1,088

Osceola County, FL Rentals with Pool

Section Image
  • /22

    $2,600 per month

    • 4 Beds
    • 3 Baths
    • 2,424 Sq Ft
    • House for Rent

    3964 Carrick Bend Dr, Kissimmee, FL 34746

    ***Beautiful 4BR/3BA/1Extra Office Waterfront Home in Bellalago Community*** - Move-in ready single-story home featuring 4 bedrooms, 3 full baths, 1 office/flex room, and 2-car garage. Open concept layout with high ceilings, ceramic tile in main areas, and water views from the living and dining rooms. Gourmet kitchen includes granite countertops, center island, stainless-steel appliances, and 42”

    Elsa Yueh-Cheng FLORIDA REALTY INVESTMENTS

    3964 Carrick Bend Dr, Kissimmee, FL 34746
  • /39

    $1,320 - $1,650 per month

    Pinewood Park

    1 - 2 Beds

    2351 Pine Brook Dr, Kissimmee, FL 34741

    2351 Pine Brook Dr, Kissimmee, FL 34741
  • /19

    $2,150 per month

    • 3 Beds
    • 2.5 Baths
    • 1,375 Sq Ft
    • Townhouse for Rent

    1377 Anchor Bend Way, Kissimmee, FL 34746

    Lakefront 3-Bedroom Townhome for Rent – Resort-Style Living at BellalagoExperience the perfect blend of comfort, elegance, and resort-style living in this stunning 3-bedroom, 2.5-bathroom townhome, located in the exclusive gated community of Bellalago in Kissimmee, FL.Home Features:Open-concept kitchen with stainless steel appliances, granite countertops, and a spacious

    Gang Liu HARMONY KEY REALTY

    1377 Anchor Bend Way, Kissimmee, FL 34746
  • /56

    $1,390 - $1,690 per month

    Arbors of Sendera

    1 - 2 Beds

    3815 Hideaway Bay Blvd, Kissimmee, FL 34741

    Arbors of Sendera is the residence for those who demand the best in living accommodations, location, amenities and neighbors. Escape from the hectic city life to an intimate hideaway positioned within a conservation preserve, exuding the true feeling of a natural Florida landscape. Our community offers a beautiful pool, car care center, picnic areas w/barbecue grills, fitness center, basketball,

    3815 Hideaway Bay Blvd, Kissimmee, FL 34741
  • /23

    $1,800 per month

    • 3 Beds
    • 2 Baths
    • 1,250 Sq Ft
    • Condo for Rent

    2922 Fox Squirrel Dr Unit B, Kissimmee, FL 34741

    This is a 3bedroom/ 2bath open floor plan condo with newer appliances in the Villa of Shadow Bay community. Conveniently located near all Orlando attractions. This unit is on the first floor and it comes unfurnished. Available to view now!

    Daniel Araque KELLER WILLIAMS LEGACY REALTY

    2922 Fox Squirrel Dr Unit B, Kissimmee, FL 34741
  • /38

    $1,234 - $1,676 per month

    Palos Verdes- A 55+ Active Adult Community

    1 - 3 Beds

    2050 Dr, Kissimmee, FL 34746

    Palos Verdes is a brand new, affordable senior community consisting of 120 apartment homes within 1 building is located in in Kissimmee, Florida completed as of Summer 2020.Palos Verdes Apartments will provide you with a tranquil and relaxed setting to call home. Everything you need and want is close by, where you will find a community rich with culture, history and adventure.

