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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.
Distance to beach: 5 miles to Naples Beach
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This gorgeous vacation villa in the Kings Lake community in Naples offers 3 spacious and elegantly furnished double bedrooms, including 2 king beds and a queen bed. There are also two bathrooms and a guest bathroom with toilet and sink. The bathrooms are fully lined with tiles, with granite vanity...
Featured review
Living in this fantastic property makes every holiday perfect. The house, that pool, the detailed furnishings and the support have made us the most beautiful travel experience offered which one can wish. The...
Distance to beach: 10 miles to Naples Beaches
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A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors, and both bathrooms are currently being renovated. The community offers a swim pool, hot tub, tennis/pickleball...
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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....
Distance to beach: 1 miles to Delnor Wiggins Stat Park
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Top location (pool south direction)- 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...
Featured review
Das Haus hat eine einmalige Lage mit wirklich sehr kurzen Wegen sowohl zu den Stränden als auch zu Einkaufsmöglichkeiten und Restaurants. Der in der Miete inkludierte Jahrespass für die Florida State...
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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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Distance to beach: 10 miles to Naples Beach
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Discover your slice of paradise just 10 miles from Naples' pristine beaches! This beautifully remodeled 1-bedroom condo is nestled in a charming gated community, close to first-tier shopping, dining, and world-class golf courses.Step inside to find a modern open-concept kitchen with new appliances...
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...
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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...
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...
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Experience Naples Living at its Finest: Your Perfect Getaway Awaits!Indulge in unlimited, fee-free golf at this exquisite Naples retreat! Nestled in a vibrant, all-ages community, this recently renovated corner unit offers the ultimate in comfort and convenience.Step into a haven of pristine air...
Featured review
Great location, pristine executive golf course, 6 pools to choose from and beaches close by. We could not have asked for more. Our first time renting and we were blown away. Lauren & Rob (the owners) made...
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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...
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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...
Distance to beach: 0.9 miles to Park Shore Beach and Park
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Completely renovated, ground floor Belair Club condo in the lovely Park Shore neighborhood of Naples. Two bedroom, 2 bathroom with open living/dining/kitchen. All new appliances including a built-in refrigerator, induction cooktop, oven, microwave, dishwasher, kitchen aid mixer and in unit washer and...
Featured review
This pristine condominium is in an ideal location. There are so many shops and restaurants within walking distance and the beach is a short drive away. We enjoyed the friendly neighborhood and Tracy (the...
Distance to beach: 20 yards to Vanderbilt Beach/Delnor Wiggins
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Welcome to your perfect coastal getaway! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the Florida lifestyle. Located on the quiet north end of Vanderbilt Beach, this 4th-floor,...
Distance to beach: 0.9 miles to Naples Pier
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Experience the best of Old Naples at Sun Dial 295 — a stunningly reimagined two-bedroom retreat in one of Naples’ most sought-after locations. This residence blends sophisticated design with coastal elegance, offering the perfect balance of luxury and convenience just steps from world-class...
Distance to beach: 5 miles to Barefoot Beach / Delnor Wiggins State Park
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Where serenity meets luxury in Pelican Bay—welcome to Breakwater. This updated end-unit residence offers a bright, open floor plan with a modern color palette and stylish furnishings. Featuring 3 bedrooms and 2.5 baths, the home is filled with natural light and offers fiber-optic wiring ideal for...
Distance to beach: 4 miles to Tiger Tail
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multiplex condo with amazing lake viewThis brand new multiplex condo, a West Indies Style Architecture completed in 2021 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. There is an elevator and parking located underneath...
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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...
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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,...
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New and Renovated home with all new furniture 2 large living rooms TV and Internet 4 bedrooms with 6 beds A huge swimming pool and outdoor furniture Full kitchen Laundry Garage for vehicle parking Clubhouse close with a swimming pool, hot tub, and fitness center Close to Dunkin Donuts,...
Distance to beach: 2 miles to Delnor-Wiggins Pass State Park
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Sunny Florida Vacations — Naples Park Private Pool HomeSleeps 8 | Private Heated Saltwater Pool | Screened Lanai | Game Room | Minutes to Vanderbilt BeachWelcome to Slow M'Ocean Naples for your sunny Florida Vacation, a relaxed and well-appointed Naples Park retreat designed for easy...
