Location

Dates

Guests

Vacation rentals in Kissimmee, Florida, United States

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

VS034 - The Villa of Somerset - Privacy - Apartment - 2rd Floor

3 bedrooms·2 baths

Kissimmee • Florida

$ 764,49 USD totaal voor 4 nachten

25–29 sep 2026

Slow mornings. Warm sun. A peaceful pool to enjoy: Your time to disconnect starts here.

A space that invites you to slow down: Where rest comes naturally and stress fades away.

Simple, elegant, and effortlessly relaxing: Your home away from home starts here.

Warm light, fresh coffee, and a peaceful start: The perfect way to begin your day.

Where comfort meets thoughtful design: The perfect place to end your day.

3 Full Baths | Resort Pool | 10 Min to Disney

3 bedrooms·3 baths

Kissimmee • Florida

LV2903

3 bedrooms·2 baths

Kissimmee • Florida

$ 970,49 USD totaal voor 5 nachten

25–30 sep 2026

Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

Stunning Delux Villa 4 Bedroom - Hot Tub

4 bedrooms·4 baths

Kissimmee • Florida

$ 794,50 USD totaal voor 3 nachten

25–28 sep 2026

3BR Pool Home | 10 Min to Disney | Sleeps 10 image 1

3BR Pool Home | 10 Min to Disney | Sleeps 10 image 2

Spacious living room with comfortable seating for the whole group.

3BR Pool Home | 10 Min to Disney | Sleeps 10 image 4

3BR Pool Home | 10 Min to Disney | Sleeps 10 image 5

3BR Pool Home | 10 Min to Disney | Sleeps 10

3 bedrooms·2 baths

Kissimmee • Florida

5(1 review)

$199 – $219/ nacht(excl. kosten & belastingen)

9 Min to Disney Entrance-Tranquil 3BR Family House image 1

9 Min to Disney Entrance-Tranquil 3BR Family House image 2

9 Min to Disney Entrance-Tranquil 3BR Family House image 3

9 Min to Disney Entrance-Tranquil 3BR Family House image 4

9 Min to Disney Entrance-Tranquil 3BR Family House image 5

9 Min to Disney Entrance-Tranquil 3BR Family House

3 bedrooms·2 baths

Kissimmee • Florida

$99 – $269/ nacht(excl. kosten & belastingen)

Kwest Rentals

4 bedrooms·2 baths

Orlando • Florida

5(5 reviews)

$ 700,00 USD totaal voor 3 nachten

25–28 sep 2026

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

4 bedrooms·3 baths

Orlando • Florida

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

Colorful 4BR Pool Home Near Orlando Airport | BBQ

4 bedrooms·3 baths

Orlando • Florida

$186 – $330/ nacht(excl. kosten & belastingen)

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

RO2631 - Regal Oaks⭐⭐⭐⭐⭐ w/Jacuzzi DISNEY FIBER INTERNET

2 bedrooms·3 baths

Kissimmee • Florida

$ 1.011,71 USD totaal voor 5 nachten

25–30 sep 2026

Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

Serenity Simplified/Lakefront/17mi to Disney

3 bedrooms·2 baths

Kissimmee • Florida

4.84(25 reviews)

$143 – $516/ nacht(excl. kosten & belastingen)

Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

Lovely 3 Bedroom Townhouse Perfect Location

3 bedrooms·2 baths

Kissimmee • Florida

$ 523,24 USD totaal voor 3 nachten

4–7 okt 2026

Disney 10 Min, Family 3BR Condo, Pool

3 bedrooms·2 baths

Orlando • Florida

$ 599,28 USD totaal voor 3 nachten

24–27 okt 2026

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

CL2513- Spacious&Elegant ☆☆☆☆☆ w/pvt/Pool and LAKE VIEW

7 bedrooms·3 baths

Kissimmee • Florida

$ 1.399,80 USD totaal voor 4 nachten

25–29 sep 2026

Endless Summer Villa

Endless Summer Villa

Endless Summer Villa

Dining Room Table

Dining Room Table capable of adding 2 leaves

Endless Summer Villa

3 bedrooms·2 baths

Kissimmee • Florida

4.85(26 reviews)

$ 919,35 USD totaal voor 4 nachten

11–15 okt 2026

Red Jordan | Boho Style Vacation Home

Red Jordan | Boho Style Vacation Home

Red Jordan | Boho Style Vacation Home

Red Jordan | Boho Style Vacation Home

Red Jordan | Boho Style Vacation Home

Red Jordan | Boho Style Vacation Home

4 bedrooms·3 baths

Orlando • Florida

5(1 review)

$ 2.351,44 USD totaal voor 7 nachten

28 okt – 4 nov 2026

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 1

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 2

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 3

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 4

Disney 1BR Suite | Free Shuttle, Pool & Breakfast image 5

Disney 1BR Suite | Free Shuttle, Pool & Breakfast

1 bedroom·1 bath

Kissimmee • Florida

$113 – $236/ nacht(excl. kosten & belastingen)

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 1

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 2

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 3

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 4

Disney 2BR Suite | Free Shuttle, Pool & Breakfast image 5

Disney 2BR Suite | Free Shuttle, Pool & Breakfast

2 bedrooms·1 bath

Kissimmee • Florida

$175 – $800/ nacht(excl. kosten & belastingen)

Sheraton Vistana Villages, Orlando, FL

Sheraton Vistana Villages, Orlando, FL

Sheraton Vistana Villages, Orlando, FL

Sheraton Vistana Villages, Orlando, FL

Sheraton Vistana Villages, Orlando, FL

Sheraton Vistana Villages, Orlando, FL

0 bedrooms·0 baths

Orlando • Florida

$ 595,00 USD totaal voor 7 nachten

25 sep – 2 okt 2026

Living room with queen sofa bed

Renovated Condo 2 miles away from Disney Pool view image 4

Master bedroom with a 1 king bed

Renovated Condo 2 miles away from Disney Pool view

1 bedroom·2 baths

Orlando • Florida

5(110 reviews)

$165/ nacht(excl. kosten & belastingen)

Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

Sheraton Vistana Resort, Orlando, FL

0 bedrooms·0 baths

Orlando • Florida

$ 595,00 USD totaal voor 7 nachten

25 sep – 2 okt 2026

Pet Friendly Large 1 Bed 1 Bath at the Melia Hotel

1 bedroom·1 bath

Kissimmee • Florida

$ 544,80 USD totaal voor 3 nachten

25–28 sep 2026

Pet Friendly in Orlando Area near Disney.

2 bedrooms·2 baths

Celebration • Florida

5(67 reviews)

$ 630,90 USD totaal voor 3 nachten

28 sep – 1 okt 2026

Pet friendly Orlando area near ESPN Center

2 bedrooms·2 baths

Kissimmee • Florida

4.87(31 reviews)

$ 630,90 USD totaal voor 3 nachten

18–21 okt 2026