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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This Meadowood Townhome is fully furnished and turnkey with quartz countertops, stainless steel appliances and an open kitchen-living room layout. The gated community includes a beautiful clubhouse, fitness center, pool and basketball court. Located close by to several new shopping plazas, interstate...
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Turnkey, 3 bedroom, 2 bath condo. It is located in the heart of Naples within a 15 minute drive to Mercato, 15 minutes to Fifth Avenue and 10 minutes to the beach. The Fairways at Emerald Greens is a quiet, friendly community with tennis courts, pickleball courts, a heated pool, hot tub and clubhouse....
Distance to beach: 10 miles to Tigertail Beach, Marco Island
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FULL GOLF MEMBERSHIP IS NOW AVAILABLEAug-Oct 2026 $4.2k/mo Nov 2026 - Apr 2027 N/A May 2027 $8k/mo ask about other monthsThe social member benefits are included in rental fee, full golf rental membership is available for an additional fee per Eagle Creek Golf and Country Club rules (currently...
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Nestled in the highly sought-after Moorings neighborhood of Naples, this beautifully updated 4-bedroom, 3-bath luxury home offers the perfect blend of comfort and elegance. Featuring an open-concept living area and a spacious covered lanai with a heated pool, this home is ideal for both relaxation and...
Distance to beach: 6 miles to Marco Island Beach
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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...
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...
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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
Super friendly and helpful hosts, everything you could need for a perfect beach vacation. All the towels, sheets, hot tub, heated pool, beach toys - even the bike tires were fully inflated and ready to...
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The unit is on the top floor of a four story building. It is accessible via elevator in the center of the building, or stairs on either end of the 32 unit building. This unit is unique in that it has vaulted ceilings and is centrally located over the pool / waterfall area and the protected...
Featured review
We had a wonderful stay. Comfortable accomodations and very convenient to everything. We would definitely stay here again.
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Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...
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I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...
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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...
Distance to beach: 4 miles to Vanderbilt beach
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Bridgewater Bay of Naples, one of Naples' most desirable communities. This stunning first floor coach home harmoniously blends comfort and style to enjoy Florida's lifestyle. With nearly 1800 sq ft of living space with an open concept. The large Panoramic window is undoubtedly the center piece...
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Second floor grand coach home with one of the best views at Antilles Naples.This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets...
Distance to beach: 6 miles to Tiger Tail Beach
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second floor grand coach home with amazing viewsThis brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are not permitted in this...
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modern House on 3 acres tropical paradise In the centre of gulf beaches, shopping , restaurants , fishing, sailing, golf, botanical gardens !
Featured review
My family and I really enjoyed our stay at Albert’s place. The beds are comfy and the home is nicely maintained and decorated. We loved being tucked away in a quiet spot, while still being close to the...
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A lovely and spacious three bedroom just steps from Vanderbilt beach. Gulf views and beach access. Just steps from from the beach! Workout room, party room, fire pit, tennis courts, swimming pool! Great restaurants, movie theater, Whole Foods, Trader Joes, Lifetime Fitness all within 3 miles.
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This 1st floor condo in central Naples has convenient access to the beach, North Naples, 5th Ave S, plus stores and restaurants right down the street. It has a pool, hot tub, clubhouse, propane grills, and tennis/pickleball courts available for your use. There are plenty of sidewalks nearby for walking...
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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...
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Welcome to your slice of paradise! This bright and beautifully maintained 2-bedroom, 2-bath retreat offers the perfect blend of comfort, style, and location. Enjoy morning coffee or evening cocktails by the private pool with a nature view, then head out to explore- you’re just minutes from Naples’...
Featured review
Perfect stay! Would book over and over again! My family enjoyed the house and the location is great!!! The owner is very helpful and accommodating. We will be back!
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Nestled in the heart of Olde Naples, The Mark on 8th offers a rare blend of luxury, location, and flexibility — including weekly rentals that make it an exceptional choice for your Southwest Florida escape. Steps from world-class dining, boutique shopping, and the sun-drenched shores of the Gulf...
Distance to beach: 1 miles to Vanderbilt Beach
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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...
Featured review
We absolutely loved our stay at this vacation rental! The house was open, airy, and incredibly spacious—perfect for relaxing and spending quality time together. Everything was spotless when we arrived,...