    2050 Dr, Kissimmee, FL 34746
  • /19

    $2,400 per month

    • 4 Beds
    • 3.5 Baths
    • 1,954 Sq Ft
    • Townhouse for Rent

    81 Nine Iron Dr, Four Corners, FL 33896

    Welcome to this stunning new home in Champions Gate, where peace, luxury, and excellent education converge. This beautiful property features 4 spacious bedrooms on the second floor and 3.5 bathrooms, ensuring comfort for everybody. The open-concept design seamlessly blends the kitchen, great room, and dining area, creating a warm and inviting space for both entertaining and daily living. The

    Arsinoe Naranjo LPT REALTY, LLC

    81 Nine Iron Dr, Four Corners, FL 33896
  • /73

    $1,719 - $2,809 per month

    Infield

    1 - 3 Beds

    2985 Homerun Rd, Kissimmee, FL 34741

    Discover refined design and revitalizing serenity in the heart of an unsuspecting oasis, merging close-to-nature calm with unparalleled access to world-class dining and entertainment destinations, including Walt Disney World, Disney Springs, Universal Studios, and so much more. Infield provides premium in-unit and resort-style amenities, including an upscale resident clubhouse with a bar lounge,

    2985 Homerun Rd, Kissimmee, FL 34741
  • /17

    $1,400 per month

    • 2 Beds
    • 1.5 Baths
    • 992 Sq Ft
    • Townhouse for Rent

    3040 Windover Ave, Kissimmee, FL 34741

    Located in Chelsea Square, this charming townhome features 2 bedrooms and a unique Jack and Jill bathroom upstairs, along with a convenient half bath downstairs. The community offers great amenities, including a swimming pool and a tennis court. Situated close to transportation, restaurants, and shopping, this townhome provides both comfort and accessibility.NO PETSAll Watson

    Dolly Perger, LLC WATSON REALTY CORP

    3040 Windover Ave, Kissimmee, FL 34741
  • /38

    $1,366 - $4,072 per month

    Rapallo

    1 - 3 Beds

    3000 Marta Cir, Kissimmee, FL 34741

    Elegant apartment homes of unmatched quality and magnificent amenities, once only dreamed of, conveniently located in one of Orlandos most desirable communities, Hunters Creek. Enjoy a lifestyle that is far removed from the fast-paced urban landscape. Beautiful 1, 2, and 3-bedroom floor plans include gourmet kitchens, roman soaking tubs, and private patios, balconies, and solariums. Rapallo

    3000 Marta Cir, Kissimmee, FL 34741
  • /25

    $2,100 per month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • Condo for Rent

    9051 Treasure Trove Ln Unit 405, Kissimmee, FL 34747

    Fully furnished and move-in ready, this elegant 3-bedroom, 2-bath condo on the 4th floor of Caribe Cove offers long-term tenants a luxurious retreat with resort-style amenities and serene conservation views. The modern kitchen features stainless steel appliances and a breakfast bar that opens to a spacious living and dining area, perfect for everyday comfort and entertaining. The private master

    Rhansel Acevedo Rodriguez EXP REALTY LLC

    9051 Treasure Trove Ln Unit 405, Kissimmee, FL 34747
  • /35

    $1,215 - $1,921 per month

    Cadia on the Loop

    1 - 3 Beds

    2101 Vinyard Blvd, Kissimmee, FL 34741

    Formerly known as The Vinyards, our newly rebranded community offers the same great living experience with an exciting new look. Discover modern amenities, stylish apartments, and a vibrant neighborhood that you’ll love to call home. Explore Cadia on the Loop today!

    2101 Vinyard Blvd, Kissimmee, FL 34741
  • /22

    $2,800 per month

    • 4 Beds
    • 2 Baths
    • 2,162 Sq Ft
    • House for Rent

    5664 Arborvista Dr, Saint Cloud, FL 34771

    Beautiful lakefront home built in 2022 in Split Oak Reserve! This 4-bedroom, 2-bath property offers modern open-concept living with stunning water views. Community pool, playground, and trails. Close to Lake Nona and major highways.

