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Kissimmee, FL Homes for Rent with Pool

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  • /10

    $1,300 per month

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

    2216 Grand Cayman Ct Unit 1432, Kissimmee, FL 34741

    This quaint 1 bedroom, 1 bath condo is perfect for a stater home. This home comes with Open kitchen concept. Private main with a jack-n- Jill bathroom and its own laundry room. Close to all amenities, shopping and dining.

    Craig Swetnam ADVANCE REALTY & MANAGEMENT LLC

    2216 Grand Cayman Ct Unit 1432, Kissimmee, FL 34741
  • /33

    $1,535 - $3,515 per month

    Cypress Ridge

    1-3 Beds

    2540 Wensinger Way, Kissimmee, FL 34747

    A prime location thats central to world-class entertainment, convenience, and recreation, Cypress Ridge in Kissimmee is where you can comfortably unwind and calmly let worry drift away. Become immersed in its beautiful, natural surroundings while appreciating its refreshingly modern features and conveniences in our 1, 2 and 3 bedroom apartments. Theres an undeniable charm and allure about a place

    2540 Wensinger Way, Kissimmee, FL 34747
  • /30

    $2,600 per month

    • 3 Beds
    • 2.5 Baths
    • 2,013 Sq Ft
    • Townhouse for Rent

    2903 Wentworth Ln, Kissimmee, FL 34741

    Live where everything is at your doorstep. This fully furnished townhome offers a beautiful lakefront setting with wide water views, 3 bedrooms, 2 full baths + 1 half bath, and parking for up to 3 vehicles. Located in a secure gated community directly across from The Loop—shopping, dining, movies, and big-box retail all minutes away.Location Advantages, 15 minutes to Walt Disney World, 20

    Alex Leonardo MS LAND & BUILDING LLC

    2903 Wentworth Ln, Kissimmee, FL 34741
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    $1,643 - $4,995 per month

    Tapestry Headwaters

    Studio-3 Beds

    4355 W Headwaters Dr, Kissimmee, FL 34746

    Live carefree every day at Tapestry Headwaters, where coming home feels like you're on vacation. With impressive finishes and resort-quality, pet-friendly amenities, our studio, 1, 2, & 3 apartment homes make it possible to live beyond your expectations. With so much to do in the perfect location, a vibrant new lifestyle awaits. Embrace it! Lease your new home today.

    4355 W Headwaters Dr, Kissimmee, FL 34746
  • /9

    $1,350 per month

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft
    • Condo for Rent

    21102 Indian Creek Dr, Kissimmee, FL 34759

    Welcome to Lake Marion Golf Resort! 2-bedroom, 2- bathroom home. Enjoy this gated community with 24/7 security, 2 outdoor, heated pools, hot tub, new shuffleboard courts, playground, clubhouse with gym, basketball and tennis courts and private lake access. Near Disney attractions yet secluded from the hustle and bustle of the theme parks. HOA Approval Required for additional fee. Don’t miss the

    Mary Clevenger WEICHERT REALTORS HALLMARK PRO

    21102 Indian Creek Dr, Kissimmee, FL 34759
  • /34

    $1,590 - $2,530 per month

    Reunion at 400

    1-3 Beds

    400 Hidden Palm Cir, Kissimmee, FL 34747

    Experience elevated living at Reunion at 400, where impeccably designed residences and an exceptional location near Orlando converge. Our expansive one, two, and three-bedroom apartments seamlessly blend contemporary style with everyday practicality, offering a refined home tailored to your lifestyle. Indulge in upscale features such as stainless-steel appliances, integrated smart-home

    400 Hidden Palm Cir, Kissimmee, FL 34747
  • /10

    $3,200 per month

    • 3 Beds
    • 3 Baths
    • 1,704 Sq Ft
    • House for Rent

    7773 Spectrum Dr, Kissimmee, FL 34747

    Fully Furnished 3-Bedroom Townhome for Rent – Spectrum at Reunion, Kissimmee, FLExperience upscale living in this beautifully furnished 3-bedroom, 2.5-bath townhome located in the sought-after Spectrum at Reunion community. This spacious and modern home is move-in ready and perfect for professionals, families, or anyone seeking a comfortable, fully equipped rental in the heart of Central

