Naples, FL Houses for Rent with Private Pool

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  $28,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,930 Sq Ft
  • House for Rent

  1257 11th Ct N, Naples, FL 34102

  Experience elevated Naples living in this brand-new contemporary masterpiece located in the desirable Lake Park neighborhood—just minutes from the pristine white-sand beaches, 5th Avenue’s fine dining and boutiques, and the best of downtown Naples. The residence offers four spacious bedrooms, each with a private ensuite, plus a dedicated office and convenient pool bathroom. The open-concept

  Samantha Ford John R Wood Properties

  1257 11th Ct N, Naples, FL 34102
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  $9,250 per month

  • 3 Beds
  • 2 Baths
  • 1,485 Sq Ft
  • House for Rent

  572 105th Ave N, Naples, FL 34108

  Nestled in the heart of Naples Park, this exquisite pool home offers three bedrooms + den, two bathrooms and kitchen & living area with vibrant coastal charm, The standout feature of this property is the private backyard oasis. Step outside to discover the heated pool, surrounded by lush tropical landscaping which offers complete privacy. The expansive patio area is perfect for sunbathing, dining

  Michael Wittmann Realty Group of SW Florida Inc

  572 105th Ave N, Naples, FL 34108
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  $7,500 per month

  • 2 Beds
  • 2.5 Baths
  • 2,249 Sq Ft
  • House for Rent

  2109 Morning Sun Ln, Naples, FL 34119

  AVAILABLE FOR SEASON 2027! **FABULOUS POOL HOME!** 30 DAY MINIMUM REQUIRED, 90 DAYS MINIMUM PREFERRED. Beautifully decorated and well appointed, this 2 bedroom plus a den pool home with spa has all the comforts of home. Features include vaulted ceilings and an open floor plan. Outdoor living can be enjoyed to the fullest while stepping onto the screened in lanai featuring a private pool, spa and

  Louise Messina SunStream Realty

  2109 Morning Sun Ln, Naples, FL 34119
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 3,029 Sq Ft
  • House for Rent

  8446 Mallards Way, Naples, FL 34114

  Welcome to Mallards Landing in Fiddler's Creek in Naples, Florida. This community offers a residential experience complemented by an array of resort-style amenities. Fiddler's Creek is an oasis strategically located between Naples and Marco Island, providing a balance of tranquility and convenient access to local attractions and beaches. This private pool home features a two bed plus den,

  Elizabeth Potgieter Premier Sotheby's Int'l Realty

  8446 Mallards Way, Naples, FL 34114
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  $13,000 per month

  • 3 Beds
  • 3 Baths
  • 2,422 Sq Ft
  • House for Rent

  4923 Cerromar Dr, Naples, FL 34112

  Seasonal Rental Available Now Through 2026 – Golf Membership Included!Experience Breathtaking Views in a Premier Bundled Golf Community!Welcome to Naples Lakes Country Club, an award-winning, Arnold Palmer–designed golf community that perfectly combines lifestyle, location, and value. This stunning home offers immediate full golf membership with no waitlist, giving you access to one of

  Eddie Rodriguez John R Wood Properties

  4923 Cerromar Dr, Naples, FL 34112
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  $15,000 per month

  • 4 Beds
  • 5.5 Baths
  • 5,890 Sq Ft
  • House for Rent

  15587 Montello Ln, Naples, FL 34114

  Available for 2027 season. This Beautiful two story Beacon Model at Esplanade by the Islands. This home has two King master suites on the first floor plus guest room queen size bed with private bath. 4 full baths and 2 half bathrooms. Large kitchen with stainless steel appliances, quartz counter tops. Spacious living room and separate dining room. Enjoy swimming in the large pool and Spa with

