
Holiday rentals near Island H2O Live!
We found 34,564 holiday rentals — enter your dates for availability
If you'd like to stay close to Island H2O Live!, take a look at private holiday rentals to choose your home away from home. Whether you’re staying in a holiday home with your children or with friends, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. At the end of the day, you'll find a property to rent to meet everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Island H2O Live!
Showing deals for:8 Aug - 15 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 NZ$31,913
NZ$31,913
NZ$4,559 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 NZ$2,464
NZ$2,464
NZ$352 per night
includes taxes & fees
Image gallery for Luxury Villa!! 8Br/6Ba Resort-Villa-Pool-Near Disney, 10% weekly discount!!

9.89.8 out of 10 rating
Exceptional
(48 reviews)
Luxury Villa!! 8Br/6Ba Resort-Villa-Pool-Near Disney, 10% weekly discount!!
Kissimmee, FL
7% off
Price is NZ$5,341
NZ$5,341
NZ$763 per night
includes taxes & fees
Image gallery for Reunion BRAND NEW Fancy Vacation Home

9.69.6 out of 10 rating
Exceptional
(14 reviews)
Reunion BRAND NEW Fancy Vacation Home
Kissimmee, FL
7% off
Price is NZ$5,582
NZ$5,582
NZ$797 per night
includes taxes & fees
Image gallery for Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Family Fun! ☀️ Private Heated Pool & Spa 4mi to Disney! 🦩
Kissimmee, FL
8% off
Price is NZ$7,083
NZ$7,083
NZ$1,012 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 NZ$3,018
NZ$3,018
NZ$431 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
8% off
Price is NZ$5,056
NZ$5,056
NZ$722 per night
includes taxes & fees
Image gallery for Orlando Disney World Inspired Five Bedroom Villa

1010 out of 10 rating
Exceptional
(39 reviews)
Orlando Disney World Inspired Five Bedroom Villa
Kissimmee, FL
7% off
Price is NZ$2,832
NZ$2,832
NZ$405 per night
includes taxes & fees
Image gallery for Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm

1010 out of 10 rating
Exceptional
(53 reviews)
Prestige 2: Stunning Windsor at Westside, South Facing Pool/Spa, Game Rm
Kissimmee, FL
5% off
Price is NZ$6,062
NZ$6,062
NZ$866 per night
includes taxes & fees
Image gallery for Luxury Home in Champions' Gate with Private Pool & Game Room!

9.49.4 out of 10 rating
Exceptional
(16 reviews)
Luxury Home in Champions' Gate with Private Pool & Game Room!
Davenport, FL
7% off
Price is NZ$3,006
NZ$3,006
NZ$429 per night
includes taxes & fees
Image gallery for Large Two Story Home with TWO Master Bedrooms with attached full baths.

1010 out of 10 rating
Exceptional
(55 reviews)
Large Two Story Home with TWO Master Bedrooms with attached full baths.
Kissimmee, FL
7% off
Price is NZ$4,009
NZ$4,009
NZ$573 per night
includes taxes & fees
Image gallery for 5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi

9.49.4 out of 10 rating
Exceptional
(96 reviews)
5Star Resort/Clean and Safe/Mins to Parks/WaterPark/Arcade/Bar/Gym/Golf/AC/WiFi
Davenport, FL
8% off
Price is NZ$7,886
NZ$7,886
NZ$1,127 per night
includes taxes & fees
Image gallery for Top floor on Disney's doorstep - Great location

9.89.8 out of 10 rating
Exceptional
(180 reviews)
Top floor on Disney's doorstep - Great location
Kissimmee, FL
7% off
Price is NZ$2,177
NZ$2,177
NZ$311 per night
includes taxes & fees
Image gallery for 😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞

9.89.8 out of 10 rating
Exceptional
(64 reviews)
😎RELAX at Windsor Hills🌴, minutes to Disney - 5 bed / 5 bath, Private Pool🌞
Kissimmee, FL
8% off
Price is NZ$4,141
NZ$4,141
NZ$592 per night
includes taxes & fees
Image gallery for Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA

9.89.8 out of 10 rating
Exceptional
(56 reviews)
Dream Vacation Getaway next to Disney with Private Pool --10BD/5BA
Kissimmee, FL
7% off
Price is NZ$6,114
NZ$6,114
NZ$873 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
(95 reviews)
SUNSHINE 🌞 and SMILES😎 - 5 mi to Disney, 4 bdrm / 3 bath, Private Pool
Kissimmee, FL
7% off
Price is NZ$2,785
NZ$2,785
NZ$398 per night
includes taxes & fees
Image gallery for Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.

9.29.2 out of 10 rating
Wonderful
(48 reviews)
Beautiful Villa, Private Pool facing SW, Spa, Games Room, 20 min from Parks.
Davenport, FL
5% off
Price is NZ$2,941
NZ$2,941
NZ$420 per night
includes taxes & fees
Image gallery for 6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal

9.69.6 out of 10 rating
Exceptional
(78 reviews)
6 Bed, 5 Bath Villa with South Facing Pool, located close to Disney & Universal
Davenport, FL
8% off
Price is NZ$3,981
NZ$3,981
NZ$569 per night
includes taxes & fees
Image gallery for 7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions

8.88.8 out of 10 rating
Excellent
(30 reviews)
7 Bed, 5 Bath. 15 Mins From Closest Disney Attractions
Davenport, FL
7% off
Price is NZ$2,691
NZ$2,691
NZ$384 per night
includes taxes & fees
Image gallery for C4 Family Vacation close to Disney Theme Park

8.68.6 out of 10 rating
Excellent
(9 reviews)
C4 Family Vacation close to Disney Theme Park
Kissimmee, FL
7% off
Price is NZ$1,766
NZ$1,766
NZ$252 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
(253 reviews)
Quiet, Clean, Disney-3.5 miles, Well kept home! Free Pool/spa Heat!
Kissimmee, FL
7% off
Price is NZ$2,927
NZ$2,927
NZ$418 per night
includes taxes & fees
Image gallery for Tucked Away Villa - Your Home Away from Home - Pool Heat incl.

9.89.8 out of 10 rating
Exceptional
(147 reviews)
Tucked Away Villa - Your Home Away from Home - Pool Heat incl.
Clermont, FL
7% off
Price is NZ$2,863
NZ$2,863
NZ$409 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 NZ$14,477
NZ$14,477
NZ$2,068 per night
includes taxes & fees
Image gallery for Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort

1010 out of 10 rating
Exceptional
(7 reviews)
Harry Poter - 4BD Sleep 10 Pool + Spa + e-BBQ! Solara Resort
Kissimmee, FL
6% off
Price is NZ$4,025
NZ$4,025
NZ$575 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Island H2O Live!
Sonder Cirrus
Sleeps 4 · 1 bedroom
8.88.8 out of 10
Excellentexcellent
1,691 reviews(1,691 reviews)
Lakeview * Pool * Game Room * FREE Waterpark
Sleeps 20 · 8 bedrooms · 6 bathrooms
1010 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Beautiful Home in Kissimmee, near Disney
Sleeps 12 · 6 bedrooms · 4+ bathrooms
9.29.2 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
Condo near Disney 2 Bedroom /2 Bathroom -Balcony-EV Charging-Free Parking
Sleeps 8 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
7 reviews(7 reviews)
Life is short...Bring the whole family!
Sleeps 12 · 6 bedrooms · 4 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
4 Bedroom Value Plus Home with Private PooI
Sleeps 8 · 4 bedrooms · 2 bathrooms
6.06.0 out of 10
- 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