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Holiday Rentals in Kissimmee

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Neighbourhood

Distance from

5 km
7452 rentals in Kissimmee.

Florida Jewels

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Disney Vacation Rental, holiday rental in Kissimmee
Disney Vacation Rental, holiday rental in Kissimmee

Disney Vacation Rental

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Lovely Affordable Ground Floor Condo at Cane Island Resort, holiday rental in Kissimmee
Lovely Affordable Ground Floor Condo at Cane Island Resort, holiday rental in Kissimmee
Lovely Affordable Ground Floor Condo at Cane Island Resort, holiday rental in Kissimmee

Lovely Affordable Ground Floor Condo at Cane Island Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Modern Luxury Villa with Everything, holiday rental in Kissimmee
Modern Luxury Villa with Everything, holiday rental in Kissimmee
Modern Luxury Villa with Everything, holiday rental in Kissimmee

Modern Luxury Villa with Everything

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Lakeview Luxury Villa with Everything, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything, holiday rental in Kissimmee

Lakeview Luxury Villa with Everything

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Ultimate Lakeview Villa with Everything!, holiday rental in Kissimmee
Ultimate Lakeview Villa with Everything!, holiday rental in Kissimmee
Ultimate Lakeview Villa with Everything!, holiday rental in Kissimmee

Ultimate Lakeview Villa with Everything!

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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Modern Luxury Villa with Everything, holiday rental in Kissimmee
Modern Luxury Villa with Everything, holiday rental in Kissimmee
Modern Luxury Villa with Everything, holiday rental in Kissimmee

Modern Luxury Villa with Everything

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee

Lakeview Luxury Villa with Everything!

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!, holiday rental in Kissimmee
4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!, holiday rental in Kissimmee
4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!, holiday rental in Kissimmee

4 BR Home Near Disney-EXTREMELY CLEAN/WELL MAINTAINED/GREAT LOCATION!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy Home Away From Home in Quiet Location in Venetian Bay, holiday rental in Kissimmee
Cozy Home Away From Home in Quiet Location in Venetian Bay, holiday rental in Kissimmee
Cozy Home Away From Home in Quiet Location in Venetian Bay, holiday rental in Kissimmee

Cozy Home Away From Home in Quiet Location in Venetian Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Westgate Town centre 1 bed/1 sofa, Full Kitchen with Dining Tables Cls to Disney, holiday rental in Kissimmee
Westgate Town centre 1 bed/1 sofa, Full Kitchen with Dining Tables Cls to Disney, holiday rental in Kissimmee
Westgate Town centre 1 bed/1 sofa, Full Kitchen with Dining Tables Cls to Disney, holiday rental in Kissimmee

Westgate Town centre 1 bed/1 sofa, Full Kitchen with Dining Tables Cls to Disney

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf, holiday rental in Kissimmee
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf, holiday rental in Kissimmee
Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf, holiday rental in Kissimmee

Stunning lake view, private pool,near Disney ,games room,free WiFi ,play golf

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee

Lakeview Luxury Villa with Everything!

Holiday Rental House
7 bedrooms
6 bathrooms
Sleeps 17
Match: Sleeps
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Mel's Resort home away from home with pool close to everything, holiday rental in Kissimmee
Mel's Resort home away from home with pool close to everything, holiday rental in Kissimmee
Mel's Resort home away from home with pool close to everything, holiday rental in Kissimmee

Mel's Resort home away from home with pool close to everything

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee
Lakeview Luxury Villa with Everything!, holiday rental in Kissimmee

Lakeview Luxury Villa with Everything!

Holiday Rental House
8 bedrooms
5 bathrooms
Sleeps 19
Match: Sleeps
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4 br unit in a quiet location, facing the reserve, holiday rental in Kissimmee
4 br unit in a quiet location, facing the reserve, holiday rental in Kissimmee
4 br unit in a quiet location, facing the reserve, holiday rental in Kissimmee

4 br unit in a quiet location, facing the reserve

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Great Vacation Home Ideal Retreat in the Heart of the Disney area, holiday rental in Kissimmee
Great Vacation Home Ideal Retreat in the Heart of the Disney area, holiday rental in Kissimmee
Great Vacation Home Ideal Retreat in the Heart of the Disney area, holiday rental in Kissimmee

Great Vacation Home Ideal Retreat in the Heart of the Disney area

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3065 - 5 Bedroom Townhome with Private Pool in Storey Lake Resort Under 10, holiday rental in Kissimmee
3065 - 5 Bedroom Townhome with Private Pool in Storey Lake Resort Under 10, holiday rental in Kissimmee
3065 - 5 Bedroom Townhome with Private Pool in Storey Lake Resort Under 10, holiday rental in Kissimmee