  Tina Carvalho Advantage Sales Of South FL

  15587 Montello Ln, Naples, FL 34114
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  /22

  $7,000 per month

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft
  • House for Rent

  14796 Canton Ct, Naples, FL 34114

  Pet-friendly single family home available for the 2027 Season! Very sweet and comfortable, this 3 bedroom, 2 bath, home is PET FRIENDLY. It features a 2-car attached garage and heated, saltwater pool. It is decorated with a modern and simple flair. There is a large flat screen TV in the living room and TV in the Primary Bedroom. The screened lanai has a nice outdoor table with 6 chairs, 2

  Kimberly Costantini Premier Sotheby's Int'l Realty

  14796 Canton Ct, Naples, FL 34114
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  $55,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,631 Sq Ft
  • House for Rent

  165 Broad Ave S, Naples, FL 34102

  This remarkable home is only one block away from the beach and walking distance to all that the heart of Naples has to offer, including the beach, Third Street South, and 5th Avenue. This home is in an unbeatable location. The home's layout offers privacy without sacrificing convenience. Be in the center of it all within a secluded oasis that allows you to feel tucked away while remaining in the

  Jayda Reisman Douglas Elliman Florida, LLC

  165 Broad Ave S, Naples, FL 34102
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  $20,000 per month

  • 4 Beds
  • 4.5 Baths
  • 3,700 Sq Ft
  • House for Rent

  8535 Bellagio Dr, Naples, FL 34114

  This is your opportunity to live the SWFL dream! This beautiful 4 + den home boasts a beautiful pool and hot tub with a lake view. Escape escape the frigid cold up north and lounge pool side with your family friends and guests. This home is spacious and fully furnished with tasteful decor and comfort galore. Watch the sunset from the pool or the upstairs balcony. Fiddlers Creek is well known for

  Ryan Swearingen John R Wood Properties

  8535 Bellagio Dr, Naples, FL 34114
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  $9,000 per month

  • 3 Beds
  • 3 Baths
  • 1,935 Sq Ft
  • House for Rent

  11453 Jacaranda Dr, Naples, FL 34120

  Welcome to this stunning newly built residence situated on one of the most secluded and private lots within Valencia Trails. This elegant 3-bedroom plus den, 3-bathroom home offers a contemporary open-concept layout that seamlessly blends style and comfort. The spacious living room is adorned with sleek built-ins, designer shelving, and an elegant entertainment wall, all bathed in natural light

  Karen Stone William Raveis Real Estate

  11453 Jacaranda Dr, Naples, FL 34120
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  $11,500 per month

  • 3 Beds
  • 2 Baths
  • 1,805 Sq Ft
  • House for Rent

  7567 Winding Cypress Dr, Naples, FL 34114

  From the moment you arrive at the stunning entry, Winding Cypress invites you into this wonderful community. This natural gas, resort-style community, remaining almost 2/3 preserve, welcomes you with a streetscape of superb views and new homes designed for the way you live. This premier Naples location offers highly attractive fees for the variety of world-class amenities right in your own

  Dave Garafola Reed Property Mgt. & Sales

  7567 Winding Cypress Dr, Naples, FL 34114
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  $40,000 per month

  • 4 Beds
  • 4 Baths
  • 3,757 Sq Ft
  • House for Rent

  3737 Crayton Rd, Naples, FL 34103

  Ideally located in the heart of Park Shore, this 4 bedroom plus den waterfront single family home is recently refreshed and ready to be your Naples home this season! Stylishly furnished, light and bright, well-equipped kitchen and several places to relax, everyone will feel right at home. The spacious primary suite features a dreamy closet and luxurious bath with easy access to the outdoor pool

  Michelle Lauzier Douglas Elliman Florida,LLC

  3737 Crayton Rd, Naples, FL 34103
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft
  • House for Rent

  443 Dundee Ct, Naples, FL 34104

  BRIARWOOD New Vacation Rental available for season 2026!!! Completely updated three bedroom, 2 bath electric and solar heated pool with a very large screened in pool deck facing west over a lake.

