Remarks: Available from May until December at $6800 a month, December to April 2026 at $20,000 a month, including utilities! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two private suites, and a flexible room, beautifully furnished. Embrace downtown living at its finest, right in the heart of Olde Naples, where you can immerse yourself in the vibrant energy and allure of the area. Step out onto your expansive 400 sq ft private balcony, offering a stunning view of the iconic 5th Ave—a perfect spot for hosting gatherings against the backdrop of the bustling cityscape. Enjoy breathtaking sunrises and sunsets over the palms while enjoying exclusive access to rooftop pool concerts and stunning views of Cambier Park. Experience boutiques and top-tier restaurants along the coveted 5th Ave and 3rd St. S., and Naples' pristine, white sandy beaches just moments away.

Listing is courtesy of: Coastal Intl Properties Llc (239-238-5656)

Listing Agent: Dina Covato (239-238-5656)

Remarks: Tucked away in the prestigious community of Positano Place, 12975 Positano Circle #102 in Naples is an exquisite residence that captures the essence of refined coastal living. This ground-floor home is the epitome of elegance, boasting an open-concept design that seamlessly blends style with functionality. As you step inside, you are welcomed by a bright, airy living space adorned with high-end finishes and large windows that invite the Florida sunshine to fill every corner.The gourmet kitchen is a masterpiece, featuring polished granite countertops, modern cabinetry, and top-of-the-line stainless steel appliances, perfect for both everyday meals and entertaining. Upgraded fixtures throughout the home include a brand new dishwasher, adding both style and convenience. The entire property, including the spacious one-car attached garage, has been freshly painted, and the garage provides plentiful room for storage. The garage is conveniently located in the space closest to the building's entrance near the residence's front door, and the property also includes an additional private parking space directly in front of the garage door for added convenience.For those who work from home or need a dedicated study space, a built-in desk area adds functionality without compromising the home’s elegant design. The expansive living area flows gracefully to a private screened lanai, a peaceful haven where you can unwind while enjoying views of lush landscaping. The spacious master suite offers a true sanctuary, complete with a spa-like ensuite bathroom that boasts a glass-enclosed walk-in shower and double vanity sinks. A second bedroom, equally well-appointed, provides versatility for guests or home office needs.Within the gated Positano Place community, you'll find resort-style amenities at your fingertips, including a sparkling pool, jacuzzi, state-of-the-art fitness center, clubhouse, pool table, shuffleboard, and even a business center. Located just a short drive from Naples' world-renowned beaches, upscale shopping, and fine dining, this home offers not only luxury but a lifestyle that is second to none.

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

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

Remarks: Off-season Rental starting May 1st!* (2026 Full Season is still available, no golf in season) Gorgeous 1st floor 2 bedroom + den corner unit with covered parking allows you to enjoy the Esplanade Golf & Country Club Resort during this off-season with lifestyle amenities of pickleball, tennis, billiards, bocce courts, golf, and an incredible resort style pool. Socialize poolside at the Bahama Bar. The Culinary center offers an array of dining options, and you can enjoy the monthly social events in the wine tasting room, the teaching kitchen, and other seasonal gatherings. The community also offers a dog park and miles of hiking and biking trails. There is even an onsite beauty salon and full service spa. Corner unit gives you a larger Lanai and extra windows for a tons of natural light! Covered Carport right out side your door plus plenty of guest parking. Enjoy a fabulous golf course for a reduced rate during off-season. Excellent chipping/putting area and driving range. If you're a tennis player - there are no shortage of courts and leagues to join!

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

Listing Agent: Marc Middleton (305-710-3422)

Remarks: Available at this off-season rate until December 2025.Spectacular view of the water, 17th tee with water feature! Top floor! January February March available at a seasonal rate.. This will also be available for the January 2026 at season 5500 rate. This has four televisions with updated appliances and newer furniture. Three bedrooms. Gorgeous Lake and Golf course views in this Fantastic and Spacious 2/2 Condo. This Special piece of Paradise is located in the Highly desirable North Naples community of Cypress Woods Golf and Country Club, a very active, all inclusive Bundled Golf Community. Included amenities in Cypress Woods are a Championship 18 hole golf course designed by Gordon Lewis, majestic and recently renovated clubhouse, featuring excellent Cuisine, Tennis, Pickle Ball, Bocce Ball, Gym, Resort Style Pool and Hot Tub. there's always something to do, weather it's golf, Social or Dining Events. This community is also just a short drive to the beautiful Beaches, Fine dining and Shopping Naples is known for!

