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Smoking Allowed Holiday Rentals in Kissimmee

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Neighbourhood

Distance from

5 km
250 rentals in Kissimmee.
✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪, holiday rental in Kissimmee
✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪, holiday rental in Kissimmee
✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪, holiday rental in Kissimmee

✪ Special Discount- Magical Disney Villa Star Wars Game room/Pool/Theatre ✪

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps, Smoking allowed
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Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks, holiday rental in Kissimmee
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks, holiday rental in Kissimmee
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks, holiday rental in Kissimmee

Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks

Holiday Rental House in Downtown Kissimmee
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Smoking allowed
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Experience the Magic of Disney at Our Stunning Vacation home in Kissimmee!, holiday rental in Kissimmee
Experience the Magic of Disney at Our Stunning Vacation home in Kissimmee!, holiday rental in Kissimmee
Experience the Magic of Disney at Our Stunning Vacation home in Kissimmee!, holiday rental in Kissimmee

Experience the Magic of Disney at Our Stunning Vacation home in Kissimmee!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Storey Lake 5B5B house near Disney/Universal w/private pool/spa  by clubhouse, holiday rental in Kissimmee
Storey Lake 5B5B house near Disney/Universal w/private pool/spa  by clubhouse, holiday rental in Kissimmee
Storey Lake 5B5B house near Disney/Universal w/private pool/spa  by clubhouse, holiday rental in Kissimmee

Storey Lake 5B5B house near Disney/Universal w/private pool/spa by clubhouse

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Smoking allowed
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Amazing Compass Bay Resort TownhHome With Pool, holiday rental in Kissimmee
Amazing Compass Bay Resort TownhHome With Pool, holiday rental in Kissimmee
Amazing Compass Bay Resort TownhHome With Pool, holiday rental in Kissimmee

Amazing Compass Bay Resort TownhHome With Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes, holiday rental in Kissimmee
"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes, holiday rental in Kissimmee
"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes, holiday rental in Kissimmee

"VACATION FOR LESS" Welcome to NewHaven Palms and Resorts on Cumbrian Lakes

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps, Smoking allowed
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Villa With Private Pool And Double Garage, holiday rental in Kissimmee
Villa With Private Pool And Double Garage, holiday rental in Kissimmee
Villa With Private Pool And Double Garage, holiday rental in Kissimmee

Villa With Private Pool And Double Garage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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GORGEOUS POOL HOME IN QUIET TRANQUIL SETTING CLOSE TO ATTRACTIONS AND OUTLETS, holiday rental in Kissimmee
GORGEOUS POOL HOME IN QUIET TRANQUIL SETTING CLOSE TO ATTRACTIONS AND OUTLETS, holiday rental in Kissimmee
GORGEOUS POOL HOME IN QUIET TRANQUIL SETTING CLOSE TO ATTRACTIONS AND OUTLETS, holiday rental in Kissimmee

GORGEOUS POOL HOME IN QUIET TRANQUIL SETTING CLOSE TO ATTRACTIONS AND OUTLETS

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Cozy apartment 7 pax, very close to Disney!, holiday rental in Kissimmee
Cozy apartment 7 pax, very close to Disney!, holiday rental in Kissimmee
Cozy apartment 7 pax, very close to Disney!, holiday rental in Kissimmee

Cozy apartment 7 pax, very close to Disney!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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Cozy Farmhouse Villla between Disney & Orlando International Airport, holiday rental in Kissimmee
Cozy Farmhouse Villla between Disney & Orlando International Airport, holiday rental in Kissimmee
Cozy Farmhouse Villla between Disney & Orlando International Airport, holiday rental in Kissimmee

Cozy Farmhouse Villla between Disney & Orlando International Airport

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Amazing Townhone at Bella Vida Resort, holiday rental in Kissimmee
Amazing Townhone at Bella Vida Resort, holiday rental in Kissimmee
Amazing Townhone at Bella Vida Resort, holiday rental in Kissimmee

Amazing Townhone at Bella Vida Resort

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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1BD/Kissimmee!! - Four Miles from Disney's Magic Kingdom!, holiday rental in Kissimmee
1BD/Kissimmee!! - Four Miles from Disney's Magic Kingdom!, holiday rental in Kissimmee
1BD/Kissimmee!! - Four Miles from Disney's Magic Kingdom!, holiday rental in Kissimmee

