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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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Enjoy this turnkey newly renovated 2 bedroom 2 bathroom DREAM vacation condo around the corner from famous 5TH Avenue (full of nightlife, shops, and restaurants) and next to the beach and the bay. This condo offers resort-style amenities including a pool, BBQ area, waterfront dining, covered carport,...
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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: 4 miles to Delano Wiggins Park
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We also have TWO virtually identical units that are EXTREMELY PET FRIENDLY at a neighboring gated community with loads of amenities where we can allow up to TWO PETS ANY SIZE! Please call us at two, three, nine, five, nine, five, nine, one, six, zero.Welcome to your Happy Place that checks all...
Featured review
We rented this property from May till October. It has a great location and close to everything!! Grocery stores, Walmart, Sam’s Club. Great places to grab breakfast, lunch and dinner. Downtown Naples...
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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...
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Newly available, 2 bed plus den, 2 bath single family home with large screened in lanai, located with western exposure on a quiet lake in Artesia. Artesia is a amenity rich community, resort style pool, fitness center, theatre and social activities, located in a gated community just 15 minutes from Marco...
Distance to beach: 6 miles to Bluebill Beach
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Newly renovated, fully furnished townhome in the heart of north Naples! 5 minutes from the popular Seed to Table grocery store/restaurant and other great restaurants close by. Less than 15 minutes from luxury shopping at Waterside Shops and other shopping centers. 10 minutes away from beautiful beaches. This...
Featured review
This townhouse is awesome. Super clean. Well stocked kitchen as well as beach equipment. The owner is awesome to work with and very responsive. If you are looking for a great vacation stay or seasonal...
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Available annually, seasonally, weekly and monthly.Annual and Monthly (outside of peak season) - $ 2000 per month including utilities.Seasonal prices Jan - April range from $4500 - 5500 per monthIt’s gorgeous! Furniture all brand new!Take a look at this fully furnished, fantastic...
Featured review
Rented this condo for 2 months, Jan and Feb 2024, and enjoyed very much our first time in Naples as snowbirds from NY. The view from the screened in lanai is over the heated pool to the 10th green of the...
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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11 story condo directly on beautiful Vanderbilt Beach. Completely remodeled lobby with common area with kitchen for parties. On site mgr. Total pool remodel, completion estimate September 2025. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen,...
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Welcome to paradise! This stylish, fully updated home with coastal décor boasts a spacious floor plan with fantastic views of the private heated swimming pool and the tropical backyard, and welcomes you to relax and enjoy all that gorgeous Naples has to offer! Crown Pointe is located only 7 minutes...
Distance to beach: 10 miles to Naples Beach
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Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...
Featured review
Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.
Distance to beach: 5 miles to Bonita Beach, Barefoot Beach
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Large Carriage House Condo FOR RENT @ , Florida. Available from April 2024.....minimum 30 day/monthly rental 3 bedroom + den + 2 baths, 1829 Sqft 2nd floor, lake view April 2024 - #4500+ Taxes & Fees May 2024 -Sept 2024: $3500/mo + Taxes & Fees October 2024 - Dec 2024: 4500/mo + Taxes &...
Distance to beach: 12 miles to Tiger Tail Marco
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Home is located in desirable +55 development. Newer home, fully furnished with 2 queen-bed rooms, laundry room, and full kitchen. Screened in private lanai to RELAX while listening to the swish of coconut tree fronds sooth you into an afternoon nap. TV in very room. Gazebo on the canal to enjoy morning...
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 includes 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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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,...
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If you are looking for a safe, relaxing, scenic and affordable community for your next vacation needs, close to all that beautiful Naples has to offer, the Vineyards is the place to stay. Our home-away-from-home condo is in the Tuscany community; a well established lushly landscaped garden enclave offering...
Featured review
Iola was very easy to work with, and the condo was comfortable, clean, and quiet. Very private. Iola worked with me to deal with my specific availability needs. Naples offers so much.
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Nicely decorated fully furnished, second floor condo (w/elevator)with gorgeous water and natural preserve view. Private designated covered parking spot also included. This condo is located in the private and gated Treviso Bay Golf & Country Club in Naples, Florida. It is a spectacular TPC (Tournament...
Featured review
Outstanding golf and country club with 1400 homes ranging from low rise condo buildings to streets of beautiful detached houses. Miles of manicured roads and sidewalks, a treat for walkers, joggers, cyclists...
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
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Experience the best of both worlds in this perfectly located condo—just 6 miles from downtown Naples’ renowned 5th Avenue, boutique shopping, world-class dining, and 12 miles from Marco Island, you’ll always be close to it all to enjoy sunsets, shoreline strolls, and endless white beach. Literally...
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Find your slice of Paradise in this Newly Renovated, Spacious 1,400 Square Foot Condo.Located on the Top Floor, this End Unit boasts a generous size Living Room, Two Large Bedrooms (One King Bed and Two Twin Beds), Two Bathrooms, Dining Area, Kitchen and Large Corner Lanai which can be accessed from...
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This Condo Is Completely Sanitized* Before You Arrive (See Below)!!(Please Note: Only 90-Day Guests Can Reserve Our Condo Between 1/1 and 5/1, unless booked prior. Right Now, January, March, and April are Available.. Thank You.)Enjoy Beautiful Warm Sunny Naples Weather While Staying in This 1st-Floor,...
Distance to beach: 3 miles to Delnor Wiggins
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An ideally located condo in North Naples, west of 41 and a short drive to Vanderbilt Beach, Delnor Wiggins State Park, and Barefoot Beach.The unit includes 3 bedrooms and 2 bathrooms and can accommodate six people. The Master contains a queen bed. The second bedroom has 2 twin beds. The Den/third...
