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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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A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...
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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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Welcome to your BEAUTIFULLY renovated home away from home! ENJOY brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering a birdwatcher's paradise with delightful...
Featured review
We spent the month of October here and it was perfect for what we needed. It was close to all types of shopping and many restaurants. The renovation was well done and it was very well equipped and supplied...
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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Available from now until the end of January and from March 2025! Enjoy this stately, luxurious home with SUPERB WATER AND GOLF COURSE VIEWS! Comfortable designer furnishings, with 4 bedrooms plus Study and 4 full baths and one half bath. Beautiful travertine and hardwood flooring throughout, gourmet kitchen...
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VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...
Featured review
Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...
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Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes - the Best Spot in Naples! It is one of the few areas in Naples that allow tenants to have UP TO TWO PETS ANY SIZE! We have TWO OTHER nearly...
Featured review
I stayed at this location with my wife in December for 3.5 weeks and we miss it already, great location and pet friendly. Super friendly neighbors and a safe gated community. Walking distance to Seed To...
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...
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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
Absolutely beautiful condo and property...Everything advertised by owner was as stated...the owners wanted to make our stay as comfortable as possible...instructions provided on everything was complete...the...
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This villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped...
Featured review
This townhome lives large! plenty of space with 3 BR and a Den. The decor is beautiful and updated, the private pool is big enough for cooling off on a hot afternoon (with the larger community pool across...
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: 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
Distance to beach: 2 miles to Lowdermilk park
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6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...
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Welcome to our newly decorated and fully furnished home! Available now for 2025. Feel the warmth of the beach the moment you step into this beautifully decorated 3 bedroom plus den, 2 bath coastal decorated home. Newly painted with Peruvian travertine 18x18 tiles throughout house except for bedrooms....
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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...
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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...
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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...
Featured review
The house is great with all one floor living. Deep pool in back which is a rare find in FL. Bonus dock outside screened area. Very comfortable living space, fully stocked kitchen, laundry and garage. There...
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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As soon as you pull into Tarpon cove, a gated community in the Vanderbilt neighborhood of North Naples, you will know you are home. Lush landscaping, pools, lakes and a natural preserve adorn the property. This 2nd floor Bimini model 3 bed, 2 full bath plus a den with a sofa bed sleeps 8 and contains...
Featured review
Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough
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Come enjoy the Naples lifestyle! Upscale restaurants, shopping and the beach are located in our neighborhood. Enjoy a morning walk on the beach or the amazing sunsets over the water. The neighborhood beach park also includes restrooms. The grocery & drug store are only 3 blocks away. We're 15...
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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: 5 miles to Bonita Beach, Barefoot Beach
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Large Carriage House Condo FOR RENT @ , Florida. Available from April 2024.....minimum 30 day/monthly rental 3 bedroom + den + 2 baths, 1829 Sqft 2nd floor, lake view April 2024 - #4500+ Taxes & Fees May 2024 -Sept 2024: $3500/mo + Taxes & Fees October 2024 - Dec 2024: 4500/mo + Taxes &...
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Discover refined living in this elegant Logan Woods residence, offering the perfect blend of privacy, comfort, and modern convenience. Nestled on a serene, oversized property, this home invites you to unwind on a spacious back patio featuring ample seating, a fire pit, and tranquil views of local wildlife.Designed...
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Beautifully furnished 2-bedroom, 2-bathroom unit with a great view of the Royal Palm Golf Club. The private balcony offers a great view of the pool and whirlpool. In addition to a full kitchen, washer and dryer, three TVs, this second floor unit comes with a car port and storage facility.Come and...
Featured review
Golf , beaches and shopping all nearby. Medical and hospital equally accessible. Marco Island and Goodland 20 min south as well as Isle of Capri.
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Beautiful home, directly at the golf course, with a wonderful view, private pool, 3 bedrooms, 3 bathsWelcome to paradise !!!This beautiful villa is furnished in a modern and very tasteful way. Parquet in all rooms including bathrooms. The villa has 2 floors with 3 bedrooms (2 king size beds,...
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This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the 2/2 Villa...
Featured review
In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...
Distance to beach: 6 miles to Naples beach (close to downtown)
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This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...
Featured review
We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...
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SUMMER OFFER: BOOK 4 NIGHTS-GET FIFTH FREE No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses,...