  Linda Brand Brand And Associates Inc

  443 Dundee Ct, Naples, FL 34104
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  $11,000 per month

  • 5 Beds
  • 5.5 Baths
  • 3,300 Sq Ft
  • House for Rent

  4064 Full Moon Ct, Naples, FL 34112

  Extraordinary newer built and newly furnished, one of the kind modern/contemporary style home. Located only couple minutes away from Naples downtown 5th avenue, as well as, beaches and other key destinations, such as fine dinning, shopping, medical facilities, schools, museums, zoo, parks, botanical gardens and much more!This exceptional property offers 5 bedrooms, 5.5 bathrooms, 2 kitchens,

  Tomas Nagys Realty One Group MVP

  4064 Full Moon Ct, Naples, FL 34112
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  $7,000 per month

  • 3 Beds
  • 3 Baths
  • 2,099 Sq Ft
  • House for Rent

  1953 Fresno Ave, Naples, FL 34120

  Enjoy the best of Naples luxury living in this beautifully furnished Mystique model home built in 2024 located in the amenities-filled, gated community of Terreno by Divosta. This spacious elegant residence features 3 bedrooms plus a versatile flex room and 3 bathrooms, offering plenty of space for family and guests. The upgraded kitchen is fully equipped and perfect for entertaining, opening to

  Jesus Vasconez Realty One Group MVP

  1953 Fresno Ave, Naples, FL 34120
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  $19,500 per month

  • 4 Beds
  • 5 Baths
  • 3,904 Sq Ft
  • House for Rent

  3423 Runaway Ct, Naples, FL 34114

  Available from now until December 31st and from April 1st 2026! This stately and luxurious home offers SUPERB WATER AND GOLF COURSE VIEWS that are sure to captivate. The home boasts comfortable, designer furnishings and features 4 bedrooms plus a study, 4 full baths, and one half bath. Beautiful travertine and hardwood flooring runs throughout the property. The gourmet kitchen, equipped with

  Dina Covato Coastal Intl Properties LLC

  3423 Runaway Ct, Naples, FL 34114
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  $40,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,022 Sq Ft
  • House for Rent

  795 18th Ave S, Naples, FL 34102

  Step into your own slice of paradise in the heart of Naples! This stunning coastal retreat blends luxury, comfort, and location in one unforgettable package. Nestled directly on the water with backyard access to Naples Bay, and just a short stroll to the vibrant Third Street South district, you’ll enjoy the best of both worlds—secluded tropical serenity and walkable access to world-class dining,

  Stacey Cotter John R Wood Properties

  795 18th Ave S, Naples, FL 34102
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  $8,000 per month

  • 3 Beds
  • 2 Baths
  • 1,632 Sq Ft
  • House for Rent

  2276 Heritage Greens Dr, Naples, FL 34119

  Bright, beautiful and spacious pool home in Heritage Greens now available for Dec. 26'/Jan. 27' or after March 15,2027!! Located on the 18th hole of Arrowhead G.C. Whether you enjoy relaxing at home by the pool or a day of golf at Arrowhead golf course, or wish to shop and dine during your vacation, this home offers it all! All new furnishings! Comfortable reclining sectional sofa and large smart

  Linda Nagle Royal Shell Real Estate, Inc.

  2276 Heritage Greens Dr, Naples, FL 34119
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  $58,500 per month

  • 4 Beds
  • 3.5 Baths
  • 3,229 Sq Ft
  • House for Rent

  380 5th Ave N, Naples, FL 34102

  Experience life in one of Naples' most pleasant neighborhoods just steps to the beach! Southern Sunset is a newly renovated and designer decorated coastal style home with all of the features and amenities you're searching for. Enter from the circular drive into an open living room with views out to the southern exposure lanai, heated pool and hot tub. A new picture window screen enclosure

  Stacey Cotter John R Wood Properties

  380 5th Ave N, Naples, FL 34102
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  $10,500 per month

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft
  • House for Rent

  1200 9th Ave N, Naples, FL 34102

  The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has 3 bedrooms total, one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms. The den can work as a bedroom, office, or another living space. The guest house is fully equipped with a

  Tom Puckett Luxury Real Estate LLC

  1200 9th Ave N, Naples, FL 34102
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  $16,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,975 Sq Ft
  • House for Rent

