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Are you looking for a sunny getaway? Our monthly rentals in Naples, Florida, offer a perfect escape. Whether you're seeking a winter retreat or a long-term stay, Naples has it all. From stunning beaches to world-class golf courses, there’s something for everyone.
Distance to beach: 1 miles to Public beach
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Everything about this Park Shore condo is inviting and cozy with a seamless blend of Olde Florida charm and completely renovated modern features. At $8000 per month in season, this second floor 2 Bedroom/2 Bath home features a main en-suite bedroom with a King bed and a second flex bedroom/den with a...
Distance to beach: 10 miles to Vanderbilt Beach
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At just $14,000/month in season, this gorgeous and spacious Golden Gate Estates pet-friendly single family home has 4 bedrooms, den, 3.5 baths, and 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...
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Imperial country club is an upscale gated community near all amenities This newly remodeled condo is spacious and comfortable It overlooks a lake and the fifth hole of the golf course A pool and tennis courts are a 2 minute walk This terrific condo is available year round or seasonal
Distance to beach: 4 miles to Naples Beach
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This Naples condo is just what you are looking for. It boasts nearly 1300 sq. feet of living with a coastal chic style. There are two large bedrooms and two full baths. This top floor unit (2nd story) condo has high ceilings and plenty of brand new windows to let in the beautiful Florida sunlight. A 6...
Featured review
We loved our stay! The condo is very spacious and very clean. Everything is provided for you to enjoy all types of activities. The pool was fabulous and everyone was so friendly.
Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea
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You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...
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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Distance to beach: 6 miles to Naples Pier and Vanderbilt
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Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...
Featured review
Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...
Distance to beach: 4 miles to Bonita Beach
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Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...
Distance to beach: 2 miles to Clam Pass
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AVAILABLE DATES: April 1, 2026 - December 29, 2026 - rental stay minimums apply) Golf Course By The Sea #2 - Penthouse Near the Beach!NO AVAILABILITY: January 1, 2027 - March 31 2027 - those dates are booked.*****Please refer to the RATES section of this listing for monthly rate details as...
Featured review
Thank you to this host for a most wonderful first-time non hotel longer-term rental experience. We will never return to a hotel after experiencing such a wonderful condo stay at a fraction of the cost...
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...
Distance to beach: 1 miles to Naples Beach
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Available for rent weekly and monthly! (allows nightly stays too)** Welcome to your Naples vacation retreat! Grand Regency Model Home featuring numerous premium upgrades throughout. This turnkey 3-bedroom, 2-bath pool home in the desirable Briarwood community offers the perfect blend of comfort and classic...
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Beautiful Fully Renovated Condo in Gated Emerald Lakes Community Spacious 3-bedroom, 2-bathroom corner unit available for annual lease starting 4/15/2026. This beautifully updated condo features an open-concept floor plan with an enclosed lanai that extends the living space — perfect for relaxing...
Featured review
We rented this condo for three months. It was beautiful and had every thing we needed. We have been seasonal renters for many years and this was at the top. We loved the location in North Naples. It was...
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Beautifully remodeled and furnished lives like a ranch home huge deck with very private setting that may be available December one completely furnished and ready for occupancy.. pet friendly and allowed..close to beaches, shopping, medical, and Southwest Floridas international Airport
Distance to beach: 4 miles to Clam pass beach
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Our renovated first floor condo features new - travertine floors, kitchen, appliances and bathrooms. We are just steps to the pool and sauna for our condo buildings only as well as a magnificent view of the lake behind the condo. 160 acres of mature green space to enjoy with tennis and clubhouse...
Featured review
My husband and I have been coming to Naples for many years and have rented several condos. This was our favorite. The location, in a gated community off Pineridge Road not far from 41, is convenient to...
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Situated 15 minutes from downtown and Naples Beach, 15 minutes from Marco Island and 5 minutes from numerous golf courses. This 1 year old decorator furnished 2BD/2BR with den villa is available from November through April. This Villa sleeps 6 with a king pullout in den. Expansive kitchen with breakfast...
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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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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
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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: 5 miles to Vanderbilt Beach
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Immerse yourself in luxury in this beautiful single-family pool home perfectly situated overlooking the stunning 18-hole golf course at Stonebridge Country Club. Enjoy the privacy of your own heated pool and extended lanai/backyard as you watch the sun set over the lush greens.Rental offers full...
Featured review
Just coming to the end of a ten week stay at this property, everything was 5 star. House very comfortable and very well equipped with everything you could possibly need. Great pool area, very private, all...
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Wake up to stunning lake views and your own private pool - welcome to our southwest Florida escape. This modern, contemporary style home with 3 bedrooms, 2 baths has views of the pool and lake from almost every room, and boasts a 70" smart TV in its ultra-comfortable living room. The formal dining...
