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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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Townhouse in the highly desirable North Naples area. Your family will be close to everything when you stay at this centrally located place.The space Professionally furnished with designer furnishings and lots of upgrades. Beautiful view of the lake from the lanai and a very short walk to the resort-style...
Distance to beach: 4 miles to Tiger Tail
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multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath...
Distance to beach: 6 miles to Tiger Tail Beach
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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 are permitted with prior approval and an additional fee.The condo consists...
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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...
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Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...
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Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...
Featured review
I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...
Distance to beach: 4 miles to Naples Beach
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Discover relaxed resort living in this beautifully designed 2-bedroom, 2-bath coastal villa, ideally located near Naples’ world-famous beaches, shopping, and dining. Enjoy the best of comfort and convenience in this thoughtfully appointed home-away-from-home. Step inside to a bright, open layout...
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This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...
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All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...
Featured review
We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!
Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea
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Lovely three Bedroom 2 Bath cottage in the desirable Naples Park of Vanderbilt Beach!! You will love and enjoy all the outdoor spaces this home offers. private, landscaped and fully fenced pool area - pool features sun shelf and waterfall. Large outdoor 65" TV, grill, outdoor dining table for...
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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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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...
Featured review
We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.
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Experience Naples Living at its Finest: Your Perfect Getaway Awaits!Indulge in unlimited, fee-free golf at this exquisite Naples retreat! Nestled in a vibrant, all-ages community, this recently renovated corner unit offers the ultimate in comfort and convenience.Step into a haven of pristine air...
Featured review
Great location, pristine executive golf course, 6 pools to choose from and beaches close by. We could not have asked for more. Our first time renting and we were blown away. Lauren & Rob (the owners) made...
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...
Distance to beach: 10 miles to Naples and Marco Island
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Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite...
Featured review
! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...
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Available now for the 2026 season! Experience elevated beachfront living in this stunning 12th-floor, 2-bedroom, 2-bath condo at Barcelona in Vanderbilt Shores. Perfectly perched on Vanderbilt Beach, this modern coastal retreat features an open, sun-filled layout and elegant finishes throughout. Enjoy...
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...
Featured review
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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Welcome to your newly rebuilt dream retreat tucked away in the sought-after 34103 zip code of Naples. Royal Palm 2515 is a home that has been stripped down to its concrete block and entirely transformed from the ground up. Everything inside is brand new – no expense spared – with exquisite,...
Distance to beach: 10 miles to Naples Beach
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Minutes to Tigertail Beach, The JW Marriott Hotel…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...
Featured review
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...
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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: 1 miles to Vanderbilt Beach
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This comfortable spacious luxury villa was built in 2014, generously equipped with modern and high quality furnishings. The equipment offers optimal living quality.The floor plan of the house and the pool area gives you a very good impression of the generosity. In total, the house has 4 bedrooms with...
Featured review
We absolutely loved our stay at this vacation rental! The house was open, airy, and incredibly spacious—perfect for relaxing and spending quality time together. Everything was spotless when we arrived,...
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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...
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Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...
Distance to beach: 10 miles to Naples Beach
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Discover your slice of paradise just 10 miles from Naples' pristine beaches! This beautifully remodeled 1-bedroom condo is nestled in a charming gated community, close to first-tier shopping, dining, and world-class golf courses.Step inside to find a modern open-concept kitchen with new appliances...
Featured review
This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...
Distance to beach: 9 miles to Lowdermilk (Naples) or Tigertail (Marco Island)
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The unit is an end unit 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 condominium. It is unique in that it has vaulted ceilings only available on units located on the top floor, and privacy the...
Featured review
We thank Roger & Sandy for the use of their beautiful condo. We so enjoyed sitting on the lanai drinking our coffee in the morning. The view from the 4 th floor was so nice, even saw 2 baby deer roaming...
Distance to beach: 1 miles to Naples Pier
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Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.Perfectly situated to enjoy all the charming amenities of Old Naples, you'll be within walking distance to the shops on...
Distance to beach: 6 miles to Naples Beach
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Welcome to our pristine, fully equipped tropical oasis! Enjoy a private heated pool, a cozy firepit, a brand-new tiki bar, a luxurious KING bed, and a spacious yard perfect for gatherings. Close to Celebration Park, Tin City, 5th Avenue shopping and dining, and just minutes from Naples Beach and Pier....
Featured review
This is a great single family home with lots of privacy and beautifully furnished. We loved the clean beach style, large rooms and spacious yard with a cool tikki hut and firepit. We are very picky about...
