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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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Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape. Steps from world-class dining, boutique shopping, and the sun-drenched shores of the Gulf...
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. Naple's market is exploding and this property is location, location, location as the saying goes. Close to fine dining just a short beach walk away!NEWLY Remodeled Kitchen and Bath, high speed internet, Smart...
Featured review
We have stayed at Cathy's condo many times over the last 15 years and have consistently had a wonderful time. We regard the condo now as our home away from home and has everything we need. Cathy is always...
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A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...
Featured review
This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.
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Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...
Distance to beach: 1 miles to 1st Avenue Beach
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Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...
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This beautifully renovated condo offers a Paradise Experience. The condo has a King Size in Master and King size in Guest Room (or TWO Twins - please specify )This sunny and cheerful condo overlooks the tropical gardens. . Washer and Dryer in unit. Freshly painted and new furnishings make this 1st...
Featured review
My husband & I have been renting properties from VRBO, Airbnb & private owners for many years and for the most part, rentals have met our expectations, but none like this one. This rental definitely exceeded...
Distance to beach: 5 miles to Naples Beach
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This gorgeous vacation villa in the Kings Lake community in Naples offers 3 spacious and elegantly furnished double bedrooms, including 2 king beds and a queen bed. There are also two bathrooms and a guest bathroom with toilet and sink. The bathrooms are fully lined with tiles, with granite vanity...
Featured review
Living in this fantastic property makes every holiday perfect. The house, that pool, the detailed furnishings and the support have made us the most beautiful travel experience offered which one can wish. The...
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AVAILABLE ALL 2026 SEASON! Social Membership only, no golf. Beautifully remodeled, first floor Coach Home in pristine TPC Treviso Bay Golf and Country Club. This is a spacious, open concept home opening of the living room to a huge, nicely furnished, lanai. 3 full bedrooms, separate laundry room and...
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This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the 2/2 Villa...
Featured review
In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...
Distance to beach: 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 by land or sea via a provided dock!Marco Island and their stunning beaches is a short easy...
Featured review
This condo was fabulous. 3 beds and 3 baths afforded plenty of room for friends and guest , winter 2025. The pool was always ready for a sunny afternoon. A drink on your private lanai watching the manatees...
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Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The Isles of Capri is a small quiet island right next to Marco Island. This southern exposure property has direct access to the Gulf of Mexico which makes...
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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WORLD CUP SPECIAL!! Stay with us in June and July, an hour and a half away from the MIAMI Hard Rock Stadium! Available - NOW OPEN FOR 2027 SEASONWelcome 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...
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...
Distance to beach: 5 miles to Naples Beach
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JUST LISTED - Condo with two bedrooms and two bathrooms now available with brand new appliances and many other updates with the most amazing golf course view from private balcony. Lease includes full golf privileges on championship 18-hole course along with access to all other amenities.Beautiful...
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2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...
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s - A beach volleyball court - Basketball facilities - A playground - Two communal pools in the esteemed Briarwood Community- Convenience:A fully equipped laundry room with washer and dryer for your comfort.This villa isn't just a place to stay; it's a destination where luxury, privacy,...
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Whether you're relocating to Naples or just need a comfortable landing spot while your new home comes together, this bright, open-concept apartment gives your family real room to breathe. Spend afternoons at the community pool or playground, walk the dog around the lake trail, and know that groceries,...
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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...
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: 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: 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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Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....
Distance to beach: 10 miles to Naples Beach
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Excellent location in #1 rated luxury Lely Resort in beautiful Naples!Taste fully decorated furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse with...
Featured review
This is a wonderful home with a great location within Lely resort. The home is well maintained with everything you need for a winter seasonal rental. Fully stocked kitchen, and all the chairs, towels and...
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Some places you visit. Old Naples, you fall for — and there's no better place to fall from than the doorstep of 850 Central, a boutique enclave of just 22 residences on the corner of 8th Street and Central Avenue, where the buzz of downtown meets the calm of the Gulf. This isn't a high-rise...
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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.
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This Meadowood Townhome is fully furnished and turnkey with quartz countertops, stainless steel appliances and an open kitchen-living room layout. The gated community includes a beautiful clubhouse, fitness center, pool and basketball court. Located close by to several new shopping plazas, interstate...
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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...
Distance to beach: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac
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Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...
Featured review
We rented the house for February, March and April. We enjoy the house very much, especially the screened in lanai in the outdoor pool and spa.
Distance to beach: 6 miles to Tiger Tail Beach
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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...
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Welcome to your slice of paradise! This bright and beautifully maintained 2-bedroom, 2-bath retreat offers the perfect blend of comfort, style, and location. Enjoy morning coffee or evening cocktails by the private pool with a nature view, then head out to explore- you’re just minutes from Naples’...
Featured review
Perfect stay! Would book over and over again! My family enjoyed the house and the location is great!!! The owner is very helpful and accommodating. We will be back!
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...
Featured review
We were a group of 5 Senior golfers traveling to Naples for a total of 7 weeks during January and February. This house was perfect. From the 5 bedrooms all with their own baths to a fully stocked kitchen...
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
Distance to beach: 1 miles to Vanderbuilt
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Perfect location for your relaxing getaway in Paradise! This house has many upgrades, a bright & open concept floorplan, a chic but relaxed setting & a one of a kind tropical backyard Oasis. Fully furnished with all you need to enjoy a day at the beach or in our private open-air pool & spa!...
Featured review
We had a lovely time staying at this well maintained home in a quiet neighborhood. Home is well appointed and the pool and backyard made our trip so relaxing and enjoyable. Located within walking distance...
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Everything is new in this gorgeous SFH located in Esplanade of the Islands. At $17,000/month in season, this home has it all, 4 Bedrooms plus Den, 3.5 Bath, open floor plan, large kitchen, beautiful flooring, designer furnishings and artwork, and a 2- car garage. The lanai features an outdoor kitchen,...
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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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Gorgeous surroundings in a Resort-like atmosphere. Gated Property with Guard ensures your safety at all times! Largest Heated Saltwater Pool in South West Florida! First Floor entrance makes it easy for walkers or wheelchairs. Condo boasts 3 bedrooms and 2 baths. Large Lanai is screened and has an electric...
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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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Welcome to this exquisite 3-bedroom, 2-bathroom home in the sought-after Naples Reserve community. At $8,500/month in season, experience resort-style living at its finest with an array of exceptional amenities to enhance your stay. Step outside and immerse yourself in the resort-style pool, perfect for...
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: 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
The location is amazing - several beaches are close by! Walking distance to shopping and restaurants. Old Naples is a short drive away with endless shops and restaurants. Plenty of activities, we saw a...
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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: 1 miles to Vanderbilt Beach
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SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...
Featured review
Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...
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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...
Distance to beach: 2 miles to Vanderbilt Beach & Delnor-Wiggins Pass State Park
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Relax and have fun in the sun in one of Naples Park's largest vacation homes. This newly updated home has a spacious open floor plan, along with 3 large bedrooms is perfect for multiple families traveling together or couples. The living room features an over-sized sectional and 65 inch TV. The...
Featured review
Comfortable beds, plenty of space with lots of seating areas. Good location. Would definitely go back
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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...
Distance to beach: 8 miles to Naples Beach
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Currently accepting Requests . Rates as follows: August 1 - October 31 of 2026 is still available at the cost of $2,700 +++plus +++ represents three items + 7% Florida Tax to Florida Department of Revenue which you will write check directly to Florida Department of Revenue +$150 Transfer fee...
Featured review
Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff
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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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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 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!
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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!
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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