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Short Term Rentals in Kissimmee, FL

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  • /44

    $4,300 Per Month

    • 6 Beds
    • 4.5 Baths
    • 2,822 Sq Ft
    • House for Rent

    2632 Tranquility Way, Kissimmee, FL 34746

    Welcome to your dream home in Kissimmee, FL! This stunning 2822 square foot house was built in 2016 and boasts 6 bedrooms and 4.5 bathrooms, providing ample space for all your needs. The modern kitchen is equipped with top-of-the-line appliances including an e-Range, microwave, fridge, and dishwasher, making meal prep a breeze. The house also comes fully furnished, so all you need to do is unpack

    Agent Photo

    Ada Rinaudo

    GREEN LIFE PROJECTS LLC

    2632 Tranquility Way, Kissimmee, FL 34746
  • /20

    $3,810

    Total Monthly Price

    • 5 Beds
    • 4 Baths
    • 2,163 Sq Ft
    • Condo for Rent

    1264 Challenge Dr Unit SI ID1379445P, Kissimmee, FL 34747

    The advertised rate of $3,811/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    1264 Challenge Dr Unit SI ID1379445P, Kissimmee, FL 34747
  • /13

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    GOLD MEMBERSHIP INCLUDED Spectrum TOWNHOME FULLY FURNISH Reunion presents a luxurious open floor plan townhouse with premium finishes. Live like modern royalty, where exclusivity meets luxury. This could be your next long-term dream rental or an amazing short-term vacation stay that you can truly call home. This 3bed/2.5bath with brand new appliances is a free flowing bright & airy home comes

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    Unlisted Address
  • /24

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    GOLD MEMBERSHIP INCLUDED IN PRICE NBRAND NEW CONSTRUCTION" Spectrum Reunion presents a luxurious open floor plan townhouse with premium finishes. Live like modern royalty, where exclusivity meets luxury. This could be your next long-term dream rental or an amazing short-term vacation stay that you can truly call home. This 3bed/2.5bath with brand new appliances is a free flowing bright & airy

    Agent Photo

    Consuelo Vilar

    WELCOME HOME REALTY GROUP LLC

    Unlisted Address
  • /57

    $2,600 Per Month

    • 3 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Townhouse for Rent

    2213 San Vittorino Cir Unit 106, Kissimmee, FL 34741

    Beautifully furnished 3-bedroom, 2-bath townhome located in the desirable gated resort-style community of Venetian Bay Village in Kissimmee. This well-maintained two-story residence offers 1,296 square feet of comfortable living space, featuring an open-concept living and dining area, a fully equipped kitchen with stainless steel appliances, and in-unit washer and dryer for added

    Agent Photo

    Brenda Gonzalez

    PROPERTIES IN TOWN

    2213 San Vittorino Cir Unit 106, Kissimmee, FL 34741
  • /36

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft
    • Townhouse for Rent

    2745 Oakwater Dr, Kissimmee, FL 34747

    Completely Furnished, can be rented short term, month to month, 6 month or for a year. Welcome to this charming home in the exclusive gated community of OakWater. Featuring 3 cozy bedrooms and 2 full bathrooms, this property is perfect for families or anyone seeking extra space. Enjoy stunning lake views from the comfort of your home, creating a serene and relaxing atmosphere. The location is

    Agent Photo

    Roberto Castillo

    CENTURY 21 WORLD CONNECTION

    2745 Oakwater Dr, Kissimmee, FL 34747
  • /33

    $2,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft
    • Apartment for Rent

    7513 Pellham Way, Kissimmee, FL 34747

    Completely Furnished!!! can be rented short term, month to month, 6 month or for a year. Discover this charming single-story townhouse, ideal for those seeking comfort and style. With three spacious bedrooms, this home offers the perfect space for families or anyone looking for an extra study. It features two full bathrooms, ensuring convenience and privacy for all residents. The interior boasts

    Agent Photo

    Roberto Castillo

    CENTURY 21 WORLD CONNECTION

    7513 Pellham Way, Kissimmee, FL 34747
  • /37

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,427 Sq Ft
    • Townhouse for Rent

    7505 Pellham Way, Kissimmee, FL 34747

    Completely Furnished, can be rented short term, month to month, 6 month or for a year. Welcome to this charming home in the exclusive gated community of OakWater. Featuring 3 cozy bedrooms and 2 full bathrooms, this property is perfect for families or anyone seeking extra space. Enjoy stunning lake views from the comfort of your home, creating a serene and relaxing atmosphere. The location is

