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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: 2 miles to Naples Beach
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AVAILABLE Jan & April 2026 !!This stunning turnkey furnished 2 bed + den set up with a queen bed/ 2.5 bath single-family home with pool. a quick drive to the luxuries of 5th AVE. and Naples Beach! A must see ! Come Relax and Stay in this beautiful home !
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Experience the ultimate in Florida luxury at this stunning 3-bedroom + loft and 4-bathroom coastal contemporary condo, offering 2,524 sq. ft. of thoughtfully designed living space. This high-end unit has been fully remodeled to combine modern sophistication with timeless charm.Step inside to discover...
Distance to beach: 4 miles to Delnor Wiggins / Vanderbilt Beach
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New listing: Stunning 5-Bedroom Home with private Office, Pool & Gourmet Kitchen (Island features) and pantry for food. Step into this spacious 5-bedroom, 5,5-bathroom home with cathedral ceilings, featuring an enclosed private office with french door. Flooring is tile and wood. Built in 2018 with...
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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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! New floor tile throughout (updated pics to come). Enjoy the playful mocking birds putting on a show every day. Best deal in Olde...
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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...
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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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We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on...
Featured review
We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there.Family with three Kids from germany
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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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...
Distance to beach: 5 miles to Naples Beach
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Enjoy your vacation in this beautiful villa with a stunning lakeview. This Villa has 3 bedrooms, two bathrooms and a guest bathroom with toilet and sink. From the master bedroom, the living room and the kitchen you have a beautiful views of the lake and pool.The open kitchen is fully equipped and...
Featured review
We (two couples) stayed in this comfortable house in May/June 2024 and were very happy with it. It provided everything that we needed, especially the kitchen was very well equipped. The house offers a nice...
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Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home.You will have access for a nominal...
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modern House on 3 acres tropical paradise In the centre of gulf beaches, shopping , restaurants , fishing, sailing, golf, botanical gardens !
Featured review
My family and I really enjoyed our stay at Albert’s place. The beds are comfy and the home is nicely maintained and decorated. We loved being tucked away in a quiet spot, while still being close to the...
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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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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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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....
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....
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...
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This is a brand new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an...
Distance to beach: 100 feet to Vanderbilt Beach
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A beautifully renovated condo, at just $14,000 per month in-season, nestled along the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the...
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,...
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...
Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita
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This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just...
Featured review
Host was great to work with. She was exceptionally accommodating and her unit was exactly as described. Excellent location near tennis, pickleball, and 1 of the 2 community pools. We met many of the regular...
Distance to beach: 7 miles to Naples
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Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...
Featured review
Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!
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Top-Floor Beachfront Luxury with Panoramic Gulf Views – St. Croix at Park ShoreWelcome to your dream getaway in the prestigious St. Croix at Park Shore. Perched on the 6th and top floor, this stunning 2-bedroom, 2-bathroom residence offers sweeping, unobstructed views of the Gulf of Mexico....
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: 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
Great location. Close to restaurants and shopping. Nice view. Old Naples nearby. Beaches close by. Close to Olé.
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This is a rare find and certainly a gem that will surely dazzle you. Located on the top floor multiplex, sits this amazing 3 Bedroom 2 Bathroom condo overlooking both KingFisher lake and the Antilles Clubhouse. You are just minutes from a luxurious retreat featuring a zero entry pool, jacuzzi, fire pit...
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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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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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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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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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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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first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...
Featured review
A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...
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first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior...
Distance to beach: 3 miles to 3rd Ave Beach
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Welcome to Naples Paradise! Our Tropical Villa has been recently renovated & stylishly decorated, it is located in the quiet and safe area and only 5-minute drive to 5th ave Downtown, 10 minutes to the 3rd ave and about 10 minutes to the nearest beach.Villa features a spa-like master suite, a...
Distance to beach: 5 miles to Vanderbilt Beach Award Winning and Barefoot Beach
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Very Private - Absolutely beautiful. Full of wildlife. Two of the last four years, our guest have purchased in our Sterling Oaks community after renting our place. Everyone loves it here.AVAILABLE: 2026 - January 1 to April 1 for a three month lease: Our Sterling Oaks Home $7,470 month. Or you could...
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...
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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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...
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: 0.9 miles to Naples Pier
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Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from world-class...
Distance to beach: 100 yards to Vanderbilt Beach
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Close to Vanderbilt Beach, located in CALUSA BAY. This Southern exposure first floor condo has been recently furnished and offers a beautiful long-lake view. Luxury vinyl flooring throughout, new furnishings, kitchen with breakfast bar and separate dining area and stainless steel appliances. The master...
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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,...
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...
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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...
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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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Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along with a large den and 2-twin beds. A total of 6 people can...
Featured review
We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...
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second floor beautifully appointed classic coach homeThis new second floor condo will impress as it features all laminate wood flooring throughout, beautifully appointed cabinetry and a beach driven light-and-bright color palette.The condo consists of 1,988 SF total, one-car garage, a large master...
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The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have new Casper mattresses. The layout of the condo offers a beautiful view...
Featured review
This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!
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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