Listing is courtesy of: Remax Affinity Mercato (239-793-2777)

Listing Agent: Tess Alley (717-497-1229)

Remarks: 1st floor unit with great lake view located in Blue Heron of Naples. All new vinyl flooring in the bedrooms and fresh paint. Primary bedroom offers walk in closet and shower. Screened lanai with view of lake. Full sized washer and dryer and carport included.

Listing is courtesy of: John R Wood Properties (239-394-4040)

Listing Agent: Stacy Witthoff (239-248-3231)

Remarks: Stunning Lakefront End Unit in Stratford Place – Annual Rental: $2,950/month – Available April 20, 2025 / Short-Term Rental: $4,200/month. Discover the perfect blend of comfort and convenience in this beautiful lakefront end unit nestled within the gated and friendly community of Stratford Place. This exquisite 2-bedroom + den, 2-bathroom residence is stylishly furnished and ready for you to move in and relax.Property Highlights:Spacious & Elegant: Thoughtfully designed open floor plan with tasteful furnishings, creating a warm and inviting atmosphere. Updated Features: Brand-new soft carpet enhances the comfort and charm of the home.Convenient Parking: Includes a one-car garage, an additional parking space, and nearby guest parking.Situated just minutes from the prestigious Region Hospital and nearby medical clinics, this residence is ideal for professionals, doctors, and nurses seeking convenience and comfort. Enjoy close proximity to Naples' pristine beaches, with easy access to I-75 and just 20 minutes from Southwest Florida International Airport.Close to Everything: Enjoy upscale shopping, dining, and all the best that Naples has to offer.Experience the peace and relaxation you deserve in this serene lakefront retreat.

Listing is courtesy of: Liberty Realty Of Amercia, Llc (239-572-3371)

Listing Agent: Liri Basha (239-293-2300)

Remarks: Charming Seasonal Rental in the Heart of Naples, FL!Welcome to 1900 Alamanda Dr, Unit 305, a delightful retreat in the sought-after Moorings neighborhood of Naples. This turnkey-furnished, 2-bedroom, 2-bathroom condo offers 950 sq. ft. of well-designed living space, perfect for your short-term getaway or seasonal stay.Key Features:Location, Location, Location: Nestled in the vibrant Olde Naples area, this property places you minutes away from pristine beaches, world-class dining, and boutique shopping.Comfortable Living: Bright, open interiors with modern furnishings ensure a relaxing experience from day one.Community Perks: Enjoy access to a sparkling community pool, perfect for unwinding under the Florida sun.Convenient Amenities: Equipped with a cooktop, refrigerator/freezer, microwave, and central cooling for your comfort and ease.Rental Details:Seasonal & Off-Season Rate: $4,550/monthMinimum Lease Term: 90 daysNo Pets & Smoke-Free PropertyIncludes parking with 1 detached carport space.Whether you're looking for a serene escape or a home base to explore everything Naples has to offer, this condo delivers the best of both worlds. Experience comfort, style, and convenience all in one beautiful package.Don't miss out on this fantastic rental opportunity—secure your spot in paradise today!

Listing is courtesy of: Sun Realty (239-649-1990)

Listing Agent: Douglas Fern Fernandez (786-647-5151)

Remarks: BEAUTIFUL COACH HOME 2 BEDROOMS PLUS DEN END UNIT SITS IN ONE OF THE BEST LOCATIONS. IT FEATURES A BEAUTIFUL WRAP AROUND LAKE AND WESTERN EXPOSURE AND CAR PORT. ALL THE ROOMS HAVE A WATER VIEW. UNIT WAS RECENTLY UPDATED WITH NEW LAMINATE FLOORING AND PAINTED. VERY SPACIOUS LIGHT AND BRIGHT AND IT IS IN IMPECCABLE CONDITION. YOU WILL LOVE HOW CLOSE IS TO MERCATO , VANDERBILT BEACH. WALKING DISTANCE TO SHOPPING AND RESTAURANTS. WONDERFUL COMMUNITY OF PIPERS GROVE OFFERS NICE AMENITIES WITH RESORT STYLE SWIMMING POOL, CLUB HOUSE, TENNIS COURTS.

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

Listing Agent: Ewa Fila (708-268-7273)

Remarks: Beautifully Furnished 2 Bedroom, 2 Bath First-Floor Condo – Move-In Ready!This charming first-floor condo features 2 spacious bedrooms and 2 full baths, fully furnished and ready for you to enjoy. Ideally located just minutes from downtown, with shopping and dining within walking distance.Location, convenience, and comfort – all in one!Enjoy resort-style amenities including a gorgeous community pool, pickleball courts, tennis, and more. This turnkey property also includes a private patio and additional storage space.Don't miss this perfect blend of style and lifestyle – your ideal home awaits!