Featured review
Loved staying here. Nice location overlooking a pond. Very close to the lakehouse (workout facility). Also close to the front gate which we appreciated. Easier to get to Charleston and Fresh Market shopping...
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This stunning luxury villa is a private pool home overlooking a large lake boasting many luxury amenities. Located in Naples Florida, a gated community of single-family homes featuring award-winning designs. Situated within a few minutes of downtown Naples and its pristine white sand beaches and local...
Distance to beach: 7 miles to Lowdermilk Park
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2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...
Featured review
This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...
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Available for the 2025 Off-Season starting May through November with TPC Golf transfer! PET FRIENDLY! Turnkey furnished Napoli Coach Home, 1883 sq. ft. beauty with a 2-car garage and a gorgeous lake view. First-floor end unit with 3 bedrooms, 2 baths, golf included for tenants on the TPC Championship...
Distance to beach: 5 miles to Delnor-Wiggins Pass State Park
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AVAILABLE FOR SEASONAL AND LONG-TERM RENT:May-Nov 2025 N/A Dec 2025 $7,000 Jan-Mar 2026 N/A April 2026 $$6,000 ask about other months11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred. ASK FOR SPECIAL RATES FOR LONGER TERM RENTALS.3...
Distance to beach: 4 miles to Vanderbilt Beach
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***KEY FEATURES*** 3 Bedroom - 1 King, 1 Queen, 1 full w/ 2 twin mattresses 2 Bathrooms - with shampoo, conditioner and body wash Large Connect 4 game Outdoor Dining area located in lanai Smart TVs Washer/Dryer on premises Private Heated pool with safety fence provided Private Hot tub***CUSTOMER...
Featured review
This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !
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FEBRUARY OFFER: BOOK 6 NIGHTS-GET ONE FREE NIGHT. No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses,...
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We are offering our elegant and spacious, fully furnished 2 bedroom, 2 bathroom Villa located on a lovely private Naples community of Walden Oaks. Entering the charming “Walden Oaks” community you will come across the large lake with an Island heated-pool, bordered by tall and lovely palm...
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Welcome to your BEAUTIFULLY renovated home away from home! Be the first guests to appreciate the new quartz kitchen, 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...
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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Remodel 2-bedroom 2 baths lake front condo. Small dogs are welcome. Golf course, restaurant and Pro shop short distance from Condo. Spacious master suite offers Walkin shower, TV, Queen bed and sliding door to Lania. Guest bedroom has a tumble bed and queen bed, Tv With the second bath right outside...
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FOUNTAINS I in Naples.Fully FURNISHED TURNKEY FIRST FLOOR condo with carport AVAILABLE mid-April until the end of November 2025 for only $1950 a month (December 2025 is $3500). (Not available for season 2026). Beautifully REMODELED and furnished 2 bedrooms, 2 baths with gorgeous LAKE VIEW. All new...
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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!
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2BR/2BA condo in Naples, FL – 30-day minimum stay. Enjoy sunset views from the lanai, a fully equipped kitchen, Wi-Fi, smart TVs with streaming capabilities, and beach gear included. Community amenities: pool, pickle-ball, and tennis. 4 miles from Marco Island and 14 miles from 5th Ave in Naples....
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Newly renovated, 3 bedroom, 2 bathroom condo! This condo overlooks a community pool and is located in beautiful Pelican Bay. This property provides beach access and only minutes from shopping and restaurants! 1 King, 1 Queen and 2 twin beds. 30 day minimum stay required.We are currently booked...
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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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Discover refined living in this elegant Logan Woods residence, offering the perfect blend of privacy, comfort, and modern convenience. Nestled on a serene, oversized property, this home invites you to unwind on a spacious back patio featuring ample seating, a fire pit, and tranquil views of local wildlife.Designed...
Distance to beach: 2 miles to Delnor-Wiggins State Park Beach
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One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...
Featured review
My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...
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Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes - the Best Spot in Naples! It is one of the few areas in Naples that allow tenants to have UP TO TWO PETS ANY SIZE! We have TWO OTHER nearly...
Featured review
I stayed at this location with my wife in December for 3.5 weeks and we miss it already, great location and pet friendly. Super friendly neighbors and a safe gated community. Walking distance to Seed To...
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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...
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...
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This luxurious fully renovated 2nd floor 2-bedroom lakefront coach home condo with cathedral ceilings and attached garage, is perfect for your escape to Naples. With 2 queen beds, 2 bathrooms, and amenities that include high speed internet and WiFi, large screen TV, gourmet kitchen with coffee station,...
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Prepare to be inspired by this impeccably designed, professionally decorated, and meticulously landscaped ranch-style residence, ideally positioned along the 14th fairway in the prestigious Esplanade Golf & Country Club of Naples. Overlooking serene lake views, this home offers the perfect blend of...
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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: 6 miles to Lowdermilk beach and others
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Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...
Featured review
Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed
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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: 10 miles to Naples Beaches
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A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors. The community offers a swim pool, hot tub, tennis/pickleball courts and bocce ball. The clubhouse is under...
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A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...
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PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...
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Fully Furnished/Turnkey: LELY GOLF ESTATES stunning corner lot residence featuring three (3) bedrooms, two (2) bathrooms, and a two (2) car garage with a pool, now available for immediate occupancy. The property features a fully equipped kitchen, a dining area accommodating eight individuals, and a living...
Featured review
My family and I stayed at this lovely house in a perfect area. It was a 15 minute drive to either Naples or Marco Island. The house was clean and offered plenty of space for my family, which includes...
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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