46

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

Section Image Section Image
  • /17

    $1,095 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 CondominiumsEscape 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

    Agent Photo

    Betty Leathers

    Barclays Real Estate Group 1

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

    Starting at $1,265 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 - a 55+ community! 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

    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
  • /18

    $1,450 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
  • /13

    $1,350 Per Month

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

    6777 Winkler Rd Unit 238, Fort Myers, FL 33919

    Property Id: 2802961 Enjoy the best of Southwest Florida living in this inviting 913 SQFT condo featuring a relaxing pool view and a convenient Fort Myers location. The condo offers a comfortable and functional living space with central A/C and heating, perfect for year-round Florida living. Step outside and enjoy the community pool just steps from home, with a beautiful pool view that

    6777 Winkler Rd Unit 238, Fort Myers, FL 33919
  • /20

    $1,445 Per Month

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft
    • Unit 14

    8121 S Woods Cir, Fort Myers, FL 33919

    This property is available. Please inquire on this site to schedule a showing. Discover comfortable Florida living in this charming condo located at 8121 South Woods Circle, Fort Myers, FL 33919-14. This bright and airy residence welcomes you with an open-concept living and dining area, featuring vaulted ceilings and stylish wood-look laminate flooring that extends throughout the main

    Unit 14

    8121 S Woods Cir, Fort Myers, FL 33919
  • /23

    $1,500 Per Month

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

    6168 Principia Dr Unit 2, Fort Myers, FL 33919

    Welcome home to this charming three-bedoom, one-bath Principia Garden Villa Condo in a conveinent and desirable South Fort Myers location. Enjoy easy access to shopping, restaurants, colleges, schools, beaches, public transportation, and the airport. Right next door, Ruttenberg Park offers something for everyone, including youth sports, pickleball and tennis courts, a fantastic childrens

    Deb LaSala Lenard Rossman Realty Group Inc

    6168 Principia Dr Unit 2, 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

    Features Include:?? Furnished for your convenience?? Spacious living areas?? Equipped kitchen and private bathrooms?? Prime location near shopping, dining, and attractionsAt Innova Property Management, we strive to provide an experience that is cost-effective and convenient.That’s why we provide a Resident Benefits Package (RBP) to address common headaches for

    13540 Stratford Pl Cir Unit Condo unit #202, Fort Myers, FL 33919
  • /7

    $1,100 Per Month

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

    1518 Edgewater Cir Unit 1, Fort Myers, FL 33919

    Wonderful location close to everything, first floor condo one bedroom one bath with florida room or whatever extra room you need, not a 55 complex, no pets, inside utility a real plus.....hurry on this one, tile floors, unfurnished

    Connie Esper Berkshire Hathaway Florida

    1518 Edgewater Cir Unit 1, Fort Myers, FL 33919
  • /19

    $1,399 Per Month

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

    8805 Lateen Ln Unit 8805 Lateen Ln. #203, Fort Myers, FL 33919

    Rarely available in Paddle Creek, a residential community in the Cypress Lake area of South Fort Myers, this one bedroom, one bath townhome-style condo lives considerably larger than its bedroom count suggests. A spiral staircase leads up to an open loft, flexible space that works as a home office, den, studio, or guest area, and gives the unit a second level of usable square footage most

    8805 Lateen Ln Unit 8805 Lateen Ln. #203, Fort Myers, FL 33919
  • /11

    $1,399 Per Month

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

    8805 Lateen Ln Unit 203, Fort Myers, FL 33919

    Rarely available in Paddle Creek, a residential community in the Cypress Lake area of South Fort Myers, this one bedroom, one bath townhome-style condo lives considerably larger than its bedroom count suggests. A spiral staircase leads up to an open loft, flexible space that works as a home office, den, studio, or guest area, and gives the unit a second level of usable square footage most

    Rosa Martinez Malt Realty & Dev. Co.

    8805 Lateen Ln Unit 203, Fort Myers, FL 33919
  • /33

    $1,299 Per Month

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

    6617 Warwick Cir, Fort Myers, FL 33919

    Okay, real talk. You've scrolled past approximately 47 listings today and they all looked the same. This one's different. Not "different" like your ex claimed to be. Actually different. This 2-bedroom, 1-bath triplex in the Cypress Lake area of Fort Myers checks boxes you forgot to put on your list. Both bedrooms come with genuine closet space. We're talking room for your clothes, your

    6617 Warwick Cir, Fort Myers, FL 33919
  • /24

    $1,395 Per Month

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

    8715 Charter Club Cir Unit 4, Fort Myers, FL 33919

    Price reduced, must see! Available NOW for an annual lease at The Club at Crystal Lake Condominium! This unfurnished first-floor 2-bedroom, 2-bath condo includes a covered carport and offers beautiful lakefront living with breathtaking water views right outside your back door. Enjoy peaceful walking paths around the lake and easy access to the pool and clubhouse within this well-maintained and

    Sylvia Maietta RE/MAX Realty Group

    8715 Charter Club Cir Unit 4, 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
  • /11

    $1,299 Per Month

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

    8061 Country Rd Unit 203, Fort Myers, FL 33919

    *Welcome to Gladiolus Gardens!**$300 MOVE IN SPECIAL OFF FIRST MONTH!! Enjoy comfortable, affordable living in the relaxed and welcoming Gladiolus Gardens community. This beautifully updated condo features **new flooring and a newly renovated bathroom**, creating a fresh and inviting space to call home.The community offers a **refreshing pool, tennis courts, and a friendly