    Agent Photo

    Roberto Castillo

    CENTURY 21 WORLD CONNECTION

    7505 Pellham Way, Kissimmee, FL 34747
  • /21

    $2,650 Per Month

    • 4 Beds
    • 3 Baths
    • 1,902 Sq Ft
    • Townhouse for Rent

    2973 Banana Palm Dr, Kissimmee, FL 34747

    Beautiful fully furnished townhome located in the highly sought-after Paradise Palms Resort, just minutes from Walt Disney World and Orlando’s top attractions. This spacious property features an open-concept floor plan, modern kitchen with granite countertops and stainless steel appliances, and a private screened-in pool perfect for relaxing after a day at the parks. The home offers multiple

    Christian Shidoshi RIVA REALTY GROUP LLC

    2973 Banana Palm Dr, Kissimmee, FL 34747
  • /12

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 937 Sq Ft
    • House for Rent

    3028 Parkway Blvd, Kissimmee, FL 34747

    Discover comfort and convenience at 3028 Parkway Blvd #108, located in a highly desirable Kissimmee community just minutes from Disney, Celebration, shopping, dining, and major attractions. This well-situated residence offers the perfect blend of location, lifestyle, and value.The home features a functional and open layout designed for everyday living, with a spacious living area,

    3028 Parkway Blvd, Kissimmee, FL 34747
  • /37

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Condo for Rent

    2310 Silver Palm Dr Unit 201, Kissimmee, FL 34747

    Enjoy resort-style living in this beautifully updated and FULLY FURNISHED 3-bedroom, 2-bath condo located in the highly desirable gated community of Windsor Palms, just minutes from Disney! This turnkey property features brand-new luxury vinyl flooring (NO CARPET), modern furniture, Smart TVs, and a fully equipped kitchen with granite countertops, making it the perfect for your magical and

    Daisy Gonzalez HOMES UNLIMITED REAL ESTATE CORP

    2310 Silver Palm Dr Unit 201, Kissimmee, FL 34747
  • /9

    $2,250 Per Month

    • 2 Beds
    • 2 Baths
    • 1,181 Sq Ft
    • Townhouse for Rent

    3171 Paradox Cir, Kissimmee, FL 34746

    This is a Short term Rental. max is one month. Deposit is $350 non refundable for cleaning fees.

    3171 Paradox Cir, Kissimmee, FL 34746
  • /16

    $3,900 Per Month

    • 4 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Townhouse for Rent

    4976 Windermere Ave, Kissimmee, FL 34746

    This exclusive townhome features 4 bedrooms, and 3 full baths. Downstairs bathroom has a shower. A fabulous master bedroom with a king bed and ensuite bathroom. The laundry area is located on the second floor. Fully furnished with a great modern look. Throughout the property there is an elegant décor that maximizes the entire home feeling. Guests staying at the Storey Lake community can easily

    Delfina Tata PROFESSIONAL PROPERTY MGMT & L

    4976 Windermere Ave, Kissimmee, FL 34746
  • /10

    $2,700 Per Month

    • 2 Beds
    • 2 Baths
    • 1,181 Sq Ft
    • Townhouse for Rent

    3151 Paradox Cir, Kissimmee, FL 34746

    This is a short term, Max is one month . $350 is a non-refundable deposit for cleaning fees.

    3151 Paradox Cir, Kissimmee, FL 34746
  • /45

    $4,500 Per Month

    • 4 Beds
    • 2 Baths
    • 2,168 Sq Ft
    • House for Rent

    1160 Nelson Meadow Ln, Kissimmee, FL 34759

    Have you heard of Korman Suites? They are fully furnished and well-appointed condo's/Townhouses for the busy Executive/Professionals needing a place to call home for a short-term. Well, this amazing home has even more! Pay just one fee every month and worry about nothing else! All of the comforts of a private, single family smart home that includes your Electric, Internet, Cable, Streaming

    Linda Massa KELLER WILLIAMS REALTY SMART 1

    1160 Nelson Meadow Ln, Kissimmee, FL 34759
  • /24

    $1,995 Per Month

    • 4 Beds
    • 3 Baths
    • 1,470 Sq Ft
    • 4 BR / 3 FULL BATH (INCLUDES 2 MASTERS) 2 STORY (NEAR DISNEY!) GATED COMMUNITY WITH COMMUNITY POO...