    Gil Semedo LIFESTYLE INTERNATIONAL REALTY

    7773 Spectrum Dr, Kissimmee, FL 34747
  • /27

    $1,185 - $1,323 per month

    The Teale

    Studio

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Kissimmee Studio ApartmentsLife CAN be a fairytale. All you need is a home close to everything Orlando has to offer, from Disney's family of resorts to the best shopping and dining around. A place like The Teale Apartments, where every resident gets the royal treatment.Our studio apartment homes in Kissimmee, FL, offer a low-maintenance, high-satisfaction lifestyle. All the utilities

    4960 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
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    $2,900 per month

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

    3069 Gatsby St, Kissimmee, FL 34746

    Fully furnished and beautifully decorated, this impeccable vacation home is located in one of the most desirable resort communities in Orlando: Storey Lake! Great location, minutes away from the main Disney attractions in Orlando, Premium Outlet, SeaWorld, Universal Studios, Target, Lake Buena Vista Factory Stores, Restaurants, and more! The kitchen is fully equipped and features stainless steel

    Jamil Swaid, Jr ALPHA LEADER REALTY LLC

    3069 Gatsby St, Kissimmee, FL 34746
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    $1,450 - $2,884 per month

    The Allen

    1-3 Beds

    700 Aultman St, Kissimmee, FL 34741

    Inspired by a location that bridges Kissimmee’s historic charm and its innovative future, The Allen invites you to a stunning, new community of 1, 2, and 3-bedroom apartments where you can write the next chapter of your own history. Life at The Allen allows you to seamlessly merge the facets of your day, from work to working out, downloads to downtime, and medical arts to visual arts. Urban

    700 Aultman St, Kissimmee, FL 34741
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    $3,250 per month

    • 3 Beds
    • 3 Baths
    • 1,545 Sq Ft
    • Townhouse for Rent

    8209 Surf St, Kissimmee, FL 34747

    Currently Leased ~ AVAILABLE FOR MOVE IN ON 8/27/25– LOCK IN YOUR FUTURE HOME! BEAUTIFUL FULLY FURNISHED VILLA AVAILABLE FOR LONG TERM RENTAL AT MARGARITAVILLE RESORT ORLANDO! This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer and Ceiling Fans Throughout the House. Kitchen has Island with Seating, Large

    Suzanne Docobo EXP REALTY LLC

    8209 Surf St, Kissimmee, FL 34747
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    $1,662 - $3,180 per month

    Parkway Crossings

    Studio-3 Beds

    3175 Corporate Ctr Pkwy, Kissimmee, FL 34744

    Parkway Crossings is now open and ready to welcome you home. This brand-new luxury apartment community in Kissimmee offers modern studio, one-, two-, and three-bedroom residences designed with eco-conscious elegance. With immediate move-ins available, youll experience upscale living where style, sustainability, and comfort come together.Perfectly located next to the Tupperware SunRail station and

    3175 Corporate Ctr Pkwy, Kissimmee, FL 34744
  • /76

    $3,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,380 Sq Ft
    • Townhouse for Rent

    2906 Castaway Ln, Kissimmee, FL 34747

    Currently Leased ~ AVAILABLE FOR MOVE IN ON 8/18/25 – MAKE IT YOURS NOW! GORGEOUS FULLY FURNSIHED TOWNHOME AVAILABLE FOR LONG TERM RENTAL AT MARGARITAVILLE RESORT ORLANDO! Spacious 2 Bed, 2.5 Baths, PLUS an ADDITIONAL BONUS ROOM! Half Bath and Laundry Downstairs, Kitchen with Quartz Countertops, Island with Seating, "WOOD" Tile Floors, Full Size Washer and Dryer Included. The Door from the

