183

Windermere, FL Homes for Rent under $3,000

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  • /87

    Starting at $1,945 Per Month

    • 1 - 2 Beds

    1231 Arya Way, Ocoee, FL 34761

    Discover refined active adult living at Arya at Windermere, a premier 55+ community offering luxury and vibrancy of Windermere. Our spacious one- and two-bedroom residences feature impressive finishes and thoughtful designs that elevate everyday living. Residents enjoy resort-style amenities including a massage room, steam room, and a host of social and wellness opportunities in a pet-friendly

    Arya at Windermere

    1231 Arya Way, Ocoee, FL 34761
  • /51

    Starting at $1,479 Per Month

    • 1 - 3 Beds

    11353 Citra Cir, Windermere, FL 34786

    Experience the finest apartments in Windermere, Florida at The Citra at Windermere. Our apartment community offers a variety of distinctive one, two, and three bedroom apartment homes. Conveniently located, Citra at Windermere is walking distance to shopping, restaurants and entertainment. In addition, we are located within some of the top rated schools in Orange county, including Bay

    Citra at Windermere

    11353 Citra Cir, Windermere, FL 34786
  • /117

    Starting at $1,927

    Total Monthly Price

    • 1 - 3 Beds

    6506 San Francesco Way, Windermere, FL 34786

    A beautiful community with luxury one, two and three-bedroom apartment homes with a Mediterranean flair.We invite you to transport yourself to an upgraded level of luxury right at your front door. Every finish is hand-selected with the finest touch to make every day surpass the next. Our elegant, resort-inspired amenities have a level of sophistication you'll find awe-inspiring day and night.

    Venetian Isle

    6506 San Francesco Way, Windermere, FL 34786
  • /91

    Starting at $1,659 Per Month

    • 1 - 3 Beds

    13644 Tortona Ln, Windermere, FL 34786

    Addison At Windermere is located at 13644 Tortona Lane Windermere, FL and is managed by GrayCo Properties, LLC, a reputable property management company. Addison At Windermere offers 1 to 3 bedroom apartments ranging in size from 592 to 1508 sq.ft. Amenities include Microwave and more. This rental community is pet friendly, welcoming both cats and dogs. Property is located in the 34786 ZIP code.

    Addison At Windermere

    13644 Tortona Ln, Windermere, FL 34786
  • /25

    Starting at $1,810

    Total Monthly Price

    • 1 - 3 Beds

    101 Casa Mirella Way, Windermere, FL 34786

    Welcome to Casa Mirella Apartments, where lakeside living meets luxury in the heart of Windermere, FL. Enjoy sunny Florida days by the resort-style swimming pool, stay active in the fully equipped fitness center, or relax with friends at the picnic area with outdoor grills. Your furry friend will love the dog park at our luxury apartments in Windermere, FL, and you’ll appreciate the peace of mind

    Casa Mirella

    101 Casa Mirella Way, Windermere, FL 34786
  • /43

    Starting at $1,745 Per Month

    • 1 - 3 Beds

    7826 Crosswater Trail, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Discover resort-style living at MAA Crosswater in Windermere, FL. Garden tubs, double vanity sinks, and washer/dryer units are featured in these one-, two-, and three-bedroom apartment homes. Admire the lake view from our sparkling swimming pool and cabana, or dig your toes in the sand \"beach\" lounging area.

    MAA Crosswater

    7826 Crosswater Trail, Windermere, FL 34786
  • /35

    Starting at $1,723 Per Month

    • 1 - 3 Beds

    11598 Lachlan Ln, Windermere, FL 34786

    TOUR YOUR WAY! We have a tour to fit your needs- virtual, self-guided, or agent-guided. Call MAA Windermere home in Windermere, FL. Our one-, two-, and three-bedroom apartment homes have all of the modern conveniences you're looking for. Select apartments feature spacious showers, double vanities, and soaking tubs. All units come with a washer/dryer and lots of natural light. Enjoy an expansive

    MAA Windermere

    11598 Lachlan Ln, Windermere, FL 34786
  • /15

    $2,475 Per Month

    • 4 Beds
    • 3 Baths
    • 1,736 Sq Ft
    • Condo for Rent

    12060 Via Caselli Ln, Windermere, FL 34786

    This well-maintained townhouse at 12060 Via Caselli Ln offers 1736 square feet of modern suburban living with four bedrooms and three bathrooms. Its light blue exterior with white trim and a covered porch create an inviting curb appeal, perfectly situated on a street corner for added privacy. Inside, neutral tones and contemporary finishes define the open living spaces, highlighted by tile

