Are you looking for a sunny getaway? Our monthly rentals in Naples, Florida, offer a perfect escape. Whether you're seeking a winter retreat or a long-term stay, Naples has it all. From stunning beaches to world-class golf courses, there’s something for everyone.
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first floor classic coach home with secluded garden viewThis brand new first floor condo completed in 2021 will impress as it features ceramic tile flooring throughout the main area, carpet in the bedrooms, beautiful appointed cabinetry and a neutral color palette. One small pet is permitted with ...
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Great Location!! This Rarely found one bedroom with just steps to Wiggins Lake beach has a large beautiful pool and tennis available. Cozy up in this comfy condo that features an updated kitchen, bathroom and floors. Living room sofa is also a sleeper for any additional guests. The large lanai overlooks ...
Distance to beach: 0.9 miles to Park Shore Beach and Park
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Completely renovated, ground floor Belair Club condo in the lovely Park Shore neighborhood of Naples. Two bedroom, 2 bathroom with open living/dining/kitchen. All new appliances including a built-in refrigerator, induction cooktop, oven, microwave, dishwasher, kitchen aid mixer and in unit washer and ...
This pristine condominium is in an ideal location. There are so many shops and restaurants within walking distance and the beach is a short drive away. We enjoyed the friendly neighborhood and Tracy (the ...
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Welcome to the ultimate luxury vacation destination for eight in the upscale neighborhood of Naples Park, only a few blocks from the renowned Vanderbilt Beach and Lagoon. This property is ideally appointed for groups and entertaining, and there’s a plethora of upscale dining, shopping, and happy ...
Distance to beach: 6 miles to Lowdermilk beach and others
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Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with ...
Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed
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This exceptional 3-bedroom home, located in the desirable Treviso Bay community, offers a rare chance to rent a property with a full golf membership to the exclusive TPC Treviso Bay golf course—an amenity that's hard to find in rental homes. Perfect for golf enthusiasts, you'll have access ...
Treviso Bay is a beautiful property with an amazing resort like club house and pool. This community is perfect for all ages. You become part of the community when you rent and are treated that way from ...
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Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub, ...
Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been ...
Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass
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Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished ...
We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything ...
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Discover your coastal paradise with breathtaking waterfront views on Vanderbilt Bay! This 2-bedroom, 2-bath retreat features an open layout with chic beach-inspired décor in soothing coastal hues—perfect for a dream vacation. The fully updated kitchen boasts sleek white cabinetry, granite ...
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This condo is immaculate and is located in Sterling Oaks in a resort style gated community known for it's outstanding tennis program and Jr. Olympic size swimming pool, a fitness center and many other great amenities. The cabana bar offering food and beverages services while poolside and a very ...
This condo is very clean and well equipped. Everything you will need is in the kitchen. Fridge with ice maker which we loved. Comfortable furniture throughout! We enjoyed our stay at this condo
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This West Indies Style Architecture will impress as it features ceramic tile flooring throughout the main area with carpeted bedrooms, and beautiful appointed cabinetry. Pets are not permitted in this condo.The condo consists of 2,688 SF total, two-car garage, a large master bedroom ensuite with an ...
Distance to beach: 10 miles to Naples Beach
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Minutes to Tigertail Beach!Enjoy beautiful sunrises and sunsets in your home, mingle with family and friends. Enjoy Life!Come to Florida and stay Awhile!!!!!Falling Waters Beach Resort is located in a gated community near the intersection of U.S. 41 and Collier Blvd. in Naples, Florida. Home ...
Lovely condo- Very clean, stylish decor, new appliances, best location in complex near clubhouse and pool. Great location - many restaurants and shopping nearby, minutes to Marco or downtown Naples. Met ...
Distance to beach: 0.2 miles to Vanderbilt
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Spectacular renovation done on this Princeton Place Pent House condo in Wiggins Bay with beautiful views. This very bright and clean condo is available as a seasonal rental in a community with a lot of amenities and activities. The owner has a Tarpon Cove Club membership which can be transferred to the ...
