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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: 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: 100 yards to Moorings Beach Park
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Perfectly situated on an oversized corner lot in the elegant Moorings neighborhood sits this 5-bedroom, 3 full bathroom, 2 half bath luxurious home. The interior consists of beautiful hard wood flooring, custom cabinetry, top of the line name brand furniture and appliances. Tall ceilings and endless windows...
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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...
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...
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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)
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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 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...
Distance to beach: 0.2 miles to Vanderbilt Beach
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You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...
Featured review
This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...
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....
Featured review
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...
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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...
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: 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: 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: 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...
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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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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: 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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Looking for a beautiful, clean, well furnished condo? Look no further. This 2 bedroom,2 bath condo is fully furnished and recently renovated. Gorgeous Lake View that you will enjoy while sitting on the screened in Linai. 2 Pools, Tennis Courts. Community Center activities. 1 parking, all amenities...
Featured review
Love Naples….loved this Condo! We stayed for two months (March and April).Very clean and very comfortable! It has every amenity one needs including beach chairs and an umbrella. The neighbours are very...
Distance to beach: 100 yards to Naples Beach
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Discover your coastal paradise with breathtaking waterfront views on Vanderbilt Bay! This 2-bedroom, 2-bath retreat features an open layout with chic beach-inspired décor in soothing coastal hues—perfect for a dream vacation. The fully updated kitchen boasts sleek white cabinetry, granite...
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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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Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf.Situated on the third floor of a meticulously maintained building, this residence offers sweeping views of the Gulf of Mexico and direct beach access just steps from your door.Inside,...
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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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: 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: 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 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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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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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...
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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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: 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: 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: 0.1 miles to Miramar Beach
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Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...
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Luxury 3 bedroom, 3 bathroom home on an over-size corner plot right on the golf course. 15 five-star reviews on VRBO, this account I've just transferred to Florida rentals. 3 samples of the reviews are quoted.Enjoy a quiet sun-downer on the large patio with swimming pool and Spa ,sun-loungers,...
Featured review
We rented this spectacular home in March of 2019 and again in March of 2021. We have rented other homes in Lely Resort, but nothing compares to this one. The location is perfect--close to the amazing...
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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 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...
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"...
Featured review
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...
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...
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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,...
Distance to beach: 3 miles to Bonita Beach
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This condo is located in North Naples in the much sought out gated community of Sterling Oaks. Unit consists of 3 bedrooms and 2 full baths, living room, dining area, large kitchen plus breakfast bar and an enclosed lanai. There’s covered parking at your door and additional parking adjacent to...
Featured review
Susan was a great host. She met us at the condo and had little welcoming touches thoughout. The condo split layout worked great when our kids and grandkids visited. We enjoyed the community and amenities....
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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...
Distance to beach: 6 miles to Clam Pass
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Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...
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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: 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...
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...
Distance to beach: 3 miles to Naples Pier, Naples Beach
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Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...
Featured review
We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!
About this property
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...
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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...
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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: 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,...
Featured review
Condo was clean, well equipped and well located. We enjoyed our stay and the owner made things easy and welcoming!
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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