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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: 0.1 miles to Miramar Beach
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Wake Up to the FairwayThere are only a handful of residences inside Treviso Bay where you can sit on your lanai and watch golfers tee off in the morning. 9844 Venezia Circle #711 is one of them. This first-floor end-unit Arabella veranda looks directly out at the 11th tee box of the Arthur Hills–designed...
Featured review
Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.
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. Exceptionally private, no shared walls with neighbors, feels like home. Second floor (first floor is...
Featured review
Had a fabulous time at Shani’s condo. Lots of sun, swimming in their pool. Couple of dinner gems for great eat in or take out. Bring your bicycles too.
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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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...
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Sunsets, Privacy, and Location...your own tropical base in Paradise. In the middle of Naples beaches, boating, restaurants, the newest shopping, yet removed in a gated tropical enclave. Open floor plan 3 bd. 3 ba. + den and lake lot on a cul-de-sac. Located in North Naples just steps or a short bike ride...
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Distance to beach: 5 miles to Naples Beach
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Escape to Paradise: Your Dream Naples Getaway Awaits!Immerse yourself in luxury at this stunning, newly renovated golf course home, where relaxation meets excitement. Bask in the Florida sun from your private heated pool and spa, now enhanced with a 55" outdoor TV for the ultimate entertainment...
Featured review
We had an amazing stay and couldn’t have asked for a better place! The home was spotless when we arrived and was beautifully maintained throughout. It truly had everything we needed for a relaxing vacation. The...
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This is a brand new first floor classic coach home on a spacious corner lot featuring 3 bedrooms and 2 bathrooms.Introducing a pristine, never-before-occupied first-floor classic coach home nestled on an expansive corner lot. This elegant abode boasts three bedrooms and two bathrooms, offering an...
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PLEASE NOTE: AVAILABLE MONTHS: MAY 1 - October 31 & December/ 2026Experience the Pinnacle of Naples Living: Your Top-Floor Sanctuary at TPC Treviso BayForget "vacation"—this is a lifestyle upgrade. Perched on the coveted top floor of the Acqua building, this stunning 2-bedroom,...
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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Available Dates: October, November, December, January, MarchWelcome 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...
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 your turnkey Naples escape in Royal Bay Villas—a beautifully renovated 2-bedroom, 2-bath ground-floor condo that’s been thoughtfully refreshed from top to bottom. The kitchen and both bathrooms have been completely redone, featuring modern finishes and brand-new appliances, and...
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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...
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
Spent 2 weeks at the Regatta at Vanderbuilt beach in a WONDERFUL condo. Immaculate and well equipped with all necessities. Had a great time at local beaches and restaurants. Will definately visit this...
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Escape to paradise at this stunning waterfront condominium, perfectly positioned as your gateway to the breathtaking 10,000 Islands. Enjoy unparalleled access to boating adventures with your included boat slip. This luxurious two-bedroom, two-bathroom condo boasts modern amenities, including a fully equipped...
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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This 3-bedroom, 2-bath villa is located in the gated Villas at Greenwood Lake. It is a spacious 1,450-square-foot villa that can comfortably accommodate up to six guests and offers the perfect blend of comfort, privacy, and a short drive to the Naples beaches, 5th Ave, and Bayshore.
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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: 6 miles to Vanderbilt Beach
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Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...
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We have three bedrooms and two full bathrooms. Living, dining and family rooms. Great lanai leading to the screened in pool area. We have bikes and other sports equipment. The community has two additional pools, tennis courts and pickleball courts. Our property is only 10 minutes from shopping on...
Featured review
We Stayed in july for 18 days in the House. It was Great! Every thing we needed was there.Family with three Kids from germany
Distance to beach: 5 miles to Naples
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Lovely 2nd floor condo in Berkshire Lakes. Property is located at Radio and Santa Barbera Roads. Quiet family oriented community. Shopping plaza a short walk away. There is a paved walking/bike path adjacent to 2 lakes. The shared pool and hot tub are a real bonus. The condo is completely furnished...
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Gorgeous brand new renovated condo. Excellent for entertaining . Open floor plan with dining and island seating. Two bedrooms feature king beds and another queen bed. Location is just 10 min to 5th Ave. Golf membership is available and transferable at tenants cost. Golf cart included. Beautiful Lanai...
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...
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 selected this home for its location and amenities, it was perfect for a three month stay. It has everything you would need in a luxury home. The property manager Tim is amazing and very helpful and responsive....
Distance to beach: 6 miles to Vanderbilt Beach
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Newly furnished second floor end-unit condo with beautiful Eastern Exposure lake view!Located in gated Huntington Lakes with tennis, bocce, full gym & sauna. This safe, quiet neighborhood is extremely social with complimentary tennis lessons, parties, and other social events all season long....
Featured review
The condo we rented for February and March 2026 was perfect for our stay in Naples. It is tastefully decorated and very comfortable. We enjoyed our pool time and also sitting on the lanai watching the ducks...
Distance to beach: 9 miles to Vanderbilt Beach
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A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...
Featured review
Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!