  1200 9th Ave N, Naples, FL 34102

  The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a Queen size bed and den with two twin beds that pull out to King size beds, and 2 on suite bathrooms. The den can work as a bedroom, office, or another living space. The guest house is fully equipped with a

  Tom Puckett Luxury Real Estate LLC

  1200 9th Ave N, Naples, FL 34102
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  $15,000 per month

  • 4 Beds
  • 5 Baths
  • 2,865 Sq Ft
  • House for Rent

  511 91st Ave N, Naples, FL 34108

  Welcome to "The Turtle Nest." You cannot rent a closer property in Naples Park to the beach. It is a 7 minute walk to the beach! This is a 2 story new construction home ready for a beach lovers ultimate vacation. Perfect rental for a multi-generational family vacation. This nest features a primary bedroom with a king size bed, his and her walk-in closets and attached bathroom with double vanity

  Greg De Pol Naples Global Realty LLC

  511 91st Ave N, Naples, FL 34108
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  $15,000 per month

  • 5 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • House for Rent

  7209 Wilton Dr N, Naples, FL 34109

  Fantastic lake views from this contemporary expansive home boasting numerous luxury appointments & features throughout that provides a luxe immersive living experience! With five full bedrooms, living room, family room loft plus a small intimate office/den, there is plenty of living space to not only enjoy, but also accommodate all the family & guests as well! The living room, formal dining room,

  Jeffrey Windland Royal Shell Real Estate, Inc.

  7209 Wilton Dr N, Naples, FL 34109
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  $12,000 per month

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft
  • House for Rent

  796 Ketch Dr, Naples, FL 34103

  Available 2026 Season at 25k/month or Annual Rental at 12k/month. Please inquire for more information. Moorings Single Family Residence: Timeless Elegance in this Fully Renovated, South-Facing Corner Lot Gem with Private Beach Access! This residence is bathed in natural light, with sun-filled rooms seamlessly opening to an expansive pool and a secluded fenced-in backyard, creating a seamless

  Samantha Ford John R Wood Properties

  796 Ketch Dr, Naples, FL 34103
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  $9,500 per month

  • 3 Beds
  • 2 Baths
  • 1,717 Sq Ft
  • House for Rent

  5110 Brixton Ct, Naples, FL 34104

  Available for as few as seven days, Earl Manor is located in the gated community of Briarwood. It is simple but peaceful. It can accommodate a family of up to six with three bedrooms and two baths. There is a propane grill and the pool is heated. Along with safety and security the most important feature of the home is it's location. Almost all of the activities, beaches, restaurants, and shopping

  Steve Hamro Hamro & Associates LLC

  5110 Brixton Ct, Naples, FL 34104
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  $75,000 per month

  • 4 Beds
  • 4.5 Baths
  • 2,912 Sq Ft
  • House for Rent

  187 Broad Ave S, Naples, FL 34102

  Everything you dream about in this remastered Olde Florida cottage. Pet Friendly. 1.87 blocks to the Beach. 1.87 blocks to Campiello's and Tommy Bahama's ... and all that is fabulous dining and shopping. Main house has three bedrooms + office + den and the separate guest house has two bedrooms.

  Michelle Craft Naples Homes and Rentals Inc

  187 Broad Ave S, Naples, FL 34102
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  $17,500 per month

  • 3 Beds
  • 2 Baths
  • 1,875 Sq Ft
  • House for Rent

  2515 Royal Palm Ct, Naples, FL 34103

  Completely rebuilt from the concrete block up, this stunning Naples residence offers a rare opportunity to live in a brand-new home in one of the city’s most desirable locations. Every inch of this property has been thoughtfully redesigned with exceptional craftsmanship and top-tier finishes throughout. From new electrical and plumbing systems to the finest flooring, cabinetry, and fixtures, no

