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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 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...
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This single-level, 3-bedroom home is ideally suited for traveling professionals, whether you're working solo, as a team, or bringing family along. It's fully renovated and sits on over two acres of landscaped land, surrounded by fruit trees and open space. Inside, the layout is open and bright,...
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
Great location. Close to beaches, Marco Island, 5th street. Area is not congested with traffic. Condo is very clean, has a great floorplan. Lanai is private and has beautiful views of the golf course and...
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The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...
Distance to beach: 1 miles to Delnor Wiggins/Vanderbilt beach
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Discover a hidden gem in The Dunes at $12,000/month in-season, offering a spacious 3 bedroom, 3 bath condo with an outdoor terrace. This luxurious residence was just purchased and the new owners are in the process of purchasing all coastal themed furnishings, accessories and electronics. The condo will...
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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...
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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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...
Distance to beach: 3 miles to VANDERBUILT BEACH
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This meticulously maintained first-floor condo is situated on the 16th hole of a pristine golf course, offering picturesque views of both the serene lake and lush fairways. The property features two well-appointed bedrooms, two bathrooms, and a spacious den, providing ample living space. A large lanai...
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
Distance to beach: 4 miles to Vanderbilt Beach
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Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...
Featured review
This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...
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Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...
Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2
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Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...
Featured review
We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...
Distance to beach: 10 miles to Naples and Marco Island
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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...
Featured review
! had the most relaxing stay at this Florida condo! The location couldn’t be better—just a quick drive to beaches, shopping and dining.The condo was spotless, stylish, and incredibly cozy. I loved...
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This Naples Beach Cottage is available immediately. Located in The Moorings with 4 bedrooms and 3 bathrooms, pool and spa. Decorated with bright whites and blues which creates a coastal feel Naples is so well known for. One of the bedrooms can act as an office or bedroom depending on what works best for...
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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! Wonderful & well-built in 2007! Open & bright,...
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What a view! Beautiful second floor unit at Huntington Lakes, a gated community in North Naples. Just a few minutes away from top-rated restaurants, shopping and the beach.This fully furnished unit comes with everything you need for a comfortable and convenient stay. It has been completely updated...
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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TCompletely renovated first floor garden condo. two bedroom two bath 1420 sq. Ft. Turn key furnished, one block from the beach Features an open concept, Floor Plan, and a brand new state of the art kitchen with all new appliances, cabinetry, and finishes. The light filled living room offers an inviting...
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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. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen, 2 smaller verandas off kitchen &...
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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, adorned with premium linens and vintage-style...
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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
By far this condo is better than the pictures show, Everything is top quality you will never find a cleaner and just perfect. The owner gets back with you as soon as y call. I hope to go back next year...
Distance to beach: 3 miles to Naples beaches
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This is a very nice two bedroom condo in Foxfire. It is on the top floor of a three floor building which has an elevator.It feels much more spacious and open than condos of similar size because the living room, dining room and kitchen have cathedral ceilings. You can't see the cathedral ceiling...
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 offers 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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VILLA MADISON IN NAPLES CLOSE TO NAPLES BEACH!!! NEW LISTING! NOW AVAILABLE FOR THE UP COMING SEASON! Discover this 3 BR/2 BA beautiful pool home on an expanded lot. Your family and guests will enjoy the sunsets and the great lake views at this favorable southern exposure from the over sized pool deck...
Featured review
Located near wonderful Naples with its great shopping, restaurants and beaches, this beautiful pool home is very well appointed and situated in a gated community within walking distance of the community...
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**JANUARY LAST MINUTE SPECIAL - $4,000 - STILL AVAILABLE! FEBRUARY - $5,000 (RESERVED) MARCH - $5,500 (RESERVED) APRIL - $4,200 (AVAILABLE) (Please see cleaning, condo association fees and taxes listed below)Stay at our newly renovated 2 bed/2 bath Pavilion Club condo. Located just down the road...
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Available now for 2026 Off season and April 2027! Experience elevated beachfront living in this stunning 12th-floor, 2-bedroom, 2-bath condo at Barcelona in Vanderbilt Shores. Perfectly perched on Vanderbilt Beach, this modern coastal retreat features an open, sun-filled layout and elegant finishes throughout....
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This family owned and managed second floor property is located in the quiet Naples Keep community within the highly sought Palm River Estates. Amazing location. It's a very livable, quiet, clean, and comfortable condo with new living room furniture, television, and split king bed (with power adjustable...
Featured review
We rented this condo in feb & March 2022. It was very nice w/ everything we needed. Loved the pool & met very nice people in complex area. Susan & Bruce were so accommodating. Always available & so honest...
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Just reduced to $3000 a month in season - Available for the full 2026 season or off-season, this turnkey-furnished 2-bedroom, 2-bath corner unit is move-in ready and beautifully updated. Enjoy brand-new, comfortable furnishings, new luxury vinyl plank flooring, and new appliances, along with updated bathrooms—all...
Distance to beach: 1 miles to Moorings Private Beach
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This first floor 2 bed, 2 bath condo is located in the heart of the Moorings neighborhood of Naples, just west of Route 41. Minutes to the Gulf of America and all downtown Naples has to offer. Everything is quickly accessible by foot, bike, or car, as well as sidewalks to the beach and Venetian Village....
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Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...
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This 2nd floor condo has a water view and lots of natural light, 2 bedrooms plus a flex space with a pull-out sofa for extra guests. The open floor plan, high ceilings, updated kitchen, and large screened-in lanai make it perfect for entertaining. Fully furnished with 2 new TVs, 1 carport plus an additional...
