38

Cypress Lake, FL Homes for Rent under $1,500

Section Image Section Image
  • /14

    $1,185 Per Month

    • 1 Bath
    • 438 Sq Ft
    • Condo for Rent

    6777 Winkler Rd Unit 266, Fort Myers, FL 33919

    Effortless Florida Living Awaits at Regency Condominiums Escape to easy, carefree living in this beautifully located annual rental, tucked just south of Gladiolus Drive in the heart of it all. Enjoy unbeatable convenience with dining, shopping, and entertainment at your fingertips — including the historic Barbara B. Mann Performing Arts Hall just minutes away. When it's time to trade the everyday

    Agent Photo

    Betty Leathers

    Barclays Real Estate Group 1

    6777 Winkler Rd Unit 266, Fort Myers, FL 33919
  • /48

    Starting at $1,205 Per Month

    • 1 - 3 Beds

    9601 Bay Harbor Cir, Fort Myers, FL 33919

    Discover our premier apartment community, Bay Harbor, in Fort Myers, FL. This vibrant community in the Iona neighborhood is close to high-end restaurants and boutique local stores. All our apartments are pet-friendly and the perfect home for professionals, students, families, seniors, and everyone in between. Take a closer look at everything we have in store for you! When you choose one of our

    Bay Harbor

    9601 Bay Harbor Cir, Fort Myers, FL 33919
  • /32

    $1,200 Per Month

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    6184 Michelle Way Unit 234, Fort Myers, FL 33919

    Welcome to Martinique Condos! This well-maintained 2-bedroom, 2-bath condo is available for long-term lease in a desirable 55+ community in the heart of Fort Myers. Offered fully furnished, partially furnished, or unfurnished to accommodate your needs, this home provides flexibility and comfort for a variety of lifestyles. Residents enjoy access to community amenities including a sparkling pool,

    Agent Photo

    Teresa Hall-Gordley

    Always Island Time Realty LLC

    6184 Michelle Way Unit 234, Fort Myers, FL 33919
  • /35

    Starting at $999 Per Month

    • Studio - 2 Beds

    13809 Heronwood Ln, Fort Myers, FL 33919

    Heronwood Apartments is the perfect apartment community for you; we strive to give you all the comforts of home, at an affordable price. Our apartment community is loaded with amenities to make your life easier. With bonuses like on site clothing care, complimentary parking, and a beautiful natural landscape, you will find how convenient living at Heronwood Apartments will be.

    Heronwood Apartments

    13809 Heronwood Ln, Fort Myers, FL 33919
  • /20

    $1,275 Per Month

    • 1 Bed
    • 1 Bath
    • 562 Sq Ft
    • Condo for Rent

    8148 Country Rd Unit 101, Fort Myers, FL 33919

    Welcome to Gladiolus Gardens! This updated 1-bedroom, 1-bath first-floor condo offers comfortable living in a convenient South Fort Myers location. The unit features a renovated kitchen with modern cabinetry, updated appliances, tile and wood-look flooring throughout, a spacious bedroom, dedicated workspace, and a screened lanai surrounded by mature tropical landscaping. Enjoy a quiet courtyard

    Agent Photo

    Aron Hubers

    Portside Property Group

    8148 Country Rd Unit 101, Fort Myers, FL 33919
  • /18

    $1,425 Per Month

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Condo for Rent

    6300 S Pointe Blvd, Fort Myers, FL 33919

    Welcome home to this inviting 2-bedroom, 2-bathroom ground-floor condo ideally located in the desirable South Pointe Villas community. Perfectly positioned just steps from the clubhouse, mail room, and community pool, this residence offers comfort, convenience, and a bright, welcoming atmosphere.Enjoy peaceful views from the enclosed lanai, which overlooks a beautifully maintained open

    6300 S Pointe Blvd, Fort Myers, FL 33919
  • /31

    $1,250 Per Month

    • 2 Beds
    • 1.5 Baths
    • 900 Sq Ft
    • Condo for Rent

    Unlisted Address

    This property is now avilable for rent through 12/31/2026. ALL INCLUDED. This unit is larger than most in the community since the lanai is now a part of the living room to make it a large great room with indoor dining area. This cozy 2 bedrooms and 1.5 bath unit is beautifully furnished and in move-in ready condition. Split floor plan with extra large living area space. Washer and dyer inside the

    Agent Photo

    Lisa Gottesman

    EXP Realty LLC

    Unlisted Address
  • /15

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 679 Sq Ft
    • Condo for Rent

    6777 Winkler Rd Unit 168, Fort Myers, FL 33919

    Furnished 1 BR 1 BATH condo close to the beaches available for an annual rental. Private view of the golf course. OWNER WILL CONSIDER RENTAL FOR 6 MONTHS. INQURE ABOUT RATE. Island Time! Key West style 1st floor condo with it's own private outdoor space. Enjoy your extra large private patio with a privacy fence in the front of the condo. Screened Lanai overlooks golf course. Offered furnished. 1

