181 properties for rent in Winding Cypress

Escape to this delightful vacation rental condo in the Coral Falls neighborhood of Lely Resort. Nestled on the first floor, this inviting two-bedroom, two-bathroom condo offers a comfortable and convenient stay. Conveniently located near Triangle Blvd. and. Get the best price at ListedBuy! Amenities: heating, internet, dishwasher, oven, pool

Experience coastal elegance and resort living at Lely Resort in this stunning home, featuring coastal decor. The open-concept layout seamlessly connects a fully equipped chef's kitchen and a stylish bar to spacious living areas, all highlighted by large windows with lush, tropical views. The outdoor retreat includes a private pool, a screened lanai, and a grill perfect for evening barbecues, outdoor dining, and relaxation. The luxurious primary suite with a king-size bed offers private lanai access, a walk-in shower, and a deep soaking tub. Two extra guests can enjoy privacy in the well-appointed rooms—one with a queen bed and the other with twin beds—while the versatile den with three beds comfortably accommodates additional visitors. The property offers an optional membership to The Players Club and Spa nearby for a transfer fee of $397.50, including tax, granting access for your entire stay. The club features twelve lighted Har-Tru tennis courts, a stadium court for exhibition match

2 Bedroom, 2 Bathroom Apartment For Rent. 1503 Sqaure Feet. $2695/Month, $2695 Deposit. Additional Storage|Storage Space|Dish Washer|Washer/Dryer|Updated Bathroom|Updated Kitchen|Central Air|Central Heat|Stainless Steel Appliances|Screened in Lanai|Pickelball & Tennis Courts|Gated Community|Community Pool & Clubhouse. 1112 Rolling Brook Ln, Naples, FL 34114

1 Bedroom, 1 Bathroom Apartment For Rent. 847 Sqaure Feet. $1539/Month, $0 Deposit. Business center|Clubhouse|Gym|Pool|Garage|Cats allowed|Dogs allowed|Accessible|Pet friendly|Basketball court|Car wash area|CC payments|Dog grooming area|E-payments|Fire pit|Online portal|Package receiving|Pickleball|Tennis court|Volleyball court. 6975 Sierra Club Circle Unit 6303, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 826 Sqaure Feet. $1389/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 305, Naples, FL 34114

1 Bedroom, 1 Bathroom Apartment For Rent. 814 Sqaure Feet. $1799/Month, $0 Deposit. Dogs allowed|Pet friendly|Bocce court|Clubhouse|Dog park|Elevator|Fire pit|24hr gym|Game room|Parking|Playground|Pool|Pool table|Bbq/grill|Garage|Hot tub|Key fob access|Pickleball|Trash valet|Yoga|Walking trail|Cats allowed|Accessible|CC payments|Dog grooming area|E-payments|Internet access|Internet cafe|Online portal|Package receiving|Tennis court|Wine room. 120 Bedzel Circle Unit 06-407, Naples, FL 34104

2 Bedroom, 2 Bathroom Apartment For Rent. 1159 Sqaure Feet. $1778/Month, $0 Deposit. Business center|Clubhouse|Gym|Pool|Garage|Cats allowed|Dogs allowed|Accessible|Pet friendly|Basketball court|Car wash area|CC payments|Dog grooming area|E-payments|Fire pit|Online portal|Package receiving|Pickleball|Tennis court|Volleyball court. 6975 Sierra Club Circle Unit 7406, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 847 Sqaure Feet. $1567/Month, $0 Deposit. Business center|Clubhouse|Gym|Pool|Garage|Cats allowed|Dogs allowed|Accessible|Pet friendly|Basketball court|Car wash area|CC payments|Dog grooming area|E-payments|Fire pit|Online portal|Package receiving|Pickleball|Tennis court|Volleyball court. 6975 Sierra Club Circle Unit 6109, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 838 Sqaure Feet. $2030/Month, $0 Deposit. Dogs allowed|Pet friendly|Bocce court|Conference room|Car wash area|Clubhouse|Concierge|Courtyard|Dog park|Elevator|Fire pit|Parking|Bbq/grill|Garage|Internet access|Pickleball|Yoga|Cats allowed|Pool|Gym|Bike storage|Business center|CC payments|Dog grooming area|Game room|Hot tub|Online portal|Package receiving. 7425 Inspira Circle Unit 5-106, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 676 Sqaure Feet. $1650/Month, $0 Deposit. Cats allowed|Dogs allowed|Accessible|Pool|Gym|Pet friendly|Bbq/grill|Business center|Clubhouse|Community garden|Dog park|E-payments|Internet access|Online portal|Pickleball|Walking trail. 3809 Azalea Park Circle Unit 3873-209, Naples, FL 34114

