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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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first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...
Featured review
A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...
Distance to beach: 1 miles to Vanderbilt Beach
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SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...
Featured review
Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...
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This beautiful, 1st floor condo has been COMPLETELY remodeled in every room with all upgrades, including brand new kitchen, bathrooms, laundry room, flooring, carpets, appliances, new contemporary furnishings, and a gorgeous, huge lanai facing the lake. All 5 sliders/windows on west side of condo have...
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...
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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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Welcome to your home away from home! This spacious and beautifully furnished 2-bedroom, 2-bathroom condo at the Eleven Hundred Club comfortably sleeps up to 4 guests, offering a perfect blend of comfort and convenience for your long-term Naples getaway. The primary bedroom features a luxurious king-size...
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first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior...
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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...
Distance to beach: 10 miles to Naples Beach
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Wake up to preserve views and wind down with west-facing sunsets — all just 10 miles from Naples’ pristine Gulf beaches. This beautifully remodeled 1-bedroom condo sits in a quiet, gated community with easy access to upscale shopping, top-rated dining, and world-class golf coursesInside,...
Featured review
This condo is well located in close proximity to Naples downtown and local beaches. I stayed here during a work contract and found the hospital to be conveniently located for commuting. The neighborhood...
Distance to beach: 2 miles to Lowdermilk park
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6-bedroom vacation home just 3 minutes to Naples Beach with 3 king ensuites.In the heart of Naples' charming neighborhood lies this beautiful 6-bedroom vacation house. Imagine yourself relaxing by the heated private pool, soaking up the sun and enjoying the refreshing breeze. With free WiFi,...
Distance to beach: 9 miles to Lowdermilk (Naples) or Tigertail (Marco Island)
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The unit is an end unit on the top floor of a four story building. It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit condominium. It is unique in that it has vaulted ceilings only available on units located on the top floor, and privacy the...
Featured review
Had a wonderful time! Condo has easy access to both Marco Island and Naples. Beaches were great! Thank you
Distance to beach: 7 miles to Naples
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Comfortable 1600 sq.ft 3 bedroom 2 bath condo located in Lely Naples. King in master, Queen in guest room with queen sleeper sofa in the den.Turn key furnished just bring your toothbrush.Kitchen and baths total redo in 2025Quite non-gated community. Lanai area has beautiful first floor view...
Featured review
Very nice, comfortable condo. Condo had everything we needed. Pool perfect. Neighbor all very friendly. Close by Marco Island, beaches and downtown Napkes. Tom was a wonderful host!
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 have been staying at Rob & Lauren Sayre’s home in Naples at the Glen Eagle country club since February 1st. They have been the perfect hosts providing everything we have needed for a perfect vacation....
Distance to beach: 3 miles to 3rd Ave Beach
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Welcome to Naples Paradise! Our Tropical Villa has been recently renovated & stylishly decorated, it is located in the quiet and safe area and only 5-minute drive to 5th ave Downtown, 10 minutes to the 3rd ave and about 10 minutes to the nearest beach.Villa features a spa-like master suite, a...
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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...
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Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen are spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a...
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No hurricane damage !!! Hurricane Protection - The location is perfect, 4 minutes from the privat-beach access and own access to the wonderful and idyllic lake, ideal sun and Ligth. Close to Best Shoping and Dinning, such as Venetian Village and the Waterside Shops - Philharmonic and MuseumOn the...
Featured review
We had a fantastic stay! The location is ideal — nestled in a quiet, peaceful neighborhood yet close enough to walk to local shops and restaurants if you're feeling adventurous. One of the standout perks...
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Welcome to your slice of paradise along the pristine shores of the Gulf in Naples, Florida. This beach front condo, located in the community of Park Shore, offers breathtaking Gulf views from every room and all the comforts of home. The condo is an end unit in the building located on the 9th floor - you...
Distance to beach: 2 miles to Vanderbilt Beach
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Welcome to this beautifully maintained 3-bedroom, 2-bath coach home in the desirable Clermont neighborhood of Pelican Marsh. This light-filled end unit offers an inviting open floor plan, high ceilings, and serene preserve views—perfect for enjoying the Naples lifestyle. The spacious primary suite...
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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...
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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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Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and...
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The unit is on the top floor of a four story building. It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building. This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected...
Featured review
We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.
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Step into this impeccably designed, brand-new first-floor condo boasting the captivating allure of West Indies Style Architecture, with one of the most tranquil views in the community from this former model home. From the moment you enter, you'll be enchanted by the ceramic tile flooring that spans...