    Duc Thang Nguyen ALLIANCE REAL ESTATE GROUP

    5664 Arborvista Dr, Saint Cloud, FL 34771
  • /35

    $1,299 - $1,654 per month

    Images Condominiums

    1 - 3 Beds

    5299 Images Cir, Kissimmee, FL 34746

    Welcome to Images Condo Rentals, our garden-style community designed to make home the place you want to be. Each pet-friendly one, two, or three bedroom apartment entices you to stay longer with a private balcony, layouts that invite in natural light, and a cozy, mellow vibe. When you make this your new spot in Osceola County, you get a quiet location near Old Town and community perks to better

    5299 Images Cir, Kissimmee, FL 34746
  • /25

    $2,250 per month

    • 4 Beds
    • 2 Baths
    • 1,843 Sq Ft
    • House for Rent

    4491 Magnolia Ridge Ct, Kissimmee, FL 34746

    For Rent – 4BR/2BA Home in Storey Creek, KissimmeeBeautiful modern single-family home. Features include a spacious open floor plan, quartz countertops, high ceilings, LED lighting, and tile floors with carpet in bedrooms. Private backyard + 2-car garage. Community offers parks, sports fields, and is just minutes from the Disney Parks.

    Paola Ramirez ROBERT SLACK LLC

    4491 Magnolia Ridge Ct, Kissimmee, FL 34746
  • /55

    $1,725 - $2,832 per month

    Emerson At Celebration

    1 - 3 Beds

    1831 Emerson Ridge Rd, Celebration, FL 34747

    Timeless architectural style and neighborhood charm are the setting for a sought-after, 100% smoke free premier luxury apartment enclave inside the village of Celebration. Generous 1, 2, and 3-bedroom appointed apartment residences and carriage homes spare no detail in catering to the main character of this lifestyle: you. Emerson's community amenities blend playfully and perfectly with the

    1831 Emerson Ridge Rd, Celebration, FL 34747
  • /27

    $2,300 per month

    • 3 Beds
    • 2.5 Baths
    • 1,528 Sq Ft
    • Townhouse for Rent

    2566 Amati Dr, Kissimmee, FL 34741

    Discover comfort and convenience in this stylish 3-bedroom, 2.5-bathroom townhouse located just minutes from The Loop, where you'll find fine dining, shopping, and entertainment. Ideally situated close to Disney, Orlando International Airport, I-4, and the Florida Turnpike. This gated community offers 24-hour security and fantastic amenities including a resort-style pool, fitness center,

    Betsy Breton-Garcia KELLER WILLIAMS WINTER PARK

    2566 Amati Dr, Kissimmee, FL 34741
  • /55

    $1,584 - $2,547 per month

    14Fifty NeoCity

    1 - 3 Beds

    1450 Neo Square Blvd, Kissimmee, FL 34744

    14Fifty Neo City wasn’t built to be ordinary. This is as interesting as a luxury living destination gets. Our East Lake waterfront location invites you out into nature, while lavish lodge-like amenities welcome you in with a resort-inspired swimming pool and an upscale sports court. Our one, two, and three bedroom pet-friendly apartment homes are teeming with designer finishes and cozy comforts.

    1450 Neo Square Blvd, Kissimmee, FL 34744
  • /24

    $2,800 per month

    • 4 Beds
    • 2 Baths
    • 1,740 Sq Ft
    • House for Rent

    4700 Prairie Point Blvd, Kissimmee, FL 34746

    This beautiful and cozy family vacation home is just 20 minutes from the parks—a perfect retreat whether you're looking for a personal residence ! a fully remodeled and move-in ready 4-bedroom, 2-bathroom single-story ranch offering 2,359 square feet of upgraded living space on a 6,229 SqFt lot. Completely furnished with stylish, modern decor, this home is turn-key and packed with upgrades,

    Maximiliano Capuzzi DALTON WADE INC

    4700 Prairie Point Blvd, Kissimmee, FL 34746
  • /55

    $1,380 - $2,562 per month

    Domain

    1 - 3 Beds

    3100 Domain Cir, Kissimmee, FL 34747

    Experience the allure of the Orlando area at Domain apartments and homes infused with unique energy. Our apartments feature gourmet kitchets with granite countertops, stainless steel appliances, and custom kitchen islands in select homes. Find plank-style flooring and large walk-in closets. Youll never get bored with whats in your backyard Walt Disney World(R), Margaritaville Resort, Sunset

    3100 Domain Cir, Kissimmee, FL 34747
  • /31

    $1,700 per month

    • 2 Beds
    • 2 Baths
    • 1,048 Sq Ft
    • Condo for Rent

    8818 Dunes Ct Unit 106, Kissimmee, FL 34747

    Tropical Paradise!! RELAX AND ENJOY RESORT STYLE LIVING in Legacy Dunes Resort - 2 Bedroom 2 Bath Condo For Rent in KissimmeeThis beautiful first floor condo features 2 bedroom 2 bath condo. The spacious open floorplan gives easy access to the living room, dining area, and modern kitchen. The floors are laminate and tile throughout the home. Enjoy the lush tropical landscape with the pond /

    Milena Valle VIVA ORLANDO REALTY INC.

