18

Englewood, FL Condos for Rent with Community Pool

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  • /34

    $3,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft
    • Condo for Rent

    307 Pine Hollow Cir Unit 307, Englewood, FL 34223

    2026 AVAILABLE: AUG, SEP, OCT, NOV, DEC.2027 AVAILABLE: JAN, FEB, MAR, APR.BOOK AT: $3900/PER MONTH (SEASON IS DEC-APRIL, 1 MONTH MINIMUM)BOOK AT: $2300/PER MONTH (OFF SEASON IS MAY-NOV, 1 MONTH MINIMUM)*PRICES MAY VARY DEPENDING ON NUMBER OF NIGHTS BOOKED*Nicely furnished first floor, 2-bedroom, 2-bathroom Condo with a comfortable lanai overlooking a peaceful community

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    Jeremy Myers

    COMPASS PROPERTY MANAGEMENT LLC

    307 Pine Hollow Cir Unit 307, Englewood, FL 34223
  • /70

    $6,500 Per Month

    • 4 Beds
    • 3 Baths
    • 2,761 Sq Ft
    • Condo for Rent

    8581 Amberjack Cir Unit 301, Englewood, FL 34224

    Luxury Penthouse Condo with Breathtaking Water Views – 8581 Amberjack Circle #301, Placida (Near Boca Grande) Indulge in coastal luxury at its finest in this turnkey furnished 4-bedroom, 3-bath penthouse condo at the Hammocks of Cape Haze, located in Placida, just minutes from the world-renowned beaches of Boca Grande. Offering 2,761 sq ft of elegant interior living space (and nearly 3,000 sq ft

    Sanjeev Ramachandran THOMAS RYAN REAL ESTATE MANAGE

    8581 Amberjack Cir Unit 301, Englewood, FL 34224
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    $3,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Condo for Rent

    1531 Placida Rd Unit 203, Englewood, FL 34223

    Open for Winter 2026! Located in the heart of Englewood, FL; this adorable condo makes the perfect retreat for up to 4 for your extended winter getaway, week long summer escape or extended weekend jaunt. Just a short 2.5 miles and your toes will enter the warming sands and the healing waters of the beautiful Gulf Beaches at Manasota Key. Beach towels, beach chairs and umbrellas provided for your

    Nicole Smith-Mayle REALTY BY DALE THOMAS

    1531 Placida Rd Unit 203, Englewood, FL 34223
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    $5,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,729 Sq Ft
    • Condo for Rent

    10521 Amberjack Way Unit 303, Englewood, FL 34224

    AVAILABLE FOR 2027 SEASON. 2-bedroom, 2-bathplus den / office. Turnkey furnished seasonal rental offering some of the best views of Lemon Lake and Amberjack Preserve in the highly desirable Hammocks of Cape Haze. This quiet, gated community is beautifully maintained and offers a relaxed coastal lifestyle with outstanding amenities, including a zero-entry pool, fitness center, tennis courts,

    Sanjeev Ramachandran THOMAS RYAN REAL ESTATE MANAGE

    10521 Amberjack Way Unit 303, Englewood, FL 34224
  • /38

    $3,750 Per Month

    • 2 Beds
    • 2 Baths
    • 1,360 Sq Ft
    • Condo for Rent

    1960 Oregon Trail Unit 2A, Englewood, FL 34224

    Coastal charm and beautiful sunset views from this water front property located on Oyster Creek. This well cared for 2 bedroom 2 bath unit is cozy and comfortable. Located on the 2nd floor with elevator access. This end unit is bright and cheerful with large windows in the living room and dining area. There is direct access to the Gulf of Mexico through Stump Pass. Community docks and kayak

    Stephinie Futch TARPON REAL ESTATE, INC.

    1960 Oregon Trail Unit 2A, Englewood, FL 34224
  • /20

    $2,850 Per Month

    • 1 Bed
    • 1.5 Baths
    • 647 Sq Ft
    • Condo for Rent

    6 Quails Run Blvd Unit 9, Englewood, FL 34223

    THIS IS A FURNISHED SEASONAL RENTALAVAILABLE 2027 SEASON-3 MONTH MINIMUM HOA Requirements1 Bedroom, 1.5 Bath Furnished Condo in Quails Run Englewood, FL (55+ Community) Enjoy coastal living in this beautifully furnished second-floor condo located in the tranquil Quails Run community, designed exclusively for residents aged 55 and over. This is a 1 Bedroom, 1.5 Bathroom second floor condo.

