Holiday rentals near W. P. Tyson Trailhead
We found 4,017 holiday rentals — enter your dates for availability
Scroll through and discover holiday rentals near W. P. Tyson Trailhead that are perfect for your trip. Whether you're travelling with your children or with friends, holiday homes have the amenities that you need and want for your stay, which might include Wi-Fi and a hot tub. At the end of the day, you'll be able to choose a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - W. P. Tyson Trailhead
Showing deals for:7 Nov - 14 Nov
Image gallery for Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.
9.89.8 out of 10 rating
Exceptional
(19 reviews)
Escape to Paradise!Luxury Waterfront Heated Pool House in Tranquil Neighborhood.
Kissimmee, FL
12% off
Price is S$2,345
S$2,345
S$335 per night
includes taxes & fees
Image gallery for Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
1010 out of 10 rating
Exceptional
(18 reviews)
Family friendly,Private Pool ,Golf, Pet Friendly,10 minutes to Orlando airport
Kissimmee, FL
10% off
Price is S$2,670
S$2,670
S$381 per night
includes taxes & fees
Image gallery for True South-facing private pool/spa, interior games room, Wifi, monitored alarm
9.89.8 out of 10 rating
Exceptional
(129 reviews)
True South-facing private pool/spa, interior games room, Wifi, monitored alarm
Kissimmee, FL
7% off
Price is S$3,589
S$3,589
S$513 per night
includes taxes & fees
Image gallery for Spacious Vacation Home 20 min from Theme Parks!
9.29.2 out of 10 rating
Wonderful
(56 reviews)
Spacious Vacation Home 20 min from Theme Parks!
Kissimmee, FL
6% off
Price is S$2,922
S$2,922
S$417 per night
includes taxes & fees
Image gallery for SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
1010 out of 10 rating
Exceptional
(14 reviews)
SPACIOUS 1 BEDROOM LOFT GOLF CART IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT
Kissimmee, FL
13% off
Price is S$999
S$999
S$143 per night
includes taxes & fees
Image gallery for Upstay - Patio Paradise w Pool Spa Games & TikiBar
8.88.8 out of 10 rating
Excellent
(8 reviews)
Upstay - Patio Paradise w Pool Spa Games & TikiBar
Kissimmee, FL
7% off
Price is S$11,616
S$11,616
S$1,659 per night
includes taxes & fees
Image gallery for NEW Home 3 Bedrooms Water View DISNEY UNIVERSAL
1010 out of 10 rating
Exceptional
(14 reviews)
NEW Home 3 Bedrooms Water View DISNEY UNIVERSAL
Kissimmee, FL
7% off
Price is S$1,843
S$1,843
S$263 per night
includes taxes & fees
Image gallery for Your Home Away From Home, Close to Disney, Safe and Professionally Managed
9.49.4 out of 10 rating
Exceptional
(168 reviews)
Your Home Away From Home, Close to Disney, Safe and Professionally Managed
Kissimmee, FL
13% off
Price is S$1,713
S$1,713
S$245 per night
includes taxes & fees
Image gallery for House near Disney! Pool, Jacuzzi Spa, Lake, Kids Splash + King Size bed
1010 out of 10 rating
Exceptional
(5 reviews)
House near Disney! Pool, Jacuzzi Spa, Lake, Kids Splash + King Size bed
Kissimmee, FL
9% off
Price is S$1,393
S$1,393
S$199 per night
includes taxes & fees
Image gallery for Vacation in Paradise
8.68.6 out of 10 rating
Excellent
(44 reviews)
Vacation in Paradise
Kissimmee, FL
7% off
Price is S$2,048
S$2,048
S$293 per night
includes taxes & fees
Image gallery for Spacious Family Retreat w Pool, BBQ & Ping Pong
8.68.6 out of 10 rating
Excellent
(7 reviews)
Spacious Family Retreat w Pool, BBQ & Ping Pong
Kissimmee, FL
7% off
Price is S$3,069
S$3,069
S$438 per night
includes taxes & fees
Image gallery for Spacious 2-Bedroom House + Golf Cart 5 Star Near Disney Mill Creek Resort 2748
9.89.8 out of 10 rating
Exceptional
(9 reviews)
Spacious 2-Bedroom House + Golf Cart 5 Star Near Disney Mill Creek Resort 2748
Kissimmee, FL
13% off
Price is S$1,009
S$1,009
S$144 per night
includes taxes & fees
Image gallery for Disney Family Villa - spacious home 15 mins to Disney
1010 out of 10 rating
Exceptional
(30 reviews)
Disney Family Villa - spacious home 15 mins to Disney
Kissimmee, FL
7% off
Price is S$2,816
S$2,816
S$402 per night
includes taxes & fees
