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FAIRWAYS AT EMERALD GREENS,THE - A4695296 - 1044 WOODSHIRE LN #B211, NAPLES, FL 34105 Just Added on 05/29/2026 4:01PM
$2,200 | Condo 2 bedrooms, 2.5 bathroom
RENTAL OPPORTUNITY IN CENTRAL HEART OF NAPLES! Discover convenience with this fully furnished turn-key coastal living 2 Bedroom + 2.5 bathroom, assigned parking spot, in Quail Run Golf Community, at "Fairways at Emerald Greens.” KEY FEATURES: Unbeatable Location: Walk to essential shops, major banks, and a variety of dining options—making daily errands effortless. SUNSET VIEWS: Enjoy spectacular Gulf Coast sunsets from your lanai, thanks to a desirable western exposure and 2nd floor view. BEACH PROXIMITY: Just 2 miles to the gorgeous sands and boardwalk of Clam Pass Beach.- CONVENIENCE ACCESS: Quick connection to I-75 only 2.8 miles away. - COMMUNITY AMENITIES: Enjoy the Community Pool & Spa, Club house, Tennis Courts, and Pickleball. Non members Golf tee times available at Naples Quail Run and Social Casual Dining available. This spacious unit offers excellent separation of space with the added convenience of a half bath. An a reserved parking spot right next to the sidewalk with direct access to your front door. Plus small storage unit for your needs. Experience a vibrant, yet tranquil lifestyle with resort-style amenities and one of the best central locations Pine Ridge Road and Airport Pulling, in Naples . Don't miss this chance to live where everything is at your fingertips!
This listing is courtesy of: KW COASTAL LIVING II
SKYSAIL - TB8508198 - 4191 PEGASUS WAY, NAPLES, FL 34120 16 Days on yellowkey
$4,000 Reduced | Single Family Home 4 bedrooms, 3.5 bathroom, 3 car garage
Move into the desirable Skysail community, a peaceful, coastal-inspired neighborhood just minutes from Ave Maria. Gated and amenity-rich, Skysail community is ready for immediate move-in and can be rented furnished or unfurnished. Designed for comfort and modern living, the home features a spacious, split floor plan, a gourmet gas kitchen with stainless steel appliances, and a 3-car garage. Washer and dryer are included in the separate laundry room leading from the garage. Bedrooms 2 and 3 are located between a full bath on the left side of the home, the fourth bedroom and full bath on the right-hand side near the entrance, and primary bedroom complete with water views, his and hers walk-in closets, and natural lighting with the large en-suite bathroom with dual sinks, walk-in shower, and separate water closet. Skysail offers a vibrant, resort-style environment with amenities including a sparkling beach entry pool, lap pool, and spa, state-of-the-art fitness center, clubhouse, walking trails, pickleball courts, and plenty of green space. Located in a highly-rated school district, the community balances a serene, friendly atmosphere with convenient access to shopping, dining, and Naples’ best attractions. No pets.
This listing is courtesy of: COLDWELL BANKER REALTY
GOLDEN GATE ESTATE UNIT 195 - V4948810 - 1645 17TH ST SW, NAPLES, FL 34117 29 Days on yellowkey
$3,100 | Single Family Home 3 bedrooms, 2.0 bathroom
3 BED 2 BATH HOME FOR RENT ON 2.5 ACRES IN GOLDEN GATE ESTATES. ENJOY QUIET COUNTRY LIVING WITH NO HOA AND PLENTY OF SPACE OUTSIDE.
This listing is courtesy of: R-E-D REAL ESTATE DONE INC
ENBROOK - O6403498 - 1276 ENBROOK LOOP, NAPLES, FL 34114 31 Days on yellowkey
$5,000 | Villa 2 bedrooms, 2.0 bathroom, 2 car garage
Short term and Seasonal rental. Lovely Furnished villa located at Enbrook Gated community, close to Marco Island and downtown Naples. Ready for your woulderful vacation in Naples, Florida. The community has tennis courts, pickleball courts, gym, and amzaing pool. Call today for a private showing. !!!!!The Carrington Twin villa is stylish and well appointed with beautiful designer options and upgrades through out! This home is 1503 sq ft with two bedrooms plus den and two full baths. The kitchen has ample counter space which includes a breakfast bar for eating and flows seamlessly to the dining and living area. An expansive primary bedroom, situated at the back of the home for privacy, includes an en suite bathroom with double vanity and walk-in shower. The guest bedroom features a walk-in closet and is in close proximity to the second bathroom. A den with double doors can be utilized as a home office or cozy living area. Plus an Outdoor Kitchen, cover back patio. A two-car garage and laundry room complete this home. Enbrook is an active gated community with amenities including clubhouse, exercise room, pool, tennis, pickle ball and catering room.
This listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
GOLDEN GATE ESTATE UNIT 83 - O6401355 - 4081 14TH AVE SE, NAPLES, FL 34117 38 Days on yellowkey
$2,950 Reduced | Single Family Home 3 bedrooms, 2.0 bathroom, 2 car garage
Charming 3/2 HOUSE w 2.7 ACRES of LAND! LAND! LAND! Looking for PEACE & PRIVACY? Own HORSES or LIVESTOCK or TRUCKS to park? Do you LOVE the OUTDOORS & FL WEATHER? This Perfect Home is located in the beautiful and highly desired NAPLES, FL, in the neighborhood of Golden Estates! Large lots in Naples are becoming rare GEMS! This is the right place to live. Permitted to have horses and livestock. Lot is almost completely cleared out and fenced in. CLOSEPROXIMITY to SHOPPING and HIGHWAY! Located within 25 min of the main highway I-75. Within 45 min of the Beach. And Within 5 minutes from restaurants, groceries stores, shopping strips. Good schools! Great Neighbors! See virtual tour!
This listing is courtesy of: REALTY WORLD EXECUTIVE HOMES
CYPRESS GLEN VILLAGE - A4689705 - 3304 LISA LN #102, NAPLES, FL 34109 48 Days on yellowkey
$2,350 Reduced | Townhouse 2 bedrooms, 2.5 bathroom
Rare opportunity — a fully furnished, 2-bedroom, 2½-bath townhouse available for annual lease in tucked-away Cypress Glen Village, just off Pine Ridge Road in the heart of North Naples. Bring a suitcase and start living the Naples lifestyle on day one. This bright two-story home offers 1,272 sq. ft. of smartly designed space, with a split-bedroom layout that places two private en-suite bedrooms upstairs — each its own retreat, with the primary offering a stylish walk-in shower. The in-residence washer and dryer are conveniently located on the bedroom level. Downstairs, the open living and dining area is filled with natural light and finished in easy-care vinyl flooring throughout, anchored by a cozy fireplace — a rare and welcome touch in a Naples rental. The kitchen showcases a full stainless steel appliance package and generous cabinet space, while the dining area opens to a private wooden deck for an ideal morning-coffee or sunset-wine spot. A convenient powder room and clever under-stair storage complete the main level, and two assigned parking spaces sit right out front. Residents of Cypress Glen Village enjoy two community pools and spa, a clubhouse, BBQ/picnic area, and beautifully maintained grounds in a quiet, pet-friendly (with approval) setting. Rent includes cable, high-speed internet, water, sewer, trash, lawn care, and exterior pest control — true lock-and-leave living. Location is everything, and this one delivers. You're less than 10 minutes to Vanderbilt Beach, Delnor-Wiggins Pass State Park, and Clam Pass; a quick drive to Mercato, Waterside Shops, and Fifth Avenue South for world-class dining, shopping, galleries, and entertainment; and minutes to Costco, Publix, Target, Home Depot, top-rated North Naples schools, NCH North Naples Hospital, and Physicians Regional Medical Center. Furnished annual townhome rentals in this pocket of Naples are exceptionally hard to come by — schedule your private showing today.
This listing is courtesy of: PREMIERE PLUS REALTY COMPANY
- TB8483749 - 1865 FLORIDA CLUB DR #6211, NAPLES, FL 34112 85 Days on yellowkey
$2,000 Increased | Condo 3 bedrooms, 2.0 bathroom
Located in the Tranquil Paradise of Naples, this SPACIOUS UPDATED end-unit Condo has been completely REFRESHED throughout! Featuring 3 Bedrooms and 2 FULL Bathrooms, a Brand NEW Stainless & Granite Kitchen, In-unit Laundry and Luxury vinyl flooring in all 3 bedrooms! Everywhere else features nice big tile sweeping with plenty of natural light - no carpets here! The well manicured grounds feature Top Luxury Amenities including a Resort style swimming pool, fitness center and spacious clubhouse with tennis, billiards, racquetball, bocce and a large car wash area. Conveniently located close to Everything, including World Class Beaches, Boating, Golf, Dining, Shopping and Entertainment, plus all that Sunny Florida has to offer and much more!! This truly is a hidden Gem you won't find anywhere else for a better price. Pack your bags and move right into your slice of heaven under the sun!!