    Amanda Cary Cornerstone Coastal Properties

    6777 Winkler Rd Unit 168, Fort Myers, FL 33919
  • /30

    $1,475 Per Month

    • 2 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    13540 Stratford Pl Cir Unit Condo unit #202, Fort Myers, FL 33919

    13540 Stratford Pl Cir Unit Condo unit #202, Fort Myers, FL 33919
  • /33

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    13331 Greengate Blvd Unit 527, Fort Myers, FL 33919

    This unit is a 2 bedroom 2 bathroom unit with WATER INCLUDED, there is a community pool and a mature landscape. This unit is on the 2nd floor. This unit is in the fabulous location of Fort Myers FL, minutes from RT 41 and in the middle of it all.

    Kevin Haag Douglas Realty & Development

    13331 Greengate Blvd Unit 527, Fort Myers, FL 33919
  • /22

    $1,450 Per Month

    • 2 Beds
    • 1 Bath
    • 844 Sq Ft
    • Condo for Rent

    8093 Country Rd Unit 204, Fort Myers, FL 33919

    **Updated Second-Floor End Unit in the Heart of Fort Myers!**Welcome home to this beautifully updated **second-floor end-unit** condominium tucked away in a quiet, secluded South Fort Myers community. Offering 2 bedrooms, 1 bathroom, and added privacy with no neighboring unit on one side, this home is ideally located just minutes from beaches, shopping, dining, healthcare, and downtown

    8093 Country Rd Unit 204, Fort Myers, FL 33919
  • /18

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 808 Sq Ft
    • Condo for Rent

    9261 Central Park Dr Unit 206, Fort Myers, FL 33919

    Central Park, close to Health care, Shopping and the Beaches close to perfect location!

    Scott Brenner Brenner Realty

    9261 Central Park Dr Unit 206, Fort Myers, FL 33919
  • /14

    $1,400 Per Month

    • 3 Beds
    • 1 Bath
    • 897 Sq Ft
    • Condo for Rent

    6124 Principia Dr Unit 2, Fort Myers, FL 33919

    This well-maintained 3-bedroom, 1-bathroom condo with patio offers 897 square feet of comfortable and efficiently designed living space. The home features a combination of tile and laminate flooring, creating an attractive, easy-to-maintain interior. Ceiling fans throughout and central air conditioning provide added comfort year-round.The kitchen includes the basic appliances needed for

    6124 Principia Dr Unit 2, Fort Myers, FL 33919
  • /18

    $1,300 Per Month

    • 2 Beds
    • 2 Baths
    • 808 Sq Ft
    • Condo for Rent

    9301 Central Park Dr Unit 102, Fort Myers, FL 33919

    Welcome to this bright and inviting 2-bedroom, 2-bathroom condo, offering a comfortable and convenient Florida lifestyle. The spacious layout is filled with natural light, creating a warm and welcoming atmosphere throughout. Step outside to your private screened lanai, where you can relax and enjoy peaceful views of the beautifully landscaped grounds and serene pond. Residents of this

    Bruno Franco RE/MAX Realty Team

    9301 Central Park Dr Unit 102, Fort Myers, FL 33919
  • /18

    $1,395 Per Month

    • 2 Beds
    • 1 Bath
    • 972 Sq Ft
    • Condo for Rent

    6777 Winkler Rd Unit 174, Fort Myers, FL 33919

    6777 Winkler Rd #174 ~ Charming Upgraded First Floor CondoAVAILABLE NOWANNUAL RENTALUN-FURNISHEDCharming 2-bedroom, 1-bath condo with 972 sq ft, featuring a screened patio and a large fenced patio. Upgrades include a fully renovated bathroom, new windows/sliders, and a kitchen island. The Regency Condo Community offers a heated pool and spa, tiki hut, fitness room,

    6777 Winkler Rd Unit 174, Fort Myers, FL 33919
  • /34

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,100 Sq Ft
    • Condo for Rent

    13331 Greengate Blvd Unit 521, Fort Myers, FL 33919

    Wonderfully located 2 bedroom 2 bathroom unit, this unit has a community pool and water is included in rent. There is no better location in Fort Myers, you are in the middle of everything !! Unit is on the 2nd floor with a balcony

    Kevin Haag Douglas Realty & Development

    13331 Greengate Blvd Unit 521, Fort Myers, FL 33919
  • /20

    $1,275 Per Month

    • 2 Beds
    • 2 Baths
    • 846 Sq Ft
    • Townhouse for Rent

    6753a Lake McGregor Cir, Fort Myers, FL 33919

    It's a hidden tropical oasis. This 55+ freshly painted 2 Bedroom 2 Bath first floor condo with a screened lanai (w/ storm windows) overlooking the community pool is available for an annual rental. (Images posted are prior to tasteful off-white fresh paint to give a quick preview of the space.There is spacious storage with both bedrooms having walk in closets. Fans are located in each

