34744, FL rental listings

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NEW 39 MINS AGO2 MONTHS FREE

ABOUT THIS HOME
34744, FL Rental Listings
San Mateo Crossing, located in vibrant Kissimmee, Florida, offers new one, two and three-bedroom apartments with everything you need to live a life of modern luxury. Our resort-style property...

1 bd: $1,548

2 bd: $1,863 • 3 bd: $2,367

San Mateo Crossing

| 1115 Pacifica Dr, Kissimmee, FL 34744

15 units available • Pets welcome • Parking

(689) 698-6695

NEW 1 HR AGO3D WALKTHROUGH

ABOUT THIS HOME
34744, FL Rental Listings
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...

1 bd: $1,450

2 bd: $1,681 • 3 bd: $2,168

14Fifty NeoCity

| 1450 Neo Square Blvd, Kissimmee, FL 34744

15 units available • Pets welcome • Dishwasher

(407) 768-1937

3D WALKTHROUGH

ABOUT THIS HOME
34744, FL Rental Listings
Our studio apartments in Kissimmee East, a hidden gem in Central Florida, offer a low-maintenance, high-satisfaction lifestyle. All the utilities are included in the rent, saving you from dealing...

$945+/mo

Studio1 bath275 sq ft

Stayable Kissimmee East

| 2323 E Irlo Bronson Memorial Hwy, Kissimmee, FL 34744

Pets welcome • Somewhat walkable

(407) 634-3195

1 MONTH FREE

ABOUT THIS HOME
34744, FL Rental Listings
Welcome to Aston Square: Luxury Living in Kissimmee Experience the perfect blend of sophistication and comfort at Aston Square, where modern luxury meets exceptional living. Our thoughtfully...

1 bd: $1,421

2 bd: $2,020 • 3 bd: $2,747

Aston Square

| 1500 Neo Landings Loop, Kissimmee, FL 34744

29 units available • Pets welcome • Dishwasher

(689) 610-6798

10 WEEKS FREE3D WALKTHROUGH

ABOUT THIS HOME
34744, FL Rental Listings
Elevate Your Lifestyle. Brand New Apartment Homes. Make your way home to Ascend Kindred, where modern apartments meet an unmatched amenity package in Kissimmee, FL. Featuring oversized walk-in...

1 bd: $1,495

2 bd: $1,895 • 3 bd: $2,395

Ascend Kindred

| 2110 Bay Island Ln, Kissimmee, FL 34744

27 units available • Pets welcome • Dishwasher

(689) 218-0411

NEW 1 HR AGO2 MONTHS FREE

ABOUT THIS HOME
34744, FL Rental Listings
Modern comfort welcomes you to Verano apartments in Kissimmee, FL. Select from an assortment of one, two and three bedroom apartment layouts, each designed with your well-being in mind. A Whirlpool...

1 bd: $1,293

2 bd: $1,509 • 3 bd: $1,773

2200 Villa Verano Way, Kissimmee, FL 34744

37 units available • Parking • Somewhat walkable

(407) 490-0925

Property at Osceola Pointe - 501 Bald Cypress Dr, Kissimmee, FL, 34744, 2-4 beds, 1-3 bath, [object Object]

$1,389+/mo

2-4 beds1-3 bath849-1,506 sq ft

Osceola Pointe

| 501 Bald Cypress Dr, Kissimmee, FL 34744

Property at 1878 Tohoqua Blvd, Kissimmee, FL, 34744, 3-5 beds, 2.5-3 baths, [object Object]

$2,199+/mo

3-5 beds2.5-3 baths1,848-2,615 sq ft

1878 Tohoqua Blvd, Kissimmee, FL 34744

Property at St. Cloud Village - 201 Saint Cloud Village Ct, Kissimmee, FL, 34744, 1-3 bed, 1-2 bath, [object Object]

$1,193+/mo

1-3 bed1-2 bath715-1,046 sq ft

St. Cloud Village

| 201 Saint Cloud Village Ct, Kissimmee, FL 34744

Property at Cobblestone of Kissimmee - 1101 Cobblestone Cir, Kissimmee, FL, 34744, 1-4 bed, 1-2 bath, [object Object]

$1,216+/mo

1-4 bed1-2 bath800-1,298 sq ft

Cobblestone of Kissimmee

| 1101 Cobblestone Cir, Kissimmee, FL 34744

Property at Solaris at Kissimmee - 1225 Utica Dr, Kissimmee, FL, 34744, 1-3 bed, 1-2 bath, [object Object]

