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.

2828 Sweetspire Cir
	2828 Sweetspire Cir Kissimmee, FL $2,535 Vacation Rentals, Unknown  NEW! Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features......

1250 N Roma Way
	1250 N Roma Way Kissimmee, FL $1,800 Vacation Rentals, Unknown  NEW! Introducing a charming 2 bedroom, 1 bathroom unit in Kissimmee, FL. This cozy home is perfect for those seeking a comfortable living space with convenient amenities included. Enjoy the ease of......

515 Lost Creek Ct
	515 Lost Creek Ct Kissimmee, FL $2,595 Vacation Rentals, Unknown  NEW! Welcome to 515 Lost Creek Ct, Kissimmee, FL 34743! At Invitation Homes, we offer pet-friendly, yard-having homes for lease with Smart Home technology in awesome neighborhoods across the country.......

White Lilly Dr
	White Lilly Dr Kissimmee, FL $2,800 Vacation Rentals, Unknown  NEW! BEAUTIFUL HOUSE FURNISHED/UNFURNISHED FOR RENT IN MURANO COMMUNITY. CLOSED TO SHOPPING PLAZAS, PRINCIPAL ROUTES. FIVE MINUTES TO CELEBRATION HOSPITAL, CELEBRATION DOWN TOWN , ETC. HOUSE IN GREAT......

109 E Bass St
	109 E Bass St Kissimmee, FL $1,395 Vacation Rentals, Unknown  NEW! Come check out this beautifully remodeled 2 bedroom, 1 bath house near the heart of Kissimmee. The house has been completely updated, with all new flooring and cabinets, granite counter tops, all......

3108 Linton Rd
	3108 Linton Rd Kissimmee, FL $2,380 Vacation Rentals, Unknown  NEW! Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features......

4941 Harold Stanley Dr
	4941 Harold Stanley Dr Kissimmee, FL $2,725 Vacation Rentals, Unknown  NEW! Application fee is $20 per household for a limited time. Make this charming 4 bedroom, 2 bathroom house your new home! This home features a bright and spacious kitchen and dining room perfect for......

1627 Cross Prairie Pkwy
	1627 Cross Prairie Pkwy Kissimmee, FL $2,600 Vacation Rentals, Unknown  NEW! Welcome to the stunning & welcoming Autumn, that includes Four bedrooms, three full baths, with a two-car garage. This is a modern classic two-story home with a detached rear load garage. The......

9020 Pyrus St
	9020 Pyrus St Kissimmee, FL $2,600 Vacation Rentals, Unknown  NEW! Casa unifamiliar de 4 dormitorios / 2 banos de un piso en la comunidad de Murano at Westside, muy bien ubicada con acceso a la U-27 y 192. La cocina cuenta con una isla central que funciona como......

2416 Caravelle Cir
	2416 Caravelle Cir Kissimmee, FL $2,300 Vacation Rentals, Unknown  NEW! FOR RENT ONLY For price! Contact me! DESCRIPTIONS: "Spacious 4-bedroom, 2.5-bathroom rental property with 3 parking spots, a patio, and utilities (water, electricity, internet) not included.......

3512 Warbler Way
	3512 Warbler Way Kissimmee, FL $2,470 Vacation Rentals, Unknown  NEW! We are currently making final preparations for this home to be available. We make Pre-Leasing easy! Apply now and, once you're approved, take this home off the market by paying a Pre-Lease Hold......

Reunion Blvd
	Reunion Blvd Kissimmee, FL $3,875 Vacation Rentals, Unknown  NEW! Fully furnished all utilities included in this four bedroom vacation home featuring Old Florida design, perfect for short term lease. Patriots Eden is a 4 bedroom/ 3.5 bathroom featuring wood......

2484 White Poppy Dr
	2484 White Poppy Dr Kissimmee, FL $3,290 Vacation Rentals, Unknown  NEW! Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features......