Listing is courtesy of: Remax Affinity Mercato (239-793-2777)

Listing Agent: Melanie Listrom (239-272-5994)

Remarks: Immaculate, upgraded condo in Treviso Bay – fully furnished and available for immediate move-in! This elegant top-floor 2-bedroom, 2-bathroom residence offers a long-term lease opportunity and exemplifies luxury living in the heart of Naples. Enjoy peace and privacy with no upstairs neighbors, while taking in the sophisticated design and upscale furnishings throughout the unit.Located within the prestigious, gated community of Treviso Bay—home to the acclaimed TPC golf course—residents enjoy a wealth of resort-style amenities. Choose from six stunning pools, including a spectacular resort-style pool with its own restaurant and bar, ideal for relaxing under the Naples sun. The expansive fitness center features everything from yoga to Pilates, while the on-site spa offers a serene retreat.For sports enthusiasts, the community boasts eight clay tennis courts, as well as bocce and pickleball courts to keep active and engaged. This condo invites you to experience refined, comfortable living in one of Naples’ most vibrant and exclusive settings.

Listing is courtesy of: Naples Vacation Properties (239-206-3375)

Listing Agent: Keith Ponsler (239-248-5362)

Remarks: Come and enjoy direct views of the Gulf of Mexico from this 22nd floor 2 bedroom/2 bath condo!!ALL the amenities of the incredible PELICAN BAY transfer to the tenant for a mere $300.00!!!! (NO GOLF). These amenities include Beach Chair and Umbrella service, trams, restaurants, sailboats, Kayaks, canoes, Tennis, Pickleball and SO MUCH MORE!

Listing is courtesy of: Domainrealty.Com Llc (239-301-4301)

Listing Agent: Rose Krause (239-207-9892)

Remarks: URBAN LIVING with a Naples twist! Just minutes from Vanderbilt Beach, The Strada at Mercato offers quiet, contemporary living coupled with upscale shopping and dining in the trending North Naples neighborhood. This two bedroom, two bath 1500+ sf 3rd floor retreat offers one king and one queen sized bed along with every creature comfort to make your stay enjoyable. Watch the sun set over the plaza from your large open lanai or head 2 miles down the road to see a beach sunset. As a resident at The Strada, you have access to the Amenity Level which offers the use of the roof-top 52-foot heated pool with waterfall and spa, community gas grills, an open fire pit and multiple comfortable outdoor seating areas. Also available is a very-well appointed fitness center and an extraordinary venue room with a bar and catering kitchen to host special events. The Strada is a pet-friendly community and offers a "dog run" for your convenience and their pleasure. The unit comes with two assigned, secured, and covered parking spaces as well as a storage closet for a long-term tenant. The gorgeous white sands of Vanderbilt Beach are only 1.8 miles from your door.

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

Listing Agent: Joe Hoopfer, Llc (239-810-0885)

Remarks: This Annual Rental Opportunity will not last long! This 2nd floor light and bright 2 bed/2 bath condo is spacious, perfectly located, and absolutely stunning inside! A renovation comparable to muti-million dollar properties was completed in December 2023. All new EVERYTHING including: custom kitchen with solid wood shaker soft close cabinets, contemporary glass backsplash, stunning quartz counters and a stainless steel Whirlpool appliance package. Both baths were also renovated to the highest standards including; solid wood shaker cabinets, quartz cabinets, custom shower doors and Moen fixtures. High-end LVP flooring throughout. New electric, plumbing and recessed lighting and hurricane rated window in living room. Newer hurricane rated window in guest bedroom, washer, dryer, A/C and water heater. This gated community is within minutes of everything that makes Naples THE place to live: Historic Olde Naples, Mercato, Publix, Target, Bayfront and of course, and our pristine beaches!

Listing is courtesy of: Premiere Plus Realty Company (239-732-7837)

Listing Agent: Janet Berry (239-450-1892)

Remarks: AVAILABLE MAY THROUGH DECEMBER 2025!! PET FRIENDLY!!! This pristine 2 bedroom plus den, 2 bath condo in Esplanade is a beautiful annual rental in a resort style community. This beautiful community has a beautiful golf course, a resort style pool, fitness center, restaurant, har tru tennis courts & pickleball. Just 20 minutes from dinning, shopping, entertainment and night life, and the beautiful beaches of SW Florida. This is an ideal seasonal rental. SOCIAL MEMBERSHIP ONLY!!!!

