Kissimmee vacation rentals

Vacation rentals in Kissimmee — enter your dates to book direct

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Book direct on Houfy and find a vacation rental that matches your expectations among all these great properties in Kissimmee. Each of the accommodations are being offered directly by owners and managers. Book direct and save up to 15% in commissions and service fees on Houfy.

Most viewed vacation rentals in Kissimmee

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BV1230-TownHouse w/Private Pool Home °o° Disney Area

BV1230-TownHouse w/Private Pool Home °o° Disney Area

Vacation Home • 
4 Bedrooms • 3 Bathrooms
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BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida

BV4504 - Cozy Townhouse near to Disney - Pvt Pool - Bella Vida

Townhome • 
3 Bedrooms • 2.5 Bathrooms
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LB1046-Stunning LakeView w/Pool Disney Area☆Lake Berkley Resort☆

LB1046-Stunning LakeView w/Pool Disney Area☆Lake Berkley Resort☆

Vacation Home • 
4 Bedrooms • 2 Bathrooms
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RESORT PROPERTY *20 MINS TO DISNEY*

RESORT PROPERTY *20 MINS TO DISNEY*

Townhome • 
3 Bedrooms • 2.5 Bathrooms
4.94IconIconIconIconIcon16 reviews
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BV1031- Private Pool Townhouse near to Disney - Bella Vida

BV1031- Private Pool Townhouse near to Disney - Bella Vida

Townhome • 
3 Bedrooms • 2.5 Bathrooms
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Elegant Luxury Villa Movie Game Room Private Pool

Elegant Luxury Villa Movie Game Room Private Pool

Villa • 
9 Bedrooms • 5 Bathrooms
4.93IconIconIconIconIcon15 reviews
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☆☆☆ Lake View - Disney Area - 2 suites ☆☆☆

☆☆☆ Lake View - Disney Area - 2 suites ☆☆☆

Townhome • 
4 Bedrooms • 3 Bathrooms
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LB4703-♥ Elegant ⭐⭐⭐⭐⭐ w/Pool °o° Disney Area No Carpet

LB4703-♥ Elegant ⭐⭐⭐⭐⭐ w/Pool °o° Disney Area No Carpet

Villa • 
4 Bedrooms • 2 Bathrooms
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TV4738-Comfy Jacuzzi Lake View THouse - Terra Verde Resort⭐⭐⭐⭐⭐

TV4738-Comfy Jacuzzi Lake View THouse - Terra Verde Resort⭐⭐⭐⭐⭐

Townhome • 
3 Bedrooms • 2.5 Bathrooms
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Cozy Apartment Close to Disney at Resort FREE WATERPARK

Cozy Apartment Close to Disney at Resort FREE WATERPARK

Condo • 
2 Bedrooms • 2 Bathrooms
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TE4795 - Cozy Townhouse - 25 minutes to Disney

TE4795 - Cozy Townhouse - 25 minutes to Disney

Townhome • 
3 Bedrooms • 2.5 Bathrooms
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Apartment Great for Families close to Disney FREE WATERPARK

Apartment Great for Families close to Disney FREE WATERPARK

Condo • 
3 Bedrooms • 2 Bathrooms

Search vacation rentals in Kissimmee

Search vacation rentals, beach rentals and condos in Kissimmee, Florida, United States

Recommended vacation rentals in Kissimmee

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Beautiful, spacious, cozy Retreat near Disney

Beautiful, spacious, cozy Retreat near Disney

Condo • 
3 Bedrooms • 2 Bathrooms
4.85IconIconIconIconIcon135 reviews
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Storey Lake townhouse 4 BD/3 BA - Sleeps 10

Storey Lake townhouse 4 BD/3 BA - Sleeps 10

Townhome • 
4 Bedrooms • 3 Bathrooms
4.85IconIconIconIconIcon61 reviews
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The Magical Mansion

The Magical Mansion

Villa • 
8 Bedrooms • 5 Bathrooms
5IconIconIconIconIcon5 reviews
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Sports Bowling Villa, 14 bedrooms/14.5 baths

Sports Bowling Villa, 14 bedrooms/14.5 baths

Villa • 
10 Bedrooms • 10 Bathrooms
5IconIconIconIconIcon16 reviews
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Safari Bowling Villa, 14 bedrooms/14.5 baths

Safari Bowling Villa, 14 bedrooms/14.5 baths

Villa • 
10 Bedrooms • 10 Bathrooms
4.9IconIconIconIconIcon10 reviews
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*NEW* 2 King Beds | Disney Water Park Heated Pool

*NEW* 2 King Beds | Disney Water Park Heated Pool

Townhome • 
4 Bedrooms • 3 Bathrooms
4.82IconIconIconIconIcon90 reviews
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VENETIAN BAY (2280SV)

VENETIAN BAY (2280SV)

Townhome • 
3 Bedrooms • 2 Bathrooms
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Lake Berkley Villa

Lake Berkley Villa

Vacation Home • 
5 Bedrooms • 3 Bathrooms
4.93IconIconIconIconIcon58 reviews
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Stacy's Disney Retreat Kissimmee

Stacy's Disney Retreat Kissimmee

Condo • 
3 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon11 reviews
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Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Wonder World Bowling Villa, 14 bedrooms/14.5 baths

Villa • 
10 Bedrooms • 10 Bathrooms
4.86IconIconIconIconIcon7 reviews
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Brand-new Storey Lake 9-bedroom villa w/ lake view

Brand-new Storey Lake 9-bedroom villa w/ lake view

Vacation Home • 
9 Bedrooms • 5 Bathrooms
5IconIconIconIconIcon42 reviews
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LAKE BERKLEY (975PT)  - 4BR 3.5BA Townhome

LAKE BERKLEY (975PT) - 4BR 3.5BA Townhome

Townhome • 
4 Bedrooms • 3.5 Bathrooms
5IconIconIconIconIcon3 reviews

Vacation houses with pools in Kissimmee

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*NEW* King Bed | Disney's Contemporary Townhouse

*NEW* King Bed | Disney's Contemporary Townhouse

Townhome • 
4 Bedrooms • 3 Bathrooms
5IconIconIconIconIcon2 reviews
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A Magical Villa Getaway-20 Min from Disney World!

A Magical Villa Getaway-20 Min from Disney World!

Vacation Home • 
5 Bedrooms • 1 Bathroom
4.83IconIconIconIconIcon6 reviews
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Fresh PvtPool House NO CARPET °o° Disney Area

Fresh PvtPool House NO CARPET °o° Disney Area

Villa • 
4 Bedrooms • 3 Bathrooms
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INDIAN POINT (4521OB) - 3BR 2BA Pool Home, Games

INDIAN POINT (4521OB) - 3BR 2BA Pool Home, Games

Vacation Home • 
3 Bedrooms • 2 Bathrooms
5IconIconIconIconIcon1 review
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CREEKSIDE (4319BD) - 5BR 3BA Pool Home

CREEKSIDE (4319BD) - 5BR 3BA Pool Home

Vacation Home • 
5 Bedrooms • 3 Bathrooms
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SONOMA (3810OV) - 6BR 4BA Pool/Spa/Gated/

SONOMA (3810OV) - 6BR 4BA Pool/Spa/Gated/

Vacation Home • 
6 Bedrooms • 4 Bathrooms
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LAKE BERKLEY(1059LB) - 4BR 3BA Pool Home, gated Resort

LAKE BERKLEY(1059LB) - 4BR 3BA Pool Home, gated Resort

Vacation Home • 
4 Bedrooms • 3 Bathrooms

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