Featured review
We only had a week but thoroughly enjoy our time. The house was well maintained and the heated pool was a bonus. Lots of extras for beach time.
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All about the prime location!!! You will not find a better deal than this immaculate downtown condo. Nestled in the center of Olde Naples only two blocks from 5th Avenue South and just a short walk or bike ride to the famous white sand beaches of SW Florida. This light and bright corner unit has been...
Featured review
We had a wonderful time here on our vacation. The property worked perfectly for our family. We will definitely stay here again when we visit!
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AVAILABLE FOR MARCH AND APRIL 2026 AS WELL AS FOR SEASON 2027. Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness...
Featured review
We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...
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LAST MINUTE AVAILABILITY! MARCH 14-17, MARCH 21st - APRIL 4TH 2026 Available - WORLD CUP SPECIAL!! Stay with us in June and July, an hour and a half away from the MIAMI Hard Rock Stadium! Available - NOW OPEN FOR 2027 SEASONWelcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly...
Featured review
Just loved staying here.The home is beautifully furnished throughout - and has everything you could need.Carolina is so helpful too - really quick response to any query.It is a fab location...
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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...
Distance to beach: 0.1 miles to Miramar Beach
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Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...
Featured review
Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.
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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...
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Top-Floor Beachfront Luxury with Panoramic Gulf Views – St. Croix at Park ShoreWelcome to your dream getaway in the prestigious St. Croix at Park Shore. Perched on the 6th and top floor, this stunning 2-bedroom, 2-bathroom residence offers sweeping, unobstructed views of the Gulf of Mexico....
Distance to beach: 3 miles to Vanderbilt Beach
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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. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties!...
Featured review
We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...
Distance to beach: 0.3 miles to Vanderbilt Beach
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Welcome to this beautifully redone single-family home in the heart of Naples—available as a seasonal rental! Featuring elegant marble floors throughout, this bright and airy residence is filled with natural light, creating a warm and inviting atmosphere. The open layout seamlessly blends style and...
Distance to beach: 6 miles to Naples beach
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Lely golf estate condo, second floor Unit Big Lanai with a beautiful view to the pool. 1 covered parking spot Masterbedroom with big app tv . We have a Amazon fire tv stick but you can also bring your own. bathroom and walkin closet Nice and quiet neighborhoodPS : the pin on the map show that...
Featured review
Perfect location between Naples and Marco Island! Easy drive to all the popular spots. The condo felt like home, very comfortable! The pool was awesome and only a few steps away! I would highly recommend...
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
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**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club 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...
Featured review
We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...
Distance to beach: 5 miles to Beautiful Naples beaches
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Seasonal rental in Kings Lake in the Hamptons, Naples Florida 2/2, 2nd floor, 1,300 sq.ft, master bedroom has king size bed, 2nd bedroom has a queen size bed, cable tv/Wi-Fi in master bedroom and living room has a 75" smartTV. Beautiful tropical view from the large oversized lanai, 2 pools have gas...
Featured review
Enjoy your time in Naples in this upscale, fully furnished condo. The picturesque setting is in close proximity to shopping, entertainment, and beautiful sand beaches. Karen, the host, is welcoming and...
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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...
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AVAILABLE ALL 2026 SEASON! Social Membership only, no golf. Beautifully remodeled, first floor Coach Home in pristine TPC Treviso Bay Golf and Country Club. This is a spacious, open concept home opening of the living room to a huge, nicely furnished, lanai. 3 full bedrooms, separate laundry room and...
Distance to beach: 6 miles to Vanderbilt Beach
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Newly furnished second floor end-unit condo with beautiful Eastern Exposure lake view!Located in gated Huntington Lakes with tennis, bocce, full gym & sauna. This safe, quiet neighborhood is extremely social with complimentary tennis lessons, parties, and other social events all season long....
Featured review
Your unit is absolutely beautiful—decorated impeccably, just like something out of a magazine. It felt so warm and welcoming, with everything we needed right at our fingertips. You were incredibly accommodating,...
Distance to beach: 0.1 miles to Delnor-Wiggins Pass State Park
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Enjoy breathtaking sunset views overlooking the blue waters of the Gulf of Mexico from the Studio apartment of this sixth-floor unit, steps away (5 minutes) from the renowned Wiggins Pass Beach. This fully renovated furnished studio boasts an open main living and dining area with gorgeous tile and a spacious...
