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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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Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...
Distance to beach: 6 miles to Clam Pass
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Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...
Distance to beach: 4 miles to Vanderbilt
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Experience luxury living in this unique and conveniently located condo, ideal for those seeking both comfort and easy access to vibrant community amenities. Just a short walk from Whole Foods Market, Northstrom, Alamo Movie Teather, plus top entertainment options, this home is also only 10 minutes from...
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Welcome to your perfect retreat at the Glades Resort in Naples, Florida! This newly renovated, 1600-square-foot condo is set on two of the resort’s pristine golf courses, offering direct access to green fairways and scenic views. The 3-bedroom condo is also just steps away from one of the resort’s...
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...
Featured review
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.
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Available for the 2025 Off-Season starting May through November with TPC Golf transfer! PET FRIENDLY! Turnkey furnished Napoli Coach Home, 1883 sq. ft. beauty with a 2-car garage and a gorgeous lake view. First-floor end unit with 3 bedrooms, 2 baths, golf included for tenants on the TPC Championship...
Distance to beach: 3 miles to Delnor Wiggins
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An ideally located condo in North Naples, west of 41 and a short drive to Vanderbilt Beach, Delnor Wiggins State Park, and Barefoot Beach.The unit includes 3 bedrooms and 2 bathrooms and can accommodate six people. The Master contains a queen bed. The second bedroom has 2 twin beds. The Den/third...
Featured review
Loved staying here. Nice location overlooking a pond. Very close to the lakehouse (workout facility). Also close to the front gate which we appreciated. Easier to get to Charleston and Fresh Market shopping...
Distance to beach: 5 miles to Vanderbilt Beach
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Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...
Featured review
Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...
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RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...
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THIS BEAUTIFUL ONE BEDROOM CONDO IS A FIRST FLOOR UNIT WITH COVERED PARKING. THIS CONDO WAS RECENTLY RENOVATED AND HAS NEW OPEN FLOOR PLAN WITH DINING AREA, LIVING AREA AND KITCHEN WITH BAR AREA. A 75 INCH SAMSUNG TV WITH COMCAST SERVICE AND INTERNETNCLUDED.THIS KITCHEN IS FULLY STOCKED WITH DISHES, GLASSES...
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Sunsets, Privacy, and Location...your own tropical base in Paradise. In the middle of Naples beaches, boating, restaurants, the newest shopping, yet removed in a gated tropical enclave. Open floor plan 3 bd. 3 ba. + den and lake lot on a cul-de-sac. Located in North Naples just steps or a short bike ride...
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Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...
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Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...
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Private 3BR/2BA Retreat in Gated Naples Community – 6 Miles from BeachesUnwind in this bright and spacious 3-bedroom, 2-bathroom home located in a quiet gated community, just minutes from Naples' world-famous beaches. Enjoy an open living and dining area, fully equipped kitchen, and peaceful...
Distance to beach: 5 miles to Lowdermilk Park
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EASTER 2026 available because of cancellation!! April 1 until April 25, 26.The modern furnished villa with 2.000 ft² has 3 bedrooms and 2 bathrooms. Each bedroom has a flat-screen TV. In the spacious living and dining area you can find a place to relax on the couch. The large LED TV in the living...
Featured review
The villa is eccellent clean, a lot place and the equipment ist nearly perfect. Everything is there, you will miss nothing!!!
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Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...
Distance to beach: 17 miles to Marco Island Beach
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Near the Ocean!! Screened back porch water view to enjoy beautiful sunsets! 2bed/2bath condo offers kitchen with lots of cabinet space with tile floor, laminate wood flooring in the living areas and carpet in the bedrooms. Washer and dryer included. One car garage and boat dock/lift behind apartment.Wireless...
Featured review
We had the opportunity to rent this condo for January and February, 2026. Our hostess Lymari is the sweetest person to deal with. She went out of her way to make our stay there as carefree as possible....
Distance to beach: 15 miles to Marco Island
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2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....
Featured review
Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!
Distance to beach: 1 miles to Vanderbilt Beach
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Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...
Featured review
Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...
Distance to beach: 2 miles to Naples Beach
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AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !
Distance to beach: 3 miles to Many of Naples Beachs
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This is a beautifully renovated and decorated, spacious feeling, 2 bedroom, 2 bath condo with an office alcove, and a laundry room. It has cable, WIFI and a 65 inch Smart TV. It has a screened in front lanai and a glassed and screened "interior" lanai (made to be an extension of the interior...
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
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If you are looking for a safe, relaxing, scenic and affordable community for your next vacation needs, close to all that beautiful Naples has to offer, the Vineyards is the place to stay. Our home-away-from-home condo is in the Tuscany community; a well established lushly landscaped garden enclave offering...
Featured review
Iola was very easy to work with, and the condo was comfortable, clean, and quiet. Very private. Iola worked with me to deal with my specific availability needs. Naples offers so much.
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Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....
Distance to beach: 6 miles to Vanderbilt Beach
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Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...
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Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central...
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This lovely condo has everything you need for a wonderful stay in Naples. Open plan large living area, with views over a natural preserve lake. The accommodation comprises spacious air-conditioned rooms with vaulted ceilings all decorated Florida style. Sterling Oaks has a fantastic Club House and...
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Stunning seasonal condo for rent beginning December 1, 2025 to April 30, 2026. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the...
Featured review
The condo was beautiful! A hidden gem. Owner was a super host. Close to shopping and a few restaurants.
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This gorgeous villa with 3.580 sqft in the Kings Lake community in Naples offers 3 spacious and elegantly furnished bedrooms (2 bedrooms with king size beds and 1 bedroom with two twin extra lage beds) and 2 ½ bathrooms. The living area with 2 living areas offers an beautiful view of the pool....
