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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.
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...
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...
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Lovely condo- Very clean, stylish decor, new appliances, best location in complex near clubhouse and pool. Great location - many restaurants and shopping nearby, minutes to Marco or downtown Naples. Met...
Distance to beach: 17 miles to South Beach, Marco Island
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Gorgeous wide water views and easy water access from this very private, 2300 sq. ft. furnished retreat. This fantastic location affords the ability to stay at home and chill or easily set out for more adventure!Marco Island and their stunning beaches is a short easy drive, "the back way"...
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We looked at this property and it is just beautiful! The rooms are spacious and well appointed. The decor is very tasteful and comfortable. Beautiful lanai on the water. I would recommend this condo...
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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...
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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...
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Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and...
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Distance to beach: 0.8 miles to Vanderbilt Beach
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This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples....
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We absolutely loved our recent stay at Coastal Confessions! Naples Park was beautiful in November. The bikes and beach chairs were perfect for our daily trips to the beach. Coming back to a peaceful outdoor...
Distance to beach: 100 yards to Beach
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Beachfront Penthouse Living in Park Shore at Le Ciel Venetian Tower! Presenting one of the rarest views in all of Naples: penthouse level, 180-degree, unobstructed views of Naples' famous Venetian Bay. Start and end your days with picture-perfect sunrises, twilight vista views from the nearly 70-foot...
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Great location in Lely community only 15 min away from downtown Naples and 20 min away from beautiful Marco Island. Quiet community. Minimum 30 days, background checks required.
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Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach
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Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...
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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...
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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: 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...
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This beautiful, 1st floor condo has been COMPLETELY remodeled in every room with all upgrades, including brand new kitchen, bathrooms, laundry room, flooring, carpets, appliances, new contemporary furnishings, and a gorgeous, huge lanai facing the lake. All 5 sliders/windows on west side of condo have...
Distance to beach: 50 feet to Vanderbilt Beach
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Vanderbilt Towers on the Beach, will rent by month. Prices quoted include all fees.NEWLY Remodeled Kitchen and Bath, high speed internet, Smart TVEnjoy our remodeled condominium with spacious, one-bedroom, master suite in beautiful Vanderbilt Towers II. The condominium will sleep four people,...
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Condo was clean, well equipped and well located. We enjoyed our stay and the owner made things easy and welcoming!
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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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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.
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This fully furnished 2 bed and 2 bath condo has been updated and located on the first floor in the central part of Naples. Community is just minutes to beaches, highway, local Costco, Publix, shopping and restaurants. Master bedroom offers Queen size bed, updated walk in shower, and large walk in closet....
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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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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...
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second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...
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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: 525 yards to Vanderbilt Beach
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With an exclusive North Naples location and an inspiring gulf view, our home provides an easy living penthouse atmosphere; ocean views, minutes to beach, resort amenities, close to dining, shopping, golf, tennis and other activities. Our exquisite well-maintained, spacious and modern condo features new...
Featured review
If I could give a 10 star rating I would. The condo was well stocked with all the amenities that you would need.Very clean & updated. Tks Inna
Distance to beach: 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...
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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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This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...
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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...
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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:...
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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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Stunning views from this 2 BR, 2 Baths Park Shore 18th floor renovated beach condominium. Light and bright with open kitchen, beautiful master bath and large walk-in closets. Popular split bedroom plan offering separation and privacy between guests. Balconies in each bedroom. Savoy is a luxury building...
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Welcome to your Naples escape on Marlin Drive! This beautifully updated single-family home is perfectly situated on the water in the highly desirable Royal Harbor community. Offering 3 spacious bedrooms plus a versatile den with a sleeper sofa, this residence combines comfort with the ultimate waterfront...
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This 2b/2b + Den condo sits right on the Cypress course at Heritage Bay. Equipped with everything you need for the perfect getaway and close to fine Dinning exclusive shopping and world class Beaches this is a Golfers Paradise.Heritage Bay is an upscale-gated community with a championship 27 hole...