3065 - 5 Bedroom Townhome with Private Pool in Storey Lake Resort Under 10

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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NEW! Kissimmee Family Townhome w/ Private Hot Tub!, holiday rental in Kissimmee
NEW! Kissimmee Family Townhome w/ Private Hot Tub!, holiday rental in Kissimmee
NEW! Kissimmee Family Townhome w/ Private Hot Tub!, holiday rental in Kissimmee

NEW! Kissimmee Family Townhome w/ Private Hot Tub!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2, holiday rental in Kissimmee
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2, holiday rental in Kissimmee
Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2, holiday rental in Kissimmee

Amazing Breathtaking Fantasy World Newly Renovated Near Disney 2+2

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Summer Home, holiday rental in Kissimmee
Beautiful Summer Home, holiday rental in Kissimmee
Beautiful Summer Home, holiday rental in Kissimmee

Beautiful Summer Home

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ideal Disney/Universal Retreat: Gated Resort, Pool, holiday rental in Kissimmee
Ideal Disney/Universal Retreat: Gated Resort, Pool, holiday rental in Kissimmee
Ideal Disney/Universal Retreat: Gated Resort, Pool, holiday rental in Kissimmee

Ideal Disney/Universal Retreat: Gated Resort, Pool

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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AMAZING 5 BR HOUSE AT STOREY LAKE WITH POOL!(2307), holiday rental in Kissimmee
AMAZING 5 BR HOUSE AT STOREY LAKE WITH POOL!(2307), holiday rental in Kissimmee
AMAZING 5 BR HOUSE AT STOREY LAKE WITH POOL!(2307), holiday rental in Kissimmee

AMAZING 5 BR HOUSE AT STOREY LAKE WITH POOL!(2307)

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Sonoma Resort 7 Bedroom Home with Pool (1849), holiday rental in Kissimmee
Sonoma Resort 7 Bedroom Home with Pool (1849), holiday rental in Kissimmee
Sonoma Resort 7 Bedroom Home with Pool (1849), holiday rental in Kissimmee

Sonoma Resort 7 Bedroom Home with Pool (1849)

Holiday Rental House
7 bedrooms
7 bathrooms
Sleeps 20
Match: Sleeps
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Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney, holiday rental in Kissimmee
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney, holiday rental in Kissimmee
Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney, holiday rental in Kissimmee

Newly Renovated, Modern Two Bedroom Condo Minutes Away From Disney

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!, holiday rental in Kissimmee
BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!, holiday rental in Kissimmee
BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!, holiday rental in Kissimmee

BreathTaking! Fantasy World Newly Renovated Near Disney 2+2 5 STAR UNIT!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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*Special Offer*Stylish Villa / Lake View / 2969PS, holiday rental in Kissimmee
*Special Offer*Stylish Villa / Lake View / 2969PS, holiday rental in Kissimmee
*Special Offer*Stylish Villa / Lake View / 2969PS, holiday rental in Kissimmee

*Special Offer*Stylish Villa / Lake View / 2969PS

Holiday Rental House
10 bedrooms
5 bathrooms
Sleeps 28
Match: Sleeps
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******** - 3 Bedroom Corner Unit Condo in Storey Lake Resort Under 10 Minutes, holiday rental in Kissimmee
******** - 3 Bedroom Corner Unit Condo in Storey Lake Resort Under 10 Minutes, holiday rental in Kissimmee
******** - 3 Bedroom Corner Unit Condo in Storey Lake Resort Under 10 Minutes, holiday rental in Kissimmee

******** - 3 Bedroom Corner Unit Condo in Storey Lake Resort Under 10 Minutes

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Stunning, brand new 6bd home at Storey Lake Resort!, holiday rental in Kissimmee
Stunning, brand new 6bd home at Storey Lake Resort!, holiday rental in Kissimmee
Stunning, brand new 6bd home at Storey Lake Resort!, holiday rental in Kissimmee

Stunning, brand new 6bd home at Storey Lake Resort!

Holiday Rental House
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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OS201 Storey Lake Condo 3 bed 2 bath  Free Waterpark, holiday rental in Kissimmee
OS201 Storey Lake Condo 3 bed 2 bath  Free Waterpark, holiday rental in Kissimmee
OS201 Storey Lake Condo 3 bed 2 bath  Free Waterpark, holiday rental in Kissimmee

OS201 Storey Lake Condo 3 bed 2 bath Free Waterpark

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Lake Home near parks and MCO airport. Private Pool and spa. Themed rooms., holiday rental in Kissimmee
Luxury Lake Home near parks and MCO airport. Private Pool and spa. Themed rooms., holiday rental in Kissimmee
Luxury Lake Home near parks and MCO airport. Private Pool and spa. Themed rooms., holiday rental in Kissimmee

Luxury Lake Home near parks and MCO airport. Private Pool and spa. Themed rooms.

Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 18
Match: Sleeps
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DISNEY DEAL! Free Waterpark! 4BR, Private Pool- Storey Lake (4912WA), holiday rental in Kissimmee
DISNEY DEAL! Free Waterpark! 4BR, Private Pool- Storey Lake (4912WA), holiday rental in Kissimmee
DISNEY DEAL! Free Waterpark! 4BR, Private Pool- Storey Lake (4912WA), holiday rental in Kissimmee

DISNEY DEAL! Free Waterpark! 4BR, Private Pool- Storey Lake (4912WA)

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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New Listing - spacious 4 bed/3 bath Pool home with Game Room, holiday rental in Kissimmee
New Listing - spacious 4 bed/3 bath Pool home with Game Room, holiday rental in Kissimmee
New Listing - spacious 4 bed/3 bath Pool home with Game Room, holiday rental in Kissimmee

New Listing - spacious 4 bed/3 bath Pool home with Game Room

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Zoie's Abode: Modern, Spacious 4 bed/3.5 bath Townhome near Disney, holiday rental in Kissimmee
Zoie's Abode: Modern, Spacious 4 bed/3.5 bath Townhome near Disney, holiday rental in Kissimmee
Zoie's Abode: Modern, Spacious 4 bed/3.5 bath Townhome near Disney, holiday rental in Kissimmee

Zoie's Abode: Modern, Spacious 4 bed/3.5 bath Townhome near Disney

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Brand New Dream Vacation Getaway next to Disney with Private Pool (9BD/5BA), holiday rental in Kissimmee
Brand New Dream Vacation Getaway next to Disney with Private Pool (9BD/5BA), holiday rental in Kissimmee
Brand New Dream Vacation Getaway next to Disney with Private Pool (9BD/5BA), holiday rental in Kissimmee

Brand New Dream Vacation Getaway next to Disney with Private Pool (9BD/5BA)

Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 24
Match: Sleeps
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VILLAS at SEVEN DWARFS (2602LC) - 3BR 2BA Townhome in gated Resort, Masters dow, holiday rental in Kissimmee
VILLAS at SEVEN DWARFS (2602LC) - 3BR 2BA Townhome in gated Resort, Masters dow, holiday rental in Kissimmee
VILLAS at SEVEN DWARFS (2602LC) - 3BR 2BA Townhome in gated Resort, Masters dow, holiday rental in Kissimmee

VILLAS at SEVEN DWARFS (2602LC) - 3BR 2BA Townhome in gated Resort, Masters dow

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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LOCATION, LOCATION!!LAKE VIEW,  UNIT CLOSE TO THEME PARKS, SHOPPING, holiday rental in Kissimmee
LOCATION, LOCATION!!LAKE VIEW,  UNIT CLOSE TO THEME PARKS, SHOPPING, holiday rental in Kissimmee
LOCATION, LOCATION!!LAKE VIEW,  UNIT CLOSE TO THEME PARKS, SHOPPING, holiday rental in Kissimmee

LOCATION, LOCATION!!LAKE VIEW, UNIT CLOSE TO THEME PARKS, SHOPPING

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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(CA2738) Storey Lake Home 5/5, Private Pool & Free Waterpark, holiday rental in Kissimmee
(CA2738) Storey Lake Home 5/5, Private Pool & Free Waterpark, holiday rental in Kissimmee
(CA2738) Storey Lake Home 5/5, Private Pool & Free Waterpark, holiday rental in Kissimmee

(CA2738) Storey Lake Home 5/5, Private Pool & Free Waterpark

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Beautiful house in Storey Lake near Disney, holiday rental in Kissimmee
Beautiful house in Storey Lake near Disney, holiday rental in Kissimmee
Beautiful house in Storey Lake near Disney, holiday rental in Kissimmee

Beautiful house in Storey Lake near Disney

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Perfect  Family Getaway, Modern Decor, Spa, Gated Resort Community w, holiday rental in Kissimmee
Perfect  Family Getaway, Modern Decor, Spa, Gated Resort Community w, holiday rental in Kissimmee
Perfect  Family Getaway, Modern Decor, Spa, Gated Resort Community w, holiday rental in Kissimmee