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Welcome to paradise at the Lely Ole resort in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a very quiet and private quad offering a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of ...
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Take a break and unwind at this peaceful oasis. Less than five minutes walk from the beautiful Vanderbilt beach, bring your favorite beach attires and relax for a month? Why not more? It is beach time EVERYTIME! This condo has been newly renovated!
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*90 day minimumThis 3 bed/3bath condo is bursting with charm and only a 10 min walk to the beach. Ideally located on the bay across from the Venetian Shops and a short drive to Downtown. In the morning, watch the dolphins playing from 'your' living room! In the evening, lounge by the pool ...
Liz’s home was absolutely perfect for us as snow birds from Michigan. Checking in was seamless and the home was absolutely beautiful. The home was open and clean and felt so much larger than we expected. ...
Distance to beach: 10 miles to Naples Beach
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Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style ...
Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.
Distance to beach: 20 feet to Vanderbilt beach
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Beautiful condo steps from Vanderbilt Beach Only a 2 minute walk from beautiful Vanderbilt beach with its own private entranceUpdated lanai with new pottery barn furnitureAvailable May 2024 and onThis beautifully decorated condo is steps from Vanderbilt Beach with its owns bluebill entrance! ...
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Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and ...
Distance to beach: 1 miles to Delnor Wiggins Stat Park
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Top location - very near to Vanderbilt Beach and Delnor Wiggins Park This comfortable 2.150 ft² dream villa was created in high-ceiling construction (the ceilings are up to 11,5 ft high), which enhances the generous impression of the interiors.The large pool is electrically heatable. The 1.000 ...
Wir haben 17 wunderbare Tage in der Villa Royal Palm verbracht. Die Ausstattung ließ nichts zu Wünschen übrig. Das Haus und der Pool sind sehr sauber und gepflegt. Die Kommunikation mit dem Vermieter war ...
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ANNUAL RENTAL SPECIAL! This contemporary 2-bedroom, fully furnished condo is located directly on the sand with stunning views of the turquoise gulf waters and crystalline coast.The contemporary unit has 2 bedrooms, 2 baths, a spacious open kitchen/living room, all new appliances, stone floors and ...
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The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have new Casper mattresses. The layout of the condo offers a beautiful view ...
This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!
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Our beautiful home in Naples Florida on Airport Rd between Pine Ridge and Orange Blossom just south of the Ritz Carlton in prestigious wonderful Walden Oaks, a prime location overlooking the lake. It is 2000 sq ft of air conditioned luxury. Discount for 30-90 day booking call us or email use for special ...
It is my pleasure to write a review because it is all positive. This villa has recently been beautifully decorated and renovated. It is located in a pleasant neighborhood that is easily walkable. There ...
Distance to beach: 1 miles to Vanderbuilt
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Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air saltwater pool ...
We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance ...
Distance to beach: 8 miles to Vanderbilt Beach
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Seasonal / Annual rental- NaplesRecently updated, 2 story townhouse 3 bd/2 1/2 ba., fully furnished, 15 min from Vanderbilt Beach, 5 min from Mercato shopping mall ! Located in Islandwalk gated community. Resort style living offers: - clubhouse ( library) - 2 pools ( lap pool and resort style ...
This place and landlord were exceptional. The home was half a block from the town center, pool, and restaurant. The home itself was very nice and clean. The landlord Erik was very gracious and an excellent ...
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90 days MIN rental. Rarely available for rent, attached villa with over 2000 sq ft to enjoy. Lovely, spacious villa, 3 bedrooms plus den, 2 master suits, with amazing layout and private lucious backyard and side yard with total privacy. Bright, neutral and open layout with 3 bedrooms and 2 full baths ...
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Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on ...
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Welcome to your vacation rental at 228 Belina Drive, Unit 606, Naples, FL 34104! Nestled within the highly sought-after Sapphire Lakes community, this charming 2-bedroom, 2-bathroom condo offers stunning views of a tranquil nature preserve from the screened lanai. Owner recently updated all furniture ...
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This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door ...