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Nestled within the exclusive Treviso Bay community, this elegant 2-bedroom, 2-bathroom condo epitomizes luxury living in Naples. Designed with sophistication and comfort in mind, the unit is finely furnished, offering residents a taste of upscale living within a gated enclave. The centerpiece of Treviso...
Featured review
Our stay in Treviso Bay was absolutely perfect! The community is stunning, with beautifully maintained grounds and a welcoming atmosphere. The pool was incredible—like something out of a luxury resort!...
Distance to beach: 1 miles to Naples Pier
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Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.Perfectly situated to enjoy all the charming amenities of Old Naples, you'll be within walking distance to the shops on...
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ground level on 2 story building parking right out front.unit has new kitchen and appliances 2 bedrooms with king beds and a pullout in living room,furniture is only about a year old has 2 pools that have been just renovated along with pickleball courts and small gym in clubhouse.friendly gated community...
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This is a rare find and certainly a gem that will surely dazzle you. Located on the top floor multiplex, sits this amazing 3 Bedroom 2 Bathroom condo overlooking both KingFisher lake and the Antilles Clubhouse. You are just minutes from a luxurious retreat featuring a zero entry pool, jacuzzi, fire pit...
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Experience relaxed, resort-style living in this bright 2BR/2BA second-floor condo in Ventanas at Tiburón. The open-concept great room and spacious kitchen are perfect for entertaining, while both bedrooms feature en-suite baths. Step out onto the large, screened lanai to enjoy tranquil nature views....
Distance to beach: 0.8 miles to Vanderbilt Beach
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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
I like to thank Ellie Penaranda the broker for the amazing service. She is prompt in response and finding vacation properties for me and my family. I also like to thank the property owners for the beautiful...
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This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...
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
If I could give a 10 star rating I would. The condo was well stocked with all the amenities that you would need.Very clean & updated. Tks Inna
Distance to beach: 8 miles to Naples Pier
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Paradise Awaits at Your Coral Falls Getaway at Lely Resort - Heated Pool Always set to 89 degrees! 1st Floor and steps from the Heated Pool with a Waterfall! Best Location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai that looks out onto a nature preserve...
Featured review
Thank you for a wonderful holiday in your beautiful condo. It was a great location for both Naples and Marco island. The pool being steps away from the Lanai was a welcome place after a day sightseeing...
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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: 0.7 miles to Olde Naples Beach Access
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MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,550/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $4,890 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included)....
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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This multiplex condo, a West Indies Style Architecture completed in 2022 will impress as it features ceramic tile flooring in the main areas and carpet in the bedrooms, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath the building. This...
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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This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...
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, chaise...
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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Welcome to your ultimate beach getaway in our brand-new, stunning beach house. Just a leisurely bike ride or walk from Vanderbilt Beach and the Mercato, this location perfectly marries convenience and tranquility.Our 4-bedroom, 3-bathroom residence is designed with an emphasis on leisure and comfort....
Featured review
The house was good thank you for the rental we will return Mr&Mrs Furbay Maryland thanks again for making our 35th anniversary very special and relaxing
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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Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....
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Welcome to your newly rebuilt dream retreat tucked away in the sought-after 34103 zip code of Naples. Royal Palm 2515 is a home that has been stripped down to its concrete block and entirely transformed from the ground up. Everything inside is brand new – no expense spared – with exquisite,...
Featured review
Nice house, while not on the gulf it was a good location to get to 5th Avenue for nice shopping and restaurants. The water view is a small pond that had some ducks. Newly remodeled it appears. Neighbors...
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Seasonal / Annual RentalRecently updated, 2 story townhouse Veronawalk gated community 3 bd/3 bathrooms., fully furnished, Resort style living offers: - clubhouse ( library) - 2 pools ( lap pool and resort style pool) - tennis court - fitness center - restaurant - own gas station - beauty salon...
Featured review
I wanted to take a moment to express my sincere gratitude for the wonderful rental property that I had the pleasure of staying in recently. It exceeded my expectations in every way, and I couldn't be more...
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. Second floor (first floor is also available).Incredible lake view from everywhere in your living...
Featured review
We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!
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This condo is available for lease as of 06/20/2026 to 11/20/2026 at $2900 per month, which is about $96.00 per day!!!!!. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place . Life is good on "Paradise...
Distance to beach: 3 miles to SEVERAL IN NAPLES
About this property
IT IS NOT A RENTAL HOME--IT IS MY PERSONAL FAMILYN 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...
Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita
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This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just...
Featured review
Everything about our experience was wonderful. Gail is the nicest and most easiest person to work with. Condo has everything you need, beautifully decorated and comfortable. Area is close to beaches,...
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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