    6753a Lake McGregor Cir, Fort Myers, FL 33919
  • /16

    $1,495 Per Month

    • 2 Beds
    • 2 Baths
    • 812 Sq Ft
    • Condo for Rent

    6300 S Pointe Blvd Unit 116, Fort Myers, FL 33919

    Step inside this stunning end-unit condo in the desirable South Pointe Villas community, where the laid-back charm of Florida living awaits you. This bright and welcoming home features two comfortable bedrooms and two refreshed bathrooms, thoughtfully designed for everyday comfort. The open living space showcases tile flooring throughout and elegant crown molding, creating a polished yet warm

    Deeann De Castris Home Pointe Property Management, LLC

    6300 S Pointe Blvd Unit 116, Fort Myers, FL 33919
  • /10

    $1,200 Per Month

    • 1 Bed
    • 1 Bath
    • 512 Sq Ft
    • Condo for Rent

    8162 Country Rd Unit 201, Fort Myers, FL 33919

    Great location. Top floor (2nd floor) 1 Bedroom 1 Bath condo available for annual rental. This corner unit has extra windows. Partially furnished. Private lanai. Assigned parking space. Owner pays for electric, water and trash. Only 15 minutes from Ft Myers Beach and Sanibel. 1st month and security due. No pets or smoking.

    Amanda Cary Cornerstone Coastal Properties

    8162 Country Rd Unit 201, Fort Myers, FL 33919
  • /23

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    9285 Lake Park Dr Unit 101, Fort Myers, FL 33919

    Welcome home to Central Park South! Just off of McGregor in Fort Myers. Situated approximately halfway between Fort Myers Beach and Downtown Fort Myers. Wonderfully warm community with pool and plenty of sun chairs. There is also opportunity for shuffleboard and some outside games. This Condo is available for a 1 year lease and comes fully furnished. Dogs are welcome with size/breed limitations

    Andy Shupp Premiere Plus Realty Company

    9285 Lake Park Dr Unit 101, Fort Myers, FL 33919
  • /17

    $1,150 Per Month

    • 2 Beds
    • 2 Baths
    • 884 Sq Ft
    • Apartment for Rent

    6300 S Pointe Blvd Unit 475, Fort Myers, FL 33919

    Step inside & be greeted by updated luxury plank vinyl floors throughout the kitchen, great room & baths; newer carpet in bedrooms! The kitchen offers stainless steel appliances, plus pass-through window to dining area. Spacious great room opens to lanai (w/ updated HURRIANE RATED WINDOWS & tile floors), that overlooks a quiet landscaped area; the perfect place to enjoy your morning coffee or

    Tatyana Vasilkova REMAX Affinity Mercato

    6300 S Pointe Blvd Unit 475, Fort Myers, FL 33919
  • /28

    $1,475 Per Month

    • 2 Beds
    • 2 Baths
    • 1,431 Sq Ft
    • Condo for Rent

    13540 Stratford Place Cir Unit 202, Fort Myers, FL 33919

    Move in ready Furnished 2-Bedroom, 2-Bath Condo for Rent in Fort Myers! +55 years old Community FOR ALL THE RESIDENTS. No utilities included. One assigned parking included and storage. Minimum one year lease permitted.

    Rene Alvarez Innova Real Estate Corp

    13540 Stratford Place Cir Unit 202, Fort Myers, FL 33919
  • /21

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 893 Sq Ft
    • Condo for Rent

    6184 Michelle Way Unit 243, Fort Myers, FL 33919

    Welcome to your quiet retreat in the highly desirable Martinique community, a welcoming 55+ community designed for comfort and connection. This second-floor residence offers a spacious living area with charming accents and fresh neutral paint. A sliding glass door opens to a tiled, screened lanai overlooking lush landscaping — perfect for morning coffee or evening relaxation. Recent community

    Haley Arnold Realty One Group MVP

    6184 Michelle Way Unit 243, Fort Myers, FL 33919
  • /13

    $1,450 Per Month

    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft
    • Condo for Rent

    9305 Lake Park Dr Unit 204, Fort Myers, FL 33919

    Fantastic location off McGregor from between College and Cypress Lake. Top floor (2nd fl) 2 bedroom condo with large den. This corner unit is spacious and has lots of extra windows making it light and bright. Vaulted ceilings. Pretty view from lanai. Community pool overlooks the lake. Assigned parking spots. Owner pays for water/sewer and cable. Tenant pays electric. No smoking and no pets. Condo

    Amanda Cary Cornerstone Coastal Properties

    9305 Lake Park Dr Unit 204, Fort Myers, FL 33919
How to Rent a Home