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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: 300 yards to Vanderbilt Beach
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The condo is located in a wonderful community, Beachwalk, which is in the heart of North Naples just a short stroll to Vanderbilt Beach. Beachwalk, a low density community with winding roads and lush tropical foliage, features a Club House, six Har Tru lighted tennis courts; two(2)community swimming pools;...
Featured review
Beach Walk Condo. Beautiful condo and surrounding area. Very convenient to restaurants, interstate, movie theatre, and Wal Mart, but in a quiet neighborhood. Only a few block to the beach. You couldn't...
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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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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Beautifully renovated 2-bedroom, 2-bathroom villa (approx. 1,500 sq. ft.) in the spacious gated community of Imperial Golf Estates, Naples. Freshly painted inside and out. Each bedroom offers a private ensuite bath and a king bed (one can be converted into two twin beds for flexibility).The home features...
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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Distance to beach: 1 miles to Vanderbilt Beach/BlueBill Beach Access
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A three-bedroom, two baths plus den, beautiful Florida style private home with its own screen enclosed heated pool and spa plus a covered lanai is the perfect place to enjoy Naples. It is meticulously maintained with great attention to every detail. The residence boasts generously sized rooms, all tile...
Featured review
I travel to Naples every month for work and have stayed at Wayne & Delores' wonderful Naples Park home numerous times! My husband travels with me more when he knows I am staying at Dancing Palms Getaway....
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...
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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: 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...
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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: 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: 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...
Distance to beach: 2 miles to Vanderbilt Beach & Delnor-Wiggins Pass State Park
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Relax and have fun in the sun in one of Naples Park's largest vacation homes. This newly updated home has a spacious open floor plan, along with 3 large bedrooms is perfect for multiple families traveling together or couples. The living room features an over-sized sectional and 65 inch TV. The...
Featured review
Comfortable beds, plenty of space with lots of seating areas. Good location. Would definitely go back
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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...
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AVAILABLE FOR: Monthly rentals or multiple months are preferred between April-December 2026Welcome to Naples' Forest Lakes community! This cozy ground floor level condo is located in a 2-story condo building with swimming pool/club house and 2 tennis court access for our condo residence/guests....
Featured review
A beautiful apartment with everything you need for an enjoyable holiday in beautiful Naples. Very close to supermarkets, shops and restaurants. Also Agnes has a provided a-good manual on places to visit...
Distance to beach: 0.5 miles to Delnor Wiggins Pass State Park
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April 15th Available 2026! ALL inclusive rate $11,800/mo (rent, tax, cleaning, utilities, cable/WIFI, damage waiver, lawn/pool service all included). We have other available also. Quality workmanship, furnishings and accessories await you and yours; all situated on an oversized double lot a half...
Distance to beach: 2 miles to Fifth Avenue Beach
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Discover this luxurious hidden gem, just a 5-minute drive from the pristine beaches and the vibrant Naples 5th Avenue. Professionally designed by Urban Home Interior Design Studio, this fully renovated spacious villa combines style and comfort with high-end finishes throughout. This villa has been our...
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Naples beach retreat will put a smile on adults and children! Located ONE MILE to Vanderbilt beach this newly updated home has a brand new kitchen fully stocked for any cook to enjoy with brand new appliances and wine fridge. Children of all ages will be delighted with the game room with Pac Man arcade...
Featured review
This is a lovely house. Very spacious, great kitchen, fun games room. Beautifully laid out garden with heated pool and spa, barbecue and pizza oven and plenty chairs , loungers etc.. A really good supply...
Distance to beach: 1 miles to Vanderbilt Beach
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TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...
Featured review
This was the 2nd year in a row that we rented this location and we had a wonderful time. The uncovered pool is a huge highlight for us as we like to tan so we appreciate a pool without a screen. The distance...
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Featured in Naples coffee table books "Dream Homes" FLAMINGO PALMS is one of Olde Naples finest homes superbly located in the heart of Olde Naples historic district. Walk to some of Naples finest restaurants and shopping along Olde Naples Famous Fifth Avenue, Just 2 blocks away. Enjoy a round...
