Kissimmee Vacation Rentals

Icon
Icon
Disney Magic: Resort Amenities Await!
Icon

Enjoy ultimate comfort and convenience in this charming 3-bedroom condo with a private balcony, just 10 minutes from the magic of Disney World.

3 Bedrooms
2 Bathrooms
1 Guide
5IconIconIconIconIcon
6 reviews
$100 - $250 / night (excl. fees & taxes)
Icon
Icon
Icon
Windsor Disney Castle
Icon

5 Star Disney themed Villa with ultra-private s/w facing pool 3 miles from parks

6 Bedrooms
3½ Bathrooms
1 Guide
4.86IconIconIconIconIcon
7 reviews
$219 - $550 / night (excl. fees & taxes)
Icon
Icon
Heroes Vacation Home
Icon

Walt Disney World & Universal Orlando Getaway: Sunny South Facing Poolside Villa

7 Bedrooms
5½ Bathrooms
1 Guide
4.8IconIconIconIconIcon
10 reviews
$276 - $395 / night (excl. fees & taxes)
Icon
Icon
America Bowling Villa, 14 bedrooms/14.5 baths
Icon

America Bowling Villa, 14 bedrooms/14.5 baths

14 Bedrooms
14 Bathrooms
1 Guide
5IconIconIconIconIcon
3 reviews
$795 - $1495 / night (excl. fees & taxes)
Icon
Icon
Lilo & Stitch Luxe Oasis
Icon

Experience unparalleled comfort and convenience, complete with a private splash pool and delightful themed rooms, just minutes from Disney World.

3 Bedrooms
3 Bathrooms
1 Guide
5IconIconIconIconIcon
3 reviews
$120 - $350 / night (excl. fees & taxes)
Icon
Icon
Windsor Palms Retreat: 3 Bdr Townhouse- Private Pool Oasis
Icon

Discover comfort, fun, and convenience in this charming townhouse with a private pool and Mickey-themed kids' room, nestled just minutes from the enc

3 Bedrooms
3 Bathrooms
1 Guide
4.8IconIconIconIconIcon
5 reviews
$115 - $250 / night (excl. fees & taxes)
Icon
Icon
Windsor Palms Townhouse 8123
Icon

Magical Getaway Close to Disney! Pool, Gym, & WiFi

3 Bedrooms
3 Bathrooms
1 Guide
$115 - $250 / night (excl. fees & taxes)
Icon
Icon
Icon
Be Our Guest Vacation Villa
Icon

Super clean! 5 mins to Disney. Themed fun for old and young! Private SPA/POOL

6 Bedrooms
4 Bathrooms
1 Guide
4.94IconIconIconIconIcon
185 reviews
$279 - $449 / night (excl. fees & taxes)
Icon
Icon
Upscale Disney Gem: Heated Pool, Games, Cinema, EV
Icon

Upscale Disney Gem: BBQ Grill, Heated Pool, Games, Cinema, EV

8 Bedrooms
5 Bathrooms
1 Guide
5IconIconIconIconIcon
7 reviews
$298 / night (excl. fees & taxes)
Icon
Icon
Bliss Haven
Icon

Indulge in luxury and comfort at this exquisite 3-bedroom townhouse, just 5 miles from Disney, featuring spacious living areas and resort amenities!

3 Bedrooms
3 Bathrooms
1 Guide
$100 - $350 / night (excl. fees & taxes)
Icon
Icon
Ohana Retreat 6 Bed 5 Bath Un-overlooked Pool /Spa
Icon

3 Miles to Disney. 4 king suites, 2 twin rooms, themed games room. Extra large pool deck, covered lanai. Security gated

6 Bedrooms
5 Bathrooms
1 Guide
5IconIconIconIconIcon
34 reviews
$320 - $460 / night (excl. fees & taxes)
Icon
Icon
THE HAVEN IN EMERALD ISLAND
Icon

Family-Friendly House 3 Miles From Disney, Gated Security Resort,Games Room.

4 Bedrooms
3 Bathrooms
1 Guide
$120 / night (excl. fees & taxes)
Icon
Icon
Queen's Fun Spot
Icon

Queen's Fun Spot: Themed Rooms - Pool/Spa - Family

7 Bedrooms
4½ Bathrooms
1 Guide
5IconIconIconIconIcon
12 reviews
$299 - $499 / night (excl. fees & taxes)
Icon
Icon
Icon
Magic Emerald Island Villa
Icon

Luxury 4 Bedroom 3 Bath Pool/Spa Home in Gated Emerald Island Resort 3 miles from Disney

4 Bedrooms
3 Bathrooms
1 Guide
4.96IconIconIconIconIcon
52 reviews
$161 - $205 / night (excl. fees & taxes)
Icon
Icon
Disney Getaway Villa
Icon

Fresh modern and comfortable with extraordinary amenities! 4 Bedrooms / 3 Bathrooms (2 ensuite) plus Private Pool & Spa. Super Close to Disney.

4 Bedrooms
3 Bathrooms
1 Guide
$170 - $225 / night (excl. fees & taxes)
Icon
Icon
Enchanting Escape- 7 bed, Pool, Spa & Games Room
Icon

Experience the pinnacle of luxury and adventure at this stunning Emerald Island Resort retreat, where every moment is a lavish celebration.

7 Bedrooms
5 Bathrooms
1 Guide
$200 - $464 / night (excl. fees & taxes)
Icon
Icon
Pri's Disney Villa - SW Private Pool & Spa
Icon

Pri's Disney Villa - SW Private Pool & Spa

6 Bedrooms
5½ Bathrooms
1 Guide
4.43IconIconIconIconIcon
23 reviews
$177 - $380 / night (excl. fees & taxes)
Icon
Icon
Margaritavilla at Emerald Island
Icon

Margaritavilla at Emerald Island

7 Bedrooms
4 Bathrooms
1 Guide
4.88IconIconIconIconIcon
8 reviews
$219 - $329 / night (excl. fees & taxes)
Icon
Icon
Dory's Magic by Emerald Island Rentals
Icon

Luxury Dory's Magic villa, Lake conservation views, Private Movie theater

7 Bedrooms
5½ Bathrooms
1 Guide
5IconIconIconIconIcon
5 reviews
$300 / night (excl. fees & taxes)
Icon
Icon
Cruella's Fun Spot
Icon

Cruella's Fun Spot: 5 Star Family Pool/Spa Villa

7 Bedrooms
4½ Bathrooms
1 Guide
5IconIconIconIconIcon
28 reviews
$299 - $499 / night (excl. fees & taxes)
    81 – 100 Rentals