Remarks: IMMEDIATE AVAILABILITY FOR ANNUAL RENTAL WITH TRANSFERABLE SPORTS MEMBERSHIP. Nestled in the prestigious Talis Park community, this newly completed and never lived in Fairgrove coach home offers the ultimate rental experience. With three bedrooms and two full bathrooms, this coach home-style condo offers an expansive layout with approximately 1,710 square feet. The kitchen features natural gas appliances, quartz countertops, and a generous island ideal entertaining. The primary bedroom is complete with en-suite bath, walk-in closets, and private balcony access. Enjoy seamless indoor-outdoor living with a spacious screened lanai. A two-car garage provides ample storage, while modern amenities, including impact-resistant windows and smart home technology, ensure both security and convenience. As a rental with a coveted Sports Membership, tenants will enjoy access to community amenities, including Talis Park golf course (limited privileges), tennis and pickleball courts, a state-of-the-art fitness center, resort-style pool, spa services, and multiple dining venues. The Vyne House clubhouse and beach shuttle service to Vanderbilt Beach complete this lifestyle experience. Located just minutes from Naples’ beaches, fine dining, and upscale shopping, this luxury rental presents an extraordinary opportunity to live in one of Southwest Florida’s most sought-after communities.

Listing is courtesy of: Compass Florida Llc (305-851-2820)

Listing Agent: Kaleena Figaro, Pa (239-260-9343)

Remarks: West of 41, close to the beach, in North Naples..Now available in Bay Forest! Introducing this charming first floor, 2-bedroom unit with den. (Both bedrooms offer king size beds, 2nd bedroom king bed can be separated into twin beds & pullout sofa in den accommodating up to 6 guests.) This lovely ground floor end unit offers serene preserve views from the screened-in lanai and enjoy the private front courtyard with the convenience of easy parking with deeded carport directly in front of the unit. All Bay Forest amenities are available to tenants and include: club house, pool, fitness center, library, tennis courts, shuffleboard, bocce, kayaking, canoeing, fishing, and pickleball. The community offers a variety of social activities available during your stay at Bay Forest such as: art classes, bingo, cards & table games, happy hours, karaoke, water aerobics, and so much more! Bay Forest is located on 150 acres of spectacular natural beauty bordering the back waters of the Gulf. Enjoy two plus miles of walking paths around the lakes, through the preserves and along the soon to be completed $4.5 million 2,500 ft boardwalk. The boardwalk winds through coastal prairie marsh and mangroves, ending directly over the estuaries of the Gulf. Delnor-Wiggins Pass State Park Beach and Barefoot beaches within 2 miles, minutes to fabulous restaurants and shopping, and a convenient 25 minute drive to Southwest Florida International Airport. There's no time like right now to make this your Naples rental destination! Available off season; May 2025, June 2025, July 2025, August 2025, September 2025, October 2025 Available season; November 2025, December 2025, April 2026

Listing is courtesy of: Compass Florida Llc (305-851-2820)

Listing Agent: Beth-Ann Cunningham (239-272-9556)

Remarks: ANNUAL RENTAL AVAILABLE IN DOWNTOWN NAPLES!! This third-floor residence boasts 2 bedrooms and 2 baths, is merely steps to award-winning restaurants, galleries and shopping is a perfect place to call home. Gleaming wood floors, an updated kitchen, tastefully appointed bathrooms, floor to ceiling windows and a generous balcony overlooking they city. Access to the residence is via a secure entry elevator and a carport offers one covered parking space and plenty of guest parking. Just a short stroll to the white sandy beaches! Don't miss this one!!

Listing is courtesy of: William Raveis Real Estate (239-594-2226)

Listing Agent: Monica Simon (239-867-8780)

Remarks: This updated 2 bedroom plus den unit is in the Chatham Square community in Glen Eagle Golf and Country Club. Enjoy the comfortable furnishings throughout the condo. The den has a desk and a queen pull out sofa. Relax on the screened lanai overlooking the golf course, lake and landscaped area. There is a community pool and tennis courts a short walk away. This condo comes with a transfer Golf membership for $275 (golf fees apply). Glen Eagle Golf and Country Club is an active, friendly golf community close to downtown Naples and gulf beaches.

Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-262-4242)

Listing Agent: Mary Babroff (239-405-1841)

Remarks: Available Seasonally ($11,000/m) or Annually ($5000/m). Located in Crescent, a prestigious gated enclave within Pelican Bay, this beautifully appointed 3-bedroom, 2-bathroom end-unit coach home offers the perfect Naples homebase. The spacious living room welcomes you with elegant furnishings and a soothing, neutral color palette, setting a tone of relaxed sophistication. An open-concept layout allows seamless flow between the living, dining, and kitchen areas—ideal for entertaining or everyday comfort. The kitchen is a standout, featuring a charming shiplap ceiling, granite countertops, soft-close cabinetry, stainless steel appliances, and counter-height seating. Adjacent to the kitchen, the dining area boasts three large windows, filling the space with natural light and providing seating for five. The carpeted primary suite offers a cozy king-size bed, a sizable walk-in closet with custom built-ins, and a large window with serene lake views. The primary bathroom is appointed with warm wood vanities and a walk-in shower, adding spa-like comfort. Your guests will appreciate the second bedroom with its plush king-size bed, while the third bedroom offers multi-functional flexibility, featuring a desk and a Murphy bed—perfect for a home office, extra visitors, or both. Step into the glassed-in lanai to enjoy lake and water feature views from two comfortable lounge chairs or dine al fresco at the separate table. Crescent at Pelican Bay is a highly sought-after community offering exclusive amenities including a clubhouse, pool, fitness and social rooms, and access to world-class private beach clubs with full-service restaurants, beach attendants, a staffed fitness center, and a spa and wellness center—all nestled in the heart of Naples. Live Exceptionally in Pelican Bay!

Listing is courtesy of: Gulf Coast International Lux R (239-434-2558)

Listing Agent: Sarah Wayne, Pa (239-289-2318)

Remarks: Lovely first floor coach home located in beautiful Cypress Woods Golf and Country Club. Two bedrooms and a den, updated kitchen, fully furnished and equipped. Beautiful view of the golf course. The Club offers many amenities:Pickleball, tennis, bocce ball, exercise room, Pro shop, grille room, fine dining, outdoor patio dining, library, and meeting rooms.

Listing is courtesy of: West Shore Properties Re,Mngt (239-263-7900)

Listing Agent: Carol Borelli (239-287-4340)

Remarks: Stunning condo unit with lots of natural light and a beautiful lake view! New floor, updated kitchen, coastal chic furnishing and many other extras. Carlton Lakes is a secure gated community behind Seed to Table located close to everything in the North Naples area, you will love it with the sunny pool, bocce court, tennis courts just steps from your door. This home is the perfect fit for your holidays in Naples. Minimum rental time: 30 days. Available: OFF SEASON AND SEASON 2026. The price is different for each month

Listing is courtesy of: Coldwell Banker Realty (239-262-7131)

Listing Agent: Daniela De Pietto (702-600-4134)

Remarks: Available Seasonally ($15,000/M) and Annually ($7,000/M). Enjoy Gulf views and sunset skies from every room in this totally renovated 2 BR/2 BA condo. The open floorplan provides abundant natural light that flows from the living room through to the kitchen. The coastal contemporary décor is comfortable and inviting with grey and wood tones throughout. Entertain with ease in the spacious kitchen with new stainless-steel appliances, a custom-built breakfast bar, large pantry, wine refrigerator, and ample counter space. The primary suite has views of the Gulf and features a low-profile bed, built-in storage, dual sinks and walk-in shower. Twin beds in the 2nd bedroom for guests. All of the amenities at Surfsedge have recently been renovated....brand new lobby, fitness center, guest suites and pool/spa area! Surfsedge is located minutes from shopping and dining and offers professional management, friendly staff and 24/7 security. Enjoy the best of Park Shore beachfront living! Live exceptionally in Park Shore!

