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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About this property
LOOKING FOR SOMETHING SHORT TERM? Welcome to the Cypress Woods community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along with a large den with a queen-size sleep sofa. ...
Property Type
Naples Condo
Featured review
Cannot have anything negative to say, great unit and really accommodating host family. The complex has nice amenities and the condo was spacious and comfortable
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About this property
Enjoy a relaxing experience at this centrally located first floor condo with a golf course view in Naples Florida- only 10 minutes from the Clam Pass Beach and I-75, and only 20 minutes from downtown Naples. ( no pets and no smoking)
Property Type
Naples Condo
Key Amenities
About this property
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 ...
Property Type
Naples Condo
Distance to beach: 7 miles to Naples Pier
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About this property
Enjoy the best of Naples living this winter in this inviting first-floor corner unit, nestled in the serene King's Lake community. Located in Tama Circle, this 1,820 sq. ft. condo offers a spacious open-concept layout with two bedrooms and two bathrooms, making it perfect for a relaxing seasonal ...
Property Type
Naples Condo
Distance to beach: 4 miles to Vanderbilt Beach
Key Amenities
About this property
North Naples 2bd 2ba condo fully furnished available for rent short term or annually. Across from Seed to Table, 10 minutes from Vanderbilt Beach. The clubhouse features a pool, hot tub, gym, tennis court and playground for kids. Please DM for more info and availability. Already booked for February ...
Property Type
Naples Condo
Distance to beach: 3 miles to Naples Pier, Naples Beach
$160
avg/night
Key Amenities
About this property
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 ...
Property Type
Naples Condo
Featured review
We were there from December through the end of March and we enjoyed the entire stay at this place. The owners was very responsive and helpful when we had questions. We were close to Naples and the beach ...
Distance to beach: 5 miles to Vanderbilt Beach
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About this property
VILLA World Tennis club Naples 3 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 ...
Property Type
Naples Villa
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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About this property
Enjoy sunny Old Naples at reasonable rates, 75 yards to the beautiful beaches of Old Naples at a charming guest house efficiency on an estate property. This property is located in the heart of the most exclusive section of of Old Naples, steps to the Gulf of Mexico and the fine shops of Fifth Ave and ...
Property Type
Naples Cottage
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About this property
first floor classic coach home with secluded garden view This 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 ...
Property Type
Naples Condo
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 ...
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About this property
Great Location!! This Rarely found one bedroom with just steps to Wiggins Lake beach has a large beautiful pool and tennis available. Cozy up in this comfy condo that features an updated kitchen, bathroom and floors. Living room sofa is also a sleeper for any additional guests. The large lanai overlooks ...
Property Type
Naples Condo
Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass
Key Amenities
About this property
Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach. Fully furnished ...
Property Type
Naples House
Featured review
We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything ...
Distance to beach: 17 miles to South Beach, Marco Island
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About this property
Gorgeous wide water views and easy water access from this very private, 2300 sq. ft. furnished retreat. This fantastic location affords the ability to stay at home and chill or easily set out for more adventure! Marco Island and their stunning beaches is a short easy drive, "the back way" ...
Property Type
Naples Condo
Featured review
We looked at this property and it is just beautiful! The rooms are spacious and well appointed. The decor is very tasteful and comfortable. Beautiful lanai on the water. I would recommend this condo ...
Distance to beach: 0.7 miles to Olde Naples Beach Access
Key Amenities
About this property
We still have other homes available through Apr 2025. Call or inquire for details. ALL INCLUSIVE monthly rate May to Dec 19th $3,000. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/wifi, damage waiver all included). Naples FL vacation rental. Everything Olde Naples has to offer at ...
Property Type
Naples Condo
Distance to beach: 1 miles to Vanderbilt Beach - Delver Wiggins State Park & Bea
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About this property
Truly one of the most charming cottages here in Naples Park! You will fall in love with all the outdoor spaces which include your own beach overlooking a lake, just sit in one of the Adirondack chairs with your toes in the softest beach sand and enjoy a cup of coffee or a cocktail at sunset. Sunrise ...
Property Type
Naples House
Key Amenities
About this property
This newly constructed 3 bedroom, 2 bathroom home complete with a 2 car garage and private in-ground pool. Perfectly situated near 5th Ave and 3rd St S, some of Naples finest beaches, shopping, boating, walking distance to an organic coffee shop and smoothie bar, Celebration Food Truck Park as well as ...