    Suzanne Docobo EXP REALTY LLC

    2906 Castaway Ln, Kissimmee, FL 34747
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    Call for Price

    Champions Village

    Studio

    8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747

    Nestled in the heart of Kissimmee, Champions Village offers the ideal place to call home. Enjoy the convenience of being just steps away from supermarkets, shops, restaurants, and more, with easy access to I-4 and Disney for effortless commuting.Our newly remodeled units feature modern upgrades, including stainless-steel appliances, stylish light fixtures, wood and tile flooring, plush

    8660 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34747
  • /89

    $3,000 per month

    • 3 Beds
    • 3 Baths
    • 1,545 Sq Ft
    • Townhouse for Rent

    2967 Castaway Ln, Kissimmee, FL 34747

    Currently Leased ~ AVAIALBLE FOR MOVE IN ON 9/12/25 - LOCK IN YOUR FUTURE HOME NOW! AMAZING VILLA AVAILABLE FOR LONG-TERM RENTAL AT MARGARITAVILLE RESORT ORLANDO. This Villa has 3 Bedrooms and 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located

    Suzanne Docobo EXP REALTY LLC

    2967 Castaway Ln, Kissimmee, FL 34747
  • /55

    $1,383 - $4,039 per month

    The Lucent at Sunrise

    Studio-4 Beds

    4950 Lunar Ln, Kissimmee, FL 34746

    Located in the heart of Kissimmee, just outside Orlando, The Lucent at Sunrise offers a unique blend of waterfront living and modern elegance. This community stands out with its exceptional amenities, including a lazy river with three waterfalls, two zero-entry pools, and a wellness spa featuring a hot tub, sauna, and steam room. Experience the Northwood Ravin difference with meticulously

    4950 Lunar Ln, Kissimmee, FL 34746
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    $3,900 per month

    • 4 Beds
    • 4.5 Baths
    • 2,066 Sq Ft
    • House for Rent

    8044 Lost Shaker Ln, Kissimmee, FL 34747

    Currently Occupied ~ Available for Move in 9/1/25. GORGEOUS 1990-A Model 3-Story Cottage in Margaritaville Resort Orlando with Convenient Central Resort Location! Home Features 4 Bedrooms and 4.5 Bathrooms. There are Primary Suites Located on Second and Third Floors with En-Suite Bathrooms. Another Bedroom has 2 Beds with En Suite Bathroom. Both Second and Third Floors have Large Balconies to Sit

    Suzanne Docobo EXP REALTY LLC

    8044 Lost Shaker Ln, Kissimmee, FL 34747
  • /50

    $1,559 - $3,469 per month

    Madison Waterstar

    1-3 Beds

    14535 Star Water Rd, Kissimmee, FL 34747

    Madison Waterstar is a brand new luxury apartment community located in the heart of Kissimmee, Florida. Disney World enthusiast and crew members will appreciate our close proximity.

    14535 Star Water Rd, Kissimmee, FL 34747
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    $3,000 per month

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

    Unlisted Address

    A spacious single-family home in a guard-gated community. Spectacular two-story home with 4 bedrooms, 2.5 bathrooms, and an air-conditioned 2-car garage with a spacious driveway for two more cars. Ceramic tile on the first floor and carpet on the second. Includes: washer, dryer, stove, refrigerator, microwave, dishwasher, and garbage disposal. Summer kitchen on the patio. Both the indoor and

    Marianna Spinelli OLYMPUS EXECUTIVE REALTY INC

    Unlisted Address
  • /71

    $1,599 - $2,567 per month

    The Retreat at Sunset Walk

    1-3 Beds

    8050 Fins Up Cir, Kissimmee, FL 34747

    Your brand new apartment home situated in Kissimmee Florida features luxury amenities, upscale finishes, and a great walkable location within Sunset Walk. Take a splash in the heated pool, work up a sweat in the state-of-the-art fitness center, or sip a cup of coffee and relax in one of our many resident lounges. One-, two-, and three-bedroom apartments with thoughtfully designed interiors