Distance to beach: 20 miles to Naples
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IDEAL LOCATION - On Capistrano St S, unit 6402, this condo sits next to the fountains on Rialto Dr., one block from village center. Built in 2007, this was completely furnished brand new in September 2025. It has 3 bedrooms, 2.5 baths with a pull-out couch with an upgraded queen mattress for a restful...
Distance to beach: 800 yards to 4th ave south
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Discover a hidden gem in the heart of Naples, FL! This spot at just off 5th Avenue South is a cozy 1,000 square foot space that's just waiting for you to make it your own. It's the perfect home base if you're planning to explore all that Florida has to offer. Picture this: You start your...
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Welcome to one of Naples best kept secrets! See dolphins and manatees, sunsets on Turkey Bay, or take a short walk to Vanderbilt Beach! This two bedroom, two bath condominium, across from Delnor-Wiggins State Park, is a haven of tranquility, yet just a short ride away from the Ritz-Carlton , the Mercato,...
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Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...
Featured review
We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...
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Hello! Welcome to your Happy Place. We know you will love it here and make some fantastic memories to take home with you. We are 5 blocks from Vanderbilt Beach and just minutes from Delnor-Wiggins State Park. This is a Dog-friendly home.The outside patio is completely screened and is perfect for...
Featured review
It was really acute house. Clean and located in a mazing area by everything.If we plan on going back to Glorida we would rent again and it’s dog friendly.
Distance to beach: 100 yards to Vanderbilt Beach
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Glamour by the Gulf at $38,000/month in season – A Penthouse Experience Like No Other. Step off your private elevator into the breathtaking grandeur of Penthouse 2 at The Dunes of Naples — an ultra-luxurious, rarely available 5,700 sq. ft. masterpiece soaring above the Gulf. This 16th-floor...
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Welcome to Naples, Florida! This recently completed, fully renovated and furnished condo is now available in the sought after Glades Community. This 3 bedroom,1800 square foot condo, includes a roomy lanai and an outdoor patio, 30 ft from the outdoor pool. The Glades property includes one full 18...
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This brand new first floor classic coach home features 3 bedrooms and 2 bathrooms and an all beach themed decor, and it is amazingly decorated with anything you would want to have in your own home. The owners have meticulously curated this fabulous condo and you’ll have to see it to believe it and...
Distance to beach: 6 miles to Tiger Tail Beach
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About this property
second floor grand coach home with amazing viewsThis 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 are not permitted in this...
Key Amenities
About this property
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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About this property
JANUARY 2-17TH, FEBRUARY 21- MARCH 31ST AVAILABLE!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 and spacious residence with many resort amenities including:...
Featured review
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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Super cute 2nd floor condo 5 minute walk from 5th Avenue. Pool and tropical views from lanai and preferred front facing bedroom. New King bed and mattress for your comfort! Enjoy the playful mocking birds putting on a show every day. Best deal in Olde Naples! Designated parking and elevator.
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Single Family. Park Model on the lake Livingroom - Kitchen - Dining Room - Bedroom Patio overlooking lake Includes all utilities & WiFi 55 And over Gates Community 2 Swimming Pools, Hot Tob, Tennis, Pickle Ball Courts Horse Shoes, Shuffle Board Community Center Parking for 2 Cars
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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...
Distance to beach: 18 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...
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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: 1 miles to Delnor Wiggins Stat Park
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Top location (pool south direction)- 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...
Featured review
Das Haus hat eine einmalige Lage mit wirklich sehr kurzen Wegen sowohl zu den Stränden als auch zu Einkaufsmöglichkeiten und Restaurants. Der in der Miete inkludierte Jahrespass für die Florida State...
Distance to beach: 6 miles to Naples, Marco Island
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Golf Property - Luxury 5 Star Resort - Southwest Gated CommunityWe have Dec 6 - Jan 6 2025 and April May 2026... Rates vary on month combinations. House 3 or 5 bedroom availability with Golf option.Veneto Home is a half a block away from the 5 Star Amenities Resort Club and is situated on a...
Distance to beach: 10 miles to Naples Beach
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No steps! Professionally decorated for comfort and style this open floor plan ranch style Villa has soaring ceilings. Curl up with a movie on the 50" TV on the finest luxury leather we could find. Fully equipped stainless steel kitchen with everything you could possibly need. Stainless steel grill....
Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach
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A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from...
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...
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 includes 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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1st floor condo in a great Naples central location and quiet community of the Fairways at Emerald Greens. All the attractions of the beach, Mercato and 5th Ave are all within a 10-15 minute drive. You also have plenty of shopping and dining within walking distance as well. The Fairways has a heated pool...
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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