Listing is courtesy of: Gulf Coast International Lux R (239-434-2558)

Listing Agent: Sarah Wayne, Pa (239-289-2318)

Remarks: Available December, January, and May 2025 for a discounted rate! Immerse Yourself in Coastal Luxury at Treviso Bay. Embrace the epitome of modern living in Treviso Bay's latest masterpiece, a coastal contemporary haven boasting high-end furnishings, grey porcelain tile, white shaker cabinets, and a stunning quartz eat-in island kitchen. Step into a sanctuary of tranquility, where natural light floods the open-concept great room through expansive and noise-free impact-resistant windows. Retreat to the private screened-in lanai and soak in breathtaking lake views and a serene backdrop of some of Rookery Bay's 110,000 acres of preserve. Trevi, a phenomenal sub-community, offers perks beyond the club's amenities, including an auxiliary pool with charcoal and electric grills and bathrooms, tennis courts, and a storage unit per resident. Indulge in Treviso Bay's unparalleled lifestyle with two clubhouses, a resort-style pool, spa, chickee bar, top-notch tennis facilities, a fitness center, bocce ball, scenic trails, and exciting social events. Explore Naples' charm, savoring culinary delights, browsing upscale boutiques, and strolling along pristine beaches. Embark on an unforgettable escape to this coastal gem, where luxury and comfort converge.

Listing is courtesy of: Achieve Realty Llc (239-642-0055)

Listing Agent: Vince Iorio (239-571-1299)

Remarks: High Seasonal Rental available December 2025, January 2026, February 2026! GOLF INCLUDED, 3 Month Minimum, A Beautiful Furnished VERANDA 2 Bedroom+Den, 2 Bath largest floor plan Veranda "Abbey Model" at Heritage Bay Golf And Country Club!!! This home is tastefully furnished, with many upgrades! Heritage Bay is a gated community offering an extraordinary lifestyle that includes the best in golf, tennis, fitness and social activities. Heritage Bay boasts a 27-hole Lewis-Azinger designed championship golf course, complete with an aqua driving range and a fully stocked golf shop. With the course architecture, course condition, landscaping and the topography, Heritage Bay is one of the most desired places to play in the area. In the Club House you will find Main Dining and Grille Room, Card Room, Billiards Room, Men’s & Ladies Locker Rooms with saunas and a fully stocked Golf Shop. Other amenities include the Tennis Facility, Fitness Center, Resort Pool, 5 Satellite Pools and Chickee

Listing is courtesy of: Naples Breeze Realty (239-821-5433)

Listing Agent: Linda Dejesus (239-821-5433)

Remarks: Location… Location.. Location, Old Naples best Vacation Destination. This newly renovated condominium is a cozy retreat in the very heart of Old Naples. Just ½ block from Fifth Avenue South where you will find fine restaurants, live theatre, browse the array of wonderful art galleries and world class shopping, best of all the property is only 4 blocks to the white sandy beaches of the Gulf of Mexico. This property is tastefully furnished with a King bed in the master with a washer/Dryer in the residence and ceramic tile throughout. High Season December - April. Off Season May - November. will do weekly off Season only.

Listing is courtesy of: Royal Shell Real Estate, Inc. (239-261-9101)

Listing Agent: Maria Metzger, Pa (239-261-9101)