    12060 Via Caselli Ln, Windermere, FL 34786
  • /20

    $2,570 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,668 Sq Ft
    • House for Rent

    8831 Herencia Aly, Windermere, FL 34786

    Welcome to 8831 Herencia Aly, a charming 3-bedroom, 2.5-bath residence boasting 1,668 square feet of living space. You will surely appreciate the inviting layout of the home, featuring elegant tile flooring, soothing neutral paint, and a generous living and dining area flooded with natural light. The well-appointed kitchen showcases ample countertops, wooden cabinets, tile backsplashes, and

    8831 Herencia Aly, Windermere, FL 34786
  • /6

    $1,475 Per Month

    • 1 Bed
    • 1 Bath
    • 400 Sq Ft
    • Unit ADU

    13841 Ancilla Blvd, Windermere, FL 34786

    This property is available. Please inquire on this site to schedule a showing. Discover a charming ADU located at 13841 Ancilla Blvd, Windermere, FL 34786. This delightful property offers a seamless blend of comfort and functionality, perfect for those seeking a cozy and convenient living space. The exterior features a well-maintained facade with a spacious garage, ensuring ample parking

    Unit ADU

    13841 Ancilla Blvd, Windermere, FL 34786
  • /20

    $2,450

    Total Monthly Price

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Townhouse for Rent

    11565 Mizzon Dr, Windermere, FL 34786

    Upscale condo in Windermere. Third floor unit but elevator is available. Freshly painted, new carpets in bedrooms and wood floors in main living area. Screened patio. Split bedrooms. Community pool and fitness and walking distance to restaurants and shops

    11565 Mizzon Dr, Windermere, FL 34786
  • /26

    $2,550 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,492 Sq Ft
    • Townhouse for Rent

    13431 Carroway St, Windermere, FL 34786

    Great opportunity to live in a very desirable area. Great schools and conveniently located. Features SS appliances and stone counter tops in the kitchen. Has laminate flooring throughout the main areas and bedrooms. Master bedroom is on the ground floor. Washer and dryer are included. Two car garage. Don't miss out!

    Maria Milanes PRIME USA REALTY LLC

    13431 Carroway St, Windermere, FL 34786
  • /2

    $2,800 Per Month

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

    13743 Bravante Aly, Windermere, FL 34786

    Beautiful 3-bedroom, 2.5-bath townhome available for rent in the desirable Vineyards community of Windermere. This spacious two-story home offers approximately 1,996 sq. ft. with an open-concept layout, modern finishes, and comfortable living spaces.The first floor features a bright living and dining area, a well-appointed kitchen with stainless steel appliances, ample cabinet and counter space,

    13743 Bravante Aly, Windermere, FL 34786
  • /20

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,569 Sq Ft
    • Townhouse for Rent

    11933 Water Run Aly, Windermere, FL 34786

    Welcome to Ashlin Park, one of Windermere’s most sought-after communities! This beautifully maintained 3-bedroom, 2.5-bath townhome offers the perfect blend of style, comfort, and convenience. Built in 2016, the home features an open-concept floor plan filled with natural light, upgraded finishes, stainless steel appliances, and a private courtyard ideal for relaxing or entertaining. A detached

    Brynn Munro CORCORAN PREMIER REALTY

    11933 Water Run Aly, Windermere, FL 34786
  • /2

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Stunning 3/2.5 corner townhome in Lake Reams with 2 car garage! Available mid July!

    8832 Danforth Dr, Windermere, FL 34786

    Stunning 3-bedroom, 2.5-bath corner townhome in Lakes of Windermere available in July. This two-story home features a rear-entry 2-car garage, wood-look tile on the first floor, and carpeted bedrooms on the second floor. The spacious open floor plan and stainless steel kitchen appliances create an inviting living space. The 2nd floor laundry facility located next to the bedrooms makes laundry a

    8832 Danforth Dr, Windermere, FL 34786
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    $2,750 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,547 Sq Ft
    • Townhouse for Rent

    9031 Legado Dr, Windermere, FL 34786

    Beautiful two-story home with stunning lake views in the desirable Legado community! This well-maintained residence features 3 spacious bedrooms, 2 full bathrooms, and 1 half bath, offering comfort and functionality in an excellent location. Enjoy a charming front entry with a landscaped garden and a private outdoor space overlooking the lake — perfect for relaxing and enjoying the view. The home