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Newly available, 2 bed plus den, 2 bath single family home with large screened in lanai, located with western exposure on a quiet lake in Artesia. Artesia is a amenity rich community, resort style pool, fitness center, theatre and social activities, located in a gated community just 15 minutes from Marco...
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4th/Top Floor and almost soaring above the peaceful nature preserve, the views are incredible. Cathedral ceilings and the unique decor and updates, provide the tropical feel you are looking for in your winter escape. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This...
Distance to beach: 1 miles to Vanderbilt Beach
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Southern Exposure, 3 br plus a dedicated office space and pet friendly. A spacious and inviting floor plan with vaulted ceilings, large kitchen, laundry inside the home. . . Walk or bike to Vanderbilt Beach and Delnor Wiggins State Park and Beach. . . Very nicely furnished with a coastal cottage decor...
Featured review
We really enjoyed our stay. The house was very clean and had everything we needed. We loved sitting in the shallow area of the pool or having a drink while watching tv under the covered porch. Thank...
Distance to beach: 100 yards to Vanderbilt Beach
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Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style...
Distance to beach: 900 feet to One block to Lowdermilk Beach
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Ready to take in all the amazing sights of Naples?!?! This property is open May 2026!Reach out right away for this popular season and your Naples getaway. Only one block to the beach and the new Four Seasons property!You can escape and enjoy the Florida sunshine, palm trees, plants, flowers,...
Featured review
From the moment we arrived at the condo at Coquina Cove we felt right at home. The condo was beautifully set up with everything you could possibly want or need during your stay. The host Elise was great...
Distance to beach: 14 miles to Marco Island or Naples
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Our home "Pelican" is brand new and has just been finished and finally furnished in September 2015. It offers 3 bedrooms (sleeps 6) plus a den, 2.5 baths and a private heated pool on a total living area of 2233 sq ft . It is furnished to a high standard and fully equipped with all the essentials...
Featured review
Nice big home with a screened in pool. Close to Marco Island and just a short drive to Naples Center. Jurgen, the owner, is great and so accommodating!
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Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...
Distance to beach: 1 miles to 1st Avenue Beach
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Gorgeously furnished oversized fifth floor two bedroom with balcony and sunset views. 1111 Central development offers large zero entry pool with two spas, thoroughly equipped gym, game room, theatre room, co-working space, BBQ facilities and much more!15 minute walk to beach, 10 minute walk to 5th...
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Wake up to stunning lake views and your own private pool - welcome to our southwest Florida escape. This modern, contemporary style home with 3 bedrooms, 2 baths has views of the pool and lake from almost every room, and boasts a 70" smart TV in its ultra-comfortable living room. The formal dining...
Featured review
We rented this house for twelve days and had a fantastic stay. Marianne the owner was very helpful as well.
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Elegant Fiddlers Creek TownhomeSummary: Escape to the elegant Fiddlers Creek Townhome, a luxurious condominium in sunny Naples, Florida. This stunning property boasts a prime location, offering easy access to nearby attractions and experiences. Enjoy a comfortable stay with air conditioning, a fully...
Distance to beach: 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!
Distance to beach: 6 miles to Naples Pier and Vanderbilt
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Gorgeous hotel style suites. Penthouse, corner suite. This condo is suitable for one couple or a single person. You wont be disappointed. Best King size mattresses you'll ever sleep on. It's like sleeping on a cloud... What are you waiting for... contact us or book. It won't last! 2...
Featured review
Positano Place is a gated, safe and quiet community. The condo has two spacious bedrooms with new mattresses that ensure a restful sleep. The furnishings are very comfortable. Two spacious bathrooms. The...
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Season rental available December, January, February, March, April, and May. Completely updated furnished waterfront home located on the Isles of Capri! The home is in the process of being totally remodeled from the hurricane and will be completed 1/15/25. The Isles of Capri is a small quiet island right...
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Conveniently located just minutes away from Vanderbilt beach and downtown Naples, our home serves as the ideal base for your adventures in Naples. Whether you're here for business or pleasure, you'll find everything you need for a memorable stay. We look forward to hosting you!If traveling...