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This Meadowood Townhome is fully furnished and turnkey with quartz countertops, stainless steel appliances and an open kitchen-living room layout. The gated community includes a beautiful clubhouse, fitness center, pool and basketball court. Located close by to several new shopping plazas, interstate...
Distance to beach: 5 miles to Naples Beach
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Fabulous two bedroom two bathroom apartment (master with California king bed and second bedroom with queen bed) with enclosed lanai overlooking second tee and lake. Turn key and fully equipped with everything you could possibly want and more for an extended stay. Flat screen tv plus additional tv in...
Featured review
Wonderful unit close to everything,easy in east out.Nice restaurants close to unit.Friendly atmosphere
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Enjoy a relaxing experience at this centrally located first floor condo with a golf course view in Naples Florida- only 10 minutes from the Clam Pass Beach and I-75, and only 20 minutes from downtown Naples. ( no pets and no smoking)
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11 story condo directly on beautiful Vanderbilt Beach. Completely remodeled lobby with common area with kitchen for parties. On site mgr. Total pool remodel. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen, 2 smaller verandas off kitchen &...
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Available March, and April! 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...
Distance to beach: 4 miles to Clam pass beach
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Our renovated first floor condo features new - travertine floors, kitchen, appliances and bathrooms. We are just steps to the pool and sauna for our condo buildings only as well as a magnificent view of the lake behind the condo. 160 acres of mature green space to enjoy with tennis and clubhouse...
Featured review
My husband and I have been coming to Naples for many years and have rented several condos. This was our favorite. The location, in a gated community off Pineridge Road not far from 41, is convenient to...
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**Golf (excluding cart and green fees), pickle ball, tennis, bocce and access to all amenities (fitness center, clubhouse, restaurants, pools) with Membership Transfer. Lessons, clinics, and fitness class fees are additional. **30 day minimum stay required for all bookings**2nd floor luxury condo...
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Absolutely stunning 2 bedroom, 2 full bathroom condo at Carlton Lakes one of the most beautiful resort developments in Naples. This unit is located on the first floor of a 2 story condo. The condo is tastefully decorated with brand new furnishings and has a wraparound screened lanai. Open floor plan with...
Featured review
5 star rental and a Great Find in a beautiful part of Naples Florida .The owner was an extremely accommodating host for all of our needs . The additional extras to this property were an area pool ,,community...
Distance to beach: 0.5 miles to Wiggins Pass
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As soon as you arrive at Princeton Place in the Vanderbilt neighborhood of North Naples, you know you are at home. Beautiful, lush landscaping, lawns, pool, pond, and boat docks adorn this property. In addition, you will have access to the optional membership at the Tarpon Cove Yacht and Racquet Club....
Featured review
Location was excellent and the condo was great. Everything was as advertised and then some. Chip, the owner, was very nice and responded very quickly to all questions and requests we had. Quiet area with...
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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...
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We have two properties available, and you can check their availability and pricing directly on our website: 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...
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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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Nestled within the private and guarded gates of prestigious Treviso Bay, this 2 Bedroom, 2 Bathroom 'BELLINI' model in ACQUA COURT is on the 3rd Floor (w/elevator). A private balcony provides a front row seat for serene views of the Rookery Bay National Estuarine Research Reserve. It is fully...
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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...
Distance to beach: 1 miles to Harbour Beach
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2 Bedrooms, 2 Baths, 4 SleepsBeautiful Ideal location - 1 mile to beaches, downtown, dining, and entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more. Spectacular views...
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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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If you are planning to visit Naples for a short visit or plan to stay for a season, this is a must see property. Our 2 bedroom & 2 full bathroom, ground floor, 1400 square foot condominium has everything you will need to enjoy your stay. Just bring your clothing.The condominium is not our primary...
Featured review
Comfortable and a quiet location along with easy access to Naples and the surrounding area. This condominium is great long term destination .
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...
Featured review
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...
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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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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Lanai: Get Lazy on the couch or enjoy a bite at the table...the view is always outstanding.! On a cool night, curl up under a cozy blanket; read or just enjoy the view and fresh air.Master Bedroom: Tuck into the King size 4 post bed and watch TV, stream your favorite movie, use the stable internet...
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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...
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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