$1,619+/mo

1-3 bed1-2 bath769-1,652 sq ft

Solaris at Kissimmee

| 1225 Utica Dr, Kissimmee, FL 34744

Property at Kinsman Pointe - 2151 Ranch Side Rd, Kissimmee, FL, 34744, 3-5 beds, 2-3 baths, [object Object]

$2,243+/mo

3-5 beds2-3 baths1,672-2,601 sq ft

Kinsman Pointe

| 2151 Ranch Side Rd, Kissimmee, FL 34744

Property at The Jamison - 1040 Jamison Loop, Kissimmee, FL, 34744, 0-3 beds, 1-2 bath, [object Object]

$1,506+/mo

Studio-3 bed1-2 bath415-1,453 sq ft

The Jamison

| 1040 Jamison Loop, Kissimmee, FL 34744

Property at Simmons Trace - 1348 Simmons Rd, Kissimmee, FL, 34744, 3-4 beds, 2.5 baths, [object Object]

$2,081+/mo

3-4 beds2.5 baths1,717-2,313 sq ft

Simmons Trace

| 1348 Simmons Rd, Kissimmee, FL 34744

Property at Stillwater Lakes - 2175 Easton Loop, Kissimmee, FL, 34744, 0-3 beds, 1-2.5 bath, [object Object]

$1,331+/mo

Studio-3 bed1-2.5 bath678-1,438 sq ft

Stillwater Lakes

| 2175 Easton Loop, Kissimmee, FL 34744

Property at Altis Grand Twin Lakes - 201 Royal Tupper Ter, Kissimmee, FL, 34744, 1-3 bed, 1-2 bath, [object Object]

$1,549+/mo

1-3 bed1-2 bath723-1,467 sq ft

Altis Grand Twin Lakes

| 201 Royal Tupper Ter, Kissimmee, FL 34744

Contact for Price

1 bed1 bath— sq ft

Gannet Pointe

| 2124 Lepic Ln, Kissimmee, FL 34744

Property at Heritage Key Villas - 2089 Heritage Key Blvd, Kissimmee, FL, 34744, 0-3 beds, 1-2.5 bath, [object Object]

$1,305+/mo

Studio-3 bed1-2.5 bath622-1,474 sq ft

Heritage Key Villas

| 2089 Heritage Key Blvd, Kissimmee, FL 34744

Property at Weston 4 Hundred - 500 Spencer Ave, Kissimmee, FL, 34744, 1-2 bed, 1-2 bath, [object Object]

$1,512+/mo

1-2 bed1-2 bath716-972 sq ft

Weston 4 Hundred

| 500 Spencer Ave, Kissimmee, FL 34744

Property at Cielo View - 190 Everton Dr, Kissimmee, FL, 34744, 1-2 bed, 1-2 bath, [object Object]

$1,634+/mo

1-2 bed1-2 bath746-1,078 sq ft

Cielo View

| 190 Everton Dr, Kissimmee, FL 34744

Property at Parkway Crossings - 3175 Corporate Center Pkwy, Kissimmee, FL, 34744, 0-3 beds, 1-2 bath, [object Object]

$1,652+/mo

Studio-3 bed1-2 bath618-1,625 sq ft

Parkway Crossings

| 3175 Corporate Center Pkwy, Kissimmee, FL 34744

Property at 4060 Longworth Loop, Kissimmee, FL, 34744, 4 beds, 2 baths, [object Object]

$2,500/mo

4 beds2 baths1,654 sq ft

4060 Longworth Loop, Kissimmee, FL 34744

Property at 2539 Christine Dr, Kissimmee, FL, 34744, 2 beds, 1 bath, [object Object]

$1,800/mo

2 beds1 bath— sq ft

2539 Christine Dr, Kissimmee, FL 34744

Property at 2352 Old Dixie Hwy, Kissimmee, FL, 34744, 1 bed, 1 bath, [object Object]

$1,500/mo

1 bed1 bath— sq ft

2352 Old Dixie Hwy, Kissimmee, FL 34744

Property at 1708 Cross Prairie Pkwy, Kissimmee, FL, 34744, 4 beds, 3.5 baths, [object Object]

$3,199/mo

4 beds3.5 baths2,537 sq ft

1708 Cross Prairie Pkwy, Kissimmee, FL 34744

Property at 1668 Barberry Dr Unit B, Kissimmee, FL, 34744, 1 bed, 1 bath, [object Object]

$1,300/mo

1 bed1 bath— sq ft

1668 Barberry Dr Unit B, Kissimmee, FL 34744

Property at 2735 Callaway Ln, Kissimmee, FL, 34744, 4 beds, 2.5 baths, [object Object]