    8050 Fins Up Cir, Kissimmee, FL 34747
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    $2,400 per month

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

    3075 Beach Palm Ave, Kissimmee, FL 34747

    Fully furnished townhouse for rent in Paradise Palms Resort with private pool and pond view. Property features one bedroom and full bathroom on the main floor along with with the common area and private pool. Along the second floor you find the master suite and two additional bedrooms. Available for immediate occupancy. Resort-style community amenities include clubhouse, pool, fitness center,

    Marianne Ramirez KELLER WILLIAMS LEGACY REALTY

    3075 Beach Palm Ave, Kissimmee, FL 34747
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    $1,552 - $2,468 per month

    Prime

    1-3 Beds

    3251 Prime Park Cir, Kissimmee, FL 34746

    Enjoy spacious floor plans that are completely outfitted with top-of-the-line appliances to give each resident a sense of elegance and style, a washer and dryer unit, and beautifully designed cabinets throughout. You and your guests will feel like your home is a lush destination with our resort-style pool and the state of the art fitness center. Once you move into Prime Apartments, everything you

    3251 Prime Park Cir, Kissimmee, FL 34746
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    $2,400 per month

    • 4 Beds
    • 2 Baths
    • 1,822 Sq Ft
    • House for Rent

    1008 Prey Ct, Kissimmee, FL 34746

    Available September 1st! This beautifully furnished 4-bedroom, 2-bathroom pool home offers resort-style living with tranquil pond views, an expansive pool deck, and a covered patio ideal for alfresco dining. The spacious primary suite features vaulted ceilings and a luxurious ensuite with dual vanities, a soaking tub, and a separate shower. Three additional bedrooms, a game room, and an

    Valentina Naumenko MILA REALTY

    1008 Prey Ct, Kissimmee, FL 34746
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    $1,320 - $2,120 per month

    Heritage Key Villas

    Studio-3 Beds

    2089 Heritage Key Blvd, Kissimmee, FL 34744

    2089 Heritage Key Blvd, Kissimmee, FL 34744
  • /25

    $2,850 per month

    • 3 Beds
    • 2.5 Baths
    • 1,687 Sq Ft
    • Townhouse for Rent

    9348 Westside Hills Dr, Kissimmee, FL 34747

    Beautiful 3-bedroom, 2.5-bathroom townhouse located in a new community. Fully furnished, this corner unit features a private patio with no side neighbors. It’s conveniently located near major theme parks like Disney, Universal Studios, Epic, and SeaWorld, as well as restaurants, shopping centers, with easy access to I-4, Highway 27, and Route 192.(Also available for rent unfurnished.)

    Ruth Romero LA ROSA REALTY INTERNACIONAL LLC

    9348 Westside Hills Dr, Kissimmee, FL 34747
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    $995 - $1,565 per month

    West Bay Village

    Studio-1 Bed

    3040 W Bay Cir, Kissimmee, FL 34747

    UNDER NEW MANAGEMENT!! West Bay Village is conveniently located near Disney's Animal Kingdom, a short distance from the Maingate into the magic of Walt Disney World. Located near Lynx bus line 55 and transfer to line 56 for a quick ride to Walt Disney World. Easy access to 1-4, shopping and restaurants. All 250 units include a full-size refrigerator, microwave and stove with oven, the

    3040 W Bay Cir, Kissimmee, FL 34747
  • /16

    $1,995 per month

    • 1 Bed
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    1011 Indigo Dr Unit B, Kissimmee, FL 34747

    Charming East Village Garage Apartment – Corner Unit! This light-filled garage apartment in the quiet East Village has it all! Enjoy a spacious and airy atmosphere with 14-foot vaulted ceilings, 8-foot doors, hardwood floors, and modern eyeball lighting. The upgraded kitchen and bathroom offer contemporary finishes, while the separate bedroom features a generous walk-in