    4002 San Gallo Dr, Kissimmee, FL 34741

    Description: Fabulous! 4 BR / 3 Full Baths includes 2 master Br's 1 on first floor and another on the 2nd floor. This Resort style townhouse, living room, dining room, all appliances including washer and dryer and all tile flooring for easy maintenance. The Complex offers (4) Community Swimming Pools and Spa, Game Room, Internet Room, Basketball Court, Beach Volley Ball Court , Tennis Court,

    4002 San Gallo Dr, Kissimmee, FL 34741
  • /34

    $1,991 Per Month

    • 2 Beds
    • 2 Baths
    • 1,022 Sq Ft
    • Condo for Rent

    2307 Silver Palm Dr Unit 202, Kissimmee, FL 34747

    FABULOUS FULLY FURNISHED CONDO WITH FLEXIBLE OPTIONS AS AVAILABLE AND NEW EXTERIOR PAINT ON BUILDING! Long(er) term rentals may be an option when free yet MOSTLY used for Short Term Rentals by the week/month(as available) for vacation or corporate guests; monthly/weekly prices VARY by season and may be negotiable(PLUS applicable state and local taxes may apply which are the same taxes as hotels)!

    Bill Owens FLORIDA REALTY INVESTMENTS

    2307 Silver Palm Dr Unit 202, Kissimmee, FL 34747
  • /10

    $3,200 Per Month

    • 3 Beds
    • 3 Baths
    • 1,206 Sq Ft
    • House for Rent

    1832 Wimbledon St, Kissimmee, FL 34743

    This home is a short term rental. we could do a month to month rental up to 6 months.

    1832 Wimbledon St, Kissimmee, FL 34743
  • /32

    $3,500 Per Month

    • 4 Beds
    • 2.5 Baths
    • 1,874 Sq Ft
    • House for Rent

    2703 Chatham Cir, Kissimmee, FL 34746

    This is a short term rental. Beautiful & Spacious Pool Home in Disney area. 4 bedrooms and 3 bathrooms with stunning views in the backyard. we can rent month to month up to 6 months.

    Perry Taveras FLEURYS INVESTMENTS LLC

    2703 Chatham Cir, Kissimmee, FL 34746
  • /31

    $2,800 Per Month

    • 4 Beds
    • 3 Baths
    • 1,694 Sq Ft
    • Townhouse for Rent

    5350 Diplomat Ct, Kissimmee, FL 34746

    Get ready to enjoy everything this beautiful townhome has to offers! Excellent rental opportunity featuring a fully furnished 4-bedroom, 3-bath townhome located in the desirable Lucaya Village Resort, a community zoned for short-term rentals and just minutes from Disney. Conveniently close to Walmart, outlet malls, restaurants, and more, with easy access to I-4 and all major Orlando attractions

    5350 Diplomat Ct, Kissimmee, FL 34746
  • /19

    $2,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,844 Sq Ft
    • Townhouse for Rent

    4700 Coral Castle Dr, Kissimmee, FL 34746

    Welcome to this stunning corner-unit townhouse located in the desirable gated community of Fiesta Key, just minutes from Disney Parks, top restaurants, schools, hospitals, shopping centers, and the SunRail station.Step inside to discover a bright open floor plan that seamlessly combines the dining and living areas, creating a warm and inviting space. The modern kitchen is fully equipped with

    ALFREDO BASTIDAS MY REALTY GROUP, LLC.

    4700 Coral Castle Dr, Kissimmee, FL 34746
  • /24

    $1,795 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • House for Rent

    957 Florida Pkwy, Kissimmee, FL 34743

    SHORT TERM RENTAL OPPORTUNITY!!!! NO HOA, FULLY FURNISHED, WATERVIEW, ROOF 2022, WATER HEATER 2022, with added features like fenced yard, pond view, French doors, garage. Easy access to Florida Turnpike, minutes from restaurants, and shopping centers, 20 minutes from Theme Parks, Magic Kingdom, Universal Studio, Sea World.