    Sean Kelly All County Medallion Property

    8061 Country Rd Unit 203, Fort Myers, FL 33919
  • /22

    $1,400 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 Fort

    8093 Country Rd Unit 204, Fort Myers, FL 33919
  • /17

    $1,500 Per Month

    • 2 Beds
    • 3 Baths
    • 1,024 Sq Ft
    • Townhouse for Rent

    6324 Panther Ln Unit 6, Fort Myers, FL 33919

    Fantastic Location, central to everything, 15 minutes to Beach, Downtown, and Airport, minutes to shopping and local eateries. This cozy and well-maintained, turnkey is ready for you to move in. Schedule your private showing while it’s still available.

    Duc Le Sunny LLC

    6324 Panther Ln Unit 6, 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 Condo AVAILABLE NOW ANNUAL RENTAL UN-FURNISHED Charming 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
  • /7

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft
    • Apartment for Rent

    6212 Principia Dr Unit 3, Fort Myers, FL 33919

    Charming 2 bedroom, 1 bath Condo for Rent in Prime Fort Myers LocationFurnished!Freshly painted & move-in ready! This inviting condo offers the perfect blend of comfort and convenience:Private entrance for added security and peace of mindCozy patio ideal for relaxing or entertaining outdoorsQuiet setting with plenty of privacyUnbeatable

    P. Keith Rigsby Florida Realty Group

    6212 Principia Dr Unit 3, Fort Myers, FL 33919
  • /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 6 MONTHS RENTAL AT $1,500/ MONTH. 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
  • /11

    $1,150 Per Month

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

    8127 Country Rd Unit 203, Fort Myers, FL 33919

    Freshly updated and move-in ready, this beautiful 1-bedroom, 1-bath condo is ideally located just off Summerlin Road—on the way to the beaches! Situated on the 2nd floor, this super clean, turnkey-furnished unit features new flooring, an updated kitchen and bathroom, granite countertops, and charming beachy décor throughout. Enjoy relaxing on the screened-in lanai, taking in the peaceful views

    Riley Duncan Bluewater Signature Realty LLC

    8127 Country Rd Unit 203, Fort Myers, FL 33919
  • /15

    $1,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,199 Sq Ft
    • Condo for Rent

    12963 Cherrydale Ct, Fort Myers, FL 33919

    Perfect opportunity to rent this central gated community. Two story, corner apartment. High ceiling, open space. Has a loft that can be used as a den or office. 20 to 30 minutes to beaches. Very central to Rt 41, 10 to 15 minutes to Trader Joe and Costco. Starbucks just 5 minutes away! Tile and laminate flooring through out. Outside courtyard to enjoy the cooler weather.

    Reyna Pacheco Joyful Living Realty LLC

    12963 Cherrydale Ct, Fort Myers, FL 33919
  • /24

    $1,500 Per Month

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

    9261 Central Park Dr Unit 106, Fort Myers, FL 33919

    Like-New Lakefront Condo – Available Now!Live like you’re on vacation every day! Be the very first to enjoy this completely renovated first-floor 2-bedroom, 2-bath lakefront condo featuring peaceful fountain views and beautiful modern finishes throughout. Light, bright, and move-in ready, this stunning home has been updated from top to bottom with fresh paint, luxury vinyl plank flooring

    Kathy Stobb Eventide Realty Services LLC

    9261 Central Park Dr Unit 106, 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
  • /7

    $1,400 Per Month

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

    13520 Stratford Place Cir Unit 202, Fort Myers, FL 33919

    Excellent Location, Stratford Place Condos Overlooking Cypress Lake Country Club- Southern exposure, very spacious unit, Second floor 2/2 over 1400 sq ft, Florida room lots of natural light, inside utility room, carport and long term rental available

    Connie Esper Berkshire Hathaway Florida

    13520 Stratford Place Cir Unit 202, Fort Myers, FL 33919
  • /16

    $1,200 Per Month

    • 2 Beds
    • 1 Bath
    • 759 Sq Ft
    • Apartment for Rent

    6160 Principia Dr Unit 2, Fort Myers, FL 33919

    Available NOW! This quaint and quiet first floor, two bedroom/one bathroom home is nestled in the heart of Fort Myers. The home is close to Fort Myers Beach, shopping, dining, FSW, and is within walking distance to Rutenberg Park. The home boasts a great room floor plan and is equipped with an in-residence full-size washer and dryer. Outdoor features include a privacy-walled courtyard area with

    Laraine Mcneese Sellstate Achievers Realty

    6160 Principia Dr Unit 2, 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
  • /16

    $1,500 Per Month

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

    6300 S Pointe Blvd Unit 125, Fort Myers, FL 33919

    Welcome to South Pointe Villas! This spacious 2-bedroom, 2-bath unfurnished condo offers comfortable year-round living in a convenient Fort Myers location. The well-designed layout features a comfortable living and dining area, functional kitchen, generously sized bedrooms, and an enclosed lanai providing additional living or flex space—perfect for a home office, reading area, or simply relaxing.

    Stephanie Kolenut Acheron Associates Inc.

    6300 S Pointe Blvd Unit 125, 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
How to Rent a Home