Featured review
We rented this house based on photos and a drive by. When we arrived we were pleasantly surprised to find the house was much larger than it looks. The outdoor space is fantastic. Plenty of outdoor furniture...
Distance to beach: 5 miles to Naples Beach
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Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and...
Featured review
We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice...
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Prepare to be inspired by this impeccably designed, professionally decorated, and meticulously landscaped ranch-style residence, ideally positioned along the 14th fairway in the prestigious Esplanade Golf & Country Club of Naples. Overlooking serene lake views, this home offers the perfect blend of...
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This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...
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This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...
Featured review
We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!
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Find your slice of Paradise in this Newly Renovated, Spacious 1,400 Square Foot Condo.Located on the Top Floor, this End Unit boasts a generous size Living Room, Two Large Bedrooms (One King Bed and Two Twin Beds), Two Bathrooms, Dining Area, Kitchen and Large Corner Lanai which can be accessed from...
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This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida...
Distance to beach: 5 miles to Pier Beach
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Falling Waters on Davis Blvd. | 2BD/2BA | Naples, FL Unwind in this stylish 2-bedroom, 2-bathroom condo in the sought-after Falling Waters community. With 1,655 sq ft of thoughtfully designed space, it's the perfect escape for couples, families, or anyone craving a resort-style retreat. What you'll...
Featured review
We stayed at Falling Waters for 3 months last winter. It was exactly what we needed. We loved the resort style pool and the very large lanai. We appreciated the great communication (before and during our...
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Fully Furnished/Turnkey: LELY GOLF ESTATES stunning corner lot residence featuring three (3) bedrooms, two (2) bathrooms, and a two (2) car garage with a pool, now available for immediate occupancy. The property features a fully equipped kitchen, a dining area accommodating eight individuals, and a living...
Featured review
We greatly enjoyed our stay in February 2026. Very spacious and nicely furnished. The pool and outside area by the pool is awesome! The heated pool was nice and came in handy on the cooler days. Plenty...
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Welcome to Paradise at Falling Waters Beach Resort in this updated first floor two bedroom two bath condo. Enjoy this beach house vibe with a separate outdoor kitchen overlooking a Lakeview on the 300 square-foot lanai. This corner unit with lots of light also comes with its own garage. This unit is pet...
Featured review
We have spent 4 winter seasons at Falling Waters. It’s a lovely community with pickleball courts and their lazy river o is absolutely the gem of the property. This condominium is very clean and livable....
Distance to beach: 12 miles to Tiger Tail Marco
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Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...
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1 Bedroom 1 Bath Condo on first floor, pool off back sliding door. Parking in front of door. Walk in shower, Queen bed, 50" Smart TV with Wi-Fi included. Fully equipped kitchen, screened Lania with table and chairs. Shared laundry on 2nd floorOct/Nov/Dec 2026 3-month discount $8513 includes all...
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We have two properties available, and you can check their availability and pricing directly on our website: booking.NaplesEscapeCollection. com• The first property is the one listed here. • The second property includes a main house plus a guest house, totaling six bedrooms and six bathrooms. ---------Welcome...
Distance to beach: 15 miles to Naples
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Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...
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Come and enjoy this private retreat in the wonderful and friendly gated community of Tarpon Cove (Martinique Condo). This 1400 square foot condo is an end unit with three bedrooms and two bathrooms on the first floor with lake and preserve views. In the complex itself, there are three pools, a Jacuzzi...
Featured review
Place was awesome ! Hosts were excellent. Loved it. Great location for biking. Ground floor was easy. Bonita Springs and Naples have so much to do.
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Stunning contemporary home on the beach with breaktaking views of the Gulf of Mexico throughout the home. Four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in...
Distance to beach: 3 miles to Bonita Beach
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This condo is located in North Naples in the much sought out gated community of Sterling Oaks. CLOSE TO BEACHES. Unit consists of 3 bedrooms and 2 full baths, living room, dining area, large kitchen plus breakfast bar and an enclosed lanai. There’s covered parking at your door and additional parking...
Featured review
Susan was a great host. She met us at the condo and had little welcoming touches thoughout. The condo split layout worked great when our kids and grandkids visited. We enjoyed the community and amenities....
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FOUNTAINS I in Naples.Fully FURNISHED TURNKEY FIRST FLOOR condo with carport AVAILABLE May until the end of November 2026 for only $1500 a month (December 2025 is $3500). 2027 season (Jan - Apr) at $4500/month. Beautifully REMODELED and furnished 2 bedrooms, 2 baths with gorgeous LAKE VIEW. All new...
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This adorable first floor Castleton Gardens condo in Naples is the perfect home base for your trip! Gated community location...walk anywhere. This welcoming and newly renovated space has everything you need and is right across from the community pool, terrace, and hot tub.Recently remodeled with...
Featured review
This most charming condo enchanted us immediately when we opened the door. It was truly a home far away home. As soon as we arrived we felt very welcome in this communityThe whole apartment was exceptionally...
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...
Featured review
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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AVAILABLE FOR 2025 SEASON AND OFF-SEASON. WILL ALSO CONSIDER ANNUAL RENTAL. This 2-bedroom, 2-bath condo offers the perfect blend of luxury and comfort with stunning lake views in the desirable gated community of Treviso Bay. Recently updated, the home boasts a modern kitchen featuring stainless steel...
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A Quaint 2/2 with a private carport is on a golf course with 6 different pools clubhouse and many more amenities. Open Family room to kitchen and with a lanai. Shopping, Downtown, great restaurants and the beach all very close by.
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
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