake Views, 4b/4ba. Close to Parks
1010 out of 10 rating
Exceptional
(13 reviews)
-BIG DISNEY FAMILY HOME-Priv Pool, Arcade, Lake Views, 4b/4ba. Close to Parks
Kissimmee, FL
7% off
Price is £1,463
£1,463
£209 per night
includes taxes & fees
Image gallery for Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩
1010 out of 10 rating
Exceptional
(14 reviews)
Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩
Kissimmee, FL
7% off
Price is £4,836
£4,836
£691 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
(101 reviews)
Steps from clubhouse. "Be Our Guest" in Windsor Hills-Pool Heat
Kissimmee, FL
7% off
Price is £1,411
£1,411
£202 per night
includes taxes & fees
Image gallery for Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
1010 out of 10 rating
Exceptional
(35 reviews)
Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
Kissimmee, FL
7% off
Price is £3,685
£3,685
£526 per night
includes taxes & fees
Image gallery for Our Retro Mod Pod-Disney & Old Town Minutes Away!
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Our Retro Mod Pod-Disney & Old Town Minutes Away!
Kissimmee, FL
10% off
Price is £613
£613
£88 per night
includes taxes & fees
Image gallery for Wyndham Bonnet Creek Resort | 2BR/2BA King Bed
1010 out of 10 rating
Exceptional
(5 reviews)
Wyndham Bonnet Creek Resort | 2BR/2BA King Bed
Orlando, Florida
14% off
Price is £1,972
£1,972
£282 per night
includes taxes & fees
Image gallery for Vista Cay resort Orlando~Newly renovated~3/3.5 Townhouse~sleeps 10!
9.49.4 out of 10 rating
Exceptional
(110 reviews)
Vista Cay resort Orlando~Newly renovated~3/3.5 Townhouse~sleeps 10!
Orlando, FL
7% off
Price is £1,194
£1,194
£171 per night
includes taxes & fees
Image gallery for Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
1010 out of 10 rating
Exceptional
(12 reviews)
Sleeps 26! Resort Home w/ On-Site Waterpark, Pool | Flamingo Grove by AvantStay
Davenport, Florida
6% off
Price is £3,029
£3,029
£433 per night
includes taxes & fees
Image gallery for Resort Style Living 2 miles from Disney World
9.29.2 out of 10 rating
Wonderful
(91 reviews)
Resort Style Living 2 miles from Disney World
Kissimmee, FL
7% off
Price is £875
£875
£125 per night
includes taxes & fees
Image gallery for Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
1010 out of 10 rating
Exceptional
(37 reviews)
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee, FL
7% off
Price is £2,793
£2,793
£399 per night
includes taxes & fees
Image gallery for 3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
9.49.4 out of 10 rating
Exceptional
(53 reviews)
3Bedroom Townhouse Vista Cay, Next to OC Convention Center, Close to Attractions
Orlando, FL
7% off
Price is £1,640
£1,640
£234 per night
includes taxes & fees
Image gallery for 3 br Disney area condo with a view & FREE resort!
1010 out of 10 rating
Exceptional
(6 reviews)
3 br Disney area condo with a view & FREE resort!
Kissimmee, FL
7% off
Price is £1,073
£1,073
£153 per night
includes taxes & fees
Image gallery for C4 Family Vacation close to Disney Theme Park
8.88.8 out of 10 rating
Excellent
(8 reviews)
C4 Family Vacation close to Disney Theme Park
Kissimmee, FL
7% off
Price is £807
£807
£115 per night
includes taxes & fees
Image gallery for Upstay - Patio Paradise w Pool Spa Games & TikiBar
8.88.8 out of 10 rating
Excellent
(5 reviews)
Upstay - Patio Paradise w Pool Spa Games & TikiBar
Kissimmee, Florida
8% off
Price is £9,568
£9,568
£1,367 per night
includes taxes & fees
Image gallery for There's space for everyone in this gorgeous 3-Story Townhome near the theme park
9.89.8 out of 10 rating
Exceptional
(96 reviews)
There's space for everyone in this gorgeous 3-Story Townhome near the theme park
Orlando, FL
7% off
Price is £1,888
£1,888
£270 per night
includes taxes & fees
Image gallery for Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World
9.49.4 out of 10 rating
Exceptional
(36 reviews)
Special Discount Spacious 3BR in Vista Cay Isles near Universal & Disney World
Orlando, FL
7% off
Price is £1,651
£1,651
£236 per night
includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
7% off
Price is £1,497
£1,497
£214 per night
includes taxes & fees
Image gallery for Contemporary Villa with Private Heated Pool/Spa!
9.89.8 out of 10 rating
Exceptional
(79 reviews)
Contemporary Villa with Private Heated Pool/Spa!
Clermont, FL
7% off
Price is £1,545
£1,545
£221 per night
includes taxes & fees
Image gallery for Luxury 3-Bed Condo in Storey Lake Resort - 3131
9.49.4 out of 10 rating
Exceptional
(12 reviews)
Luxury 3-Bed Condo in Storey Lake Resort - 3131
Kissimmee, FL
6% off
Price is £1,297
£1,297
£185 per night
includes taxes & fees
Image gallery for The comfort & luxury of this unit makes it the ideal stay in Orlando!
1010 out of 10 rating
Exceptional
(59 reviews)
The comfort & luxury of this unit makes it the ideal stay in Orlando!
Orlando, FL
7% off
Price is £1,888
£1,888
£270 per night
includes taxes & fees
Image gallery for Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
9.29.2 out of 10 rating
Wonderful
(29 reviews)
Curated HIGH TECH Home Close to Disney 5 bedrooms, 4.5 bathrooms
Davenport, FL
6% off
Price is £2,370
£2,370
£339 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Osceola Square Mall
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
612 reviews(612 reviews)
Vacation Village at Parkway
Sleeps 4 · 1 bedroom
8.48.4 out of 10
Very goodvery good
1,994 reviews(1,994 reviews)
Luxury Villa Estate w/ One-of-a-kind Theme Bedrooms at Reunion Resort
Sleeps 28 · 8 bedrooms · 9+ bathrooms
1010 out of 10
Exceptionalexceptional
22 reviews(22 reviews)
Fun-Filled Oasis near Disney Springs: Pools, Dining, Shuttle
Sleeps 4 · 1 bedroom · 1 bathroom
8.08.0 out of 10
Very goodvery good
36 reviews(36 reviews)
Margaritaville Cottages Orlando with H2O Waterpark by Rentyl
Sleeps 12
8.88.8 out of 10
Excellentexcellent
1,353 reviews(1,353 reviews)
Lake Buena Vista Resort Village & Spa
Sleeps 8 · 1 bedroom
8.48.4 out of 10
Very goodvery good
8,622 reviews(8,622 reviews)
Top rated rentals - Osceola Square Mall
Lovely stay
1010 out of 10
Exceptionalexceptional
51 reviews(51 reviews)
Fabulous
1010 out of 10
Exceptionalexceptional
100 reviews(100 reviews)
Excellant Property
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
Fabulous Villa
1010 out of 10
Exceptionalexceptional
62 reviews(62 reviews)
Beautiful Property in an Amazing Location
1010 out of 10
Exceptionalexceptional
147 reviews(147 reviews)
Amazing villa and location
1010 out of 10
Exceptionalexceptional
41 reviews(41 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, pools, gardens and more
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