    James Tate, PA WAYPOINT REAL ESTATE GROUP INC

    1011 Indigo Dr Unit B, Kissimmee, FL 34747
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    $1,610 - $2,344 per month

    Sonceto

    1-3 Beds

    2970 Sandhill Ridge Ct, Kissimmee, FL 34741

    Experience luxury on a new level at Sonceto apartments, a brand new luxury apartment community offering upscale one, two and three-bedroom apartment homes with market-leading amenities. You’ll find everything you need at The Loop in Kissimmee. Discover popular restaurants, entertainment, services, and more, all just a short drive away. This is luxury living on a new level. This is Sonceto

    2970 Sandhill Ridge Ct, Kissimmee, FL 34741
  • /19

    $1,895 per month

    • 3 Beds
    • 2.5 Baths
    • 1,598 Sq Ft
    • Townhouse for Rent

    2851 Sunstone Dr, Kissimmee, FL 34758

    Welcome to your serene retreat in the heart of the coveted Emerald Lake community! Nestled at 2851 Sunstone Drive, this inviting 3-bed, 2.5-bath townhome offers a perfect blend of comfort and style. Step into a world of elegance with tiled flooring gracing the entire first floor, while the kitchen boasts nice countertops and cabinets that elevate the space. The delightful breakfast nook beckons

    Maria Genao Santos VITAL REALTY GROUP INC

    2851 Sunstone Dr, Kissimmee, FL 34758
  • /38

    $1,429 - $2,950 per month

    The Maxwell at Xentury City

    1-3 Beds

    2990 Longwater Blvd, Kissimmee, FL 34746

    Discover all that awaits at The Maxwell. Our brand-new luxury apartments in Kissimmee, FL are sure to have all that our residents will need for an elevated living experience. In each of our homes, residents will find a variety of upscale features and elegant details that will easily accommodate their lifestyle. Throughout our community, the amazing amenities will allow every resident to find the

    2990 Longwater Blvd, Kissimmee, FL 34746
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    $1,650 per month

    • 2 Beds
    • 2 Baths
    • 1,026 Sq Ft
    • Condo for Rent

    4105 Tropical Isle Blvd Unit 222, Kissimmee, FL 34741

    Beautiful condo in the heart of Kissimmee offering two Master Suites, close to shopping center and attractions, second floor unit, excellent building location, close by the LOOP. Community is gated- with clubhouse, pool and tennis court amenities.

    Kelly Groenendijk KAT REALTY & PROPERTY MANAGEME

    4105 Tropical Isle Blvd Unit 222, Kissimmee, FL 34741
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    $1,365 - $2,275 per month

    Camila

    1-3 Beds

    1880 Destiny Blvd, Kissimmee, FL 34741

    Come home to a Floridian sanctuary at Camila! Centered around our beautiful lake, Camila offers an alluring retreat from your busy day. Perfectly situated on the north side of Kissimmee, our community offers thoughtfully designed 1, 2, and 3-bedroom apartment residences nestled amongst mature oak trees, tropical palms, and Spanish moss. Relax, work, or play in our collection of lifestyle

    1880 Destiny Blvd, Kissimmee, FL 34741
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    $2,750 per month

    • 4 Beds
    • 2 Baths
    • 1,778 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful fully furnished pool home. Has natural gas for the water heater, pool heater, clothes dryer and range. Available for seasonal rental, from 2 months to 2 years. Tenant may do rental arbitrage. It used to be a short term rental between 2016 to 2020. No HOA, and Osceola County allows it. Beautiful community park with community pool, tennis court

    Ricardo De Lara LA ROSA REALTY KISSIMMEE

    Unlisted Address
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    $2,320 - $3,410 per month