Featured review
My wife and I stayed for 39 nights and thoroughly enjoyed our stay. The house is exactly as described and shown and is in a great location. The pool is tremendous. The shower in the Master Bath is tremendous....
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A Quaint 2/2 with a private carport is on a golf course with 6 different pools clubhouse and many more amenities. Open Family room to kitchen and with a lanai. Shopping, Downtown, great restaurants and the beach all very close by.
Distance to beach: 3 miles to Marco Beach
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This beautiful home located in the Naples Reserve is very modern upscale & is located in a gated family friendly community. Conveniently located 15 min away from downtown Naples and 10 min from Marco Beach. This vacation will allow your family to fully experience Naples! The amenities are located...
Featured review
We had a fabulous stay in this home and in the community of Naples Reserve. Upon arrival we were given a gate pass for the month of our stay to bypass the visitor lane and remote entry through an app on...
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Welcome to your ultimate vacation retreat! This stunning two-bedroom, two-bathroom home seamlessly combines comfort, convenience, and leisure, promising an unforgettable getaway surrounded by natural beauty and endless recreational opportunities. Nestled in a picturesque community with lush landscaping...
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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...
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Welcome to your BEAUTIFULLY renovated home away from home! ENJOY brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering a birdwatcher's paradise with delightful...
Featured review
We spent the month of October here and it was perfect for what we needed. It was close to all types of shopping and many restaurants. The renovation was well done and it was very well equipped and supplied...
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Super cute 2nd floor condo 5 minute walk from 5th Avenue. Great position within this small complex with pool and tropical views from both the the lanai and preferred front facing bedroom. New King bed and mattress for your comfort! New floor tile throughout. Enjoy the playful mocking birds putting on...
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We have two properties available, and you can check their availability and pricing directly on our website: NaplesEscapeCollection. com• The first property is the one listed here. • The second property includes a main house plus a guest house, totaling six bedrooms and six bathrooms. ---------Welcome...
Distance to beach: 5 miles to Delnor-Wiggins Pass
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Discover Resort-Style Living in Sterling Oaks – North Naples’ Premier Pickleball & Tennis CommunityWelcome to Wildcat Cove in Sterling Oaks, one of North Naples’ most desirable gated communities, where this charming two-story home offers the perfect blend of privacy, comfort,...
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Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central...
Distance to beach: 6 miles to Naples beach
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Lely golf estate condo, second floor Unit Big Lanai with a beautiful view to the pool. 1 covered parking spot Masterbedroom with big app tv . We have a Amazon fire tv stick but you can also bring your own. bathroom and walkin closet Nice and quiet neighborhoodPS : the pin on the map show that...
Featured review
Perfect location between Naples and Marco Island! Easy drive to all the popular spots. The condo felt like home, very comfortable! The pool was awesome and only a few steps away! I would highly recommend...
Distance to beach: 2 miles to Clam's Pass
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Spend Winter in Naples, Not in TrafficImagine spending your mornings on a screened lanai overlooking the golf course, walking to Publix for groceries, enjoying an afternoon at the beach, and returning to a quiet, friendly community with resort-style amenities.This beautifully furnished first-floor...
Featured review
We had a wonderful stay in Turtle Lake Golf Colony in March/April 2026. The accommodations were lovely and location fantastic! Johan was very easy to work with and easy to contact with any issues that arose...
Distance to beach: 2 miles to Delnor-Wiggins Pass State Park
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Our home is stocked with everything you need for the beach, the pool, eating in, going out, or playing games!Welcome to Slow M'Ocean Naples for your sunny Florida Vacation, a relaxed and well-appointed Naples Park retreat designed for easy beach living and memorable Florida getaways. This 3-bedroom...
Featured review
We only had a week but thoroughly enjoy our time. The house was well maintained and the heated pool was a bonus. Lots of extras for beach time.
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BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...
Distance to beach: 1 miles to Vanderbilt Beach
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Beautiful Beach House Rental steps to Vanderbilt Beach ( 1 mile ) & Delnor Wiggins Beach (1.5 miles)This is a Gorgeous, Private House & Back Yard ~Lanai + Pool & Hot tub, BBQ Grill, Bikes, Tommy Bahama Beach Chairs, Umbrella + all the essentials needed for a tropical holiday! Steps...
Featured review
Great location, very clean and well maintained. Jenelle was an excellent manager. She helped with questions at booking, sent great texts to keep us informed before during and at end of stay. She seemed...
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Welcome to our newly decorated and fully furnished home! Available now for 2025. Feel the warmth of the beach the moment you step into this beautifully decorated 3 bedroom plus den, 2 bath coastal decorated home. Newly painted with Peruvian travertine 18x18 tiles throughout house except for bedrooms....
Distance to beach: 250 feet to Vanderbilt Beach
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This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...
Featured review
Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.