    8818 Dunes Ct Unit 106, Kissimmee, FL 34747
  • /26

    $2,195 - $2,800 per month

    Amavi Kissimmee

    3 Beds

    4519 Trinity Way, Kissimmee, FL 34746

    Amavi Kissimmee is your ticket to a life of comfort, style, and Florida sunshine. This brand new 3-bedroom townhome community — located in sought-after Kissimmee, FL — offers everything on your wish list and then some, including spacious open-concept floor plans, private fenced-in yards, and convenient attached garages. Spend a day by the sparkling resort-style pool, sip coffee in your gourmet

    4519 Trinity Way, Kissimmee, FL 34746
  • /23

    $2,795 per month

    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft
    • House for Rent

    9023 Hooton Way, Davenport, FL 33896

    tylish & Spacious 4-Bedroom Home with High-End Upgrades in a Prime Location!Welcome to this beautifully upgraded, newer-construction home designed for modern living and ultimate comfort.Step inside to discover elegant silver tile flooring throughout and a smart, family-friendly layout. At the front of the home, you'll find three generously sized bedrooms, two full bathrooms, and a

    Tony Daka CAPITAL HOMES INC

    9023 Hooton Way, Davenport, FL 33896
  • /29

    $1,250 - $1,450 per month

    The Irlo

    Studio

    5565 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746

    Move-In Ready, Fully Furnished, Resort Style Living at The Irlo !Step into effortless living with this fully furnished rental designed for comfort, convenience, and entertainment. From the moment you arrive, you’ll feel right at home with modern furniture, a king-sized bed, sleeper sofa, and a full kitchen stocked with everything you need to cook and dine.Stay connected with

    5565 W Irlo Bronson Memorial Hwy, Kissimmee, FL 34746
  • /30

    $3,150 per month

    • 4 Beds
    • 3.5 Baths
    • 2,038 Sq Ft
    • House for Rent

    2656 Santosh Cove, Kissimmee, FL 34746

    Experience comfort and style in this fully furnished 4-bed, 3.5-bath home with a private pool, located in Veranda Palms Resort, Kissimmee. Just minutes from Walt Disney World, Universal Orlando, and Disney Springs, enjoy gated access, a clubhouse with fitness center and recreation areas, plus nearby natural escapes like Shingle Creek and Kissimmee Lakefront Park.

    Marlionfel Fernandez AROD PARTNERS REALTY

    2656 Santosh Cove, Kissimmee, FL 34746
  • /33

    $1,599 - $2,514 per month

    Vernazza

    1 - 3 Beds

    1790 Manarola St, Kissimmee, FL 34741

    Lease a 2 or 3 Bedroom today and enjoy 8 WEEKS FREE and REDUCED RATES while supplies last! Take advantage of these unbeatable prices! Offer valid for new residents only; restrictions may apply.

    1790 Manarola St, Kissimmee, FL 34741
  • /16

    $2,350 per month

    • 3 Beds
    • 2 Baths
    • 1,555 Sq Ft
    • House for Rent

    292 Pineywoods St, St. Cloud, FL 34769

    Modern 3-Bedroom Home with Water ViewsWelcome to your almost-new home with breathtaking water views! This spacious 3-bedroom residence offers an open floor plan that seamlessly connects the living, dining, and kitchen areas, creating a warm and inviting space for everyday living and entertaining.Enjoy a beautifully finished interior with modern fixtures, new appliances, and plenty