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Nicely furnished and conveniently located one bedroom condos overlooking beautiful intercoastal canals. Beach access is just steps away.Amenities include swimming pool, tennis and pickle ball courts, shuffleboard, and beach access at renowned Vanderbilt Beach. There is a washer and dryer in each...
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Beautiful Fully Renovated Condo in Gated Emerald Lakes Community Spacious 3-bedroom, 2-bathroom corner unit available:Seasonal or annual lease starting 7/15/2026.This beautifully updated condo features an open-concept floor plan with an enclosed lanai that extends the living space — perfect...
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...
Distance to beach: 5 miles to Naples Pier
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Beautifully decorated and completely turnkey, sunny and bright 2 bedroom/2 bath condo with cathedral ceilings and spacious lanai overlooking lake with lighted water fall. Second floor END unit with your own private garage in a GATED community. Free WI-FI and Cable TV/Infinity, SmartTV/Stream Netflix/Prime/Pandora/FUBO/Spotify...
Featured review
We had a rough winter and decided at the last minute to see if we could get a place to stay in Naples. We had never been and it all worked out real well. We really enjoyed the Falling Water’s condo....
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Brand-New Coastal Villa - Seven Shores Luxury Community - Near Naples and Marco IslandPerfect luxury extended stay, snowbird rental, or executive seasonal rental Naples FL. 90-day minimum for refined Seasonal Continuity.Experience ultra-luxury seasonal living in this brand-new 2025 never-lived-in...
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Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...
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: 6 miles to Delnor-Wiggins Pass Park and Beach
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Now AVAILABLE March & April 2026! ALL INCLUSIVE monthly rate May to Dec 19th $8,200. Dec 20th to Apr $9,800 (rent, tax, cleaning, utilities, cable/WIFI, damage waiver all included). Naples FL vacation rental.Located in Delasol, a resort style community, this rare 3 bedroom, 2 bath open floor plan...
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Welcome to your Naples home away from home in Falling Waters on Davis Boulevard. This bright and spacious 2-bedroom, 2-bath residence offers approximately 1,560 square feet of comfortable living space—perfect for settling in and enjoying a month or an entire season in Southwest Florida.The open...
Featured review
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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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: 5 miles to Vanderbilt Beach
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This beautifully furnished second-floor unit, in paradise, is a vacationer's dream! It's very open and spacious with its vaulted ceiling, and offers a great view of one of the community lakes. Amenities abound in this highly desired gated community. There's a beautiful clubhouse, two swimming...
Distance to beach: 3 miles to Lowdermilk Park
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1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and...
Featured review
We sold our Naples property about 5 years ago and had been looking ever since for a location we could spend part of the winter. Our criteria included, privacy, location, cleanliness, convenience and a fair...
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Enjoy this 3-bedroom, 2-bath condo in The Reserve. This third-floor unit offers a quiet and welcoming atmosphere with access to a resort-style pool, workout facilities, and clubhouse. Just minutes from Naples’ beautiful beaches, Fifth Avenue, and local dining, you’ll find the perfect balance...
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Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. High end surfaces throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...
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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: 5 miles to Vanderbilt Beach
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VILLA World Tennis club Naples3 bedrooms, terrace with lake view and private pool Internet W-lan The house (fully air-conditioned) is located in the World Tennis Club in Naples, In the tennis club there are 16 tennis courts including 11 clay courts. swimming pool, whirlpool and sauna. The complex...
Featured review
We always love to come back to that wonderful furnished house in Naples with pool, located close to shops and beaches in Naples. As tennis players we recommend the place in World Tennis Club ( gated community),...
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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...
Featured review
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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Brand-New Coastal Villa - Seven Shores Luxury Community - Near Naples and Marco IslandPerfect luxury extended stay, snowbird rental, or executive seasonal rental Naples FL. 90-day minimum for refined Seasonal Continuity.Experience ultra-luxury seasonal living in this brand-new 2025 never-lived-in...
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Welcome to your ideal Naples retreat—a beautifully appointed first-floor condo offering 2 bedrooms and 2 bathrooms, designed for effortless comfort and convenience. Overlooking the community pool and just three blocks from the pristine beach and Fifth Avenue South, this property places you at the...
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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...
Featured review
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...
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...
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Welcome to 1195 Clam Court, Unit 202—an inviting waterfront condo designed for guests who want to experience Naples the way it was meant to be enjoyed: by land and by water. Situated along a peaceful canal, this residence includes a private boat dock, making it easy to head out for a day on Naples...
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...
Featured review
My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...
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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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Enjoy this beautifully appointed, pet-friendly 3-bedroom, 2-bath home in the southern area of Naples, centrally located—28 minutes to Marco Island, 23 minutes to Vanderbilt Beach, and close to everything Naples and Marco have to offer. Nestled in a quiet, gated community, this first-floor home offers...
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The Home Welcome to your charming Naples Park cottage—perfectly located near NCH Baker, Naples School of the Arts, and just blocks from Delnor-Wiggins State Park and Vanderbilt Beach. Recently updated, this 3-bedroom, 2-bath retreat blends a tranquil, beachy vibe reminiscent of the Keys with modern...
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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