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This luxury community has a cosmopolitan atmosphere amid lush natural surroundings ,with a luxurious pool adjacent to the clubhouse . set in Naples Florida, The Reserve is just minutes from the beautiful beaches, and a short drive to highly desirable Fifth Avenue shopping districtEnjoy the Florida...
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Absolutely stunning 2 bedroom, 2 full bathroom condo at Carlton Lakes one of the most beautiful resort developments in Naples. This unit is located on the first floor of a 2 story condo. The condo is tastefully decorated with brand new furnishings and has a wraparound screened lanai. Open floor plan with...
Featured review
5 star rental and a Great Find in a beautiful part of Naples Florida .The owner was an extremely accommodating host for all of our needs . The additional extras to this property were an area pool ,,community...
Distance to beach: 3 miles to Many of Naples Beachs
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This is a beautifully renovated and decorated, spacious feeling, 2 bedroom, 2 bath condo with an office alcove, and a laundry room. It has cable, WIFI and a 65 inch Smart TV. It has a screened in front lanai and a glassed and screened "interior" lanai (made to be an extension of the interior...
Distance to beach: 8 miles to Vanderbilt Beach
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Beautiful seasonal rental including all new appliances located in lovely Quail Creek Village within an enchanting-gated community with the Country Club Lifestyle feel. An elegant escape with access to endless entertainment and a Golfer's Haven! Located on a cul-de-sac within easy to a small guest...
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Take a break and unwind at this peaceful oasis. Less than five minutes walk from the beautiful Vanderbilt beach, bring your favorite beach attires and relax for a month? Why not more? It is beach time EVERYTIME! This condo has been newly renovated!
Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass
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Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished...
Featured review
We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything...
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Available starting December 19 through February 14 and from March 15 to April 30, 2026. Courtyard Home in Masters Reserve at Lely Resort -an Ideal Vacation Retreat! This beautifully furnished home is located in one of Naples’ most desirable resort communities, the exclusive Masters Reserve at Lely...
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Stunning contemporary home on the beach with breaktaking views of the Gulf of Mexico throughout the home. Four bedroom, four bath home is bathed in sunlight and offers "front row" beach and Gulf views from many vantage points, with incredible sights and sounds of the Gulf. The home has in...
Featured review
Beautiful view all through out. Great home with en-suite bedrooms. Directly on the beach, doesn’t get better than this. The realtor was very helpful and accommodating. The entire experience was great....
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Tastefully decorated coastal condo in Naples, Florida. This 2 bed/2 full bath FIRST FLOOR (NO STEPS!!) unit features a large size master bedroom with a King bed. The guest bedroom features an on-suite pocket door so your guests may have full privacy. Our unit also has a screened in lanai which has a nice...
Featured review
We truly enjoyed our stay at Cypress Woods Trace Circle! The home was beautifully decorated and very clean. The kitchen was equipped with everything you might need and more. We enjoyed being able to use...
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Available March, and April! Welcome to your luxurious downtown retreat! This exquisite residence is nestled within the esteemed 780 Fifth luxury condominiums and showcases an expansive open floor plan, featuring a recently updated kitchen with modern cabinetry, quartz countertops, a chic bar area, two...
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Great location in Olde Naples! Third floor 2 bed, 1.5 bath condo just a short walk to the beach or 5th Ave South. This west-facing unit overlooks a quiet street lined with palm trees. Amenities include a community pool (heated in winter) and lounge deck, elevator access, designated parking, and on-site...
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Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples,...
Featured review
Great club amenities close by the unit and close to downtown. Pool, fitness center, tennis and shuttle to beach and downtown. Unit is clean and well maintained.
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Welcome to your perfect retreat at the Glades Resort in Naples, Florida! This newly renovated, 1600-square-foot condo is set on two of the resort’s pristine golf courses, offering direct access to green fairways and scenic views. The 3-bedroom condo is also just steps away from one of the resort’s...
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Beautifully furnished 2-bedroom, 2-bathroom unit with a great view of the Royal Palm Golf Club. The private balcony offers a great view of the pool and whirlpool. In addition to a full kitchen, washer and dryer, three TVs, this second floor unit comes with a car port and storage facility.Come and...
Featured review
Golf , beaches and shopping all nearby. Medical and hospital equally accessible. Marco Island and Goodland 20 min south as well as Isle of Capri.
Distance to beach: 10 miles to Marco Beach, Tiger Beach, Naples Beach
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" If you are looking for a beautifully furnished beach house, you have arrived! No expense has been spared, and no detail has been overlooked in this two bedroom two bath condo. Enjoy the beach house ambiance with a separate outdoor kitchen overlooking a spectacular lake view on the 300 square foot...
Featured review
In 2024, we stayed in this lovely condo from February 7 to May 6. We had planned to be there February 1 through April 30, but we were unable to leave as planned; the owners graciously extended our departure...
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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