Distance to beach: 525 yards to Vanderbilt Beach
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With an exclusive North Naples location and an inspiring gulf view, our home provides an easy living penthouse atmosphere; ocean views, minutes to beach, resort amenities, close to dining, shopping, golf, tennis and other activities. Our exquisite well-maintained, spacious and modern condo features new ...
If I could give a 10 star rating I would. The condo was well stocked with all the amenities that you would need.Very clean & updated. Tks Inna
Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach
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Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer ...
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first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior ...
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This multiplex condo, a West Indies Style Architecture completed in 2022 will impress as it features ceramic tile flooring in the main areas and carpet in the bedrooms, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath the building. This ...
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Gorgeous 3 bed/2bath furnished condo only three miles form one of the finest beaches in Florida. This second floor end unit comes with lots of bright sunlight and everything has been updated. Enjoy a fantastic full view overlooking the all natural Florida preserve and clubhouse which is spectacular after ...
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2026 SEASON INQUIRIES NOW OPEN!Availability: March 2-7th, 2025, March 19th-23rd, April, May, June OPEN!Welcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly desired Greenlinks at Lely Resort. You can’t beat this location!Enjoy our newly renovated, fully stocked ...
Just loved staying here.The home is beautifully furnished throughout - and has everything you could need.Carolina is so helpful too - really quick response to any query.It is a fab location ...
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Remodel 2-bedroom 2 baths lake front condo. Small dogs are welcome. Golf course, restaurant and Pro shop short distance from Condo. Spacious master suite offers Walkin shower, TV, Queen bed and sliding door to Lania. Guest bedroom has a tumble bed and queen bed, Tv With the second bath right outside ...
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Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, recently finalized. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans the main area with plush carpeting in the bedrooms, complemented ...
Distance to beach: 2 miles to Clam Pass
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Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee ...
Newly remodeled, completely outfitted condo. Owner is very accommodating and responsive to any requests. Location is superb to beaches, stores, restaurants. Totally positive experience for two years.
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2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking. ...
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second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets ...
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PREMIER LOCATION!!! This new listing at 807 River Point Dr. unit 102 D, Naples, FL i34102 s available on a seasonal or annual rental and is walking distance to famous 5th Ave, Tin City, Old Naples and white sandy beaches. Fine dining, boutique and antique stores, performing arts, car shows, art fairs ...
Well cared for and has everything that you need to enjoy your stay in Naples. Just across from the beach and on the bay. Beautiful pool area. Boutique building and everyone is so friendly.
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second floor beautifully appointed classic coach homeThis new second floor condo will impress as it features all laminate wood flooring throughout, beautifully appointed cabinetry and a beach driven light-and-bright color palette.The condo consists of 1,988 SF total, one-car garage, a large master ...
Distance to beach: 12 miles to Marco Island
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Do not miss this opportunity to spend those cold miserable winter months in glorious sunshine in this brand new 3 bedroomed villa in Esplanade by the Islands. Sister community to Esplanade Golf & Country club Esplanade south is conveniently located for all Naples & Marco Island has to offer. ...
Distance to beach: 9 miles to pier naples
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*Cozy and Private Studio for One Person - Available January 2025**This beautiful and fully furnished studio is perfect for students or professionals seeking a peaceful, independent living space in a central location. With its own private entrance, the studio offers a comfortable and functional living ...
5 star facility all around! Would stay again, all amenities were very clean and organized. Fun space!
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RARELY AVAILABLE LOCATION!Experience the best of Naples from this stunning 2-bedroom, 3-bathroom condo located on the world-famous Fifth Avenue South. This spacious unit is in the most sought-after location in Naples, offering unparalleled access to the finest shopping, dining, and entertainment ...
Distance to beach: 50 yards to 5TH AVENUE BEACH
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TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF ...
Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend. ...
Distance to beach: 0.8 miles to Vanderbilt Beach
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This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples. ...
We just spent 5 weeks here (things you do when you turn 60!) and it was exquisite! the home and all its amenities suited us perfectly! We enjoyed everything - the beach (& Christine's golf cart rides), ...