Distance to beach: 5 miles to 5th Ave
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Welcome to Paradise!Located in the quiet and relaxing community of Falling Waters. Tastefully decorated condo in Rosewood of Falling Waters. Freshly painted and recently renovated 2 bedroom and 2 bathroom first floor unit. This is 1,354 sq ft unit that offers gorgeous view of the waterfall...
Featured review
We stayed at Kate's unit in Falling Waters for over 5-1/2 months and got to call Kate's wonderful unit home for that time. The unit is beyond equipped for all your needs, spacious and convenient (walking...
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Relax in this modern coastal home that is impeccably decorated with a clean and crisp design. The main living area’s wall of windows brings the outdoors in as you gaze out onto the pool, spa, 106 ft of waterfront, and beautiful, tall Royal Palm trees. Enjoy the abundance of outdoor space offering...
Featured review
The photos of the house are wonderful, but the house is actually MORE lovely than the photos can depict. It is beautifully and comfortably furnished, and thoughtfully laid out so that the guestrooms are...
Distance to beach: 5 miles to Vanderbilt
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2 Bed 2 Bathroom 2nd Floor Condo.$5,000.(Tax included in the price)This beautiful ground floor condominium is offered turnkey and is move-in ready. Located in the desirable gated community of Tarpon Bay in North Naples. The unit features 2 bedrooms and 2 bathrooms, with a living area that flows...
Featured review
We enjoyed our 2 months in Naples in a very lovely, updated condo in Tarpon Bay. Located in a safe gated community close to restaurants, groceries, etc. The condo furnishings were very attractive and up...
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2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental as of April 5th thru the end of 2026. Any month you like, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor...
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Experience coastal Florida from the comfort of this spacious 2 bedroom, 2 bathroom condo. The condo is NEWLY renovated and offers a clean, simple and relaxing interior. The lanai overlooks the pool. You have access to the outdoor heated pool, hot tub, and picnic area. The backdrop to Coral Falls is a...
Distance to beach: 7 miles to Naples Pier
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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...
Distance to beach: 1 miles to Park Shore
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Conway House is a fantastic family holiday home situated in a private location in Sun terrace, part of Old Naples. Whilst the house is central (only 5 mins drive to the beach and to the Coastland shopping centre) it is in a very quiet residential area and backs onto a beautiful lagoon.The villa is...
Featured review
My wife and I have rented the Conway House for February and March for the last few years, and we hope to continue that arrangement for many years to come. The house is in an ideal location to beaches, shopping,...
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Located in the Heart of Naples, Beautiful 2 bedroom 2 bath condo, with canal and boat dock availability. The canal leads to the Gordon River, to the bay and eventually the Gulf.The unit is located on second floor of 2 story building. Wi-Fi and cable are include. The condo is located 1 mile to the...
Featured review
We had an excellent vacation experience at this property. The condo was exactly as depicted and promised. It was a soothing comfortable space to stay with spacious snd spotless rooms that provided adequate...
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5 star 3 bedroom , 2 bathrooms, salt water pool/spa detached home all amenities , fully furnished,phone, ,cable , WiFi,high ceilings , enclosed lanai screen pool area, beach chars , BBQ,close to all amenities 1 mile from Vanderbilt beach close to shops, Whole foods , Mercato Lifestyle outdoor shopping...
Distance to beach: 2 miles to Fifth Avenue Beach
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This oversized condo is like no other. Completely remodeled with lots of customized features. Beautiful whitewash wood floors, beautiful white gray and blue palette makes this condo feel light and peaceful. A complete new kitchen with white quartz and lacquer cabinets makes cooking a joy. The 12’...
Featured review
The condo was in great shape, recently updated. The owner Alina, was very accomodating. anything we needed she acted quickly and was great to deal with. we loved it so much we are coming back in 2024...
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...
Distance to beach: 3 miles to Lowdermilk Park
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1st. floor fully refurbished two bedroom, two bath condo located in the beautiful gated community of Naples Bath and Tennis Club. Parking directly adjacent to your front door. Lovely views of lake from your glassed in lanai. Really quiet and serene condo within a cul de sac of 8 units. The pool and...
Featured review
We sold our Naples property about 5 years ago and had been looking ever since for a location we could spend part of the winter. Our criteria included, privacy, location, cleanliness, convenience and a fair...
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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.
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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