2936 Bonita Cir
	2936 Bonita Cir Kissimmee, FL $3,000 Vacation Rentals, Unknown  NEW! Welcome to your new sanctuary in Lago Buendia! This stunning 5-bedroom, 3-bathroom home offers comfort and elegance. Step into a recently upgraded kitchen boasting brand-new appliances,......

1498 Orange Blossom Ct
	1498 Orange Blossom Ct Kissimmee, FL $2,099 Vacation Rentals, Unknown  NEW! Coming soon! THIS HOME IS CURRENTLY BEING ENJOYED BY ANOTHER RESIDENT, BUT WILL BE AVAILABLE SOON. PLEASE RESPECT THEIR PRIVACY AND DO NOT DISTURB. Take a look at this beautiful home featuring 3......

2409 Volunteer Ave
	2409 Volunteer Ave Kissimmee, FL $2,650 Vacation Rentals, Unknown  NEW! Vacant Ready to Move in Come see this modern Home. 4-bedroom, 3-bathroom beauty, with a two-car garage. This is an earthy & elegant two-story home with a detached rear load garage. The kitchen has......

1316 Regal King Dr
	1316 Regal King Dr Kissimmee, FL $3,150 Vacation Rentals, Unknown  NEW! NEVER OCCUPIED! This brand new house with water view is waiting for you and your family! Situated in Cypress Hammock community, this home is conveniently located within a 10-minute drive of Hwy......

Bellknoll Ln
	Bellknoll Ln Kissimmee, FL $3,000 Vacation Rentals, Unknown  NEW! Location! Location! Location! Beautiful Cali model built by D.R.Horton. This is a 1 story, 4 bedroom 2 bath home located in the Resort Style Kindred Community on a corner lot. Upgraded tile through......

1901 Partin Terrace Rd
	1901 Partin Terrace Rd Kissimmee, FL $2,399 Vacation Rentals, Unknown  NEW! FOR RENT 3 BEDS 2 BATH HOME**CERAMIC AND VINYK FLOORING**NO NEIGHBORS IN THE BACK**COVERED LANAI**FRESH PAINTED AND NEW FLOORINGS**COMMINUTY POOL AND COMMON AREAS FOR WALKING AND......

1968 Bellknoll Ln
	1968 Bellknoll Ln Kissimmee, FL $3,000 Vacation Rentals, Unknown Location! Location! Location! Beautiful Cali model built by D.R.Horton. This is a 1 story, 4 bedroom 2 bath home located in the Resort Style Kindred Community on a corner lot. Upgraded tile through......

3095 Seaview Castle Dr
	3095 Seaview Castle Dr Kissimmee, FL $2,195 Vacation Rentals, Unknown This beautiful 3 bedroom 3 bathroom furnished townhome is available now! Close to Disney and other attractions! Light, bright and spacious, this home is perfect for anyone! Just bring your clothes!......

1565 Aldenwood Pl
	1565 Aldenwood Pl Kissimmee, FL $3,130 Vacation Rentals, Unknown Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features......

4813 Coral Castle Dr
	4813 Coral Castle Dr Kissimmee, FL $2,400 Vacation Rentals, Unknown Discover your ideal home in Kissimmee at Fiesta Key! This townhome boasts 3 bedrooms, 2.5 bathrooms, and is just moments away from a vibrant array of restaurants, shopping, and local attractions.......

100 Minton Loop
	100 Minton Loop Kissimmee, FL $4,100 Vacation Rentals, Unknown Fully furnished. Two story home on a large walled lot with heated pool and spa, corner lot. This home is located on the land of Reunion, which is close to Disney World & Universal, shopping,......

1265 Regal King Dr
	1265 Regal King Dr Kissimmee, FL $2,875 Vacation Rentals, Unknown Beautiful New construction house. Fully furnished. Tastefully decorated. Located in the heart of Kissimmee. Turn key. Modern Kitchen with an open floor concept. Island and convenient "stop and......