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....
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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: 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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This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...
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Welcome to your dream vacation home in Naples, Florida! This charming property in Winding Cypress offers a wonderful opportunity for comfortable living in a vibrant community. With a 5 minute drive to grocery & convenience stores, you’ll have everything you need right at your fingertips. Located...
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Nestled within the exclusive Treviso Bay community, this elegant 2-bedroom, 2-bathroom condo epitomizes luxury living in Naples. Designed with sophistication and comfort in mind, the unit is finely furnished, offering residents a taste of upscale living within a gated enclave. The centerpiece of Treviso...
Featured review
Our stay in Treviso Bay was absolutely perfect! The community is stunning, with beautifully maintained grounds and a welcoming atmosphere. The pool was incredible—like something out of a luxury resort!...
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SEASONAL RENTAL AVAILABLE. Enjoy a healthy and pristine living environment in our fully smoke-free condo. Off-Season rate for November 2025 and May 2026 through August 2026 is $2900 per month. December 2025 through April 2026 is offered at $5000 per month. Escape to paradise with this fabulous 2-Bedroom,...
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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...
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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One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board
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...
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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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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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This tropical garden paradise by the beach is located in the highly sought after 500 block, and is minutes away from Vanderbilt Beach and the Ritz Carlton. This upscale, open concept home includes large Italian porcelain tile floors, quartzite and granite counters, stainless steel appliances, queen beds...
Featured review
We had an amazing stay at this home in Naples Park! The location couldn’t have been better—it’s just a short walk to the beach, making it incredibly convenient for morning strolls or sunset views....
Distance to beach: 50 yards to 5TH AVENUE BEACH
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TWO BEDROOMS EACH HAVE A KING BED ,MULTIPLE DRESSERS AND AMPLE CLOSET SPACE TWO FULL BATHROOMS EACH CONTAINING A SHOWER AND TUB COMBINATION GROUND LEVEL PRIVATE OUTDOOR PATIO WITH BEAUTIFUL ORCHID GARDEN OVERLOOKING 5TH AVENUE LARGE OPEN LIVING DINING AREA LARGE FULL KITCHEN WITH A LARGE NUMBER OF...
Featured review
Very nice, spacious condo, as advertised. Excellent position near to the beach and restaurants. Perfect for a couple. Randy and Amy were great hosts, very helpful, an easy check in. Would highly recommend....
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This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...
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A lovely and spacious three bedroom just steps from Vanderbilt beach. Gulf views and beach access. Just steps from from the beach! Workout room, party room, fire pit, tennis courts, swimming pool! Great restaurants, movie theater, Whole Foods, Trader Joes, Lifetime Fitness all within 3 miles.
Distance to beach: 1 miles to Vanderbilt
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We still have other homes available DEC 2025 through APR 2026. Call Shane or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $5,884. Dec 20th to Apr $10,200 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL vacation rental.3 BEDROOM’S –...
Featured review
We loved the home! Love the way the home is set up. The master bedroom is on one side of the house and the other bedrooms on the other side. There is also a sliding door that can be closed to the other...
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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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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...
Distance to beach: 100 yards to Vanderbilt Beach
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Gorgeous Golden Gate Estates single family home is available for Season, 2024! This spacious new home has 4 bedrooms, den, 3.5 baths, and has stunning upgrades everywhere you look! Start with the curb appeal and lush landscaping, then go inside where you will find a light and bright open floor plan with...
Distance to beach: 6 miles to Marco Island Beach
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Welcome to one of the most desirable locations in all of Naples! Centrally located to Marco Island, Naples Beach, downtown Naples and 5th Avenue. Immaculate, extremely clean, and peaceful - Your paradise vacation awaits at Coral Falls in Lely Resort! Relax from your private top floor balcony with beautiful...
Featured review
This 4th floor condo with an elevator was absolutely amazing. It had everything you could possibly want. The furniture was all new. The condo was immaculately clean. Wonderful view of the pool and hot...
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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