Remarks: AVAILABLE FOR THE 2025 OFF SEASON AND 2026 SEASON WITH BUNDLED GOLF FOR ONLY $500 EXTRA! Perched within the lush landscape of the coveted Cypress Woods Golf and Country Club, 2925 Cypress Trace Circle #201 offers an enchanting vacation escape in the heart of Naples, FL. This sophisticated second-floor residence combines modern luxury with serene views of verdant fairways and swaying palms, creating a perfect haven for those seeking a tranquil yet vibrant retreat in Florida's tropical paradise.Upon entering, you are welcomed by an abundance of natural light that pours through expansive windows, illuminating the open floor plan. The tastefully designed living area exudes both comfort and style, with elegant furnishings that invite you to unwind and relax. Whether you're curling up with a good book or gathering with loved ones, the space provides the ideal setting for leisurely afternoons and cozy evenings. Just beyond, a stylish dining area and a fully-equipped kitchen beckon, complete with stainless steel appliances, sleek countertops, and ample cabinetry—a dream for any home chef preparing meals to be enjoyed in the adjacent dining nook or out on the private lanai.The lanai, a serene extension of the living space, offers sweeping views of the pristine golf course and tranquil lakes, making it the perfect spot for morning coffee or an evening glass of wine as the sunset casts a golden glow over the landscape. The peaceful atmosphere and the soft rustle of the nearby trees create a sense of calm, providing a natural sanctuary away from the hustle and bustle.The master suite is a true retreat, featuring a plush king-sized bed, tasteful décor, and large windows framing beautiful outdoor vistas. The en-suite bathroom is equally luxurious, boasting dual sinks, a spacious walk-in shower, and all the comforts of a private spa. A well-appointed second bedroom and bathroom ensure that guests enjoy the same level of comfort and privacy, making this home ideal for families or couples traveling together.As a guest of Cypress Woods, you'll have access to an array of exclusive amenities, including a championship golf course, resort-style pool, tennis courts, fitness center, and a clubhouse offering fine dining. Whether you’re looking to immerse yourself in the vibrant activities of the community or simply relax by the pool, this vacation rental offers the perfect balance of leisure and elegance.Situated just minutes from Naples' world-renowned beaches, upscale shopping, and dining hotspots, 2925 Cypress Trace Circle #201 is more than just a place to stay—it's a gateway to the very best of Florida’s Gulf Coast. Here, every detail has been thoughtfully designed to ensure a stay that is as comfortable as it is luxurious, promising a memorable and rejuvenating escape.

Listing is courtesy of: Keller Williams Realty Naples (239-449-1000)

Listing Agent: Bill Archer (239-324-9845)

Remarks: Available OFF-SEASON ONLY! Experience the Pinnacle of Coastal Living at St. Laurent in Pelican Bay. Welcome to this beautifully updated two-bedroom, plus den/office, two-bathroom condominium on the 5th floor of the prestigious St. Laurent building in Pelican Bay. From the moment you enter, you’re greeted by sweeping views of lush mangroves and the sparkling Gulf of Mexico, showcased through brand-new impact windows and sliding glass doors that fill the space with natural light and breathtaking panoramas. The gourmet kitchen features stainless steel appliances, a Quartz center island, and custom cabinetry—perfectly suited for entertaining or everyday living. The open-concept design flows seamlessly into the spacious, elegantly appointed living room. Retreat to the serene primary suite, which boasts a king-sized bed, private sitting room with tranquil views, and a spa-inspired bathroom complete with a soaking tub and walk-in shower. Guests will enjoy a private sanctuary of their own, featuring two full beds, an en suite bathroom, and access to the balcony through sliding glass doors. A stylish den provides a convenient workspace and includes a sleep sofa, offering additional accommodation for guests. Unwind each evening on the covered balcony as the sun sets over the Gulf—your private front-row seat to Florida’s natural beauty. St. Laurent offers an impressive array of amenities, including two guest suites, a library, tennis and pickleball courts, a game room, and a boardroom. Residents also benefit from direct rear building tram access to Pelican Bay’s private beachfront restaurants and pristine beach. Over the past four years, St. Laurent has undergone extensive enhancements, including new windows and doors, exterior painting and lighting, upgraded landscaping, a hurricane flood gate, a renovated fitness center, new pool furniture, and the replacement of all chases and ducts. Located just minutes from Naples' premier shopping, dining, and cultural attractions, this home offers more than just luxury—it offers an exceptional lifestyle in one of the city's most sought-after communities. Live Exceptionally in St. Laurent.