Listing is courtesy of: Domainrealty.Com Llc ((239) 301-4301)

Listing Agent: Jack A Breyman ((239) 289-8202)

Remarks: AVAILABLE FOR ANNUAL RENT AT 1950.00 and SEASONALLY FOR 3500.00 per month!First Floor, End-Unit condo in Gulf Winds East with BEAUTIFUL LAKE VIEWS from your patio. The 2-bedroom, 2-bathroom home has all tile floors, is fully furnished, and ready for move in! Tennis Courts, Community Pool, Picnic Tables, and walking path around lake! A short drive to either Naples beaches or Marco beaches, shopping and entertainment. Unit comes with assigned parking space and guest parking.

Listing is courtesy of: Re/Max Alliance Group (239-260-3500)

Listing Agent: Gregg Hanifin (239-253-7722)

Remarks: Now available for winter season 2026 or longer term/annual rental! This lovely, upgraded 2 bedroom 2 bathroom Park Shore condo is located on the second floor and offers a spacious living area with screened-in patio, as well as a separate dining room. Swan Lake Club subdivision is ideally situated on the prestigious Crayton Rd. and just a short walk away from the world-famous Parkshore Beach as well as Venetian Village Shops and Restaurants. Club amenities include relaxing lakeside swimming pool and barbecue area for those Al Fresco dinner nights. With beach pass included, and plenty of parking available right outside the building, this one's a winner year-round. Minutes away from Mercato, Waterside Shops, Artis-Naples, 5th Avenue, golf, boating and water activities, art galleries and boutiques.

Listing is courtesy of: Self Realty (239-777-4741)

Listing Agent: Lijana Stepankevicius (561-400-6131)

Remarks: Available May 1, 2025. Only 6 miles to the beach, this quiet gated community of Huntington Lakes is located in North Naples. This 2 BR/BA unit has been fully remodeled to make your stay in paradise memorable. New white shaker cabinets, stainless steel appliances and granite countertops in the kitchen with plenty of counter space to cook in, a breakfast bar and dining area for entertaining. The master bedroom has a queen bed with an ensuite bathroom. Both bathrooms have walk-in showers with glass doors, double sinks and plenty of cabinets for storage. This split layout gives you privacy from the guest room area equipped with twin beds. Wake up or end your day overlooking the views of the lake. This community has many amenities to offer so enjoy the clubhouse, pool, bocce, tennis and fitness room. Don't wait it won't last.

Listing is courtesy of: Napoli Realty Services, Llc (239-254-7764)

Listing Agent: Denise Verduzco, Pa (617-480-0758)

Remarks: RESERVE NOW FOR 2026 SEASON or special off season pricing. This oversize 2 bedroom/2 full bath unit with extra large lanai comes fully furnished and equipped and is situated in convenient Palm River Estates; a short drive to the beach and walking distance to great restaurants, coffee shops and more. You are just steps from the community pool. This unit comes with a carport plus another dedicated parking spot, in addition to guest parking. Tons of indoor storage and bonus storage unit outside.

Listing is courtesy of: Domainrealty.Com Llc (239-301-4301)

Listing Agent: Yvonne Isecke, Llc (586-801-3000)

Remarks: ***LELY RESORT***2 BEDS+DEN/2BATH***BEAUTIFUL SEASONAL RENTAL*** This lovely 2 bedroom +Den - One car garage, 2nd floor condo is in beautiful sought-after Lely Resort which is conveniently located with 2 public and one private championship golf courses. This beautiful condo is meticulously maintained and comes turnkey ready for your next vacation! Tastefully furnished and new appliances to best suit you. Perfect for entertaining guests and loved ones! Relax on the screened in lanai or take in the most beautiful sunsets over looking the Lake and Golf Course. Enjoy the community pool and spa located just steps away. What's even better coming in 2024, is that this home will come with the Player's Club Owner's Transfer! The Players club has pools, restaurants, fitness center, spa and so much more!! Conveniently located near downtown for world class shopping and dining

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

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

Remarks: FOREST GLEN - GOLF & CC - 2 BEDS / 2 BATHS Enjoy paradise in this charming 2 bedroom/ 2 bath condo. Located in the popular neighborhood of Forest Glen. Modern design. Community Pool. Arthur Hill Designed Golf Course. Voted the # 1 course in the USA by Golfnow.com. Active Tennis program with a Tennis Pro. Nature Trails, 24/7 Fitness Center, Putting green & Aqua range. Renovated Clubhouse with Pub, Poolside Bar & Grill. Enjoy fabulous meals at the Club or relax at the Cabana Bar & Grill. Many social activities! Formal and Casual dining options. The beautiful beaches of Naples and Marco Island are 15-20 minutes away. Forest Glen is located just off Interstate 75 at Collier Blvd with nearby shopping, dining and entertainment options. Membership Transfer Fee $350 Jan - Feb $4,200 Mar - Apr/Dec $3,210 May - Oct $1,950 Nov $2,710

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

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