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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 Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...
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This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home...
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1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...
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The Bamboo Bungalow is what living in Naples is all about! Located in Lake Park, just a short drive or bike ride to the beach and fifth avenue. This Lake Front house has one bedroom with a king size bed and den with two Queen size sleeper sofas, and 2 on suite bathrooms, as well as a guest house with...
Distance to beach: 1 miles to Vanderbilt Beach
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DEC, JAN, FEB, MAR 2026 are NOW available! Off-season 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 –...
Featured review
Our first visit to Naples was enjoyed so much because of this wonderful home in a quiet neighborhood. The location allowed for short trips to a couple of beaches, and to many nice restaurants and shopping...
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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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La Dolce Vita..savour the Naples sweet life in Coral Falls. Newly finished luxury VP flooring in living and bedrooms. Imagine sipping coffee in the morning or wine in the evening on the luxurious lanai with a view of the tranquil preserve. Let it relax you before and after spending time at the pool and...
Featured review
This condo was just perfect for my husband and me. Although it was so close to major roads and shopping amenities, it was very quiet, looking over palm trees, a patio area with covered over picnic tables,...
Distance to beach: 8 miles to Naples Pier
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Heated Pool Always set to 89 degrees! Beautiful backyard scenery surrounded by a nature preserve. New white kitchen with quartz counters & stainless appliances. Both bathrooms were renovated. Open floorplan, dining area, family room, light & bright, views of lanai and pool area. Primary bedroom...
Distance to beach: 0.7 miles to Olde Naples Beach Access
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DEC 20th, JAN, FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,200/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/wifi, damage...
Distance to beach: 10 miles to Tigertail Beach, Marco Island
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FULL GOLF MEMBERSHIP IS NOW AVAILABLEOct 2025 $5k/mo Nov 2025 - Apr 2026 N/A May 2026 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently plus...
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Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...
Distance to beach: 1 miles to Naples
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This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2,...
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Welcome to Glen Eagle Golf and Country Club—a modern masterpiece that blends luxury with comfort. This fully furnished villa is a larger model, featuring 2 bedrooms plus a den (which can be used as a third bedroom), 2 bathrooms, and a 2-car garage, all set on a spacious .26-acre lot.***CURRENTLY...
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Elegant Fiddlers Creek TownhomeSummary: Escape to the elegant Fiddlers Creek Townhome, a luxurious condominium in sunny Naples, Florida. This stunning property boasts a prime location, offering easy access to nearby attractions and experiences. Enjoy a comfortable stay with air conditioning, a fully...
Distance to beach: 100 yards to Vanderbilt Beach
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Gorgeous Golden Gate Estates single family home is available for Season, 2024! This spacious new home has 4 bedrooms, den, 3.5 baths, and has 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 with...
Distance to beach: 3 miles to Delnor Wiggins
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British owned second floor modern condo newly decorated. 2 bedrooms (king size bed in master and 2 singles in second bedroom) 2 bath condo + den and pull out double sofa bed. 3 TVs and WiFi. Ideal for golfers. Overlooks 17th green and lake. Elevator available. Lanai with outside furniture. Pool...
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As soon as you pull into Tarpon cove, a gated community in the Vanderbilt neighborhood of North Naples, you will know you are home. Lush landscaping, pools, lakes and a natural preserve adorn the property. This 2nd floor Bimini model 3 bed, 2 full bath plus a den with a sofa bed sleeps 8 and contains...
Featured review
Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough
Distance to beach: 2 miles to Clam Pass
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** We are fully booked now through December 31, 2025.Golf Course By The Sea #2 - Penthouse Near the Beach!Golf Course By The Sea #1 - the original condo in this complex was and continues to be such a hit, we have added a new (secondary) condo top floor in the same complex - hence - Gulf Course...
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...
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Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...
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Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...
Distance to beach: 7 miles to Naples Pier
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A well-appointed 3 bedroom, 2 bath condo overlooking one of Treviso Bay's peaceful ponds. Step outside from the ground floor and take the short walk (15 seconds) down to the eight Pickleball courts and beautiful swimming pool. Treviso Bay is one of Naples’ Premier Luxury/Amenity communities....