Image gallery for Super fun spacious family home with top amenities | Pool/Spa | Sleeps 24
8.68.6 out of 10 rating
Excellent
(21 reviews)
Super fun spacious family home with top amenities | Pool/Spa | Sleeps 24
Kissimmee, FL
7% off
Price is S$4,493
S$4,493
S$642 per night
includes taxes & fees
Image gallery for Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10
9.89.8 out of 10 rating
Exceptional
(13 reviews)
Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10
Kissimmee, FL
11% off
Price is S$1,913
S$1,913
S$273 per night
includes taxes & fees
Image gallery for Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
1010 out of 10 rating
Exceptional
(5 reviews)
Disney Themed Single Family Home, Private Pool, 15 Mins From Disney & Sleeps 10
Kissimmee, FL
18% off
Price is S$2,476
S$2,476
S$354 per night
includes taxes & fees
Image gallery for SOLO! Tiny house cozy retreat
1010 out of 10 rating
Exceptional
(48 reviews)
SOLO! Tiny house cozy retreat
Kissimmee, FL
8% off
Price is S$808
S$808
S$115 per night
includes taxes & fees
Image gallery for Stylish and Cozy Pool Home near Disney in a Gated Community
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Stylish and Cozy Pool Home near Disney in a Gated Community
Kissimmee, FL
7% off
Price is S$2,661
S$2,661
S$380 per night
includes taxes & fees
Image gallery for UNBEATABLE LOCATION THEMATIC HOUSE with HEATED POOL OPTION 8 miles to Disney
9.09.0 out of 10 rating
Wonderful
(41 reviews)
UNBEATABLE LOCATION THEMATIC HOUSE with HEATED POOL OPTION 8 miles to Disney
Kissimmee, FL
7% off
Price is S$2,492
S$2,492
S$356 per night
includes taxes & fees
Image gallery for "VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes
9.49.4 out of 10 rating
Exceptional
(63 reviews)
"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes
Kissimmee, FL
11% off
Price is S$2,176
S$2,176
S$311 per night
includes taxes & fees
Image gallery for DISNEY LUXURIOUS /5BD/ POLL SONOMA WHITEROSE VILLA LUXURY MEETS AFFORDABILITY
9.09.0 out of 10 rating
Wonderful
(7 reviews)
DISNEY LUXURIOUS /5BD/ POLL SONOMA WHITEROSE VILLA LUXURY MEETS AFFORDABILITY
Kissimmee, FL
10% off
Price is S$3,064
S$3,064
S$438 per night
includes taxes & fees
Image gallery for Premier Host-Beautiful 4BR/2BA Pool HEAT Home SAFE QUIET Lot - Disney 15 Minutes
8.88.8 out of 10 rating
Excellent
(110 reviews)
Premier Host-Beautiful 4BR/2BA Pool HEAT Home SAFE QUIET Lot - Disney 15 Minutes
Kissimmee, FL
10% off
Price is S$1,730
S$1,730
S$247 per night
includes taxes & fees
Image gallery for OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks
9.69.6 out of 10 rating
Exceptional
(79 reviews)
OASIS PALM HAVEN – 20 minutes to the Disney/Universal theme Parks
Kissimmee, FL
7% off
Price is S$1,732
S$1,732
S$247 per night
includes taxes & fees
Image gallery for Lake View Villa with Private Pool/Games Rm/WiFi/HD TV - 10% Discount on 2025/26
9.69.6 out of 10 rating
Exceptional
(100 reviews)
Lake View Villa with Private Pool/Games Rm/WiFi/HD TV - 10% Discount on 2025/26
Kissimmee, FL
7% off
Price is S$2,269
S$2,269
S$324 per night
includes taxes & fees
Find spaces that suit your style
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Chalet
Find the best place to stay - W. P. Tyson Trailhead
Pool+Fire Pit+Grill+Walk to Lake+Close to Disney+Pet Friendly
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Private home and entrance, large full kitchen, fenced yard, Pets, Parking
Sleeps 5 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
39 reviews(39 reviews)
Cozy new cottage in fantastic St. Cloud with WiFi, AC
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
8 reviews(8 reviews)
Charming 1-bedroom house in pleasant St. Cloud within close distance to Parks
Sleeps 4 · 1 bedroom · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
2 reviews(2 reviews)
Family Home w/ Private Pool: 24 Mi to Disney!
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
20 reviews(20 reviews)
3 Mi to Lakefront Beach: St Cloud Apt
Sleeps 3 · 1 bedroom · 1 bathroom
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 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