    Dane Bradley CELEBRATION RENTAL GROUP

    6 Quails Run Blvd Unit 9, Englewood, FL 34223
  • /30

    $1,650 Per Month

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft
    • Condo for Rent

    6527 Hamlet Dr Unit 26-A, Englewood, FL 34224

    **OFFSEASON/SHORT TERM**AVAILABLE NOW-DEC 2026**NOT AVAILABLE FOR SEASON** LOVELY 2/2/1 CONDO IN GULFWIND VILLAS AVAILABLE NOW** This home has tile flooring and an open floor plan. The primary bedroom has an ensuite with walk-in shower. Enjoy the community pool, water access, clubhouse, fishing, recreational activities and other amenities. Relax and enjoy this beautiful community. Call to

    Jenni Kinchelow PALM REALTY PROPERTY MGMNT

    6527 Hamlet Dr Unit 26-A, Englewood, FL 34224
  • /22

    $3,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,093 Sq Ft
    • Condo for Rent

    1401 S Mccall Rd Unit 301A, Englewood, FL 34223

    -SEASONAL RENTAL - AVAILABLE FOR THE 2027 RENTAL SEASON~OWNER WILL CONSIDER OFF SEASON RENTAL AT $2,500 EACH MONTHHOA REQUIRES 1 MONTH MINIMUMLocated in the gated community of Lemon Bay Breeze Condominiums, this beautifully maintained 2-bedroom, 2-bath, 3rd-floor condo (with elevator access) is the perfect seasonal retreat.Split floor plan for privacy. Screened lanai with a large

    Dane Bradley CELEBRATION RENTAL GROUP

    1401 S Mccall Rd Unit 301A, Englewood, FL 34223
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    $1,900 Per Month

    • 2 Beds
    • 2 Baths
    • 1,143 Sq Ft
    • Condo for Rent

    6699 San Casa Dr Unit L8, Englewood, FL 34224

    ENJOY OUR SOUTHWEST FLORIDA RELAXING LIFESTYLE at the WATERFRONT COMMUNITY OF WATER'S EDGE OF ENGLEWOOD located on Oyster Creek with access to Lemon Bay and the Gulf of Mexico. Light and Bright describes this top floor 2-Bedroom, 2-Bath TURNKEY FURNISHED Condominium featuring over 1,100 square feet of living space, a spacious Livingroom/dining area combination, updated kitchen, 2-bedrooms,

    Cathy Allford RE/MAX ALLIANCE GROUP

    6699 San Casa Dr Unit L8, Englewood, FL 34224
  • /51

    $4,950 Per Month

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft
    • Condo for Rent

    1375 Beach Rd Unit 311, Englewood, FL 34223

    Tropical Waterfront Paradise with Boat Dock!Wake up each morning to the sparkling beauty of Lemon Bay in this stunning waterfront condo at the exclusive Redfish Key Villas. Designed for relaxation and adventure, this high-end retreat offers everything you need for your dream Florida vacation.Step inside to find walls of glass that flood the open living space with natural light and

    Stephinie Futch TARPON REAL ESTATE, INC.

    1375 Beach Rd Unit 311, Englewood, FL 34223
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    $6,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,590 Sq Ft
    • Condo for Rent

    8280 Harborside Cir, Englewood, FL 34224

    Welcome to a slice of paradise where each day ends with a panoramic sunset spectacle! Presenting a seasonal haven: a 3-bedroom, 3-bathroom townhouse offering the perfect blend of comfort and coastal charm. With an attached garage, your own private rooftop terrace, and a balcony designed for relaxation, this gem is turnkey-ready for seasonal living or as a high-demand rental

    Stephinie Futch TARPON REAL ESTATE, INC.

    8280 Harborside Cir, Englewood, FL 34224
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    $5,910 Per Month

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft
    • Condo for Rent

    8541 Amberjack Cir Unit 203, Englewood, FL 34224

    Escape to Paradise at The Hammocks! Welcome to your coastal getaway in beautiful Cape Haze, Florida! Nestled within the sought-after community of The Hammocks, this spacious condo offers the perfect blend of relaxation, recreation, and resort-style living. Start your mornings sipping coffee on the private lanai overlooking tropical palms, then spend your days fishing the nearby Gulf waters,

    Stephinie Futch TARPON REAL ESTATE, INC.