Property Type
Naples House
Distance to beach: 10 miles to Naples Beach
Key Amenities
About this property
Excellent location in #1 rated luxury Lely Resort in beautiful Naples! Luxurious, modern, brightly furnished home with your own private pool and spa located in the gated community of Caldecott in Lely resort! Rated the #1 community in Naples where you can experience the amenities of a luxury clubhouse ...
Property Type
Naples House
Featured review
We had a wonderful 3-month stay in this Caldecott home. Tom, the owner, was absolutely great to work with! He provided all the information we needed in a timely manner and was quick to address any questions ...
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About this property
Enjoy waterfront living, the lovely views of Venetian Bay, the short walk to the Venetian Village shops, restaurants, and galleries. Or simply enjoy relaxing at this pristine condo with all the amenities of home & more! This ‘jewel’ of a condo at Park Shore Landings in Naples is the ideal ...
Property Type
Naples Condo
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About this property
Nestled within the prestigious gates of Treviso Bay, this luxurious 3-bedroom, 2-bathroom condo offers a serene retreat with stunning lake views. Elegantly furnished and expertly designed, this residence seamlessly blends comfort with upscale living, making it the perfect home for those seeking both relaxation ...
Property Type
Naples Condo
Key Amenities
About this property
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 ...
Property Type
Naples Condo
Featured review
We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.
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About this property
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 ...
Property Type
Naples Condo
Featured review
Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough
Key Amenities
About this property
Enjoy resort living in Esplanade, a prestigious golf community in Naples. This beautifully 3 bedroom, 3 bath pool home has upgraded kitchen with gas range, outdoor summer kitchen with built-in gas grill, heated pool, and Jacuzzi, large pool deck with lake view, this property offers a true Florida getaway. ...
Property Type
Naples Condo
Distance to beach: 3 miles to Marco Beach
Key Amenities
About this property
This beautiful home located in the Naples Reserve is very modern upscale & is located in a gated family friendly community. Conveniently located 15 min away from downtown Naples and 10 min from Marco Beach. This vacation will allow your family to fully experience Naples! The amenities are located ...
Property Type
Naples House
Featured review
We had a fabulous stay in this home and in the community of Naples Reserve. Upon arrival we were given a gate pass for the month of our stay to bypass the visitor lane and remote entry through an app on ...
Distance to beach: 1 miles to Vanderbilt Beach
Key Amenities
About this property
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 ...
Property Type
Naples House
Featured review
Our family stayed here for a couple of weeks and we all loved it. The house is nicely renovated inside and out, everything is very comfortable and thoughtfully considered, it had everything we needed and ...
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About this property
This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage. The main entry door ...
Property Type
Naples Villa
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About this property
Newly remodeled condo in a small complex. Ground floor. Master Bedroom has King size bed, plenty of closet space and private bathroom. Second bedroom has Queen size bed. Both bathrooms have walk in showers. Open floor plan for kitchen, dining and living room area. Kitchen is well equipped. Screened Lanai ...
Property Type
Naples Condo
Distance to beach: 0.1 miles to Vanderbilt Beach
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About this property
Nestled amongst grand oak trees and Royal Palms lies this Port Royal residence in a pristine setting on Galleon Drive. This home offers plenty of natural light throughout its open layout. Special highlights of the home include four bedrooms, four full baths, gracious gourmet kitchen, large and inviting ...
Property Type
Naples House
Distance to beach: 100 yards to Vanderbilt Beach
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About this property
55+ COMMUNITY. This coastal chic 2/2 condo, with its open floor plan and tropical flair, is a great place to call home for the season. This nicely decorated first floor unit features a beautiful golf course view! You'll love the central location and the resort-like feel of Forest Lakes. Close to ...
Property Type
Naples Condo
Key Amenities
About this property
first floor classic coach home with secluded garden view This 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 ...
Property Type
Naples Condo
Key Amenities
About this property
This 3 bedroom, 2 bath home is in an ideal Naples central location and quiet street, neighborhood. There is a pond with a serene setting behind the home where you can enjoy the backyard BBQ and firepit. The home features a split bedroom layout with the master and two bedrooms on opposite sides of the ...
Property Type
Naples House
Distance to beach: 12 miles to Marco Island
Key Amenities
About this property
Do not miss this opportunity to spend those cold miserable winter months in glorious sunshine in this brand new 3 bedroomed villa in Esplanade by the Islands. Sister community to Esplanade Golf & Country club Esplanade south is conveniently located for all Naples & Marco Island has to offer. ...
