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.
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 ...
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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NORTH NAPLES - Second Floor 2/2, beautifully renovated, fully furnished condo for annual or seasonal rental. Located in desirable community of Emerald Lakes. This prime Naples location is just minutes from I-75, and close to beaches, shopping, and dining. This condo offers open floor plan with cathedral ...
I highly recommend this condo as it is quiet and comfortable but also located close to everything you’d want to do and see. The condo owner, Dorota, was an excellent host. I should note that the unit ...
Distance to beach: 11 miles to Delnor-Wiggins Pass State Park
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Heritage Bay Condominium-- Have yourself a five star vacation! Well cared-for, 1st floor, two bedroom 2 bath condo.This young, freshly painted ( 2024 ), two bedroom unit has a fully-equipped kitchen with stainless steel appliances, Corian countertop, raised panel cabinetry, and a convenient separate ...
Spent 4 months at this condo in Naples. The unit is located at heritage bay. The condo is beautifully furnished along with all the amenities included. We had such a wonderful time. We were near all of the ...
Distance to beach: 3 miles to Vanderbilt Beach
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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. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties! ...
We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The ...
Distance to beach: 3 miles to Vanderbuilt Beach
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We rent our 1 bed / 1 bath groundfloor condo in "The Oasis at Naples". Completely remodeled end of 2022. New stove, dishwasher, microwave, washer and dryer.Community ameneties: large heated pool, hot tub, small gym and 2 tennis courtsAvailable from June 2025Price: ... US 2000/monthCleaning ...
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Second floor property with great views of Lake . Located in Marina Cove this recently remodeled unit has two bedrooms plus a den/office, large living room, two full baths and screened lanai and a 2 car garage. Large heated community pool is steps away. Only minutes to Old Naples for unique shopping and ...
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A Brookside unit located on the second floor offers beautiful views of the lake and golf course. Facing east you will enjoy the morning sun from the lanai, living room and breakfast/kitchen. This condo is private, relaxing, and located near the elevator.In addition to golf, the country club offers ...
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 steps to Vanderbilt Beach & Delnor-Wiggins Beach. Within blocks to world class beaches, Mercato, Waterside Shops, LaPlaya & the Ritz Carlton Beach Resort! ...
We stayed at Jenelle‘s place for four weeks (part of August to September 2024.) First impression walking in ….an immaculate and spacious home. Beds were very comfortable with beautiful comfortable linens ...
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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 been completely remodeled (2014) and has everything you will need to enjoy your stay. Just bring your clothing. ...
We booked our stay after ski season April15-May 15. The Naples weather couldn’t have been better for defrosting and getting some sun!! The condo was exceptionally clean and well equipped. The location ...
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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 ...
Welcome to Paradise would be the best description of Villa Golf View. We have spent the last four months at this wonderful Villa. It has everything you would want in a vacation rental. The home itself is ...
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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 ...
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 ...
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2024 Availability: November-December 2025 Availability: April-MayYour home-away-from-home in the nicest condo community in Naples! Settle in to our well-appointed 2 bedroom, 2 (full) bathroom ground level condo with a private, secure garage and large private lanai - just minutes from downtown Naples ...
Distance to beach: 6 miles to Naples, Marco Island
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Golf Property - Luxury 5 Star Resort - Southwest Gated CommunityWe have Dec Jan 2025. Rates vary on month combinations. Condo/House availability with Golf option.Veneto Home is a street away from the 5 Star Amenities Resort Club and is situated on a corner lot, private end of the street circle ...
Distance to beach: 5 miles to Naples
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Immaculate beautiful upscale Tommy Bahama décor three bedroom, two bath very private end unit condo. This 2004 fully equipped condo boasts a beautiful tray ceiling and has been totally remodeled including:• Entire condo re-painted with custom paint colors • Newly remodeled kitchen ...