    8541 Amberjack Cir Unit 203, Englewood, FL 34224
  • /19

    $1,599 Per Month

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Condo for Rent

    6800 Placida Rd Unit 2007, Englewood, FL 34224

    Coastal 2BR Retreat-Close to Boca Grande. Enjoy the Florida lifestyle in this beautifully maintained annual rental located in the safe and friendly community of Fiddler's Green. This freshly painted, unfurnished second-floor condominium features 2 bedrooms, 2 bathrooms, brand-new luxury plank flooring throughout, and a brand-new air conditioning unit for year-round comfort and energy efficiency.

    Laurie Clevenger HANK BRILL PROPERTIES LLC

    6800 Placida Rd Unit 2007, Englewood, FL 34224
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    $1,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,092 Sq Ft
    • Condo for Rent

    6800 Placida Rd Unit 169, Englewood, FL 34224

    Welcome home to 6800 Placida Rd #169! This beautifully designed 2-bedroom, 2-bathroom condo offers 1,092 square feet of comfortable coastal living. Thoughtfully laid out and filled with opportunities to relax and entertain, this home is the perfect retreat for enjoying the Florida lifestyle.Residents can take advantage of wonderful community amenities, including a clubhouse, refreshing

    Maddy Waterhouse TALL PINES REALTY

    6800 Placida Rd Unit 169, Englewood, FL 34224
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    $1,950 Per Month

    • 2 Beds
    • 2 Baths
    • 1,112 Sq Ft
    • Condo for Rent

    511 Pine Hollow Cir Unit 511, Englewood, FL 34223

    Welcome to Pine Hollow, one of Englewood's hidden gems! This beautifully maintained first-floor end-unit condo is offered fully furnished and turnkey with immediate occupancy available through December 31, 2026. Featuring 2 bedrooms, 2 bathrooms, extra windows for abundant natural light, tranquil pond views, an enclosed lanai, assigned covered parking, and a spacious open-concept layout, this

    Shannon Doell PARADISE BREEZE VACATION RENTALS AND REALTY, LLC

    511 Pine Hollow Cir Unit 511, Englewood, FL 34223
  • /50

    $5,800 Per Month

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

    1760 Gulf Blvd Unit 601, Englewood, FL 34223

    Beautifully updated seasonal/short-term beach area vacation rental on Gulf of America in SW FLA. $1350 rental-price is WEEKLY off-season rental rate including cleaning fee but not including required 12% sales tax. Contact rental management for in-season rate. Beautifully updated one bedroom (plus sleeper sofa in living room), one bath condominium unit in Gulf-front El Galeon by the Sea! You'll

    Alison Mullany ENGLEWOOD BEACH REALTY, INC

    1760 Gulf Blvd Unit 601, Englewood, FL 34223
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    $7,500 Per Month

    • 2 Beds
    • 3 Baths
    • 1,402 Sq Ft
    • Condo for Rent

    2400 N Beach Rd Unit 17, Englewood, FL 34223

    Listing reflects peak season monthly rate - it is available as a weekly rental (weekly pricing varies)! Imagine waking to the soothing sound of waves and stepping directly onto the sand from your freshly updated, end-unit 2-story condo, perfectly positioned mere steps from the shore for unparalleled beach access. This spacious layout offers distinct levels, providing enhanced privacy and ample

    Beth Dilley ASCENDIA REAL ESTATE

    2400 N Beach Rd Unit 17, Englewood, FL 34223
  • /8

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,050 Sq Ft
    • Condo for Rent

    2275 S Mccall Rd Unit 201, Englewood, FL 34224

    ** ANNUAL RENTAL ** Beautiful 2 bedroom 2 bathroom condo located in Englewood, FL. This condo is newly renovated with updated appliances and finishes. located only minutes from local beaches, restaurants and shops.

    Nick Cuviello PALM REALTY PROPERTY MANAGEMENT

    2275 S Mccall Rd Unit 201, Englewood, FL 34224

Rental Home Trends

Number of Condos for Rent
18
Median Condo Rent
$2,050
Median 1 Bedroom Condo Rent
$1,388
Median 2 Bedroom Condo Rent
$2,000
Median 3 Bedroom Condo Rent
$5,378
How to Rent a Home