    Kristi Rujano ORLANDO REGIONAL REALTY

    292 Pineywoods St, St. Cloud, FL 34769
  • /46

    $1,570 - $4,588 per month

    Skye at Hunter's Creek

    1 - 3 Beds

    1300 Santa Rosa Dr, Kissimmee, FL 34741

    Welcome to Skye, a suburban retreat nestled in the sought-after Hunter's Creek neighborhood of Orlando. Choose from newly renovated 1, 2 & 3-bedroom apartment homes offering vast square footage, ample storage and sleek, upgraded finishes. Within our gates, walking trails weave through our community's lush landscaping and garden courtyards, while our dynamic collection of amenities inspires a

    1300 Santa Rosa Dr, Kissimmee, FL 34741
  • /34

    $2,999 per month

    • 3 Beds
    • 2 Baths
    • 1,979 Sq Ft
    • Property for Rent

    1498 Bunker Dr, Davenport, FL 33837

    The rent includes $75.00 clubhouse restaurant drinks food.Cable, phone and internet included in the rent as well. 3 bedrooms plus open DEN / Office , Two clubHouses, Owners/Tenants Country Club and Vacation Rentals The Oasis, with lazy river restaurants, etc. Golf Course availableC.HAMPIONS GATE RESORT ORLANDO OASIS CLUB CLUBHOUSE AND WATER-PARK: Amenities will include: Lazy River, Water-slides,

    Carlos Rodriguez SAILING REALTY INC

    1498 Bunker Dr, Davenport, FL 33837
  • /38

    $1,116 - $1,559 per month

    Heron Ridge 62+ Apartments

    1 - 3 Beds

    4351 Little Egret Rd, Kissimmee, FL 34746

    Sophisticated living meets charm at Heron Ridge, our new community for adults 62 years and older. Ready to redefine the way you see affordable senior living, our apartments in Kissimmee, FL. Wrap yourself in comfort and enjoy having top-of-the-line finishes, contemporary floor plans, and high-end amenities at your fingertips. The 1, 2 and 3 bedroom apartments are spacious, have well equipped

    4351 Little Egret Rd, Kissimmee, FL 34746
  • /32

    $2,400 per month

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

    5252 Cane Island Loop Unit 104, Kissimmee, FL 34746

    Welcome to this gorgeous 3 Bedroom 2 Bath Fully-Furnished Luxury Condo on the 1st floor, in the desired gated community of Cane Island. Spacious in size, with and Open floor plan, split bedrooms, and all Upgraded; Kitchen & bathrooms are upgraded & feature granite counter-tops. This condo building is just walking distance to the Clubhouse where you can enjoy all the amenities it has to offer

    Matilde Cacheiro Silver Sky Realty, LLC

    5252 Cane Island Loop Unit 104, Kissimmee, FL 34746
  • /50

    $1,560 - $2,620 per month

    Springs at Tapestry

    Studio - 3 Beds

    2601 Pledge Rd, Kissimmee, FL 34741

    Set under the clear blue skies in the sunshine state of Florida, Springs at Tapestry is your destination for laid back living in Central Florida. Our premium community is located in beautiful Kissimmee, Florida, a charming suburb of Orlando. Inspired by the world-class resorts and attractions in our neighborhood, Springs at Tapestry boasts high end amenities at every turn. With lofted 9' ceilings

    2601 Pledge Rd, Kissimmee, FL 34741
  • /30

    $2,395 per month

    • 4 Beds
    • 2 Baths
    • 1,784 Sq Ft
    • House for Rent

    890 Marisa Ln, Kissimmee, FL 34744

    This Beautiful 4 bedroom 2 bathroom house is located in Legacy Park in Kissimmee. This gated community entrance welcomes you with large beautiful oak trees and lakes. Once you arrive at the property you will be welcome by a 2 car garage and drive way. The property has recently undergone some renovations including, exterior and interior paint and new LVP flooring in all bedrooms. NO Carpet. NO