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This beautiful condo is located in the extremely desirable active Huntington Lakes, which is just minutes from all of the amazing shops, restaurants and the BEACH! This 2-bedroom condo, is fully FURNISHED and stocked with everything that is needed. It is a gated community with plenty of activities such ...
Distance to beach: 4 miles to Clam Pass
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Prime North Naples location with beaches, shopping and restaurants all just minutes away. Private, quiet and peaceful 1 bed 1 bath 2nd floor condo with lanai overlooking the lake. Renovated in 2021. No pets allowed, no smoking, no trucks, no pool.
The location was great near many stores and restaurant's. Beautiful sunsets we loved it. The only thing we missed was the pool that was closed.
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 ...
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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This beautifully decorated condo is perfect for your short term or long term stay. Soak up the sun at our cozy condo ! it is just a 5 minute bike ride from Clams Pass beach and Fine shopping and dining at Waterside Shops.Our condo is equipped with everything you need for a wonderful stay in Naples! ...
Distance to beach: 12 miles to VanderBilt / Delnor-Wiggings Park
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NO FLOODING ZONE Ph Brand new spacious house in No Flooding Zone on a large lot in Golden Gate Estates with heated pool & hot tub. 2 car garage and enough parking space in front of the house. A large lanai w outdoor kitchen: grill, 2 burners, sink, tv Living room and dining space with tray ceilings. ...
Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park
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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. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy ...
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AVAILABLE off season & Jan 2025!! LOCATION, LOCATION, LOCATION!! Less than 4 miles to Delnor-Wiggins Pass State Park! This beautiful 3/2 first floor condo in Wiggins Lakes & Preserve now available for short term rentals. New flooring installed Nov 2019. This turkey unit is has a perfect southwest ...
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 ...
Great location. Close to restaurants and shopping. Nice view. Old Naples nearby. Beaches close by. Close to Olé.
Distance to beach: 328 feet to Vanderbilt Beach
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Far away from the hustle and bustle experience life and leisure and wake up with a spectacular view of the gulf of mexico! This beautifully modern renovated and fully equipped (Oct..2016) 2 bedroom/ 2 bathroom condominium is located at pristine Gulf Shore Drive on the 4rd floor. This bright and spacious ...
This property is in an outstanding location with both Gulf and Intracostal views. The beach is beautiful, clean and groomed regularly. It is reached by crossing the road and using a private access. The ...
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First floor apartment overlooking the lake and fountain at the 17th fairway of beautiful Cypress Woods Golf & Country Club Course this property is fully furnished with complete amenities, big screen TV, Sonos sound system and a lot more.It is available for seasonal 3 or 4 month rental. A 10 ...
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Lake front property located in Imperial Golf Estates. Swimming pool facing lake under Lanai cover. Beautifully decorated home, for people seeking quite and luxury vacation. Minutes from the most beautiful beaches of Naples (Vanderbilt, Wiggins Pass, Barefoot Beach, Bonita,....) Also close to Marcato ...
We rented this property for the months of January and February 2024. We were pleasantly surprised when we arrived at how beautifully decorated the home was. The location was perfect! It was close to restaurants ...
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Luxurious estate located off Crayton Road in the Moorings. Perfectly situated on Doctors Bay with stunning western bay views and nightly sunsets. Quick, deep-water access by boat to the Gulf of Mexico. Oversized heated saltwater swimming pool & spa, elevated dock with a boat lift, summer kitchen, ...
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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Welcome to Tamarindo, South Naples' newest and most exclusive gated community. This stunning rental property offers the highly sought-after Clifton floor plan, featuring 3 spacious and elegantly furnished bedrooms and 2 luxurious full bathrooms as well as your own private pool, your very own screened-in ...
Distance to beach: 2 miles to Naples Beach
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AVAILABLE for Dec 2023 and Jan & April 2024 !! ** South Naples Location! Canal front view and access! Walk to Naples Bayfront !!This stunning turnkey furnished 2/2 single-family home has so many amazing features: totally renovated inside and out, stainless steel appliances, putting green ...