Listing is courtesy of: Gulf Coast International Lux R (239-434-2558)

Listing Agent: Sarah Wayne, Pa (239-289-2318)

Remarks: ***2BED/2BATH***PIPERS POINTE***FURNISHED SHORT-TERM RENTAL***This highly sought out 1st floor condo comes with two bedrooms and two bathrooms with the unit overlooking the lake and waterfall feature.Located in Piper’s Pointe, Palm River comes fully furnished! Stainless steel appliances and granite counter tops in the kitchen, gorgeous vanities and custom mirrors in the bath, and spacious, carpeted bedrooms. It also features a garden and lake view from the screened lanai. Amenities include a parking space, community pools, a clubhouse, a community room, and a BBQ area. Go shopping and dine at the Mercato Shopping Center, or relax under the sun at the Delnor-Wiggins Preserve and Beach... all these just minutes away! 90 day minimum rental per the HOA.Available:April - $1,370.00May 1 - Oct 31 : $1,530.00 a month

Listing is courtesy of: Premier Property Management (239-321-6650)

Listing Agent: Andrea Clark (239-431-0901)

Remarks: Experience true beachfront luxury in Naples! This expansive 2-bedroom, 2-bathroom residence offers 2,158 SqFt of beautifully designed space in one of the most prestigious addresses along the Gulf. Located in a beachfront building with direct access to the sand, you’ll enjoy effortless coastal living and are just a short stroll to Venetian Village premier destination for upscale shopping and dining.Amenities include a beachfront pool with direct beach access, two relaxing saunas, a private beach pavilion, a sparkling spa/hot tub, a state-of-the-art exercise room, a library, a marina, a spacious community room for social gatherings, and grilling stations available for residents. Additional conveniences such as extra storage, high-speed internet access, sidewalks for leisurely strolls, and a trash chute add to the ease of everyday living.Wake up to breathtaking bay views, walk along pristine white sands, and savor world-class sunsets all from this luxurious beachfront retreat. Embrace the best of the Naples lifestyle in this exceptional residence!

Listing is courtesy of: Exp Realty Llc (239-734-3155)

Listing Agent: Sandra Schlaupitz, Pa (239-450-8971)

Remarks: NOW TAKING RESERVATIONS FOR JANUARY THROUGH MARCH OF 2026! OWNER IS METICULOUS IN HOW HE MAINTAINS THIS UNIT AND MAKES MANY UPGRADES AND IMPROVEMENTS EVERY YEAR WHEN HE IS IN NAPLES. THIS SECOND FLOOR THREE BEDROOM UNIT HAS GREAT VIEWS OVERLOOKING THE LAKE AND CLUBHOUSE AREA. THIS PROPERTY COMES WITH AN ATTACHED GARAGE AND ALL OF THE AMENITIES BRIDGEWATER BAY OFFERS. THIS IS IN A GREAT LOCATION LESS THAN FIVE MILES TO THE BEACH AND A TREMENDOUS AMOUNT OF SHOPPING, BANKING, DINING WITHIN A MILE OR TWO. THE COMMUNITY HAS TWO POOLS; A RESORT STYLE POOL AND A SEPARATE LAP POOL THAT IS SCREENED IN, A VERY NICE EXERCISE ROOM, CLUBHOUSE (BEING REMODELED NOW), TENNIS, BOCCE, PICKLEBALL, BASKETBALL, PLAY AREA FOR KIDS, LIBRARY, BILLIARDS, THE LIST GOES ON. tHE COMMUNITY HAS SEVERAL ORGANIZED EVENTS DURING SEASON. mAKE THIS YOUR NEW HOME AWAY FROM HOME!