    Moniele Coelho WRA BUSINESS & REAL ESTATE

    9031 Legado Dr, Windermere, FL 34786
  • /15

    $2,100 Per Month

    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft
    • Townhouse for Rent

    8256 Maritime Flag St, Windermere, FL 34786

    3 Bedroom 2 Bath First Floor Condo in the gated community of Lakeside at Windermere. Large open Floor plan with Dinning Room, Family Room and Kitchen. Screened in patio. Master Bedroom has attached Bathroom with double vanity, large soaking tub and walk in closet. Club House with Fitness Center, 2 Pools, Sand Volleyball Court and outdoor BBQ areas. 2 Additional Bedrooms with large closets share a

    8256 Maritime Flag St, Windermere, FL 34786
  • /15

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,614 Sq Ft
    • Townhouse for Rent

    7283 Penkridge Ln, Windermere, FL 34786

    New AC Installed.Freshly painted house.Some appliances are new. Beautiful townhouse located in the highly desirable Windermere Sound community in Windermere. Welcome to this beautifully maintained 3 bedroom, 2.5 bathroom townhouse offering the perfect blend of comfort, style, and convenience. Perfect for relaxing or entertaining. Step inside to find gorgeous ceremic tiles and an open living

    Monza Adnan OLYMPUS EXECUTIVE REALTY INC

    7283 Penkridge Ln, Windermere, FL 34786
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    $2,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft
    • House for Rent

    8556 Greenbank Blvd, Windermere, FL 34786

    Come view this 3 bed/2 bath Windermere home located in the gated community of The Preserve at the Lakes of Windermere! Inside, you'll find crown molding, wainscoting, vaulted ceilings, plenty of natural light, and tile floors throughout the home! The open kitchen is equipped with stainless steel appliances, a subway tile backsplash, quartz countertops, an island, and a pantry closet.

    8556 Greenbank Blvd, Windermere, FL 34786
  • /51

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,642 Sq Ft
    • Townhouse for Rent

    14392 Bridgewater Crossings Blvd, Windermere, FL 34786

    Location, Location, Location! Amazing 3 bedroom 2.5 bath, 2 story townhome located directly accross the street from the park in Summerport! Windermere!! Super clean, updated townhouse. Wood floors throughout. Stainless Steel appliances. Master is on the bottom floor. Second floor features a loft, as well as 2 bedrooms and a bathroom. 2 car rear entry garage. Sit back on your front porch with your

    Aleem Kanji CROWN REALTY COMPANY

    14392 Bridgewater Crossings Blvd, Windermere, FL 34786
  • /15

    $2,850 Per Month

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • House for Rent

    9142 Sabal Palm Cir, Windermere, FL 34786

    For Rent 9142 Sabal Palm Circle, Windermere, FLDeposit: $2850 Rent: $2850Contact Polina Korbutiak at or email to schedule your private showing. Showings are not confirmed until you speak directly with the Property Manager and a mutually agreed upon showing day/time has been established.Beautiful 3-bedroom, 2-bath pool home featuring an open floor plan, updated kitchen

    9142 Sabal Palm Cir, Windermere, FL 34786
  • /18

    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,250 Sq Ft
    • Townhouse for Rent

    7516 Bentonshire Ave, Windermere, FL 34786

    Welcome to this beautifully maintained 2-bedroom, 2.5-bathroom townhome located in the highly desirable Wickham Park community. Designed with both comfort and style in mind, the first floor features a spacious living area and an open-concept kitchen and dining space complete with granite countertops, upgraded flooring, and abundant natural light. Large windows overlook the private rear patio,

    Bekah Burke BELLA TRAE REALTY

    7516 Bentonshire Ave, Windermere, FL 34786
  • /10

    $2,300 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,460 Sq Ft
    • House for Rent

    8265 Maritime Flag St, Windermere, FL 34786

    Now Leasing: 3BR/2.5BA Townhome in Amenity-Rich Lakeside Community - Just Minutes from Disney!This beautiful 3-bedroom, 2.5-bath townhome is officially on the market and won't last long. Located in the highly desirable, amenity-rich Lakeside community, this gated property offers the perfect blend of comfort, convenience, and lifestyle.The monthly rent includes water and access to

    8265 Maritime Flag St, Windermere, FL 34786
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    $2,400 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft
    • Townhouse for Rent

    Unlisted Address

    Welcome to 7365 Brightland Street, a stunning 2-bedroom, 2.5-bathroom end-unit townhome nestled in the highly sought-after Lake Burden Townhome Community in Windermere, FL 34786. Offering 1,308 square feet of pristine living space, this home blends upscale comfort with effortless indoor-outdoor living, just moments from top-tier shopping and world-famous attractions. The second floor features two

    Nedy Trent LPT REALTY, LLC

    Unlisted Address
  • /26

    $3,000 Per Month

    • 4 Beds
    • 2.5 Baths
    • 2,611 Sq Ft
    • House for Rent

    7329 Auburnwood Ln, Windermere, FL 34786

    Beautiful property with 4 bedrooms , 2 bath and 1/2 bathrooms , Windermere area.Just 5 minutes from Walt Disney World theme parks .