Property Type
Naples Villa
Distance to beach: 10 miles to Naples and Marco Island
Key Amenities
About this property
Our second floor condo in Coral falls, Lely, Naples has a bright and spacious feel, beautiful views and has all your needs for your home away from home while. The building is equipped with an elevator, as well as two separate stair cases. The primary suite sleeps two in its King size bed. The EnSuite ...
Property Type
Naples Condo
Featured review
I was in town for a work conference and am so glad I was referred to Jackie's condo. I was a solo female traveler and felt this location was safe, clean, and quiet. Many books were read on the balcony and ...
Distance to beach: 1 miles to Vanderbilt Beach
Key Amenities
About this property
This comfortable spacious luxury villa was built in 2014, generously equipped with modern and high quality furnishings. The equipment offers optimal living quality. The floor plan of the house and the pool area gives you a very good impression of the generosity. In total, the house has 4 bedrooms with ...
Property Type
Naples Villa
Featured review
Wir waren jetzt bereits das dritte Mal in der Villa Beach Palace, mit 4 Erwachsenen und zwei kleinen Kindern. Es war wie immer alles sehr sauber und alles in gutem Zustand. Die Betreung durch den Hausmeisterservice ...
Distance to beach: 1 miles to Delnor Wiggins Stat Park
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About this property
Top location - very near to Vanderbilt Beach and Delnor Wiggins Park This comfortable 2.150 ft² dream villa was created in high-ceiling construction (the ceilings are up to 11,5 ft high), which enhances the generous impression of the interiors. The large pool is electrically heatable. The 1.000 ...
Property Type
Naples House
Featured review
Wir haben 17 wunderbare Tage in der Villa Royal Palm verbracht. Die Ausstattung ließ nichts zu Wünschen übrig. Das Haus und der Pool sind sehr sauber und gepflegt. Die Kommunikation mit dem Vermieter war ...
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About this property
Villa in gated, Cedar Hammock country club community with pool and hot tub, on 6th. hole, with views of green. Newly furnished, new appliances, new mattresses and linen. New to rental markets in 2023 2 bdrm, 2 baths, with den. TV’s in family room, den, and master bdrm. 2 car garage. No pets ...
Property Type
Naples Villa
Featured review
Home was VERY comfortable, nice pool to cool off while sun bathing in the back patio, which was screened, property and home well kept and maintained. Plenty of TV's for those days when there is nothing ...
Distance to beach: 10 miles to Naples Beach
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About this property
Minutes to Tigertail Beach! Enjoy beautiful sunrises and sunsets in your home, mingle with family and friends. Enjoy Life! Come to Florida and stay Awhile!!!!! Falling Waters Beach Resort is located in a gated community near the intersection of U.S. 41 and Collier Blvd. in Naples, Florida. Home ...
Property Type
Naples Condo
Featured review
Lovely condo- Very clean, stylish decor, new appliances, best location in complex near clubhouse and pool. Great location - many restaurants and shopping nearby, minutes to Marco or downtown Naples. Met ...
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About this property
Available for the 2025 winter season. This immaculately maintained 2 bedroom plus den with 3 full baths is available as a yearly rental or seasonal for 90 days minimum. The views of the Gulf of Mexico and surrounding area is spectacular and the condo lives like a beachfront home with over 3200 sq feet ...
Property Type
Naples Condo
Distance to beach: 200 feet to Vanderbilt Beach
Key Amenities
About this property
Far away from the hustle and bustle experience life and leisure and wake up with a spectacular view of the gulf of mexico! This beautifully modern renovated and fully equipped (Oct..2016) 2 bedroom/ 2 bathroom condominium is located at pristine Vanderbilt Beach on the 3rd floor. This bright and spacious ...
Property Type
Naples Condo
Featured review
Lovely condo looks exactly as pictured and views of the Gulf are even better and is just steps from the beach. We really enjoyed location that is in walking distance of great restaurants in area of the ...
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About this property
Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club. This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on ...
Property Type
Naples House
Distance to beach: 7 miles to Naples Beach
$412
avg/night
Key Amenities
About this property
Newly renovated 3 bedroom 2 bathroom Home with a private heated saltwater pool, located in beautiful South Naples. Perfect location to enjoy the Naples/ Marco Island lifestyle; minutes to white sandy beaches, public boat launch and 5th Avenue dining and shopping. Master bedroom boasts a king size bed ...