    Gabriel Marcano Hernandez CRYPTOVERSE REALTY

    957 Florida Pkwy, Kissimmee, FL 34743
  • /20

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,204 Sq Ft
    • Condo for Rent

    2788 Club Cortile Cir Unit B, Kissimmee, FL 34746

    Explore this excellent opportunity in the exclusive gated community of Club Cortile, perfectly positioned just minutes from Disney and Florida’s world-renowned attractions. This fully furnished second-floor condominium boasts a spacious 3-bedroom, 2-bathroom floor plan across 1,204 SqFt, featuring modern upgrades like granite countertops, stainless steel appliances, and sleek laminate flooring.

    Maria Santana LOKATION

    2788 Club Cortile Cir Unit B, Kissimmee, FL 34746
  • /30

    $2,300 Per Month

    • 4 Beds
    • 3 Baths
    • 1,694 Sq Ft
    • Townhouse for Rent

    8962 Silver Place, Kissimmee, FL 34747

    Welcome to this beautifully appointed, fully furnished 4-bedroom, 3-bathroom townhouse located in a gated resort-style community just minutes from Walt Disney World. This like-new home features an open-concept floor plan with elegant granite countertops, modern finishes, and is truly move-in or rental ready. Designed for comfort and convenience, the home offers two spacious primary suites—one

    Flavio Melo BB GROUP REALTY CORP

    8962 Silver Place, Kissimmee, FL 34747
  • /37

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • Townhouse for Rent

    1037 Park Ridge Cir, Kissimmee, FL 34746

    Short-term, fully furnished townhouse with electricity, water, internet, cookware, dishes, kitchen essentials, and linens included. Just bring your personal items! Located in the gated Lake Berkley Resort, just minutes from Walt Disney World, Universal Orlando, SeaWorld, Old Town, ESPN Wide World of Sports, shopping, dining, golf, and other Central Florida attractions. This 3-bedroom, 2.5-bath

    Shay Richardson Elite Realty Partners, Inc.

    1037 Park Ridge Cir, Kissimmee, FL 34746
  • /15

    $2,050 Per Month

    • 3 Beds
    • 2 Baths
    • 1,402 Sq Ft
    • Condo for Rent

    5255 Cane Island Loop Unit 304, Kissimmee, FL 34746

    Welcome to paradise at 5255 Cane Island Loop #304 in the heart of Kissimmee! This beautifully furnished condo offers the perfect blend of comfort, style, and resort-style living. Featuring an open-concept layout, spacious bedrooms, and a modern kitchen with sleek finishes, this property is ideal as a primary residence, vacation getaway, or short-term rental investment. Enjoy relaxing on your

    Gilberto Imery GILVAN REALTY CORP.

    5255 Cane Island Loop Unit 304, Kissimmee, FL 34746
  • /25

    $3,500 Per Month

    • 5 Beds
    • 5 Baths
    • 3,067 Sq Ft
    • House for Rent

    4503 Monado Dr Unit 1, Kissimmee, FL 34746

    AND SPACIOUS HOUSE WITH PRIVATE Five fully furnished master bathrooms, located in the prestigious BELLAVIDA RESORT Community in Kissimmee. It is ideal for large families, vacations or short-term rentals. Great location, very close to Orlando's theme parks.

    Blanca Buenano Element Real Estate Group

    4503 Monado Dr Unit 1, Kissimmee, FL 34746
  • /60

    $3,000 Per Month

    • 5 Beds
    • 3 Baths
    • 2,997 Sq Ft
    • House for Rent

    1947 Fairway Loop, Kissimmee, FL 34746

    ****LONG OR SHORT TERM LEASE (MIN ONE MONTH)****FULLY FURNISHED home in the GOLF community of The Oaks....This stunning 5-bedroom, 3-bathroom GOLF & WATER-VIEW home offers nearly 3,000 square feet of beautifully designed living space and is available for rent FULLY FURNISHED with elegant, luxury décor throughout. Featuring a highly desirable 3-WAY SPLIT floor plan, this OPEN-CONCEPT layout

    Mahnaz Rabbanifard PREFERRED REAL ESTATE BROKERS

    1947 Fairway Loop, Kissimmee, FL 34746
  • /34

    $1,895 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,670 Sq Ft
    • Townhouse for Rent

    2704 Club Cortile Cir, Kissimmee, FL 34746

    This beautiful, fully furnished, and move-in ready 3-bedroom, 2.1-bathroom townhouse in the heart of Kissimmee features granite countertops, tile and laminate flooring, and access to resort-style amenities like a pool, fitness center, and tennis courts, making it the perfect forever home or vacation investment since both short-term and long-term rentals are fully permitted.