  Jake Ponsler Naples Vacation Properties

  2515 Royal Palm Ct, Naples, FL 34103
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  $75,000 per month

  • 5 Beds
  • 6 Baths
  • 4,500 Sq Ft
  • House for Rent

  245 Broad Ave S, Naples, FL 34102

  A slice of Key West HEAVEN in the HEART of Olde Naples. Affectionately called "The Christmas Cottage," this Craftsman SFH is luxurious and lavish, yet as comfortable as your home. A very upscale main house and separate guest cottage with a total of 5 bedrooms (if you include the office/den that has a queen pullout); bedrooms are mostly all ensuite. A magnificent Steinway stands adjacent to the

  Michelle Craft Naples Homes and Rentals Inc

  245 Broad Ave S, Naples, FL 34102
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  $30,000 per month

  • 3 Beds
  • 3 Baths
  • 1,930 Sq Ft
  • House for Rent

  271 1st Ave S, Naples, FL 34102

  Annual Rate is $22,500 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally located, this is the quintessential Olde Naples cottage home in a tropical, park-like setting only two and a half blocks to the beach. Cute, charming, and pristine, this three-bedroom home is the perfect Naples escape. Pets welcome! Only a short walk to

  Bill Earls John R Wood Properties

  271 1st Ave S, Naples, FL 34102
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  $42,000 per month

  • 4 Beds
  • 3 Baths
  • 2,216 Sq Ft
  • House for Rent

  206 1st Ave N, Naples, FL 34102

  Annual rate is $31,500. Listed Rate is for High Season (Nov. through April). Longer lease terms have greater discounted rates. Charming in every respect, this cottage is located a mere minute's walk to the beach! The residence features four spacious bedrooms, three renovated bathrooms, a fireplace, as well as multiple clean and bright living spaces. Located beyond the rear of the home's French

  Bill Earls John R Wood Properties

  206 1st Ave N, Naples, FL 34102
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  $54,000 per month

  • 5 Beds
  • 6.5 Baths
  • 5,641 Sq Ft
  • House for Rent

  Unlisted Address

  Annual rate is $40,500 per month. Listed rate is for High Season (Nov. through April). Longer High Season leases have greater discounted rates. See attached rate sheet. Located only two blocks to the beach and featuring lush, mature tropical foliage, this classic Bermuda styled home offers absolutely stunning interiors. The sprawling residence hosts five bedrooms, a study, as well as a flex space

  Bill Earls John R Wood Properties

  Unlisted Address
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  $42,750 per month

  • 4 Beds
  • 4.5 Baths
  • 3,100 Sq Ft
  • House for Rent

  354 1st Ave N, Naples, FL 34102

  Annual Rate is $32K per month. Listed rate is for High Season (November through April). Longer High Season leases have greater discounted rates. Nestled one of Olde Naples most picturesque tree-lined streets, and just three short blocks to sugar sand beaches, this idyllic and private residence affords 3,100 square feet of everything one could desire. The interior of the residence is dressed in

  Bill Earls John R Wood Properties

  354 1st Ave N, Naples, FL 34102
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  $45,000 per month

  • 5 Beds
  • 5.5 Baths
  • 4,434 Sq Ft
  • House for Rent

  195 2nd Ave N, Naples, FL 34102

  Annual Rate is $33,750 per month. Listed Rate is for high-season (Nov.-April). Longer high-season leases have greater discounted rates. The epitome of whimsical beach town living! Nestled only two blocks to the sugar sand coastline on a lush-tree lined street is this charmingly renovated two-story residence. Hosting five bedrooms + den, five full and one half bathrooms, and a number of other

  Bill Earls John R Wood Properties

  195 2nd Ave N, Naples, FL 34102
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  $42,500 per month

  • 4 Beds
  • 4 Baths
  • 3,702 Sq Ft
  • House for Rent

  431 1st Ave N, Naples, FL 34102

  Annual Rate is $31,875 per month. Listed rate is for High Season (Nov.-April). Longer High Season leases have greater discounted rates. Ideally situated on a quiet, mahogany lined street in the heart of Downtown Olde Naples sits this custom 4-bedroom home with a very accommodating floorplan. Freshly updated and decorated. Features include including wood floors throughout, hurricane impact