This listing is courtesy of: RE/MAX PREFERRED
CANTERBURY VILLAGE - C7520179 - 1448 CHURCHILL CIR #S103, NAPLES, FL 34116 136 Days on yellowkey
$1,900 | Condo 2 bedrooms, 2.0 bathroom
This well-maintained condominium in Canterbury Village offers a comfortable and inviting layout with bright living spaces, a dedicated wine bar area, and a screened lanai that faces the community pool, located directly behind the unit and accessible by a short walking path. The kitchen features durable oak cabinets accented with a fresh touch of paint, while the updated laundry area includes a newer stacked washer and dryer with added storage space. The unit may be rented unfurnished for $1,900/month or furnished for $2,200/month, with the furnished option showcasing new furniture throughout, including reclinable seating, a large TV, and tasteful décor; the wine cabinet with dishes and bar glassware, as well as a dresser at the foot of the bed, will remain, while all owner personal belongings and TV artwork will be removed prior to occupancy. The location is highly convenient, just minutes from Berkshire Commons Shopping Plaza with Publix, Starbucks, banks, First Watch, restaurants, and more, and close to Golden Gate Community Park offering walking trails, playgrounds, sports fields, and recreational facilities, along with nearby schools, pharmacies, medical offices, and easy access to major roads. Seasonal rental (4–5 months) is available at $2,750/month furnished, with first month’s rent, last month’s rent, and a fully refundable security deposit required; pets are generally not permitted HOA rules.
This listing is courtesy of: MATO REALTY, LLC
DEL MAR CLUB COOP - A4659625 - 1300 GULF SHORE BLVD N #700, NAPLES, FL 34102 192 Days on yellowkey
$6,250 | Condo 2 bedrooms, 2.0 bathroom , 68 car carport
New to the Market Elegant Seasonal Rental at Del Mar in Coquina Sands Experience the best of Naples from this beautifully updated 2-bedroom, 2-bath condo on the 7th floor of the dignified Del Mar building located on the corner of Banyan Blvd and Gulf Shore Blvd in the heart of Coquina Sands. Just steps from the elevator, this fully furnished residence offers privacy, comfort, and sweeping eastern views from your own private balcony. The Del Mar is directly across from Lowdermilk Park one of the most desirable waterfront areas in Naples. Whether you're watching the sunrise over coffee or walking across the street for sunset on the beach, this location offers unmatched coastal access and charm. Inside the unit, enjoy modern appliances, tasteful furnishings, and a well-designed layout ideal for both seasonal living and extended stays. Parking spot #68 is designated for your use, and there is ample guest parking available. The lushly landscaped grounds are impeccably maintained, creating a serene setting complemented by amenities including a sparkling community pool, chickee cabana with new poolside furniture, social room, outdoor grilling area, and inviting courtyard. You're just 2 miles from world-class dining and shopping on 5th Avenue and 3rd Street, making it easy to enjoy the best of Olde Naples.
NAPLES SANDPIPER BAY CLUB - NAPLES, FL 34112 255 Days on yellowkey
$1,600 | Condo 2 bedrooms, 2.0 bathroom
Not ready to make a permanent move? Discover your dream rental in the heart of Naples! Welcome to a lifestyle where luxury, convenience, and community come together. Nestled along the scenic Haldeman Creek and just minutes from Naples Bay, this stunning first-floor condo offers the perfect balance of comfort and sophistication. Featuring two bedrooms and two bathrooms, this home impresses with Whirlpool appliances, elegant tile, granite finishes, and plush new carpeting in the bedrooms, creating a modern and inviting ambiance. Step onto your screened lanai and enjoy a beautifully landscaped setting that adds to the sense of tranquility. Residents enjoy access to two resort-style pools and a vibrant clubhouse that hosts social events, perfect for connecting with neighbors and creating lasting memories. Ideally located near pristine beaches, Naples Bay, and the shopping and dining experiences of downtown Naples and Fifth Avenue Shops, this property perfectly combines serenity with convenience. Don’t miss the chance to make this remarkable condo your new temporary home!
This listing is courtesy of: JOHN R WOOD PROPERTIES