$75,000 per month
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
$17,500 per month
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
$75,000 per month
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
$30,000 per month
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
$42,000 per month
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
$54,000 per month
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
$42,750 per month
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
$45,000 per month
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
$42,500 per month
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
$12,000 per month
2259 Queens Way, Naples, FL 34112
Kings Lake is a beautiful community in Naples, Florida, known for its lush landscapes and tranquil lakes. If you're in the rental market for a 3- bedroom pool home in this idyllic location, you're in for a treat. This home offer a perfect blend of comfort, luxury, and the quintessential Florida lifestyle. One of the most appealing features of this rental homes is, of course, the private pool.
Kimberly Alvord John R Wood Properties
$9,000 per month
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
$9,000 per month
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
$34,500 per month
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
$5,000 per month
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
$3,500 per month
2133 Fairmont Ln, Naples, FL 34120
Welcome to 2133 Fairmont Ln, located in the sought-after Orange Blossom Ranch community in Naples, FL. This spacious 4-bedroom, 3-bath home offers approximately 2,748 square feet of living space on an oversized lot with a beautiful lake view, private pool, and spa — perfect for embracing the Florida lifestyle. The home features an open floor plan, a modern kitchen with stainless steel appliances
Roland Abin Sanabria Century 21 AllPoints Realty
$45,000 per month
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
$50,000 per month
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
$30,000 per month
Unlisted Address
AVAILBALE MAY - OCTOBER. Exclusively available during the off-season, this exquisite cottage is the perfect place to hang your hat during a renovation, or while you look for your new forever home. Nestled in charming Olde Naples, just a stone's throw away from the pristine sandy beaches and four blocks from the iconic 5th Avenue, Naples living is at your fingertips. Boasting 5 bedrooms and 4.5
Sarah Wayne Gulf Coast International Lux R
$17,500 per month
496 Flamingo Ave, Naples, FL 34108
Owner is open to a 2-3 week leases starting in April.Renovated and updated home with high-end interior design choices. Located in the sought after area of "Conners" at Vanderbilt Beach. Minutes to the open waters of the Gulf if Mexico, glorious beaches & the exclusive Ritz Carlton. This stunning home offers amazing light and open living space, both inside and out with boat dock & lift giving
Joe Hoopfer Premier Sotheby's Int'l Realty
$100,000 per month
590 Carica Rd, Naples, FL 34108
Nestled on a sprawling 1.5-acre lot in the coveted Pine Ridge Estates, this custom-built masterpiece exudes luxury and sophistication. Designed by Wainscott, the home boasts an inviting open floor plan that effortlessly blends elegance with functionality.The oversized master wing offers a serene retreat, featuring a spacious bathroom, a lavish closet, and indulgent amenities.
Joe Hoopfer Premier Sotheby's Int'l Realty
$8,500 per month
14471 Stillwater Way, Naples, FL 34114
Available November, December or April 2027! Welcome to this stunning 3-bedroom, 2-bathroom home in the highly sought-after Naples Reserve community, where resort-style living meets ultimate comfort. This rental includes your own private pool and a convenient golf cart for easy access to nearby amenities. Enjoy exceptional community features like a resort-style pool, sandy beach area, and fire pit
Tina Keppy William Raveis Real Estate
$70,000 per month
160 Broad Ave S, Naples, FL 34102
Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for sunset. Inside, airy, sunlit rooms flow effortlessly for gathering and relaxing. The chef’s kitchen
Jake Ponsler Naples Vacation Properties
$8,000 per month
1878 Mustique St, Naples, FL 34120