Property Id: 2459362 Welcome to your dream home at *ive in Naples! This stunning 2 bed, 2 bath single-family unit boasts modern amenities such as dishwasher, washer/dryer, and a garage. Enjoy access to a fitness center, swimming pool, and more. Pet-friendly, this month special - PET DEPOSIT WAIVED - and a great location. Don't miss out on this gem! Available starting 06/15/2026. Rent for $2350/month

Property Id: 2953966 $3,495/Month - Fiddler's Creek - FURNISHED ANNUAL RENTAL (12 MONTH LEASE REQUIRED, NO EXCEPTIONS). Montreux - 1st Floor, 3 Bedrooms, 3 Baths with 2 Car Attached Garage. Kitchen features gas range. Laundry room. Lovely Gated Community just minutes to Marco Island. Resort Pool and Spa, Gator Grill, Fine Dining, Tennis Courts and Fitness Center. Club and Spa are available with a one-time $750 tenant transfer fee. Water, Garbage and Basic Cable are included in the rent. Small Pet under 25 pounds is negotiable with Pet Deposit

2 Bedroom, 2 Bathroom Apartment For Rent. 1112 Sqaure Feet. $2179/Month, $0 Deposit. Dogs allowed|Pet friendly|Bocce court|Conference room|Car wash area|Clubhouse|Concierge|Courtyard|Dog park|Elevator|Fire pit|Parking|Bbq/grill|Garage|Internet access|Pickleball|Yoga|Cats allowed|Pool|Gym|Bike storage|Business center|CC payments|Dog grooming area|Game room|Hot tub|Online portal|Package receiving. 7425 Inspira Circle Unit 5-207, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 847 Sqaure Feet. $1534/Month, $0 Deposit. Business center|Clubhouse|Gym|Pool|Garage|Cats allowed|Dogs allowed|Accessible|Pet friendly|Basketball court|Car wash area|CC payments|Dog grooming area|E-payments|Fire pit|Online portal|Package receiving|Pickleball|Tennis court|Volleyball court. 6975 Sierra Club Circle Unit 5201, Naples, FL 34113

3 Bedroom, 2 Bathroom Apartment For Rent. 1350 Sqaure Feet. $2649/Month, $0 Deposit. Dogs allowed|Pet friendly|Bocce court|Clubhouse|Dog park|Elevator|Fire pit|24hr gym|Game room|Parking|Playground|Pool|Pool table|Bbq/grill|Garage|Hot tub|Key fob access|Pickleball|Trash valet|Yoga|Walking trail|Cats allowed|Accessible|CC payments|Dog grooming area|E-payments|Internet access|Internet cafe|Online portal|Package receiving|Tennis court|Wine room. 120 Bedzel Circle Unit 06-214, Naples, FL 34104

3 Bedroom, 2 Bathroom Apartment For Rent. 1370 Sqaure Feet. $1954/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 101, Naples, FL 34114

1 Bedroom, 1 Bathroom Apartment For Rent. 797 Sqaure Feet. $1704/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Car wash area|Clubhouse|Coffee bar|Dog park|24hr gym|Pool|24hr maintenance|Bbq/grill|Hot tub|Internet access|Package receiving|Trash valet|Cats allowed|Garage|Parking|Bike storage|CC payments|Conference room|Green community|Internet cafe|Key fob access|Online portal. 4360 Petal Dr Unit 103, Naples, FL 34112

2 Bedroom, 2 Bathroom Apartment For Rent. 1202 Sqaure Feet. $2282/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Car wash area|Clubhouse|Coffee bar|Dog park|24hr gym|Pool|24hr maintenance|Bbq/grill|Hot tub|Internet access|Package receiving|Trash valet|Cats allowed|Garage|Parking|Bike storage|CC payments|Conference room|Green community|Internet cafe|Key fob access|Online portal. 4360 Petal Dr Unit 210, Naples, FL 34112

2 Bedroom, 2 Bathroom Apartment For Rent. 1106 Sqaure Feet. $2357/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Car wash area|Clubhouse|Coffee bar|Dog park|24hr gym|Pool|24hr maintenance|Bbq/grill|Hot tub|Internet access|Package receiving|Trash valet|Cats allowed|Garage|Parking|Bike storage|CC payments|Conference room|Green community|Internet cafe|Key fob access|Online portal. 4360 Petal Dr Unit 113, Naples, FL 34112