  Bill Earls John R Wood Properties

  431 1st Ave N, Naples, FL 34102
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  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • House for Rent

  8877 Yucatan Ct, Naples, FL 34112

  This newly available, never-before-occupied residence offers an exquisite retreat within the highly sought-after Isles of Collier Preserve. Designed with luxury and comfort in mind, this home presents a unique opportunity for resort-style living in Naples, Florida. The property features two spacious bedrooms and two modern bathrooms, meticulously designed and designer-furnished to create an

  Elizabeth Potgieter Premier Sotheby's Int'l Realty

  8877 Yucatan Ct, Naples, FL 34112
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  $9,000 per month

  • 3 Beds
  • 2 Baths
  • 1,907 Sq Ft
  • House for Rent

  167 Torrey Pines Point, Naples, FL 34113

  Discounted rate of $5000 for December 2025! Torrey Pines is a spacious, newly renovated single family home in Lely Country Club. A heated pool with sun shelf overlooks the Royal Palm Country Club golf course and the screened lanai keeps the bugs out as you enjoy indoor-outdoor living in your covered patio area. Inside, the home has been stylishly renovated in a farmhouse-chic style with wood

  Stacey Cotter John R Wood Properties

  167 Torrey Pines Point, Naples, FL 34113
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  $34,500 per month

  • 3 Beds
  • 3 Baths
  • 2,286 Sq Ft
  • House for Rent

  718 Old Trail Dr, Naples, FL 34103

  JANUARY 2026 DISCOUNT - $20,000/month and April 2026. This exquisite, newly renovated Park Shore single family home offers an open-concept floor plan with 3 bedrooms and 3 full baths and is ideally located within walking distance to the prestigious, members-only Park Shore Beach Club and the boutique shops and restaurants of Venetian Village. The beautifully appointed living room boasts vaulted

  Samantha Ford John R Wood Properties

  718 Old Trail Dr, Naples, FL 34103
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  $5,000 per month

  • 2 Beds
  • 2 Baths
  • 1,415 Sq Ft
  • House for Rent

  8693 Querce Ct, Naples, FL 34114

  Elegant 2-Bedroom Pool Home in Verona Walk – Resort-Style Living! Perfect home for a transferring professional or someone having a home built so they can monitor progress .AVIALABLE FOR SHORT TERM MINIMUM 120 DAYS. Long-term rental must be at least 6 months and possibly up to 9 months. NO TOURIST TAX REQUIRED ON LONG TERM RENTALS. Furnished Turnkey! Step into comfort and coastal charm with this

  Jack Lanners Achieve Realty LLC

  8693 Querce Ct, Naples, FL 34114
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  $45,000 per month

  • 3 Beds
  • 4 Baths
  • 2,604 Sq Ft
  • House for Rent

  675 Yucca Rd, Naples, FL 34102

  Experience luxurious coastal living in one of Naples' most sought-after neighborhoods—Coquina Sands. Nestled on an expansive, nearly half-acre corner lot, this beautifully coastal-cottage-style home offers the perfect blend of sophistication and timeless charm. Step inside to over 2,600 square feet of thoughtfully designed living space featuring three spacious bedrooms, each with its own en-suite

  Samantha Ford John R Wood Properties

  675 Yucca Rd, Naples, FL 34102
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  $50,000 per month

  • 3 Beds
  • 3.5 Baths
  • 3,063 Sq Ft
  • House for Rent

  982 9th Ave S, Naples, FL 34102

  Just minutes from the charm of 5th Avenue South, 3rd Street South, and the sparkling waters of Naples Bay, this modern three bedroom, four bath home is your private winter sanctuary. From the moment you arrive through the lushly landscaped entrance, you’re surrounded by understated elegance, from the warm tones of Legno Bastone European wide-plank floors to the artful balance of light and space

  Sarah Wayne Gulf Coast International Lux R

  982 9th Ave S, Naples, FL 34102

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