1BD/Kissimmee!! - Four Miles from Disney's Magic Kingdom!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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7 miles from Disney world, holiday rental in Kissimmee
7 miles from Disney world, holiday rental in Kissimmee
7 miles from Disney world, holiday rental in Kissimmee

7 miles from Disney world

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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Vacation home with pool near Disney, holiday rental in Kissimmee
Vacation home with pool near Disney, holiday rental in Kissimmee
Vacation home with pool near Disney, holiday rental in Kissimmee

Vacation home with pool near Disney

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps, Smoking allowed
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From $110,4br/3ba TownHome with spa,Near Disney,Seaworld and convention center, holiday rental in Kissimmee
From $110,4br/3ba TownHome with spa,Near Disney,Seaworld and convention center, holiday rental in Kissimmee
From $110,4br/3ba TownHome with spa,Near Disney,Seaworld and convention center, holiday rental in Kissimmee

From $110,4br/3ba TownHome with spa,Near Disney,Seaworld and convention center

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Storey Lake 9 BR Villa With Games Room and Theater, holiday rental in Kissimmee
Storey Lake 9 BR Villa With Games Room and Theater, holiday rental in Kissimmee
Storey Lake 9 BR Villa With Games Room and Theater, holiday rental in Kissimmee

Storey Lake 9 BR Villa With Games Room and Theater

Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 20
Match: Sleeps, Smoking allowed
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Cozy private room and bathroom perfect for any trip!, holiday rental in Kissimmee
Cozy private room and bathroom perfect for any trip!, holiday rental in Kissimmee
Cozy private room and bathroom perfect for any trip!, holiday rental in Kissimmee

Cozy private room and bathroom perfect for any trip!

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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Terra Verde Resort 4BD w/ Private Pool&GAME ROOM, holiday rental in Kissimmee
Terra Verde Resort 4BD w/ Private Pool&GAME ROOM, holiday rental in Kissimmee
Terra Verde Resort 4BD w/ Private Pool&GAME ROOM, holiday rental in Kissimmee

Terra Verde Resort 4BD w/ Private Pool&GAME ROOM

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Bella Vida Cozy 3BD/3BA King Bed Private Pool, holiday rental in Kissimmee
Bella Vida Cozy 3BD/3BA King Bed Private Pool, holiday rental in Kissimmee
Bella Vida Cozy 3BD/3BA King Bed Private Pool, holiday rental in Kissimmee

Bella Vida Cozy 3BD/3BA King Bed Private Pool

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Historic Downtown Kissimmee Beautiful Apartment 2, holiday rental in Kissimmee
Historic Downtown Kissimmee Beautiful Apartment 2, holiday rental in Kissimmee
Historic Downtown Kissimmee Beautiful Apartment 2, holiday rental in Kissimmee

Historic Downtown Kissimmee Beautiful Apartment 2

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Smoking allowed
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Historic Downtown Kissimmee Beautiful Apartment, holiday rental in Kissimmee
Historic Downtown Kissimmee Beautiful Apartment, holiday rental in Kissimmee
Historic Downtown Kissimmee Beautiful Apartment, holiday rental in Kissimmee

Historic Downtown Kissimmee Beautiful Apartment

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Smoking allowed
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One bedroom with designated parking space at Kissimmee, holiday rental in Kissimmee
One bedroom with designated parking space at Kissimmee, holiday rental in Kissimmee
One bedroom with designated parking space at Kissimmee, holiday rental in Kissimmee

One bedroom with designated parking space at Kissimmee

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Smoking allowed
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SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee
SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee
SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee

SLEEP - SAVE - STAY Best Value Motel

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee
SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee
SLEEP - SAVE - STAY Best Value Motel, holiday rental in Kissimmee

SLEEP - SAVE - STAY Best Value Motel

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks, holiday rental in Kissimmee
The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks, holiday rental in Kissimmee
The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks, holiday rental in Kissimmee

The Temple & Glamping + Hot Tub, 15 Min Away from MCO, 25 min from Theme Parks

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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Cozy Tropical Cottage - 4 mi to Disney, holiday rental in Kissimmee
Cozy Tropical Cottage - 4 mi to Disney, holiday rental in Kissimmee
Cozy Tropical Cottage - 4 mi to Disney, holiday rental in Kissimmee