This stunning 3-bedroom, 2-bath home offers breathtaking lake views and an array of premium upgrades, making it perfect for modern living. With an open floor plan, this home features a gourmet kitchen with a large island, a great room, and a formal dining room, providing a seamless living experience. The great room’s sliding glass doors open to a spacious screened lanai, ideal for outdoor
Christina Falzarano Bajrakta The Real Estate Connection LLC
$14,500 per month
647 110th Ave N, Naples, FL 34108
** READY FOR A WEEKLY, MONTHLY OR LONGER-TERM TENANT STARTING DECEMBER 2025 ** NO HOA ** MOVE IN FAST ** See Rates Below** LUXURY LUXURY LUXURY ** Welcome to your exclusive sanctuary in Naples Park — a stunning, fully remodeled three-level luxury home designed for comfort, wellness, and elevated coastal living. With over 2,855 sq ft of interior living space, this exceptional residence features 4
Cheri Anne DeMonico Premier Property Management
$45,000 per month
590 Carica Rd, Naples, FL 34108
Available for immediate occupancy. Nestled on a sprawling 1.5-acre lot in the coveted Pine Ridge Estates, this custom-built masterpiece exudes luxury and sophistication. Designed by Wainscott, the home boasts an inviting open floor plan that effortlessly blends elegance with functionality. The oversized master wing offers a serene retreat, featuring a spacious bathroom, a lavish closet, and
Joe Hoopfer Premier Sotheby's Int'l Realty
$14,500 per month
115 Cambria Ln, Naples, FL 34112
Set on a premier corner lot within the exclusive Seahorse Cottages at Cambria, this furnished 3-bedroom, 3.5-bath pool home embodies the best of modern Naples living—combining refined design, effortless indoor-outdoor flow, and an unbeatable location just minutes from the beach and Downtown Naples. Built in 2022 and barely lived in, the two-story residence features extensive designer upgrades,
Julie Danaher Coldwell Banker Realty
$22,000 per month
8957 Shenendoah Cir, Naples, FL 34113
AVAIL APRIL 2026. Spend this winter in Paradise in this exceptional home in The Majors, an exclusive community in LELY RESORT. Fabulous long LAKE VIEWS with southwestern exposure for spectacular panoramic sunsets. Exquisitely remodeled and tastefully furnished, this home will make this your most memorable vacation. SPACIOUS Master Bedroom with access to the lanai, separate tub and shower, two
Vivian Lugo Berkshire Hathaway FL Realty
$4,800 per month
9207 Shadow Oak Ln, Naples, FL 34120
ANNUAL RENTAL $4,800/mo. Or SEASONAL/Short Term RentalImmaculately maintained single family home is a must see! Residence features an open floor plan with three bedrooms plus a den, three full bathrooms and two car garage with plentiful storage. Enjoy lakefront sunsets from your large screened lanai complete with an inviting pool. The award-winning neighborhood of Bent Creek Preserve,
Christopher Ardezzone Marzucco Real Estate
$10,400 per month
6478 Waverly Green Way, Naples, FL 34110
Carlton Lakes home away from home. Welcome to this inviting well equipped pool home conveniently located for easy travel to beaches, shopping and nightlife just North of Seed to Table in Carlton Lakes. Heated pool and covered lanai offer Florida living at its best. Two story home with a traditional layout of formal dining and living room with great room style kitchen and family room. Very well
Shawn Cassel Woodruff Property Management
$6,500 per month
431 Dundee Ct, Naples, FL 34104
AVAILABLE FOR SEASON 2026!!! Nice three bedroom (King, Queen and Twins), two bath pool home overlooking a west facing lake providing beautiful sunsets. The home is fully furnished, just bring your toothbrush! This home is located on a very quiet cul-de-sac in the popular gated community of Briarwood. Briarwood has many amenities including: a lap pool and a second relaxing pool, tennis court,
Linda Brand Brand And Associates Inc
$11,000 per month
Unlisted Address
Enjoy lake views from this 2 bedroom plus den single family home located in the gated community of Prestwick in Lely Golf Resort and Country Club. Enjoy beautiful lake views from the screened-in heated pool in this comfortably furnished 2 bedroom plus den with sofa bed, 2 bath home with 2 car garage. The open floor plan features a formal living room with TV and dining room that seats 6. The open
Mary Babroff Premier Sotheby's Int'l Realty
$9,500 per month
3837 Ruby Way, Naples, FL 34114
