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Holiday Rentals in Kissimmee

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3135 rentals in Kissimmee.
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Superb 4 Bedroom Home, just 3 minutes from Disney, holiday rental in Kissimmee

Superb 4 Bedroom Home, just 3 minutes from Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10, holiday rental in Kissimmee

Seasons Villa,5 Bedrooms, Pool with Spa, Gameroom Sleeps 10

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Villa Linton - Beautiful Florida Home with Themed Bedrooms, holiday rental in Kissimmee

Villa Linton - Beautiful Florida Home with Themed Bedrooms

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace., holiday rental in Kissimmee

BRUSONS RETREAT, 5 Bed Villa, South Facing Pool & Terrace.

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Star Lake Villa, close to Disney with pool, holiday rental in Kissimmee

Star Lake Villa, close to Disney with pool

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Family-Friendly Large Villa with a Pool, Jacuzzi,, holiday rental in Kissimmee

Family-Friendly Large Villa with a Pool, Jacuzzi,

5 bedrooms
4 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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sonshines Florida Villa, Peaceful Getaway  and Pool, holiday rental in Kissimmee

Sonshines Florida Villa, Peaceful Getaway and Pool

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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DisneyVacationRental 3BR 2Bath w Pool heat from $85/night, holiday rental in Kissimmee

DisneyVacationRental 3BR 2Bath w Pool heat from $85/night

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Executive 4 Bedroom / 3 Bathroom Lake View Home in Gated Resort Community, holiday rental in Kissimmee

Executive 4 Bedroom / 3 Bathroom Lake View Home in Gated Resort Community

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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3 Miles Disney, Gated Resort, 4BR/3BA/pool/jacuzzi, holiday rental in Kissimmee

3 Miles Disney, Gated Resort, 4BR/3BA/pool/jacuzzi

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Sun and Fun !, holiday rental in Kissimmee

Sun and Fun !

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Spacious 4-bed lakeside pool villa near Disney, holiday rental in Kissimmee

Spacious 4-bed lakeside pool villa near Disney

4 bedrooms
2 bathrooms
Sleeps 8
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Beautiful Windsor Hills -50% off of pool heating through March 2021, holiday rental in Kissimmee

Beautiful Windsor Hills -50% off of pool heating through March 2021

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Amazing Lake View Home near Disney, holiday rental in Kissimmee

Amazing Lake View Home near Disney

4 bedrooms
3 bathrooms
Sleeps 10
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2615CALISTOGA, holiday rental in Kissimmee

2615CALISTOGA

9 bedrooms
5 bathrooms
Sleeps 23
Match: Sleeps
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Bella Vida Resort 5 Bedroom Vacation Home with Pool (1870), holiday rental in Kissimmee

Bella Vida Resort 5 Bedroom Vacation Home with Pool (1870)

5 bedrooms
5 bathrooms
Sleeps 15
Match: Sleeps
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Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney, holiday rental in Kissimmee

Luxury 4 Bedroom Villa with Private Pool, 2 Miles from Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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The Charming Mickey's Tree House,, holiday rental in Kissimmee

The Charming Mickey's Tree House,

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Charming Townhouse with Pool and Tennis Court in Gated Community, holiday rental in Kissimmee

Charming Townhouse with Pool and Tennis Court in Gated Community

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Disney World Area, Pet-Friendly, Vacation Home, holiday rental in Kissimmee

Disney World Area, Pet-Friendly, Vacation Home

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Hideaway Villa,Terra Verde Resort - Xbox,PS2,Games Room, Pool, holiday rental in Kissimmee

Hideaway Villa,Terra Verde Resort - Xbox,PS2,Games Room, Pool

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Huge 7BR Home! Great Rates! LARGE Pool, Disney Location- Terra Verde (4697GB), holiday rental in Kissimmee

Huge 7BR Home! Great Rates! LARGE Pool, Disney Location- Terra Verde (4697GB)

7 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Debbie's Florida Retreat a Luxury Vacation Home, holiday rental in Kissimmee

Debbie's Florida Retreat a Luxury Vacation Home

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A stunning pool home in Kissimmee, Disney Paradi, holiday rental in Kissimmee

A stunning pool home in Kissimmee, Disney Paradi

4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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5 bedroom 5 bathroom in Storey Lake 4740SHD, holiday rental in Kissimmee

5 bedroom 5 bathroom in Storey Lake 4740SHD

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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5 bedroom villa with private pool in gated resort., holiday rental in Kissimmee

5 bedroom villa with private pool in gated resort.

