Search for vacation rentals in Kissimmee.

Whether it's vacation home rentals, apartments, condos, or cabins/cottages, we have you covered -- search for rental properties in the entire Kissimmee area to find the perfect spot for your vacay.

3405 Great Pond Dr
	3405 Great Pond Dr Kissimmee, FL $2,195 Vacation Rentals, Unknown  NEW! Spacious 3 bedroom 2 bathroom Home with separate living room, dining area, family room and a large kitchen. The master bedroom fits king-size furniture and features a walk-in closet, separate......

4632 Fairy Tale Cir
	4632 Fairy Tale Cir Kissimmee, FL $3,300 Vacation Rentals, Unknown  NEW! TThe home is located at one of the most desirable gated communities of Storey Lake.The covered front porch leads into the welcoming foyer. The kitchen features an island with a double sink and a......

154 Tulip Way
	154 Tulip Way Kissimmee, FL $2,200 Vacation Rentals, Unknown  NEW! This 3-bedroom 2-bathroom house features all tiled flooring, a raised, wooden deck in back, and a fenced yard. Freshly painted! New Microwave, New Stove, and New Refrigerator. One-car garage.......

2912 Satire St
	2912 Satire St Kissimmee, FL $2,700 Vacation Rentals, Unknown  NEW! This is a 4 beds 3.5 baths townhouse with attached garage for 2 cars in the community of Storey Lake Reflection....

4654 Huron Bay Cir
	4654 Huron Bay Cir Kissimmee, FL $2,600 Vacation Rentals, Unknown  NEW! This is a beautiful 4 Bed/3 Bath Home in the lovely Southport Bay Community off Poinciana Blvd in Kissimmee. ~ This home is SO Spacious, Formal Living, Eat In Nook, Separate Family Room, 2 Car......

2512 Brookstone Dr
	2512 Brookstone Dr Kissimmee, FL $2,950 Vacation Rentals, Unknown  NEW! Nestled within the prestigious Remington Golf Community at 2512 Brookstone Drive, Kissimmee, FL, this elegant home offers a serene lifestyle enriched with a variety of amenities. This spacious......

2423 Hybrid Dr
	2423 Hybrid Dr Kissimmee, FL $1,990 Vacation Rentals, Unknown  NEW! This property is professionally managed by AMH, a leading single-family rental company. We expect to make this property available for showings soon. We work to simplify your rental experience by......

4700 Prairie Point Blvd
	4700 Prairie Point Blvd Kissimmee, FL $3,450 Vacation Rentals, Unknown  NEW! Don't miss out on this fully furnished 4-bedroom, 2-bathroom pool home in a desirable community. The home features vaulted ceilings for a spacious feel, ceramic tiles throughout, and an updated......

1914 Parsley Pl
	1914 Parsley Pl Kissimmee, FL $2,100 Vacation Rentals, Unknown This Brand New Single family house at Storey Creek, with 3 bedrooms, 2 bathrooms and a 2 car garage. Enjoy a open floor plan with natural light. The kitchen with fabulous breakfast nook, all......

2550 Christine Dr
	2550 Christine Dr Kissimmee, FL $2,300 Vacation Rentals, Unknown Available in June 2024. Newly remodeled 3BD 2BA plus Bonus Room/Office, Bright Lights and Open Concept with Bar Height Countertop. Ceramic Tile throughout, Large Great Room/Family Room, Eat-in......

1337 Anchor Bend Way
	1337 Anchor Bend Way Kissimmee, FL $2,450 Vacation Rentals, Unknown **Act Fast Don't miss out on this incredible opportunity! Secure your spot as the FIRST resident of this exquisite 3 Bedroom 2.5 Bathroom NEW CONSTRUCTION End-Unit Townhome nestled within the......

1172 Spokane Point
	1172 Spokane Point Kissimmee, FL $2,425 Vacation Rentals, Unknown We make Pre-Leasing easy! Apply now and, once you're approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is......

Barberry Dr
	Barberry Dr Kissimmee, FL $2,500 Vacation Rentals, Unknown This beautiful house is located in Kindred Community. It is built in 2023, 4beds, 2 baths, 2 car garages, ready to move in after 5/20/2024. All appliances are included- washer, dryer, refrigerator,......