    Marina Gamundi KELLER WILLIAMS ADVANTAGE III

    2704 Club Cortile Cir, Kissimmee, FL 34746
  • /30

    $1,325 Per Month

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Condo for Rent

    8902 Legacy Ct Unit 106, Kissimmee, FL 34747

    This great 1 bedroom, 1 bath unit is on the 2nd floor has a really nice floor plan light and airy. Gated community with two resort style pools, fitness center, club house with business center, laundry facilities, car washing facilities, tennis courts, play ground, outdoor picnic area, games room, and volleyball court . Free Wi-Fi in the clubhouse . Only 4 miles to Disney just off the famous 192.

    Karyn Smith KARYN SMITH PA

    8902 Legacy Ct Unit 106, Kissimmee, FL 34747
  • /21

    $5,000 Per Month

    • 6 Beds
    • 8 Baths
    • 3,805 Sq Ft
    • House for Rent

    4468 Monado Dr, Kissimmee, FL 34746

    Spacious fully furnished pool home, ready for short term rentals, Famous Orlando Parks themed rooms with a lot of features including movie theater and playroom, located in the stunning gated community of BellaVida Resort. Screened-in pool, and entertaining spacious kitchen with wood cabinetry, granite countertops and all stainless still appliances. just minutes away from all Orlando theme

    Claudia Serna BROKERS, LLC

    4468 Monado Dr, Kissimmee, FL 34746
  • /10

    $2,288 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,295 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    FULL-TERM AND short. FULLY FURNISHED 3 bed/ 2.5 baths TOWNHOUSE with PRIVATE POOLl! 2 story, 2 Bedroom/ 1.5baths, located in a gated Resort Style community in Kissimmee. Welcome to your spacious beautifully fully furnished Vacation paradise in Orlando, located just minutes from Disney world, stores, restaurants, the outlet mall, parks and attractions. This upgraded fully furnished townhome will

    Sandra Hoyos Linton BROKER & PARTNERS

    Unlisted Address
  • /13

    $1,475 Per Month

    • 2 Beds
    • 2 Baths
    • 1,066 Sq Ft
    • Condo for Rent

    2456 Sweetwater Club Cir Unit 20, Kissimmee, FL 34746

    Welcome to this well maintained, fully furnished 2-bedroom, 2-bathroom condo located in the desirable Sweetwater Club community in Kissimmee, Florida. Move-in or rental-ready, this inviting residence offers the perfect blend of comfort, convenience, and investment potential. Step inside to an open-concept living and dining area filled with natural light, tastefully furnished to create a warm and

    James Broadus DIVERSIFIED REALTY HOLDINGS

    2456 Sweetwater Club Cir Unit 20, Kissimmee, FL 34746
  • /76

    $2,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,365 Sq Ft
    • Townhouse for Rent

    3369 Tranquil Trail, Kissimmee, FL 34747

    Townhouse for rent, 3 bedrooms, 3 full bathrooms, FULLY FURNISHED, minimum 6 months lease agreement. Also available for a short term period but price is not the same. Gated community with swimming pool, fitness center, space coworker, mailbox available on site. 2 parking spaces for residents.

    Mulcy Tenorio FLORIDA CONNEXION PROPERTIES

    3369 Tranquil Trail, Kissimmee, FL 34747
  • /14

    $1,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,287 Sq Ft
    • Condo for Rent

    2717 N Poinciana Blvd Unit 169, Kissimmee, FL 34746

    Welcome to Villas at Somerset — a highly versatile resort-style community offering short-term rental zoning, long-term leasing opportunities, and the perfect option for full-time Florida living, all just minutes from Walt Disney World Resort and Central Florida’s top attractions. Ideally located off Highway 192, this ground-floor end-unit condo combines comfort, convenience, and investment

    Paul Chisholm LOVEJOY PROFESSIONAL REALTY, INC

    2717 N Poinciana Blvd Unit 169, Kissimmee, FL 34746

Rental Home Trends

Number of Homes for Rent
37
Median Rent
$2,085
Median Single Family Home Rent
$2,100
Median Townhouse Rent
$2,150
Median Condo Rent
$1,690
How to Rent a Home