Gorgeous 4 Bed 3 Full bath home for SEASON in Copper Cove Preserve. Pool and gated community in SE Naples. You will love this home with large, screened lanai ready for entertaining with grill, sound bar for music, and lots of seating and dining space overlooking water. The living room has very comfortable leather auto reclining couches. Each bedroom is fresh and ready for your vacation stay. King
Lauren Wells Premier Sotheby's Int'l Realty
$25,000 per month
1900 Sandpiper St, Naples, FL 34102
AVAILABLE January 6, 2026 - February 28, 2026. Tastefully Renovated Royal Harbor Home. Walk in through oak front doors into an open floor plan with vaulted ceilings and view to the outdoor living area and pool that overlooks the canal. Enjoy a luminous kitchen including White Glacier countertops, white cabinetry-to ceiling w/glass fronts, gas stove/gas range with hood, microwave all new with the
Mary Babroff Premier Sotheby's Int'l Realty
$3,900 per month
2621 Golden Gate Blvd W, Naples, FL 34120
Welcome to this beautifully maintained fully-furnished home situated on 2.56 acres in the heart of Golden Gate Estates - offering the perfect blend of privacy and comfort. Step inside to discover a bright and inviting interior featuring an open floor plan ideal for both relaxing and entertaining. The home boasts a screen-enclosed pool and lanai, creating a private outdoor oasis perfect for
Stela Sotiraj Realty One Group MVP
$6,800 per month
1961 Imperial Golf Course Blvd, Naples, FL 34110
Pool home in a quiet, relaxing community in Imperial Golf Estates. This home features two-bedrooms, plus den and two-baths with a private, heated swimming pool. Sleeping six, this is the perfect getaway for the entire family. A screened lanai overlooking a spacious backyard sets the stage for a perfect evening under the stars. This well-appointed home is decorated in neutral tones with red
Dawn Hardee Royal Shell Real Estate, Inc.
$8,000 per month
2261 Kings Lake Blvd, Naples, FL 34112
Be ready to come enjoy your winter in this 3-bedroom, 2-bathroom pool home is perfectly poised to offer you the quintessential Naples lifestyle. Nestled in a tranquil setting this residence not only boasts modern comforts but also provides a seamless blend of indoor and outdoor living, making it an ideal retreat for couples seeking a peaceful getaway. Step into the primary suite with king bed,
Dawn Hardee Royal Shell Real Estate, Inc.
$9,000 per month
242 Belville Blvd, Naples, FL 34104
Spectacular lake view from this 2-bedroom plus den, 2 bath home with 2 car garage. Living area features fully equipped kitchen, granite countertops, stainless steel appliances, opens to morning room with seating for 4 and large bay window, and living area with flat screen TV. The primary bedroom suite has a king-sized bed, walk-in closet, walk-in shower and separate tub, and includes an entry to
Dawn Hardee Royal Shell Real Estate, Inc.
$18,000 per month
723 Willowhead Dr, Naples, FL 34103
Just blocks from the pristine Gulf beaches and minutes from world-class shopping and dining, this fully remodeled Park Shore pool home offers the perfect blend of comfort and location. Featuring 3 bedrooms, 3 full baths, and a sparkling heated pool, the residence is nestled behind a circular driveway and surrounded by lush tropical landscaping—your private oasis in the heart of Naples.Step
Kal Anderson Coldwell Banker Realty
$3,200 per month
8385 Whisper Trace Way Unit 104, Naples, FL 34114
Beautiful, corner unit on serene pond with screened lanai and attached one-car garage. This freshly painted, light and bright unit features 2 bed/2 baths plus den; newer quartz counters, new microwave in open kitchen; beautiful new chandelier in dining room; new LV floors and ceramic floors; new counters and new lighting in both bathrooms; brand-new LC washer and dryer in laundry room. Great,
Peggy Austen Edgewater Realty & Homes LLC
$25,000 per month
360 Carlton Place Unit 11, Naples, FL 34108
Spectacular panoramic golf course view from this two-story remodeled from top to bottom Carlton Place Villa in Pelican Bay. Open, airy villa with southern exposure, 3 bedrooms plus den and 4 baths. Very tastefully decorated with comfort in mind. The brand-new ground floor is transitional in style with all new kitchen appliances and a bar with a wine cooler and icemaker. The living room feature a
Maria Metzger Royal Shell Real Estate, Inc.
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