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Beautiful lakefront end unit on the first floor. The master bedroom has a king sized bed. Second bedroom has two twin beds. Entire condo has been painted in December 2020. Kitchen renovation completed in January 2021. The amenities include wifi, cable tv, washer and dryer. Community has a large ...
My wife and I spent six weeks in Naples at Marco's condo and we enjoyed every minute of our stay. Upon arrival we were beyond happy to find the condo was spotless. Usually when we rent my wife has to do ...
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Immerse yourself in the heart of Naples with this exquisite 1-bedroom condo, boasting stunning water views and an unbeatable location next to the prestigious Naples Sailing Club. Perfect for those seeking a blend of luxury, comfort, and convenience, this condo is available for monthly or annual rentals. CONDO ...
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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)
Distance to beach: 3 miles to Naples Pier, Naples Beach
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Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living ...
We were there from December through the end of March and we enjoyed the entire stay at this place. The owners was very responsive and helpful when we had questions. We were close to Naples and the beach ...
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A modern, contemporary style home, tastefully decorated and fully furnished has 3 bedrooms, 2 baths and attached 2 car garage. Be the first to rent this turnkey Villa in the gated and sophisticated Enbrook community.Home features a fully equipped kitchen with quartz countertops, ceramic tile flooring, ...
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For rent is my beautiful cottage, 2 bedroom, 2 bathroom, fully fenced lot, 1 car parking at the lot, with a colorful garden. We are pet friendly :) My daughter and I have also 2 dogs, a Golden Retriever and a mini Puddle.
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 ...
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 ...
Everything was very nice had fun at the pool very clean very friendly atmosphere would definitely come back thank you
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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 ...
Distance to beach: 1 miles to Wiggins State Park
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Stunning Fully Updated & Furnished 3-Bedroom Condo in Mint ConditionFall in love with this gorgeous, move-in-ready condo offering 3 spacious bedrooms and 2 beautifully updated bathrooms. This home is thoughtfully designed with high-quality furniture throughout, making it perfect for those seeking ...
This beautiful 3 bedroom condo is a gem! So spacious and beautifully decorated in a wonderful location. Everything you need is there! Condo is very clean, updated, fully furnished with everything you need ...
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11 story condo directly on beach. Beach has lounge chairs & umbrellas set up daily for only condo use. Beautiful sunset views from the veranda on eight floor. Free Wi-Fi, 1 under cover parking space and several guest spots. pool . 3 king bedroom all en-suite baths. Dining for 6. Huge ...
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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: 200 feet to Across the street
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Received a cancellation, so prime season is available!!Join us on Vanderbilt Beach for a slice of paradise, where you can see dolphins and manatees in the bay from your 4th floor perch, as well as beautiful sunrises and sunsets from the tiled lanais. Out the back from the L-shaped lanai you see the ...
Distance to beach: 4 miles to Naples Beach
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NOT AVAILABLE FOR FEB-MAR 2025 - this is for June-December 2024, January 2025 and April-December 2025 only. This lovely fully furnished one-story attached villa is located in the bundled golf community of The Glades Golf and Country Club within the garden district. There is much to do within the community, ...
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.
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Experience life and leisure at its best, directly on the Gulf of Mexico. Our private condominium is located in the Savoy on the exclusive 'North Gulf Shore Boulevard.' in Naples, Florida. The unit is a bright and spacious, two bedroom, two and 1/2 bath unit with spectacular views of the Gulf ...
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Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need ...
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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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****Attention***During JAN / FEB / March require 3-4 month minimumCome Live the Good Life in this beautifully updated condo!Walk right into our Spacious model-like condo 3-Bedroom / 2-Bathroom located on ground floor in a quaint and peaceful neighborhood!Beautifully decorated, newly ...
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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 ...
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 ...
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