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Treat yourself and your loved ones to a relaxing Beach Vacation. Nestled in the quiet, coastal neighborhood of Naples Park, our home is just a short walk from world-class white sand beaches with breathtaking sunsets and amazing restaurants. We are a 5-min drive from the famous Mercato Shopping and Dining ...
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The unit is on the top floor of a four story building. It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building. This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected ...
We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.
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Newly remodeled condo in a small complex. Ground floor. Master Bedroom has King size bed, plenty of closet space and private bathroom. Second bedroom has Queen size bed. Both bathrooms have walk in showers. Open floor plan for kitchen, dining and living room area. Kitchen is well equipped. Screened Lanai ...
Explore a diverse selection of monthly rentals tailored to meet your needs. Whether you prefer a cozy condo close to the bustling downtown or a spacious home near the tranquil beaches, Naples has a variety of options to choose from. Enjoy the flexibility and comfort of a long-term rental in this beautiful coastal city.
Don’t miss the chance to stay in one of the most desirable locations in Florida. Browse our listings for monthly rentals in Naples and find the perfect place for your extended stay. With a variety of options to choose from, you’re sure to find a rental that fits your needs and makes your stay in Naples unforgettable.
Thinking about next year? Secure your spot now for seasonal rentals and ensure you get the best accommodations for your stay. Whether you’re planning a winter escape or a long-term summer visit, booking early guarantees you the perfect rental.
Discover the Perfect Monthly Rental for Your Group
Planning a getaway with a medium-sized or large group in Naples? Our selection of monthly rentals includes spacious homes designed for groups of 8 or more people. Find the ideal accommodation complete with private pools, large kitchens, and ample space to relax and enjoy. Explore options with 7+ bedrooms and multiple bathrooms to ensure everyone has room to unwind.
Family-Friendly Monthly Rentals
Looking to plan a large family trip? Naples offers numerous family-friendly monthly rentals equipped with amenities like private pools, game rooms, and hot tubs. Enjoy activities such as biking, swimming, hiking, and more. Find roomy rentals that can comfortably house a large family with five or more beds and multiple bathrooms. Start your search now to find the perfect family-friendly rental in Naples.
Romantic Getaways for Couples
Browse our best offers for couples seeking a private getaway in Naples. Enjoy relaxing activities like hiking, swimming, and biking. Our romantic monthly rentals come equipped with jacuzzis, spas, and picturesque views of Naples' beautiful scenery. Plan your couple's retreat and find the perfect place to create unforgettable memories.
Winter Retreats in Naples
Escape the cold and enjoy the warmth of Naples during the winter months. Our monthly rentals are perfect for snowbirds looking to spend the winter in a sunny and pleasant climate. With average temperatures ranging from the mid-60s to mid-70s Fahrenheit, Naples offers an inviting escape from the winter chill.
Why Naples is Perfect for Snowbirds
Book Your Winter Stay Now
Secure your winter retreat in Naples by booking one of our monthly rentals. Enjoy the best that Naples has to offer and make your winter getaway a memorable experience. Explore our listings and find the perfect home away from home for your winter escape.
Naples boasts some of the most beautiful beaches in Florida, making it a paradise for beach lovers. When you stay in one of our monthly rentals, you'll have easy access to a variety of beach activities:
Explore our listings today to find the perfect monthly rental in Naples, Florida, and make the most of your beachside getaway!
💰 Highest rates
In March
🎉 Busiest month
January
🏠 Popular home types
Condo and House rental
🔥 Hottest months
July and August
❄️ Coldest months
January and December
☔ Rainiest months
June and August
🌺 Best months for flowers
April and May
🌴 Peak tourist season
December to April
🍂 Quietest months
September and October
🌊 Best beach months
April and May
🏌️ Best golfing months
November to April
🎨 Top cultural events
Naples Winter Wine Festival (January), Naples National Art Festival (February)
🍽️ Best dining months
January to March (Restaurant Weeks)
🦋 Nature activities peak
March to May (Butterfly watching and bird migrations)
🛶 Water sports season
June to September
🏖️ Best months for shelling
May and June
📅 Local festivals peak
December to April