2021 Imperial Eagle Pl
	2021 Imperial Eagle Pl Kissimmee, FL $3,150 Vacation Rentals, Unknown Beautiful 4 Bedroom, 4 Bath, 3 Car Garage, 2 story house, in the gated community of Bellalago. Venezia Model with screened lanai offering gorgeous lake view. Spacious kitchen with granite counter......

141 Eastpark Dr
	141 Eastpark Dr Kissimmee, FL $5,995 Vacation Rentals, Unknown Gorgeous & Rare ONE STORY Custom "DORCHESTER-COASTAL" overlooking beautiful serene WATER VIEWS! Well over $120,000 of Improvements/Renovations made throughout the home! One is immediately greeted......

2184 Cypress Bay Blvd
	2184 Cypress Bay Blvd Kissimmee, FL $2,100 Vacation Rentals, Unknown A "gated community", providing a feeling of exclusivity and security. The villa-style house is located within a community and offers services such as a playground and a swimming pool (HOA). It is......

4928 Worchester Dr
	4928 Worchester Dr Kissimmee, FL $2,800 Vacation Rentals, Unknown For Rent: The Dover model at Knightsbridge with pond view is a new single-story home design which combines comfort and elegance. It features a spacious family room that connects seamlessly with an......

2932 Pembridge St
	2932 Pembridge St Kissimmee, FL $2,595 Vacation Rentals, Unknown Welcome home! This awesome 3 bedroom with huge loft space perfect for an office in Kissimmee is now available to rent! Great spacious home, featuring 2 and a half bathrooms, a 2 car garage and a......

791 Celebration Ave
	791 Celebration Ave Kissimmee, FL $3,250 Vacation Rentals, Unknown 3 Bedroom Top Floor Condo in the Heart of Downtown Celebration. Open Floor plan with large windows letting in tons of natural light. Large Balcony off of the Livingroom with courtyard views. New......

1621 Tangerine Streetrv Style
	1621 Tangerine Streetrv Style Kissimmee, FL $850 Vacation Rentals, Unknown DESCRIPTION For rent is a charming RV-style apartment in a prime location in Kissimmee. This exceptionally clean and cozy camper offers amenities such as water and electricity included. With a......

3016 Sea Plane Ln
	3016 Sea Plane Ln Kissimmee, FL $4,200 Vacation Rentals, Unknown RARE and BEAUTIFUL Fully Furnished Cottage With HOT TUB at Margaritaville Resort Orlando Available for Long-Term Rental! 4 Bedrooms, 4.5 Bathrooms with City Furniture "Caribbean Oasis" Theme......

725 Mabbette St
	725 Mabbette St Kissimmee, FL $2,700 Vacation Rentals, Unknown Discover this quaint, completely remodeled 3-bedroom, 2-bath country-style home located in the charming area of Kissimmee, FL. Featuring a welcoming front porch with a swing, perfect for relaxing......

2919 Rio Grande Trl
	2919 Rio Grande Trl Kissimmee, FL $1,595 Vacation Rentals, Unknown 2 bedroom 2 bathroom first floor condo located in Shadow Bay Villas. This condo offers 1100 square feet of living space, living room/dining room combo, granite, tile, and large master bedroom.......

2402 Ruddenstone Way
	2402 Ruddenstone Way Kissimmee, FL $1,950 Vacation Rentals, Unknown NICE & COZY HOME IN REMINGTON IN KISSIMMEE! Excellent location with community amenities for you to enjoy! This home features 3 bedrooms, 2 baths, nice open floor plan. Laminate floors throughout......

736 Centervale Dr
	736 Centervale Dr Kissimmee, FL $2,550 Vacation Rentals, Unknown 2 Bedroom 2 Bathroom Townhome is Siena at Celebration with attached 2 Car Garage. New luxury laminate wood floors on the first level. The first level has an open concept Living/ dining room /......

589 Eagle Pointe S
	589 Eagle Pointe S Kissimmee, FL $2,250 Vacation Rentals, Unknown This cozy 4 Bedroom 3 Bath home features 2 Master Bedrooms each with their own private bathroom. Positioned on a conservation lot, with no neighbors behind; this home is conveniently located near......