Perfect Family Getaway, Modern Decor, Spa, Gated Resort Community w

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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5BR/4BA/2 Floors/Keyless Entry/Contactless Check-in/2-Days Between Rentals/WiFi, holiday rental in Kissimmee
5BR/4BA/2 Floors/Keyless Entry/Contactless Check-in/2-Days Between Rentals/WiFi, holiday rental in Kissimmee
5BR/4BA/2 Floors/Keyless Entry/Contactless Check-in/2-Days Between Rentals/WiFi, holiday rental in Kissimmee

5BR/4BA/2 Floors/Keyless Entry/Contactless Check-in/2-Days Between Rentals/WiFi

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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TEN Minutes to Disney Storey Lake Resort Amazing Water View ALL INCLUSIVE Home!!, holiday rental in Kissimmee
TEN Minutes to Disney Storey Lake Resort Amazing Water View ALL INCLUSIVE Home!!, holiday rental in Kissimmee
TEN Minutes to Disney Storey Lake Resort Amazing Water View ALL INCLUSIVE Home!!, holiday rental in Kissimmee

TEN Minutes to Disney Storey Lake Resort Amazing Water View ALL INCLUSIVE Home!!

Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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3 BR Private Pool Home 5miles from Disney - Free Pool and Spa Heat + Gas Grill, holiday rental in Kissimmee
3 BR Private Pool Home 5miles from Disney - Free Pool and Spa Heat + Gas Grill, holiday rental in Kissimmee
3 BR Private Pool Home 5miles from Disney - Free Pool and Spa Heat + Gas Grill, holiday rental in Kissimmee

3 BR Private Pool Home 5miles from Disney - Free Pool and Spa Heat + Gas Grill

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Renovated Waterfront 4 Bd/2Bth Home w/Pool & Spa 15Min to Disney/Shops/Universal, holiday rental in Kissimmee
Renovated Waterfront 4 Bd/2Bth Home w/Pool & Spa 15Min to Disney/Shops/Universal, holiday rental in Kissimmee
Renovated Waterfront 4 Bd/2Bth Home w/Pool & Spa 15Min to Disney/Shops/Universal, holiday rental in Kissimmee

Renovated Waterfront 4 Bd/2Bth Home w/Pool & Spa 15Min to Disney/Shops/Universal

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Lakeshore Escape - gated community, wonderful lakefront private pool & jacuzzi, holiday rental in Kissimmee
Lakeshore Escape - gated community, wonderful lakefront private pool & jacuzzi, holiday rental in Kissimmee
Lakeshore Escape - gated community, wonderful lakefront private pool & jacuzzi, holiday rental in Kissimmee

Lakeshore Escape - gated community, wonderful lakefront private pool & jacuzzi

Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Disney Location with Secluded Pool and King Sized 4-Poster Bed, holiday rental in Kissimmee
Disney Location with Secluded Pool and King Sized 4-Poster Bed, holiday rental in Kissimmee
Disney Location with Secluded Pool and King Sized 4-Poster Bed, holiday rental in Kissimmee

Disney Location with Secluded Pool and King Sized 4-Poster Bed

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Enchanted Clock Tower | Private Pool, Hot Tub, Near Theme Parks, holiday rental in Kissimmee
Enchanted Clock Tower | Private Pool, Hot Tub, Near Theme Parks, holiday rental in Kissimmee
Enchanted Clock Tower | Private Pool, Hot Tub, Near Theme Parks, holiday rental in Kissimmee

Enchanted Clock Tower | Private Pool, Hot Tub, Near Theme Parks

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Dog-friendly home with a heated pool, pool spa, in-home theater, lanai, & patio, holiday rental in Kissimmee
Dog-friendly home with a heated pool, pool spa, in-home theater, lanai, & patio, holiday rental in Kissimmee
Dog-friendly home with a heated pool, pool spa, in-home theater, lanai, & patio, holiday rental in Kissimmee

Dog-friendly home with a heated pool, pool spa, in-home theater, lanai, & patio

Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch, holiday rental in Kissimmee
Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch, holiday rental in Kissimmee
Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch, holiday rental in Kissimmee

Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch

Holiday Rental House
9 bedrooms
5 bathrooms
Sleeps 28
Match: Sleeps
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Recently Remodeled, Very Comfy Condo Near Disney, Universal and Sea World., holiday rental in Kissimmee
Recently Remodeled, Very Comfy Condo Near Disney, Universal and Sea World., holiday rental in Kissimmee
Recently Remodeled, Very Comfy Condo Near Disney, Universal and Sea World., holiday rental in Kissimmee

Recently Remodeled, Very Comfy Condo Near Disney, Universal and Sea World.

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Showing results 1-50 of 7,452