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This newly in 2017 built dream house with 4 bedrooms and 3 bathrooms is located in a quiet location in a cul-de-sac overlooking the Hibiscus golf course. Due to its central location, you can reach numerous restaurants and shops in just a few minutes. The spacious house has an air-conditioned living...
Featured review
We had a great time in Naples in January. The house was nice and clean and there was plenty of walking and bike riding in the area. We will stay there again!
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: 4 miles to Delano Wiggins Park
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We also have THREE 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 the boxes!...
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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1 Bedroom 1 Bath Condo on first floor, pool off back sliding door. Parking in front of door. Walk in shower, Queen bed, 50" Smart TV with Wi-Fi included. Fully equipped kitchen, screened Lania with table and chairs. Shared laundry on 2nd floorOct/Nov/Dec 2026 3-month discount $8513 includes all...
Featured review
The house is great with all one floor living. Deep pool in back which is a rare find in FL. Bonus dock outside screened area. Very comfortable living space, fully stocked kitchen, laundry and garage. There...
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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 villa was furnished in a modern and tasteful way. Parquet in the living area and tiles in the bathrooms were chosen for the flooring. The villa has two floors with 3 bedrooms (2 king size beds and 1 queen size bed and 1 baby bed) and 3 bathrooms. Each bedroom is equipped with a TV.The fully-equipped...
Featured review
This townhome lives large! plenty of space with 3 BR and a Den. The decor is beautiful and updated, the private pool is big enough for cooling off on a hot afternoon (with the larger community pool across...
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18 unit two story complex with heated pool overlooking the bay. Located in Coquina Sands neighborhood which is between Olde Naples neighborhood & the Moorings. 2nd floor end unit with outside entrance with 14 steps to unit.. Impact glass lanai overlooking the property—there are shades for privacy....
Featured review
This is our fifth-year renting at Coquina Cove in condo #209. We fly in from New Jersey and it is approximately a 40-minute drive from Fort Meyers airport to Coquina Cove. We start thinking about our...
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Beautiful fully renovated 2 bedroom 2 bath apartment in Heritage Bay community. Rental comes with full access to 27 hole golf course on property as well as all amenities in the complex such as the pool, tennis, bocce, bike trails among others!!We also have another similar condo in the community (2...
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THIS BEAUTIFUL ONE BEDROOM CONDO IS A FIRST FLOOR UNIT WITH COVERED PARKING. THIS CONDO WAS RECENTLY RENOVATED AND HAS NEW OPEN FLOOR PLAN WITH DINING AREA, LIVING AREA AND KITCHEN WITH BAR AREA. A 75 INCH SAMSUNG TV WITH COMCAST SERVICE AND INTERNETNCLUDED.THIS KITCHEN IS FULLY STOCKED WITH DISHES, GLASSES...
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Located minutes from downtown Naples and the Beaches, this gorgeous condominium rental is perfectly located, along with luxurious amenities ensuring your Florida vacation experience is both exciting and relaxing.Stay in our comfortable and luxurious 2-bedroom condo while vacationing in beautiful Naples,...
Featured review
Great club amenities close by the unit and close to downtown. Pool, fitness center, tennis and shuttle to beach and downtown. Unit is clean and well maintained.
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Heritage Bay Condominium-- Have yourself a five star vacation! Arttractively-furnished and appointed 4th floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit with a membership transfer!This two bedroom two full bath unit has VERY special views of the golf course and adjacent...
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Amazing 3BR/2BA Amenity Rich Naples Paradise Vacation or Short Term/Longer Term TURNKEY Fully Furnished and appointed Condominium - This very popular luxury appointed luxurious and spacious amenity rich San Pablo floor plan is being leased turnkey/furnished and has three bedrooms, two full baths, two-car...
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Available from now until the end of January and from March 2025! Enjoy this stately, luxurious home with SUPERB WATER AND GOLF COURSE VIEWS! Comfortable designer furnishings, with 4 bedrooms plus Study and 4 full baths and one half bath. Beautiful travertine and hardwood flooring throughout, gourmet kitchen...
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Artesia is a beautifully maintained, vibrate, pet friendly, gated community conveniently located between Naples and Marco Island. The Alexandria model boosts two bedrooms, two and a half baths, den and large two car garage. Turnkey furnished and move in ready, you can start enjoying all the great amenities...
Distance to beach: 2 miles to Clam Pass Beach is approximately 2.5 miles
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Golf Condo by the Sea – So Close to the Beach!Welcome to Golf Condo by the Sea, located in the desirable Mira Vista Condominium Community overlooking the beautiful Quail Run Golf Course.Please Note: We also own a beautifully updated 4th-floor condo in this same building. See Listing #12283...
Featured review
This centrally located condo has all the convenience you can imagine, the pool is a few steps away, the beach is a short drive. Shopping, dining and entertainment is all within a short drive away. The condo...
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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
We greatly enjoyed our stay in February 2026. Very spacious and nicely furnished. The pool and outside area by the pool is awesome! The heated pool was nice and came in handy on the cooler days. Plenty...
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Welcome to your BEAUTIFULLY renovated home away from home! ENJOY 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 a birdwatcher's paradise with delightful...
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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Upscale Gated Condo in North Naples | Walk to Seed to Table | Near Beach & MercatoEnjoy the best of Naples living in this spacious 3-bedroom + office, 2-bath condo located in a quiet, gated North Naples community. Perfect for families or couples, this beautifully maintained home comfortably sleeps...
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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