448 Janice Kay Pl
	448 Janice Kay Pl Kissimmee, FL $2,400 Vacation Rentals, Unknown Beautiful home located in the much desired golf community of Remington. Two story home with 2 car garage, 4 bed rooms, 2.5 baths & BIG loft upstairs- all bedrooms located upstairs. Oversized master......

2922 Conner Ln
	2922 Conner Ln Kissimmee, FL $800 Vacation Rentals, Unknown One bedroom ready for new renters inside a charming 3-bed, 2-bath house in Kissimmee. Enjoy off-street parking and a swimming pool on-site. Features include a washer-dryer, dishwasher, heat pump,......

2370 Harbor Town Dr
	2370 Harbor Town Dr Kissimmee, FL $1,850 Vacation Rentals, Unknown This beautiful 3BD/2BA spacious block home in gated community in highly desired Harbor Town Dr, Kissimmee area features large Master Bed, Nice Kitchen, Ceramic Tiles throughout, large fenced......

1722 Brassie Ct
	1722 Brassie Ct Kissimmee, FL $2,590 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......

4640 Sandhurst St
	4640 Sandhurst St Kissimmee, FL $3,100 Vacation Rentals, Unknown Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home is priced to......

4890 Golden Knight Blvd
	4890 Golden Knight Blvd Kissimmee, FL $2,990 Vacation Rentals, Unknown Newly built single family home in knightsbridge subdivision in Kissimmee (infront of cypress hammock community and on backside on knightsbridge K8 school site). Only 15 mins drive to disney parks.......

3915 Port Sea Pl
	3915 Port Sea Pl Kissimmee, FL $2,050 Vacation Rentals, Unknown Don't miss out on your chance to rent this beautiful 4 bedroom, 2.5 bathroom, move-in ready home. Home features volume ceilings throughout. Ceramic tile flooring is consistent through the main......

4744 Ashurst St
	4744 Ashurst St Kissimmee, FL $2,200 Vacation Rentals, Unknown Large family home boasts open floor plan with s/s appliances, ample kitchen counter space and large pantry. Inside laundry. Cool tile in living room. Best of all.....no rear neighbors! Community......

1465 Axel Graeson Ave
	1465 Axel Graeson Ave Kissimmee, FL $2,500 Vacation Rentals, Unknown Brand New Home for Rent Living and dining on the 1st floor and all bedrooms on 2nd floor. Front and side covered patios perfect for Florida Weather, Walk-in closet for owner suite, and spacious......

1802 Monte Cristo Ln
	1802 Monte Cristo Ln Kissimmee, FL $2,645 Vacation Rentals, Unknown Please note, our homes are available on a first-come, first-serve basis and are not reserved until the lease is signed by all applicants and security deposits are collected. This home features......

1098 Boardwalk Pl
	1098 Boardwalk Pl Kissimmee, FL $2,900 Vacation Rentals, Unknown Looking for the perfect place to call home in Orlando Florida? This home has it all: 4 Bedrooms, 3 Full Bathrooms, SPACIOUS ROOMS, MODERN DESIGN, BRAND NEW, Build in May 2023. TILE FLOORS in common......

3247 Brewster Dr
	3247 Brewster Dr Kissimmee, FL $2,100 Vacation Rentals, Unknown You're going to love this charming 3bedroom, 2 bath home in a nice, quiet neighborhood! Relax and soak in the sun in your backyard with privacy! Minutes from the 417, 530 & E Osceola Pkwy! Great......

2671 Marshfield Preserve Way
	2671 Marshfield Preserve Way Kissimmee, FL $2,620 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......

2721 Eagle Cliff Dr
	2721 Eagle Cliff Dr Kissimmee, FL $2,345 Vacation Rentals, Unknown WFH | Bonus Room | Freeway-Close Location - This no-carpet, LIVE/WORK single-family home for rent is located at 2721 Eagle Cliff Drive in Kissimmee, Florida. The sunny family room features ceramic......

4748 Rockvale Dr
	4748 Rockvale Dr Kissimmee, FL $2,055 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......