3258 River Branch Cir
	3258 River Branch Cir Kissimmee, FL $2,400 Vacation Rentals, Unknown Great opportunity to live in the desirable gated community of Stonefield! Located in North Kissimmee, enjoy immaculate mature landscaping and walking trails while just a few minutes from shopping......

3036 Parkway Blvd #203
	3036 Parkway Blvd #203 Kissimmee, FL $1,300 Vacation Rentals, Unknown This One Bedroom with one bathroom apartment with title floor and Open layout concept with Laundry space, Dinning table space, Living rooms, bathroom and the master room with a nice space and walk......

8012 Bow Creek Rd
	8012 Bow Creek Rd Kissimmee, FL $2,300 Vacation Rentals, Unknown This is a beautiful 4 Bedroom, 3 Bath single family pool home off US Hwy 192 and Formosa Gardens close to I-4 in Osceola County. Tile Flooring in common areas, new laminate flooring in all......

1517 Verona St
	1517 Verona St Kissimmee, FL $2,900 Vacation Rentals, Unknown Welcome to this charming 3-bedroom, 2-bathroom house located in Kissimmee, FL. The spacious living room provides ample space for relaxation and entertainment, while the comfortable dining area is......

3230 Cranes Nest Ln
	3230 Cranes Nest Ln Kissimmee, FL $1,700 Vacation Rentals, Unknown Cozy 2/2 villa located in the Kissimmee area. Only minutes to shopping, restaurants, and major highways including the Florida Turnpike. Ceramic tiled living areas, carpeted bedrooms, refrigerator,......

2338 Silver Palm Dr
	2338 Silver Palm Dr Kissimmee, FL $2,375 Vacation Rentals, Unknown Located in the sought-after Windsor Hills Resort community in Kissimmee, Florida, this stunning 3-bedroom, 3-bathroom townhouse is all equivalent to relaxation and luxury living. Boasting an open......

4105 Onega Way
	4105 Onega Way Kissimmee, FL $2,400 Vacation Rentals, Unknown Nestled in the heart of Kissimmee, this charming 4-bedroom, 3-bathroom home offers comfort, convenience, and style. Located in a serene neighborhood, this property is perfect for families or......

3550 Davenport Creek Ct
	3550 Davenport Creek Ct Kissimmee, FL $2,600 Vacation Rentals, Unknown Welcome to your new home in the coveted Osceola school district, just minutes away from the enchantment of Disney World, the thrills of SeaWorld, and an array of exciting activities that make......

2619 Einwood Dr
	2619 Einwood Dr Kissimmee, FL $1,750 Vacation Rentals, Unknown Spacious and freshly painted 2 Bedroom 1 1/2 Bath Home located just minutes from John Young Pkwy. and Poinciana Blvd. Walking distance to the Sunrail station. Broadmoor Community includes clubhouse......

1620 Goblet Cove St
	1620 Goblet Cove St Kissimmee, FL $2,700 Vacation Rentals, Unknown Available NOW! This stunning 4 Bedroom, 3.5 Bath Two-Story Single-Family Home will take your breath away! Featuring a spacious and airy floor plan, the first floor showcases elegant tiling while......

3101 Bass Boat Way
	3101 Bass Boat Way Kissimmee, FL $2,800 Vacation Rentals, Unknown Spacious and renovated 4 bedroom 2.5 bathroom home in Kissimmee Florida for rent. Home comes with many amenities including lake access....

9171 Oscraft Dr
	9171 Oscraft Dr Kissimmee, FL $2,750 Vacation Rentals, Unknown Come check out this beautiful BRAND NEW 4 bed, 2 bathroom home for rent in Kissimmee. This home comes equipped with all appliances and beautiful upgrades. Schedule your showing today! FCG REALTY......

4086 Gooseberry Trl
	4086 Gooseberry Trl Kissimmee, FL $3,350 Vacation Rentals, Unknown Come and see this charming 3-bedroom, 2-bathroom home with an office/den suite, located in the beautiful new construction neighborhood of Storey Creek! Upon entering, you'll be greeted by abundant......

2603 Brookshire Ct
	2603 Brookshire Ct Kissimmee, FL $2,100 Vacation Rentals, Unknown Be a part of this neighborhood. Very close to Disney and the surrounding parks. It's a fabulous three bedrooms two bathrooms ready to be occupied by the perfect family who are looking for a great......