Cozy Tropical Cottage - 4 mi to Disney

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps, Smoking allowed
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Fully Stocked kissimmee Lakeview Cottage — 4 Miles To Disney!, holiday rental in Kissimmee
Fully Stocked kissimmee Lakeview Cottage — 4 Miles To Disney!, holiday rental in Kissimmee
Fully Stocked kissimmee Lakeview Cottage — 4 Miles To Disney!, holiday rental in Kissimmee

Fully Stocked kissimmee Lakeview Cottage — 4 Miles To Disney!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Smoking allowed
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1Bed/1Bath Star Island Luxury Condo!  Close to World Famous Attractions!!, holiday rental in Kissimmee
1Bed/1Bath Star Island Luxury Condo!  Close to World Famous Attractions!!, holiday rental in Kissimmee
1Bed/1Bath Star Island Luxury Condo!  Close to World Famous Attractions!!, holiday rental in Kissimmee

1Bed/1Bath Star Island Luxury Condo! Close to World Famous Attractions!!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Smoking allowed
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Extraordinary 3 bedrooms house, Gated community, Free Wi-Fi, holiday rental in Kissimmee
Extraordinary 3 bedrooms house, Gated community, Free Wi-Fi, holiday rental in Kissimmee
Extraordinary 3 bedrooms house, Gated community, Free Wi-Fi, holiday rental in Kissimmee

Extraordinary 3 bedrooms house, Gated community, Free Wi-Fi

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Your Dream Gate-away just 15 minutes from Disney, holiday rental in Kissimmee
Your Dream Gate-away just 15 minutes from Disney, holiday rental in Kissimmee
Your Dream Gate-away just 15 minutes from Disney, holiday rental in Kissimmee

Your Dream Gate-away just 15 minutes from Disney

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks, holiday rental in Kissimmee
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks, holiday rental in Kissimmee
Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks, holiday rental in Kissimmee

Beautiful 1st Floor Condo in Gated Cane Island, Close to Parks

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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17 mins to Theme Parks, Your All in One Stay with Heated Pool, holiday rental in Kissimmee
17 mins to Theme Parks, Your All in One Stay with Heated Pool, holiday rental in Kissimmee
17 mins to Theme Parks, Your All in One Stay with Heated Pool, holiday rental in Kissimmee

17 mins to Theme Parks, Your All in One Stay with Heated Pool

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Beautiful 3 bedrooms townhome, bright living room, HD TV, holiday rental in Kissimmee
Beautiful 3 bedrooms townhome, bright living room, HD TV, holiday rental in Kissimmee
Beautiful 3 bedrooms townhome, bright living room, HD TV, holiday rental in Kissimmee

Beautiful 3 bedrooms townhome, bright living room, HD TV

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Perfect waterfront Vacation Unit by Lake Toho near Disney, holiday rental in Kissimmee
Perfect waterfront Vacation Unit by Lake Toho near Disney, holiday rental in Kissimmee
Perfect waterfront Vacation Unit by Lake Toho near Disney, holiday rental in Kissimmee

Perfect waterfront Vacation Unit by Lake Toho near Disney

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Smoking allowed
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Home Away from Home, holiday rental in Kissimmee
Home Away from Home, holiday rental in Kissimmee
Home Away from Home, holiday rental in Kissimmee

Home Away from Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Smoking allowed
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2Bed/2Bath Condo in a Gorgeous Orlando Retreat!!, holiday rental in Kissimmee
2Bed/2Bath Condo in a Gorgeous Orlando Retreat!!, holiday rental in Kissimmee
2Bed/2Bath Condo in a Gorgeous Orlando Retreat!!, holiday rental in Kissimmee

2Bed/2Bath Condo in a Gorgeous Orlando Retreat!!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Elegant Fun-Filled Star Island Resort - 2 Bedroom 2 Bath Lockoff, holiday rental in Kissimmee
Elegant Fun-Filled Star Island Resort - 2 Bedroom 2 Bath Lockoff, holiday rental in Kissimmee
Elegant Fun-Filled Star Island Resort - 2 Bedroom 2 Bath Lockoff, holiday rental in Kissimmee

Elegant Fun-Filled Star Island Resort - 2 Bedroom 2 Bath Lockoff

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Luxury club Vila, holiday rental in Kissimmee
Luxury club Vila, holiday rental in Kissimmee
Luxury club Vila, holiday rental in Kissimmee