Property Id: 529293 Beautiful Town-home in quiet community. Corner unit. Close to best schools, supermarket, banks, restaurants. Nice layout with 3 bedrooms upstairs and open concept downstairs with Living room, Dining room, Kitchen with Range / Oven, Refrigerator, Dishwasher, Microwave. The place has been renovated. Pictures will be updated, when current tenant leaves at the end of the month. Master bedroom with walk-in closet. Laundry In Unit. Central A/C. Water included in price. Community swimming pool. 2 parking spaces. No Pets Allowed

3 Bedroom, 2 Bathroom Apartment For Rent. 1294 Sqaure Feet. $2495/Month, $2495 Deposit. Pool|Washer/Dryer|Water Included|Vaulted Ceilings|Tennis Courts|Golf Course Views|Community Pool|Game Room|Community Room. 800 Augusta Blvd, Unit B-201, Naples, FL 34113

2 Bedroom, 2 Bathroom Apartment For Rent. 1144 Sqaure Feet. $2585/Month, $0 Deposit. Dogs allowed|Pet friendly|Bocce court|Clubhouse|Dog park|Elevator|Fire pit|24hr gym|Game room|Parking|Playground|Pool|Pool table|Bbq/grill|Garage|Hot tub|Key fob access|Pickleball|Trash valet|Yoga|Walking trail|Cats allowed|Accessible|CC payments|Dog grooming area|E-payments|Internet access|Internet cafe|Online portal|Package receiving|Tennis court|Wine room. 120 Bedzel Circle Unit 02-111, Naples, FL 34104

2 Bedroom, 2 Bathroom Apartment For Rent. 1515 Sqaure Feet. $4000/Month, $3000 Deposit. Air Conditioner|Dish Washer|Heat|Wireless Internet|Washer/Dryer|Central Air|Central Heat|Stainless Steel Appliances|Electric Included|Water Included|Community Tiki Bar|Community Pool|Pickelball Courts|Tennis Courts|Vollyball|Bocce Ball. 14939 Edgewater Cir, Naples, FL 34114

2 Bedroom, 2 Bathroom Apartment For Rent. 1236 Sqaure Feet. $2001/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Clubhouse|Courtyard|Dog park|Fire pit|24hr gym|Parking|Playground|Pool|Bbq/grill|Garage|Package receiving|Pickleball|Cats allowed|Smoke-free community|Internet access|Trash valet|Coffee bar|Key fob access|Verified listing|24hr maintenance|Internet cafe|E-payments|Pool table|Online portal|New construction|CC payments. 11496 Sumter Grove Circle Unit 9111, Naples, FL 34113

2 Bedroom, 2 Bathroom Apartment For Rent. 1162 Sqaure Feet. $1950/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Clubhouse|Courtyard|Dog park|Fire pit|24hr gym|Parking|Playground|Pool|Bbq/grill|Garage|Package receiving|Pickleball|Cats allowed|Smoke-free community|Internet access|Trash valet|Coffee bar|Key fob access|Verified listing|24hr maintenance|Internet cafe|E-payments|Pool table|Online portal|New construction|CC payments. 11496 Sumter Grove Circle Unit 5112, Naples, FL 34113

1 Bedroom, 1 Bathroom Apartment For Rent. 898 Sqaure Feet. $1630/Month, $0 Deposit. Dogs allowed|Pet friendly|Accessible|Clubhouse|Courtyard|Dog park|Fire pit|24hr gym|Parking|Playground|Pool|Bbq/grill|Garage|Package receiving|Pickleball|Cats allowed|Smoke-free community|Internet access|Trash valet|Coffee bar|Key fob access|Verified listing|24hr maintenance|Internet cafe|E-payments|Pool table|Online portal|New construction|CC payments. 11496 Sumter Grove Circle Unit 3106, Naples, FL 34113

3 Bedroom, 2 Bathroom Apartment For Rent. 1370 Sqaure Feet. $1914/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 307, Naples, FL 34114

3 Bedroom, 2 Bathroom Apartment For Rent. 1370 Sqaure Feet. $1949/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 102, Naples, FL 34114

1 Bedroom, 1 Bathroom Apartment For Rent. 826 Sqaure Feet. $1449/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 205, Naples, FL 34114

1 Bedroom, 1 Bathroom Apartment For Rent. 826 Sqaure Feet. $1489/Month, $0 Deposit. Dogs allowed|Pet friendly|Basketball court|Business center|Internet cafe|Dog park|24hr gym|Parking|Playground|Pool|Racquetball court|Internet access|Walking trail|Cats allowed|Accessible|Car wash area|CC payments|Clubhouse|E-payments|Online portal|Package receiving|Trash valet. 9300 Marino Circle Unit 204, Naples, FL 34114