Property Type
Naples House
Featured review
As soon as you enter the house you feel at home. It is very welcoming, fresh and smelled so good! A perfect vacation home snd our 2 dogs felt right at home also. Great fenced backyard with a lot of ...
Distance to beach: 6 miles to Marco Island Beach
Key Amenities
About this property
Welcome to one of the most desirable locations in all of Naples! Centrally located to Marco Island, Naples Beach, downtown Naples and 5th Avenue. Immaculate, extremely clean, and peaceful - Your paradise vacation awaits at Coral Falls in Lely Resort! Relax from your private top floor balcony with beautiful ...
Property Type
Naples Condo
Featured review
This 4th floor condo with an elevator was absolutely amazing. It had everything you could possibly want. The furniture was all new. The condo was immaculately clean. Wonderful view of the pool and hot ...
$308
avg/night
Key Amenities
About this property
STAY AND PLAY, right here in Chateau Vanderbilt, where WIDE-OPEN WATERFRONT VIEWS swaddle this coastal abode on VANDERBILT BAY. The 2 bedroom, 2 bath residence offers an open layout with thoughtfully curated furnishings and finishes in a light coastal palette, perfectly setting the tone for your beach ...
Property Type
Naples Condo
Distance to beach: 0.1 miles to Steps from property
Key Amenities
About this property
Welcome to the Kite House a one of a kind Old Naples family compound only steps to The Gulf of Mexico. This fabulous new Naples Beach Retreat is comprised of three residences sleeping up to 16 people. There are 3 residences comprised of a 3 bedroom, 2 bedroom and one bedroom cottage. The 2 bedroom residence ...
Property Type
Naples House
Key Amenities
About this property
NOW AVAILABLE FEBRUARY 2025 Experience luxury living in this fully renovated condo with breathtaking views of Naples Bay and the pool. Located on the 3rd floor with elevator access, w/tennis & pickleball. This condo boasts brand new renovations and is now available for February 2025. Enjoy the spacious ...
Property Type
Naples Condo
Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach
Key Amenities
About this property
Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer ...
Property Type
Naples House
Key Amenities
About this property
This brand new first floor classic coach home features 3 bedrooms and 2 bathrooms and an all beach themed decor, and it is amazingly decorated with anything you would want to have in your own home. The owners have meticulously curated this fabulous condo and you’ll have to see it to believe it and ...
Property Type
Naples Condo
Distance to beach: 7 miles to Naples
Key Amenities
About this property
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. Newly refurbished and decorated Quite non-gated community. Lanai area has beautiful first floor view of ...
Property Type
Naples Condo
Featured review
The stars aligned and we were able to work out a last minute arrangement for the month of February. Tom was great to work with and made the process very easy and kept in constant communication Tom’s ...
Distance to beach: 328 feet to Vanderbilt Beach
Key Amenities
About this property
Far away from the hustle and bustle experience life and leisure and wake up with a spectacular view of the gulf of mexico! This beautifully modern renovated and fully equipped (Oct..2016) 2 bedroom/ 2 bathroom condominium is located at pristine Gulf Shore Drive on the 4rd floor. This bright and spacious ...
Property Type
Naples Condo
Featured review
This property is in an outstanding location with both Gulf and Intracostal views. The beach is beautiful, clean and groomed regularly. It is reached by crossing the road and using a private access. The ...
Distance to beach: 11 miles to Vanderbilt
Key Amenities
About this property
North Naples Lakeside Townhome. New in 2011 this gently lived in, unit is carpet free- vinyl plank on second floor, 13" tile throughout the first floor, ceiling fans/lighting throughout unit. Galley kitchen w/stainless appliances, light maple cabinets, designer granite, basin sink w/gooseneck pot-filler ...
Property Type
Naples Townhome
Distance to beach: 6 miles to Naples, Marco Island
Key Amenities
About this property
Golf Property - Luxury 5 Star Resort - Southwest Gated Community We have Dec Jan Feb 2025. Rates vary on month combinations. Veneto Home is a street away from the 5 Star Amenities Resort Club and is situated on a corner lot, private end of the street circle street. This Mediterranean inspired ...
Property Type
Naples House
Key Amenities
About this property
Great Location!! This Rarely found one bedroom with just steps to Wiggins Lake beach has a large beautiful pool and tennis available. Cozy up in this comfy condo that features an updated kitchen, bathroom and floors. Living room sofa is also a sleeper for any additional guests. The large lanai overlooks ...
Property Type
Naples Condo
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