Listing is courtesy of: Downing Frye Realty Inc. (239-261-2244)

Listing Agent: Gerald Mathusek (239-771-2053)

Remarks: Come step inside this completely remodeled Whitestone floorplan with Southeastern exposure that comes with a IMMEDIATE PLAYERS CLUB & SPA MEMBERSHIP. Conveniently located just inside the gate and steps from the Players Club amenities, this first floor unit boasts just under 2,100 sq feet of under air living space. With three bedrooms and two and a half baths split for ultimate privacy, this condo reads spacious and luxurious. The formal living and dining room as well as the breakfast room all open onto the generous screened lanai that looks onto a lovely greenspace with a water feature. The dedicated foyer, desirable two car garage, and separate laundry room make the condo live more like a single family home. Updates include impact resistant windows and doors along with storm smart roll down shutters on the lanai, fresh paint, new flooring, new stainless steel appliances, new hot water heater, crown molding, custom cabinetry in the primary closet, and wet bar. The Lely community offers the ultimate in lifestyle living with three championship 18 hole golf courses, pickleball, tennis, spa, fitness center, resort style pool, dining options, and a grand selection of social activities. Incredible living at a great value in Lely!

Listing is courtesy of: Coldwell Banker Realty (239-262-7131)

Listing Agent: Scott Pearl (239-821-7098)

Remarks: A MILLION DOLLAR VIEW AT A GREAT PRICE! BREATHTAKING PANORAMIC GOLF AND LAKE VIEWS are enjoyed from the two story, sunny lanai with southern exposure! Short distance to shopping and the pristine Naples' Beaches!

Listing is courtesy of: Vineyards Properties Inc (239-353-5112)

Listing Agent: Carla Fantozzi (239-353-5112)

Remarks: AVAILABLE SEASON 2026 or ANNUALLY. Nothing says "Naples" like Pelican Bay - especially St. Nicole with the beach shuttle at its back door! This 7th floor beauty sits perfectly perched to enjoy a panoramic view over the Gulf of Mexico giving you a front row seat to Naples' spectacular sunsets. Remodeled with all tile floors (no carpet) and an open kitchen, no detail was spared. The den is outfitted with a built-in desk and multiple monitors for the ultimate "work-from-home" view. The living area features multiple seating areas for both TV viewing and indoor or outdoor dining. The primary bedroom suite offers a king sized bed, a mounted TV, and sliding glass doors that open to the screened portion of the lanai, and has an ensuite bath with a dressing area, two sinks, and a walk-in shower. The second bedroom has a Queen bed, its own mounted TV and a nearby bath with a shower/tub combination. Enjoy the outdoors from either the open or screened portion of the lanai. Want your toes in the sand instead? Either walk or catch the community tram that picks you up right from your building, winding you down the boardwalk and through the mangroves to one of two private beaches - exclusive to Pelican Bay residents and their guests. Building amenities include tropical pool & spa with BBQ grills, fitness facility, social room with kitchen, theater room, billiard room, guest suites, and secured building entry. St. Nicole is just a minute from upscale shopping, dining, and entertainment at Waterside Shops, Artis and Mercato. As a Pelican Bay guest, you will also have access to the community center, fitness & wellness studios, a very active tennis pavilion/pro shop, nature trails, fishing, sailing, canoe & kayaking which makes this a prime location for Naples rentals. Did I mention the view? CONTACT Listing Advisor for annual rate.

Listing is courtesy of: Premier Sotheby'S Int'L Realty (239-262-4242)

Listing Agent: Julie Baron (239-213-2978)

Remarks: Now booking season 2026! Welcome to paradise in the highly desirable Royal Wood Golf & Country Club. This beautifully updated 2-bedroom, 2-bath condo offers stunning golf course views from the southwest-facing lanai—perfect for enjoying Naples’ breathtaking sunsets. The unit is ideally located just steps from the community pool, hot tub, and tennis courts, and offers easy access to all of Royal Wood’s exceptional amenities, including an 18-hole championship golf course, multiple pools, tennis and pickleball courts, a fitness center, on-site restaurant, and pro shop. Inside, you'll find a bright and spacious layout with a modern kitchen and a comfortable open-concept living and dining area that flows out to the lanai, creating the perfect indoor-outdoor living experience. Conveniently located near shopping, dining, and Naples’ world-class beaches. Off-season rentals require a 30-day minimum, while in-season (December through April) requires a 90-day minimum stay. This is your ideal seasonal or off-season getaway!

Listing is courtesy of: Coldwell Banker Realty (239-263-3300)

Listing Agent: Jessica Withrow (239-231-0929)