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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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The HomeEnjoy this 2-bedroom, 2-bath first-floor condo at The Strand, perfectly situated near NCH Baker, Seed to Table, and within easy reach of Naples’ best beaches, waterways, and shopping. The condo features a private patio with serene golf course views, an open and welcoming layout, and...
Distance to beach: 0.8 miles to Vanderbilt Beach
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Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...
Featured review
Nice cottage nice price we loved the decoration and amneties, swimming pool was a bit sandy from previous renters. Few beach chairs should be replaced as worn and broken. Nice floats and toys for the pool...
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Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...
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We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...
Distance to beach: 1 miles to Park Shore
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Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...
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My family and I stayed at Conway House for the month of September 2026. We were late to arrive and Rob was wonderfully flexible allowing us to stay a little later and make up for it. While we were there...
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FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...
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LIMITED WINTER AVAILABILITY — SPECIAL RATES: December $4,500 • January $5,250 • Book December + January for $9,500 and save $750. 28-day minimum stay.Welcome to your Naples home away from home in Falling Waters on Davis Boulevard. This bright and spacious 2-bedroom, 2-bath residence...
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We couldn’t have asked for a better stay in Naples, Florida. From the moment we walked in, we were blown away by how immaculate and pristine the entire condo was. The coastal decor is stylish, cheerful,...
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"On the 9th fairway of Twin Eagles Talon—luxury family home with chef-ready kitchen, personal cart, and full resort-style amenities." Full Description: Welcome to your perfect family retreat, nestled on the Talon golf course (9th fairway) at the exclusive Twin Eagles community in Naples,...
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This condo is available for lease as of 06/20/2026 to 11/20/2026 at $2900 per month, which is about $96.00 per day!!!!!. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place . Life is good on "Paradise...
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WINTER 2027 SEASONAL RENTAL Available January 15, February & March 2027 $5,000/month | 60-day minimum Fully furnished 3-bedroom, 2-bath ground-floor condo.Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located...
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Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests. This two-bedroom and two-bathroom condo sleeps four people. A parking spot is assigned to the...
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A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...
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Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...
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We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...
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Looking for a Naples monthly rental in a peaceful, resort-style setting? This beautifully updated 3-bedroom, 2-bath furnished home in Lely Resort is ideal for long-term stays of 30 days or more, offering comfort, privacy, and amenities perfectly suited for extended living.Located in the exclusive...
Distance to beach: 3 miles to SEVERAL IN NAPLES
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IT IS NOT A RENTAL HOME--IT IS MY PERSONAL FAMILY FULLY FURNISHED HOME FOR YOU TO ENJOY!! WITH ACCESS AND MEMBERSHIP T0 A VERY ACTIVE CLUB WITH ALL THE AMENITIESA BEAUTIFUL CHARMING HOME 2,300 SF 3 BEDROOM / 2 FULL BATHROOMS HOME WITH POOL AND JACUZZI. HIGH END FURNISHINGS ARE WELL MAINTAINED AND...
Featured review
this is a perfect location 20 minutes from downtown naples 15 minutes from beach 3 minutes to two great public golf courses pickleball and tennis very close. house has a pool and hot tub nice gated community...
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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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Two bedrooms, 3rd combo office, workout, and spare queen blow-up mattress 2 baths, lanai, pool, and hot tub. Full golf and clubhouse amenities available. The Twin Eagles community is known for its people, hospitality, welcoming atmosphere, and fun. Whether it's golf events, leagues, bocce, pickleball,...
Distance to beach: 7 miles to Naples Pier
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Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal...
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Step into one of SkyRun Naples’ most inviting coastal properties—where design, comfort, and lifestyle align perfectly.This home was selected and prepared for guests who expect more: more comfort, more style, and a more seamless experience from arrival to departure.The interior showcases...
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The Condo in Harborside Terrace - Parkshore Neighborhood Welcome to your Old Naples retreat, a hidden gem amongst new homes. This 3-bedroom, 2-bath first-floor condo offers the perfect balance of comfort, convenience, and charm. Near the community pool and located just blocks from the ocean (including...
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Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...
Featured review
Super friendly and helpful hosts, everything you could need for a perfect beach vacation. All the towels, sheets, hot tub, heated pool, beach toys - even the bike tires were fully inflated and ready to...
Distance to beach: 2 miles to Fifth Avenue Beach
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Discover this luxurious hidden gem, just a 5-minute drive from the pristine beaches and the vibrant Naples 5th Avenue. Professionally designed by Urban Home Interior Design Studio, this fully renovated spacious villa combines style and comfort with high-end finishes throughout. This villa has been our...
Distance to beach: 300 yards to Vanderbilt Beach
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The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...
Featured review
Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...
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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...
Distance to beach: 5 miles to 5th Ave
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Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...
Featured review
I have rented from Kate for seven years during January through March. I would be renting again but have another obligation this year (2007). She has been a very gracious host and condo owner. If the unit...
Distance to beach: 10 yards to Beachfront
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Welcome to Lausanne at $9500/month in-season, ideally located just steps from the beach and minutes from Venetian Village, Waterside Shops, and Naples’ finest dining and entertainment. This bright, turnkey residence features two spacious bedrooms, two bathrooms, an open floor plan, a balcony, and...
Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea
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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...
Featured review
This home is only blocks from Vanderbilt Beach and minutes from Bonita Springs. The home and yard are beautifully decorated and kept. The heated pool is amazing to have for morning or evening swims. The...
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Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and...
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
Distance to beach: 8 miles to Marco Island
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Great Location, this home has a two-car garage, private patio, three bedrooms and 2.5 baths. This casita has all you need to have a relaxing vacation. Laundry room, master bedroom and master bath are all other bedrooms including laundry room are on the second floor, and all living space on the first floor,...
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Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...
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Dream Villa in Naples ReserveExperience luxury living in this stunning 3-bedroom villa located in the exclusive gated community of Naples Reserve, South Naples. Just minutes away from the famous 5th Avenue, world-class golf courses, pristine beaches, fine dining, shopping, and beautiful Marco Island.Highlights...
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Spacious 1st floor condo-amazing golf views, fully furnished. New hardwood floors, new Master bedroom with King bed, New Queen bed in 2nd BR with New dream-like mattresses. Murphy console-LR makes to Queen for extra sleeping. Both bathrooms/closets completely redone very stylishly. Desk for working...
Distance to beach: 3 miles to The Naples Beach and Pier
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This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...
Featured review
We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...
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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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Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...
Distance to beach: 3 miles to VANDERBUILT BEACH
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This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...
Distance to beach: 0.1 miles to 1 block
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This newly renovated condo is on Hurricane Bay, just one block from the popular Lowdermilk Park on the Gulf of Mexico. No need to drive to the beach - it's right in your back yard! Coquina Cove is a small boutique complex of 18 units. It has a beautiful pool overlooking the bay, where you see...
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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,...
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Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...
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Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift, perfectly positioned on the widest canal in the prestigious Conners neighborhood...
Distance to beach: 1 miles to Vanderbilt Beach
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NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE TO BEACH - PET FRIENDLYNestled...
Featured review
We started out the month with a few problems at the house. AC compressor went out, ice machine was broken, and pool heat had to be turned off. Shane was excellent to work with, getting everything taken...
Distance to beach: 100 yards to Delnor Wiggins and Vanderbilt
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Pack your bags and get ready for the ultimate beach getaway at just $5,500/month in season! This bright and comfortably furnished 3-bedroom condo is just a short stroll from the sparkling sands of Delnor Wiggins State Park and Vanderbilt Beach. Cozy, stylish, and fully equipped, this condo has everything...
Distance to beach: 10 yards to Moorings
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Stunning 2nd-floor beachfront villa at $16,000/month in-season in the exclusive Indies West, located on the point of Doctor’s Pass and just steps from what feels like your own private beach. Enjoy breathtaking views and vibrant sunsets from your private screened lanai, while watching dolphins and...
Distance to beach: 14 miles to Marco Island or Naples
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Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...
Featured review
Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!
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Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...
Distance to beach: 2 miles to Clam Pass
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Our MiraVista condo located directly on the Quail Run Golf Course. It is a beautiful 2 bedroom, 2 bathroom condo. The condo has a relaxing ambiance with stainless steel appliances in the kitchen. The unit has screen in lanai with amazing golf course views. Enjoy a cup of coffee in the morning while watching...
Featured review
The apartment is a dream. Everything was perfect. Very clean. Nothing is missing. The location excellent. Tatiana was extremely friendly from the first contact. She was always available and kept asking...
Distance to beach: 6 miles to Vanderbilt Beach
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2br, 2 full bath. Queen bed, lanai with water feature view. All updated, large tvs in living room and main bedroom. Short drive to Vanderbilt beach, 41 and easy highway access, great location. Across from Seed to Table in North Naples. Credit/background check required. Condo updated and in great shape....
Distance to beach: 1 miles to Delnor Wiggins/Vanderbilt beach
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Discover a hidden gem in The Dunes at $12,000/month in-season, offering a spacious 3 bedroom, 3 bath condo with an outdoor terrace. This luxurious residence was just purchased and the new owners are in the process of purchasing all coastal themed furnishings, accessories and electronics. The condo will...
Distance to beach: 6 miles to 5th ave
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This is a ground floor condo, 2 bedroom, 2 bath fully furnished with over sized garage located in Falling Waters which is centrally located between Marco Island and downtown Naples.Falling Waters Beach Resort has two pools, two tennis courts and one boccie court. One pool is a heated 600 foot lazy...
Featured review
Hallo We are 2 persons and want a Apartment with 1 or 2 bedrooms about Naples fore middle Januar for 4 /6 weeks. What can you offer fore us? Best regards Birte and Eckhard Schmidt Bremen Germany
Distance to beach: 7 miles to Vanderbilt Beach
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Perfect winter getaway at $3,000/month in season! Lovely 2BR/2BA condo overlooking lake surrounded by lush tropical landscaping. Well maintained and has everything that you will need to enjoy your stay in paradise. Key Royal is a well-maintained community in excellent location with plenty of shopping,...
Distance to beach: 1 miles to Vanderbilt
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APRIL 2026 available! We still have other homes available March 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...
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...
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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