    Cacema Townhomes

    3-4 Beds

    2670 Meadow Creek Rd, Kissimmee, FL 34741

    Elevated living with more space, privacy, patio and a personal brick-paved driveway and garage without any of the maintenance. Schedule a tour to discover the carefree lifestyle of 3-bedroom or 4-bedroom townhome living at Cacema. Life in a townhome provides fabulous amenities, well-appointed living spaces and convenient access to a plethora of shopping, dining, healthcare, entertainment and

    2670 Meadow Creek Rd, Kissimmee, FL 34741
  • /17

    $2,150 per month

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

    611 Campus St Unit 320, Kissimmee, FL 34747

    Downtown Celebration Gem Live in the heart of Celebration at 611 Campus Street, just steps from charming shops, gourmet restaurants, and lively community events. This beautifully updated condo offers a spacious 1-bedroom layout plus a flexible bonus room ideal as a guest space, den, or home office. Freshly painted and filled with natural light, the unit features a large private

    Amanda Nappier EPIC FLORIDA REALTY LLC

    611 Campus St Unit 320, Kissimmee, FL 34747
  • /23

    $1,569 - $2,619 per month

    Ascend Reunion Crossing

    1-3 Beds

    7900 Ascend Dr, Kissimmee, FL 34747

    Experience modern living at Ascend Reunion Crossing, a brand-new community of one, two, and three bedroom apartments for rent located in beautiful Kissimmee, FL. These spacious, pet-friendly floor plans are packed with premium features, from chef-inspired kitchens with stainless-steel appliances and quartz countertops to screened-in private patios or balconies. When it comes to amenities the

    7900 Ascend Dr, Kissimmee, FL 34747
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    $3,250 per month

    • 6 Beds
    • 3 Baths
    • 2,658 Sq Ft
    • House for Rent

    5399 Dahlia Reserve Dr, Kissimmee, FL 34758

    Welcome to this stunning pool home located in the desirable Crescent Lakes community. This remarkable property boasts six spacious bedrooms and three well-appointed bathrooms, encompassing over 2,600 square feet of thoughtfully designed living space. The home is move-in ready, making it an ideal choice for those looking to settle in quickly and comfortably.As you enter the downstairs

    Zane Place BLUE CHIP INTERNATIONAL REALTY LLC

    5399 Dahlia Reserve Dr, Kissimmee, FL 34758
  • /65

    $1,308 - $2,205 per month

    Heron Lake

    1-3 Beds

    801 Green Heron Ct, Kissimmee, FL 34741

    Welcome Home to Heron Lake!

    801 Green Heron Ct, Kissimmee, FL 34741
  • /22

    $2,495 per month

    • 4 Beds
    • 3 Baths
    • 1,907 Sq Ft
    • Townhouse for Rent

    541 Las Fuentes Dr, Kissimmee, FL 34746

    Stunning home in resort style community! Offering 541 Las Fuentes Drive featuring 4 bedrooms, 3 baths, open floorplan living room, kitchen and dining all overlooking your amazing screened lanai, pool, and water view! Upscale primary ensuite to pamper yourself daily. Deluxe fixtures throughout. Every community amenity you can imagine. Monthly rent includes pool and lawn service, basic cable and

    Stephanie Melendez Velez TRUSTHOME PROPERTIES INC

    541 Las Fuentes Dr, Kissimmee, FL 34746
  • /25

    $1,448 - $2,674 per month

    Lake Tivoli

    1-3 Beds

    851 Lake Tivoli Blvd, Kissimmee, FL 34741

    Nestled in the heart of Kissimmee, Lake Tivoli Apartments offer all the rewards and comforts of high-class living. Whether it be a relaxing night of beautiful Kissimmee views or a night out on the town, Lake Tivoli Apartments gives you the you're looking for at the price you want.We offer pet-friendly 1, 2, and 3-bedroom apartments that are just minutes from Kissimmee's finest shopping

    851 Lake Tivoli Blvd, Kissimmee, FL 34741

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