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Private Villa with Security Gate, Sunset Lakes in Kissimmee, holiday rental in Kissimmee

Private Villa with Security Gate, Sunset Lakes in Kissimmee

4 bedrooms
2 bathrooms
Sleeps 8
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Storey Lake upscale Unit, holiday rental in Kissimmee

Storey Lake upscale Unit

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Your Own Private Disney Villa, holiday rental in Kissimmee

Your Own Private Disney Villa

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Large Pet Friendly Home, 4445, holiday rental in Kissimmee

Beautiful Large Pet Friendly Home, 4445

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Disney 5 Star Vacations / The Osprey Villa, holiday rental in Kissimmee

Disney 5 Star Vacations / The Osprey Villa

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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4BR/3BA 1650 sqft Condo from $80/nt, 2 Miles to Disney, holiday rental in Kissimmee

4BR/3BA 1650 sqft Condo from $80/nt, 2 Miles to Disney

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Disney Dream Villa At CLC Encantada Resort, holiday rental in Kissimmee

Disney Dream Villa At CLC Encantada Resort

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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villanirvana, holiday rental in Kissimmee

villanirvana

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Golden Palms Resort 8 Bedroom Vacation Home with Pool (1904), holiday rental in Kissimmee

Golden Palms Resort 8 Bedroom Vacation Home with Pool (1904)

8 bedrooms
7 bathrooms
Sleeps 18
Match: Sleeps
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Free Waterpark! Lake View! Modern 4BR- Storey Lake (3155PP), holiday rental in Kissimmee

Free Waterpark! Lake View! Modern 4BR- Storey Lake (3155PP)

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning 5 bedroom home at Storey Lake, holiday rental in Kissimmee

Stunning 5 bedroom home at Storey Lake

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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8 bedroom Celebrity home close to Disney, holiday rental in Kissimmee

8 bedroom Celebrity home close to Disney

8 bedrooms
6 bathrooms
Sleeps 16
Match: Sleeps
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VIlla Kerpen - Storey Lake, holiday rental in Kissimmee

VIlla Kerpen - Storey Lake

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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1/1 Condo just 7 Miles from Disney! Completely remodeled with all new furnishing, holiday rental in Kissimmee

1/1 Condo just 7 Miles from Disney! Completely remodeled with all new furnishing

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Family Resort - 6BR Luxury Home - Private Pool, BBQ and Theater, holiday rental in Kissimmee

Family Resort - 6BR Luxury Home - Private Pool, BBQ and Theater

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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6 minutes from all major parks in the Orlando/ Kissimmee Area, holiday rental in Kissimmee

6 minutes from all major parks in the Orlando/ Kissimmee Area

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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10BR Mansion Near Disney - Family Resort - Private Pool  and BBQ!, holiday rental in Kissimmee

10BR Mansion Near Disney - Family Resort - Private Pool and BBQ!

10 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Orchid Oasis-4BR Pool, LakeView, Terra Verde RESORT with Heated Pool, Tiki Bar, holiday rental in Kissimmee

Orchid Oasis-4BR Pool, LakeView, Terra Verde RESORT with Heated Pool, Tiki Bar

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Luxury Detached Villa with Private Pool, holiday rental in Kissimmee

Luxury Detached Villa with Private Pool

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Gated Resort, Private Pool with Spa & Games Room, holiday rental in Kissimmee

Gated Resort, Private Pool with Spa & Games Room

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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3 NIGHT MINIMUM.  3br/3ba Townhome sleeps 8, Private pool, Free Wi-fi, holiday rental in Kissimmee

3 NIGHT MINIMUM. 3br/3ba Townhome sleeps 8, Private pool, Free Wi-fi

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Alberto Circle, Fun Vacation House with Pool, holiday rental in Kissimmee

Alberto Circle, Fun Vacation House with Pool

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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R1 Luxury resort,3 miles to Disney, Great 3 bd,& more, holiday rental in Kissimmee

R1 Luxury resort,3 miles to Disney, Great 3 bd,& more

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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