$2,495/mo

4 beds2.5 baths2,082 sq ft

2735 Callaway Ln, Kissimmee, FL 34744

Property at 2702 Callaway Ln, Kissimmee, FL, 34744, 4 beds, 2.5 baths, [object Object]

$2,300/mo

4 beds2.5 baths2,100 sq ft

2702 Callaway Ln, Kissimmee, FL 34744

Property at 2951 Marbella Dr, Kissimmee, FL, 34744, 3 beds, 2 baths, [object Object]

$2,700/mo

3 beds2 baths2,351 sq ft

2951 Marbella Dr, Kissimmee, FL 34744

Property at 143 Southampton Dr, Kissimmee, FL, 34744, 4 beds, 2 baths, [object Object]

$2,715/mo

4 beds2 baths1,988 sq ft

143 Southampton Dr, Kissimmee, FL 34744

Property at 2720 Amanda Kay Way, Kissimmee, FL, 34744, 3 beds, 2 baths, [object Object]

$2,250/mo

3 beds2 baths1,866 sq ft

2720 Amanda Kay Way, Kissimmee, FL 34744

Property at 2790 Woodland Creek Loop, Kissimmee, FL, 34744, 3 beds, 2 baths, [object Object]

$2,455/mo

3 beds2 baths1,976 sq ft

2790 Woodland Creek Loop, Kissimmee, FL 34744

Property at 4033 Sunny Day Way, Kissimmee, FL, 34744, 4 beds, 2 baths, [object Object]

$2,886/mo

4 beds2 baths1,654 sq ft

4033 Sunny Day Way, Kissimmee, FL 34744

Property at 4059 Sunny Day Way, Kissimmee, FL, 34744, 4 beds, 2 baths, [object Object]

$2,450/mo

4 beds2 baths1,654 sq ft

4059 Sunny Day Way, Kissimmee, FL 34744

Property at 3004 Julip Dr, Kissimmee, FL, 34744, 4 beds, 2.5 baths, [object Object]

$2,900/mo

4 beds2.5 baths2,399 sq ft

3004 Julip Dr, Kissimmee, FL 34744

Property at 937 Tramells Trl, Kissimmee, FL, 34744, 4 beds, 2.5 baths, [object Object]

$3,000/mo

4 beds2.5 baths2,407 sq ft

937 Tramells Trl, Kissimmee, FL 34744

Property at 947 Tramells Trl, Kissimmee, FL, 34744, 4 beds, 2 baths, [object Object]

$2,195/mo

4 beds2 baths2,014 sq ft

947 Tramells Trl, Kissimmee, FL 34744

Property at 3805 Wood Thrush Dr, Kissimmee, FL, 34744, 3 beds, 2 baths, [object Object]

$2,299/mo

3 beds2 baths2,061 sq ft

3805 Wood Thrush Dr, Kissimmee, FL 34744

Property at 1023 Whirlaway Dr, Kissimmee, FL, 34744, 4 beds, 2.5 baths, [object Object]

$2,350/mo

4 beds2.5 baths2,967 sq ft

1023 Whirlaway Dr, Kissimmee, FL 34744

Property at 3833 Siskin Dr, Kissimmee, FL, 34744, 5 beds, 3 baths, [object Object]

$3,350/mo

5 beds3 baths2,800 sq ft

3833 Siskin Dr, Kissimmee, FL 34744

Property at 3857 Wood Thrush Dr, Kissimmee, FL, 34744, 3 beds, 2 baths, [object Object]

$2,100/mo

3 beds2 baths1,813 sq ft

3857 Wood Thrush Dr, Kissimmee, FL 34744

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All listings featuring the BMLS logo are provided by BeachesMLS Inc. This information is not verified for authenticity or accuracy and is not guaranteed. Copyright 2026 Beaches Multiple Listing Service, Inc

Based on information submitted to the MLS GRID as of Fri Oct 09 2026. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

The MLS data provided for the property above is provided courtesy of Redfin Corporation. Source: Southeast Florida MLS. Information is deemed reliable but not guaranteed. © 2026. The listing data on this page comes in part from the Internet Data Exchange (IDX), a collaboration between the following REALTOR(R) associations in the Southeast Florida Multiple Listing Service (MLS): Miami Association of REALTORS®, REALTOR® Association of Greater Ft. Lauderdale and South Broward Board of REALTORS®. All rights reserved. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Use of search facilities of data on the site, other than a consumer looking to purchase real estate, is prohibited.

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