    7329 Auburnwood Ln, Windermere, FL 34786
  • /31

    $2,350 Per Month

    • 2 Beds
    • 2.5 Baths
    • 1,184 Sq Ft
    • Townhouse for Rent

    8524 Danforth Dr, Windermere, FL 34786

    Welcome to Lake Reams Townhomes at Lakes of Windermere. This picturesque community is on the back door of Disney and offers beautiful tree lined streets and sidewalks throughout with a Jr. sized Olympic Swimming Pool and Cabana area. Conveniently located close to great shopping and dining, just around the corner at Lakeside Village. Superior schools in a very desirable location. This 2bed/2.5bath

    Connie Culbertson FIRST INTERNATIONAL REAL ESTAT

    8524 Danforth Dr, Windermere, FL 34786
  • /15

    $2,800 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,116 Sq Ft
    • House for Rent

    11686 Water Run Aly, Windermere, FL 34786

    Welcome to this beautiful and well-maintained 3-bedroom, 2.5-bathroom townhome, located in one of Windermere's most desirable communities. Offering the perfect blend of comfort, style, and convenience, this home is ideal for families and professionals alike.The spacious open floor plan features a bright living and dining area that flows seamlessly into a stunning gourmet kitchen with

    11686 Water Run Aly, Windermere, FL 34786
  • /28

    $2,900 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft
    • Townhouse for Rent

    12820 Strode Ln, Windermere, FL 34786

    ONE MONTH FREE RENT! Move in by August 1st with an approved application and signed lease to receive one month free rent. Beautiful 3-bedroom, 2.5-bath townhome featuring a private fenced backyard in a well-maintained community with exceptional amenities, including a swimming pool and tennis courts. The home offers a spacious and functional layout, an open-concept living and dining area, a

    Mariana Haddad LA ROSA REALTY LLC

    12820 Strode Ln, Windermere, FL 34786
  • /8

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Townhouse for Rent

    12645 Salomon Cove Dr, Windermere, FL 34786

    1/1 guest house above the garage for rent, included HOA, lawn care, shared internet, garage is not included, one parking spot. Close to shopping center and Disney parks. requirement, income 3X of rent, good credit. NO PETS.

    12645 Salomon Cove Dr, Windermere, FL 34786
  • /34

    $2,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,742 Sq Ft
    • Townhouse for Rent

    7612 Fairgrove Ave, Windermere, FL 34786

    Beautiful two-story townhome in the desirable Windermere Sound community! This stunning residence offers 3 bedrooms, 2.5 bathrooms, and a spacious 2-car garage, spanning 1,742 sq. ft. of elegant living space. The home features stainless steel appliances, granite countertops, and modern finishes throughout. Windermere Sound provides residents with resort-style amenities, including a swimming pool,

    Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

    7612 Fairgrove Ave, Windermere, FL 34786
  • /2

    $2,095 Per Month

    • 2 Beds
    • 2 Baths
    • 1,161 Sq Ft
    • 8264-1429 Maritime Flag st. Condo

    8264 Maritime Flag St, Windermere, FL 34786

    CONDO - Newly renovated. 2 bed/2 bath, NEW Floors, New carpet in bedrooms, New paint throughout. Beautiful balcony, Elevator to 3rd floor. Nice Community amenities.

    8264 Maritime Flag St, Windermere, FL 34786
  • /36

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,760 Sq Ft
    • Townhouse for Rent

    8404 Iron Mountain Trail, Windermere, FL 34786

    Virtually Staged. AMAZING 3 BEDROOM TOWNHOME AT THE BEAUTIFUL WINDERMERE TRAILS!Marketing DescriptionWelcome home to this beautiful and inviting 3-bedroom townhouse in the highly desirable Windermere Trails community, zoned for top-rated schools. Designed for both comfort and style, this home features a modern gourmet kitchen with stainless steel appliances, quartz countertops, a Butler's

    Jacob Hara TRANSCEND REALTY

    8404 Iron Mountain Trail, Windermere, FL 34786
  • /18

    $1,550 Per Month

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

    8623 Via Trieste Dr, Windermere, FL 34786

    Available for move-in August 1st! Garage apartment located in Windermere. Kitchen features granite counters, stainless appliances, walk-in closet, washer and dryer. Utilities included! Access to community pool. Schedule a private showing today!