Luxury club Vila

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Elegant Star Island Resort - 2 Bedroom 2 Bath w/Private Balcony, holiday rental in Kissimmee
Elegant Star Island Resort - 2 Bedroom 2 Bath w/Private Balcony, holiday rental in Kissimmee
Elegant Star Island Resort - 2 Bedroom 2 Bath w/Private Balcony, holiday rental in Kissimmee

Elegant Star Island Resort - 2 Bedroom 2 Bath w/Private Balcony

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Peaceful Spacious Furnished Home, holiday rental in Kissimmee
Peaceful Spacious Furnished Home, holiday rental in Kissimmee
Peaceful Spacious Furnished Home, holiday rental in Kissimmee

Peaceful Spacious Furnished Home

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Smoking allowed
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3 bd Condo Just 5 miles away from Disney World!, holiday rental in Kissimmee
3 bd Condo Just 5 miles away from Disney World!, holiday rental in Kissimmee
3 bd Condo Just 5 miles away from Disney World!, holiday rental in Kissimmee

3 bd Condo Just 5 miles away from Disney World!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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BRAND NEW Storey Lake APT 3BD/2BA King bed, holiday rental in Kissimmee
BRAND NEW Storey Lake APT 3BD/2BA King bed, holiday rental in Kissimmee
BRAND NEW Storey Lake APT 3BD/2BA King bed, holiday rental in Kissimmee

BRAND NEW Storey Lake APT 3BD/2BA King bed

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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Renovated 3BD/2BA Venetian Bay Retreat game room, holiday rental in Kissimmee
Renovated 3BD/2BA Venetian Bay Retreat game room, holiday rental in Kissimmee
Renovated 3BD/2BA Venetian Bay Retreat game room, holiday rental in Kissimmee

Renovated 3BD/2BA Venetian Bay Retreat game room

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Majestic 4 bedrroms house close to Walt Disney World and its attractions, holiday rental in Kissimmee
Majestic 4 bedrroms house close to Walt Disney World and its attractions, holiday rental in Kissimmee
Majestic 4 bedrroms house close to Walt Disney World and its attractions, holiday rental in Kissimmee

Majestic 4 bedrroms house close to Walt Disney World and its attractions

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Remodeled, Stylish & Affordable Royalty close to Disney and Shopping, holiday rental in Kissimmee
Remodeled, Stylish & Affordable Royalty close to Disney and Shopping, holiday rental in Kissimmee
Remodeled, Stylish & Affordable Royalty close to Disney and Shopping, holiday rental in Kissimmee

Remodeled, Stylish & Affordable Royalty close to Disney and Shopping

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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Pristine Disney home w/ Private Game Room! Close to all Attractions!!, holiday rental in Kissimmee
Pristine Disney home w/ Private Game Room! Close to all Attractions!!, holiday rental in Kissimmee
Pristine Disney home w/ Private Game Room! Close to all Attractions!!, holiday rental in Kissimmee

Pristine Disney home w/ Private Game Room! Close to all Attractions!!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Smoking allowed
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Spectacular3 bedrooms/2 bathrroms - Compass Bay Resort, holiday rental in Kissimmee
Spectacular3 bedrooms/2 bathrroms - Compass Bay Resort, holiday rental in Kissimmee
Spectacular3 bedrooms/2 bathrroms - Compass Bay Resort, holiday rental in Kissimmee

Spectacular3 bedrooms/2 bathrroms - Compass Bay Resort

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Beautiful Vacation Home With PRIVATE POOL In Orlando, holiday rental in Kissimmee
Beautiful Vacation Home With PRIVATE POOL In Orlando, holiday rental in Kissimmee
Beautiful Vacation Home With PRIVATE POOL In Orlando, holiday rental in Kissimmee

Beautiful Vacation Home With PRIVATE POOL In Orlando

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Smoking allowed
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3BD/3BA ♥ Charming townhouse ☆ Near -> Disney, holiday rental in Kissimmee
3BD/3BA ♥ Charming townhouse ☆ Near -> Disney, holiday rental in Kissimmee
3BD/3BA ♥ Charming townhouse ☆ Near -> Disney, holiday rental in Kissimmee

3BD/3BA ♥ Charming townhouse ☆ Near -> Disney

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Smoking allowed
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Pool House, holiday rental in Kissimmee
Pool House, holiday rental in Kissimmee
Pool House, holiday rental in Kissimmee

Pool House

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Smoking allowed
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