Distance to beach: 1 miles to Vanderbilt Beach
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Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...
Featured review
We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...
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Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...
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Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...
Distance to beach: 1 miles to Jacks
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Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...
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Open-concept 1,450 square feet all located on ground floor with access from double car garage. On each side of spacious living area you'll find two King suites with screened-in lanai on each. Master suite includes walk-in bathroom with large glass shower. Ensuite privilege for guest King suite with...
Featured review
My wife and I really enjoyed our time at this location. It had all sorts of extra like bicycles, chairs for the clubs, etc. etc. And the pool unbelievable waiter service to the poolside drinks food .We...
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THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...
Featured review
Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes
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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...
Distance to beach: 900 feet to One block to Lowdermilk Beach
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Ready to take in all the amazing sights of Naples?!?! This property is open December 2025!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...
Featured review
From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...
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Welcome to Paradise at Falling Waters Beach Resort in this updated first floor two bedroom two bath condo. Enjoy this beach house vibe with a separate outdoor kitchen overlooking a Lakeview on the 300 square-foot lanai. This corner unit with lots of light also comes with its own garage. This unit is pet...
Featured review
Rented for the months of February and March 2025. First time at Falling Waters Resort, but have rented many times in Naples. I have yo say this was a great experience working with the owner and a great...
Distance to beach: 6 miles to Delnor-Wiggins
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This beautiful condominium, located on the 17th hole of the golf course, is a vacation paradise. There is access to 4 pools, tennis courts, pickle ball, bocce ball, fitness center, library and a classy club house. 5 breathtaking beaches are located within 10 miles of the condominium. Additionally, it...
Featured review
We rented for a month and played golf 12 times with the golf transfer. Found everything we needed for a pleasant stay in the condo. Pool with hot tub for condo block just around the corner. Golf course...
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The Three Palms is a unique courtyard style pool home with all of the amenities you would expect from new construction. Courtyard style pool home features 4 bedrooms and 3 baths. Reclaimed heart pine floors throughout. Gourmet kitchen features oversized Island, 48" Sub zero fridge and Wolf 6 burner...
Distance to beach: 1 miles to 1st Avenue Beach
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Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...
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Beautiful condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...
Featured review
We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...
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Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...
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A rare opportunity located in the heart of Old Naples at $55,000/month in season. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths....
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Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 6 spacious bedrooms, this residence exudes...
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...
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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Villa Luna…. All you need to relax and enjoy your stay in Naples… family and pets friendly. Nice outdoor area fully fenced!!!! Pool and full privacy We will make your stay unforgettable !!! You will enjoy full privacy with our Guest House attached to the main house (1 king size...
Distance to beach: 7 miles to Naples Beach
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Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...
Featured review
Our experience at Endless Summer Vacation Home was nothing short of spectacular! From the moment we arrived, we felt incredibly welcomed and at home.The host was kind and exceptionally responsive, providing...
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The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...
Distance to beach: 2 miles to Clam Pass
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Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...
Distance to beach: 30 yards to Lowdermilk Park Beach
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At $6,500/month in-season, the Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best waterfront areas in Naples! This 4th-floor unit with SW exposure features beautifully renovated bathrooms, bright and airy living,...
Distance to beach: 30 feet to Vanderbilt Beach
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Lovely 6th Floor Unit directly on Vanderbilt Beach with amazing views. Nothing can beat sunset cocktails overlooking the Gulf of Mexico from your lanai or directly on the beach. The lanai screens slide open providing even more of a view and feeling that you are literally right on the sand in your condo....
Featured review
Everything was GREAT!!!!!!!️ condo is same way as pictures! Everything was beautiful!!! Will definetely come back!
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The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...
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Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven...
Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park
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Vacation mode: ON at $6,500/month in-season! Welcome to sunny North Naples, where this chic 2-bedroom, 2-bath vacation condo is your ticket to laid-back luxury. Fully remodeled and thoughtfully designed, it’s the perfect home-away-from-home—whether you're here to unwind, explore, or both....
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Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 12/1/25. The Isles of Capri is a small quiet island right...
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This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...
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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