    Lindsy Holland NEXTHOME LOCATION

    890 Marisa Ln, Kissimmee, FL 34744
  • /50

    $1,322 - $2,618 per month

    Halston Citrus Ridge

    1 - 3 Beds

    3101 Segreto Ln, Kissimmee, FL 34747

    Halston Citrus Ridge in Kissimmee, Florida.Look no further for a place that feels like home. Halston Citrus Ridge's spacious apartments are designed for quality, comfort, and convenience. Our centrally-located apartments are near Universal Studios, SeaWorld, and Walt Disney World Resort, so convenience is right outside your doorstep. Choose from a variety of floor plans, all featuring yoga

    3101 Segreto Ln, Kissimmee, FL 34747
  • /36

    $2,000 per month

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

    8556 Bay Lilly Loop, Kissimmee, FL 34747

    Amazing Property Luxury Lifestyle in Florida. Rent Includes Wifi, Cable, use of Community swimming pools, Fitness Center, game room, TV lounge, playground. Unit is fully Furnished. Come live a luxury life style you dreamed of. This Townhouse have Mediterranean inspired architecture with fresh Floridian accents coupled with modern, top-of-the-line, European interior design elevating the comforts

    Jennifer Rios R&J REALTY AND PROPERTY MANAGEMENT LLC

    8556 Bay Lilly Loop, Kissimmee, FL 34747
  • /50

    $1,425 - $2,135 per month

    Academy Park Apartments

    1 - 3 Beds

    790 Academy Dr, Kissimmee, FL 34744

    Relax in your one, two, or three-bedroom apartment home while enjoying a blend of contemporary design features and modern conveniences. Spacious floorplans, stainless steel energy efficient appliances, screened-in balcony, granite countertops throughout and subway tile backsplash in the kitchen, lighted ceiling fans, Smart Capable Whirlpool Washer and Dryer in every unit, high speed internet, and

    790 Academy Dr, Kissimmee, FL 34744
  • /27

    $2,300 per month

    • 3 Beds
    • 2 Baths
    • 1,613 Sq Ft
    • House for Rent

    Unlisted Address

    Beautiful rental property located in Kissimmee, featuring a private pool and situated in a quiet, family-friendly neighborhood. Perfect for those seeking comfort and relaxation in a peaceful setting.

    Claudia Ledesma NAIM REAL ESTATE LLC

    Unlisted Address
  • /6

    $1,325 - $1,684 per month

    Salix on Vine

    2 - 4 Beds

    2200 Old Vineland Rd, Kissimmee, FL 34746

    Opening November 2025! Salix on Vine is a brand-new apartment community in Kissimmee where comfort and convenience come together for the whole family. Our spacious two-, three, and four-bedroom apartment homes are designed with everyday living in mind, featuring open layouts, modern kitchens, and private patios or balconies that give you room to gather, relax, and make memories. Life at Salix on

    2200 Old Vineland Rd, Kissimmee, FL 34746
  • /11

    $2,499 per month

    • 4 Beds
    • 2 Baths
    • 1,960 Sq Ft
    • House for Rent

    2741 Portchester Ct, Kissimmee, FL 34744

    Beautiful POOL HOME! Featuring four bedrooms and three full baths, this home is located in the exclusive gated golf community of Remington. The layout is excellent, with ceramic tiles in the kitchen and wet areas. It includes a living/dining combo, a kitchen with a breakfast bar overlooking the family room, and a guest bedroom with a separate bathroom away from the other bedrooms. There are two

    Raj Chhelavda ORLANDO PROPERTY BROKER

    2741 Portchester Ct, Kissimmee, FL 34744
  • /49

    $2,299 - $2,890 per month

    Alexander Park

    3 - 4 Beds

    2626 Ham Brown Rd, Kissimmee, FL 34746

    Welcome to Alexander Park Homes, where luxury meets tranquility in the heart of Florida. Nestled amidst lush landscapes and vibrant communities, our homes offer the epitome of modern living. Each of our new townhomes in Kissimmee, FL are meticulously crafted with attention to detail, featuring spacious layouts and premium finishes that elevate your lifestyle. Whether you're seeking a serene

    2626 Ham Brown Rd, Kissimmee, FL 34746

Showing Results 161 - 200, Page 5 of 18

How to Rent a Home