    Morgan Horsley THE REAL ESTATE COLLECTION LLC

    8623 Via Trieste Dr, Windermere, FL 34786
  • /16

    $2,850 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    13231 Overstreet Rd, Windermere, FL 34786

    Vacant! Great Location! Great House!! Must See!!! Move into this home inside the lovely Berkshire Park community in the very desirable town of Windermere. This house is full of upgrades and is an Energy Star certified home. Downstairs has tiled floors, and a private study room. It oversees the front porch. Kitchen has all appliances and granite countertop. It opens to the Great Room and provides

    Daniel Zheng CINO INTERNATIONAL INC

    13231 Overstreet Rd, Windermere, FL 34786
  • /27

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Townhouse for Rent

    12937 Emersondale Ave, Windermere, FL 34786

    A beautiful 3-bedroom, 2.5-bathroom townhouse located in an open community in Windermere, featuring a spacious 2-car garage. It is situated in close proximity to theme parks, as well as excellent schools and daycare centers. This home enjoys exceptional access to community amenities, as it is located on the very same street as the community pool and other outdoor recreational areas. Within the

    Jesus Flores REEURBAN REAL ESTATE SERVICES

    12937 Emersondale Ave, Windermere, FL 34786
  • /13

    $2,495 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,428 Sq Ft
    • Townhouse for Rent

    12982 Kegan St, Windermere, FL 34786

    TOWNHOUSE - Beautiful 3 bed/2.5 bath/2 car garage. Enjoy the beauty of nature in the park across the street. Fenced courtyard with screen enclosure. Lots of upgrades!! Hardwood floors!! MUST SEE!!

    Arnold Austria A+ HOME RENTALS LLC

    12982 Kegan St, Windermere, FL 34786
  • /17

    $2,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,644 Sq Ft
    • Townhouse for Rent

    7708 Fordson Ln, Windermere, FL 34786

    Available for July move-in! Contemporary-styled two story townhome with 3 bedrooms, 2 1/2 baths with living/dining room combo into the eat-in island kitchen featuring 42 inch cabinets and large pantry. French dooes in the kitchen lead to private fenced brick-paved courtyard. All bedrooms are located on the second floor. Master bedroom contains walk-in closet, dual sinks, and large shower.

    Kyle Li UNIONE REALTY INC

    7708 Fordson Ln, Windermere, FL 34786
  • /25

    $2,500 Per Month

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

    7609 Sutherton Ln, Windermere, FL 34786

    Fully Renovated Corner Unit Townhome for Rent in Wickham Park – Windermere Beautiful 3-bedroom, 2.5-bath corner unit townhome, offering extra privacy, more natural light, and an enhanced sense of space, located in the desirable Wickham Park community in Windermere. This home features granite countertops, solid wood cabinets, stainless steel appliances news and a spacious open-concept living and

    Vivian Azuaje 1 ELEVEN REALTY

    7609 Sutherton Ln, Windermere, FL 34786
  • /39

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,480 Sq Ft
    • Townhouse for Rent

    12355 Langstaff Dr, Windermere, FL 34786

    Spectacular Townhome located in the Lake Reams Townhomes Community in Windermere, FL. Picture this, being minutes away from Walt Disney World and all of their theme parks, fashionable shopping and exceptional restaurants and also having convenient access to all major roadways, you can make this a reality! This townhome includes 3 bedrooms and 2.5 bathrooms with an open floor plan with spacious

    Maribel Minarro FLORIDA FANTASY REAL ESTATE INC

    12355 Langstaff Dr, Windermere, FL 34786
  • /36

    $3,000 Per Month

    • 4 Beds
    • 3 Baths
    • 1,736 Sq Ft
    • Townhouse for Rent

    12113 Via Caselli Ln, Windermere, FL 34786

    Beautiful 4 bedroom 3 bathroom town-home. This townhome is 1736 square feet of living space, two car garage with opener, first floor guest room and bathroom, and boasts a large living room/kitchen/dining space. The open concept kitchen is bright with natural light and features granite quartz counter countertops, tile flooring throughout, and 42-inch finished cabinets. This kitchen gives you a

    Lisa Hamilton FLORIDA REALTY INVESTMENTS

    12113 Via Caselli Ln, Windermere, FL 34786

Showing Results 1 - 40, Page 1 of 2

Rental Home Trends

Number of Homes for Rent
54
Median Rent
$2,900
Median Single Family Home Rent
$3,500
Median Townhouse Rent
$2,550
Median Condo Rent
$2,125
How to Rent a Home