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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...
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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Single Family. Park Model on the lake Livingroom - Kitchen - Dining Room - Bedroom Patio overlooking lake Includes all utilities & WiFi 55 And over Gates Community 2 Swimming Pools, Hot Tob, Tennis, Pickle Ball Courts Horse Shoes, Shuffle Board Community Center Parking for 2 Cars
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The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...
Distance to beach: 100 yards to Vanderbilt Beach
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Welcome to this 2-bedroom, 2-bathroom third-floor end-unit condo in Harborside Terrace, located in the heart of Naples. This comfortable and well-appointed residence is just minutes from shopping, dining, entertainment, and Naples’ beautiful beaches. The condo features tile flooring throughout with...
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Villa Luna…. All you need to relax and enjoy your stay in Naples… family and pets friendly. Nice outdoor area fully fenced!!!! Pool and full privacy We will make your stay unforgettable !!! You will enjoy full privacy with our Guest House attached to the main house (1 king size...
Distance to beach: 1 miles to Jacks
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Naples North - This condo is professionally decorated and shows beautifully, it has 2 outdoor seating areas, one that overlooks the lake with Pine Trees and Palms, the other is at the ront of condo as you enter the front door. The entire condo has been totally renovated. The condo is equipped with...
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Luxury 3 bedroom, 3 bathroom home on an over-size corner plot right on the golf course. 15 five-star reviews on VRBO, this account I've just transferred to Florida rentals. 3 samples of the reviews are quoted.Enjoy a quiet sun-downer on the large patio with swimming pool and Spa ,sun-loungers,...
Featured review
We rented this spectacular home in March of 2019 and again in March of 2021. We have rented other homes in Lely Resort, but nothing compares to this one. The location is perfect--close to the amazing...
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This spacious condo is the perfect home base for your trip to Naples. Enjoy all the amenities of the Cypress Woods Country Club and a short drive to gorgeous, warm beaches. Naples boasts a lively downtown with lots of shopping, restaurants and beautifully maintained streets for strolls in the evening....
Featured review
This condo is in a gated golf community. We transferred the golf membership and golfed and used their fitness facility. The condo had everything we needed. Two negatives. The noise from highway 75 when...
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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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There is no better place to be during the winter than enjoying the warm weather and taking in the bright Southwest Florida sun in Pelican Bay.This property offers a unusual two car attached garage and the privacy, independence and security of a single family home. You can avoid the elevators and...
Featured review
This condo is as beautiful as the pictures suggest, which is not always the case. It is open and airy and is beautifully decorated.It is super well stocked and has everything you need for a fabulous vacation....
Distance to beach: 1 miles to Vanderbilt Beach
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MAR and APR 2026 are NOW available! Weekly rates available upon request. ALL INCLUSIVE monthly rate May to Dec 19th $4,960. Dec 19th to Apr $8,000 (rent, tax, cleaning, utilities, cable/WIFI, pool heat, damage waiver all included). Naples FL vacation rental.PRIVATE HEATED POOL – CLOSE TO BEACH...
Featured review
We started out the month with a few problems at the house. AC compressor went out, ice machine was broken, and pool heat had to be turned off. Shane was excellent to work with, getting everything taken...
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Welcome to a luxurious turnkey retreat at St. Laurent in Pelican Bay, where refined design meets effortless coastal living. Situated in a prime location, this rare and spacious residence offers a private entrance and lives like a single-family home, with direct access to Pelican Bay’s exclusive...
Distance to beach: 2 miles to Clam Pass
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Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...
Distance to beach: 4 miles to Bonita Beach
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Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Sterling oaks offers resort style pool with a tiki bar that has wonderful food and drinks. The club house offers dinner every Friday night and pub night on Tuesdays nights. You can also join the many events and leagues we offer during...
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The Three Palms is a unique courtyard style pool home with all of the amenities you would expect from new construction. Courtyard style pool home features 4 bedrooms and 3 baths. Reclaimed heart pine floors throughout. Gourmet kitchen features oversized Island, 48" Sub zero fridge and Wolf 6 burner...
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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