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6 month minimum to 12 months. Lease price may vary depending on what months are rented, reach out for info. Welcome to this rare 4 bedroom + den, 3 bathroom, plus private den with pull out couch home at Esplanade Golf & Country Club in Naples, Florida, one of the area’s premier resort-style...
Distance to beach: 3 miles to Naples Pier, Naples Beach
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Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Second floor (first floor is also available).Incredible lake view from everywhere in your living...
Featured review
Had a fabulous time at Shani’s condo. Lots of sun, swimming in their pool. Couple of dinner gems for great eat in or take out. Bring your bicycles too.
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Nicely furnished and conveniently located one bedroom condos overlooking beautiful intercoastal canals. Beach access is just steps away.Amenities include swimming pool, tennis and pickle ball courts, shuffleboard, and beach access at renowned Vanderbilt Beach. There is a washer and dryer in each...
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
The condo we rented for February and March 2026 was perfect for our stay in Naples. It is tastefully decorated and very comfortable. We enjoyed our pool time and also sitting on the lanai watching the ducks...
Distance to beach: 9 miles to Vanderbilt Beach
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A fully furnished Veranda I Condominium in beautiful Heritage Bay (HB) is available for annual rental, or seasonal rental, effective through all of 2025-7. This is a 2-bedroom unit with a Den/Office that also has a pull-out sofa bed. Rental also includes a 1 car unattached garage. Full golf membership...
Featured review
Our stay at this rental was awesome! We lacked for nothing in this fabulous space. Jim has thought of everything!
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 Vanderbilt Beach
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500 Block Location!! A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet organizers, etc and pool patio enlarged and freshly painted inside and out) - don't wait to book this home especially in this desirable location. . . . Heated pool, fully fenced...
Featured review
We absolutely loved the house, the pool, the bikes, and the location. There was plenty of room for the four of us and the pool was heated just right. We were close to the beach, shopping, and dining. Ellie...
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Welcome to your home away from home! This spacious and beautifully furnished 2-bedroom, 2-bathroom condo at the Eleven Hundred Club comfortably sleeps up to 4 guests, offering a perfect blend of comfort and convenience for your long-term Naples getaway. The primary bedroom features a luxurious king-size...
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: 5 miles to Vanderbilt
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2 Bed 2 Bathroom 2st Floor Condo.(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 seamlessly...
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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FAMILY REUNION TIME!!!!! HUGE POOL & WALKING DISTANCE TO VANDERBILT BEACH!!!!!! HAVING A FAMILY REUNION IN SUNNY NAPLES THEN OUR HOME IS THE PERFECT VACATION GET AWAY !!! SHORT TERM, LONG TERM,VACATION,SEASONAL, ANNUAL,CORPORATE RENTAL 5 STAR SPACIOUS HOMESPRING AND SUMMER CHECK OUT SPECIAL...
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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...
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Perfectly located vacation home in the heart of Olde Naples offers a peaceful and private retreat. Available January - April 2026. This highly desirable pet-free boutique building with only 18 units is just a three block walk to the white-sand beaches of the Gulf of Mexico.Fully renovated and decorated...
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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This condo is available for lease as of 06/20/2026 to 11/20/2026 at $2900 per month, which is about $96.00 per day!!!!!. Great price, walking distance to the beach and Venation village. Hurry, this unit will not last long!!! Contact owner and book this beautiful place . Life is good on "Paradise...
Distance to beach: 5 miles to Naples Pier
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Beautifully decorated and completely turnkey, sunny and bright 2 bedroom/2 bath condo with cathedral ceilings and spacious lanai overlooking lake with lighted water fall. Second floor END unit with your own private garage in a GATED community. Free WI-FI and Cable TV/Infinity, SmartTV/Stream Netflix/Prime/Pandora/FUBO/Spotify...
Featured review
We had a rough winter and decided at the last minute to see if we could get a place to stay in Naples. We had never been and it all worked out real well. We really enjoyed the Falling Water’s condo....
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: 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
The rooms in the house are very well arranged, clean, and have a calming vibe. The contents of the accessories making up the kitchen, the dressing room, and the outdoor elements are suited to the number...
Distance to beach: 3 miles to SEVERAL IN NAPLES
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IT IS NOT A RENTAL HOME--IT IS MY PERSONAL FAMILY FULLY FURNISHED HOME FOR YOU TO ENJOY!! WITH ACCESS AND MEMBERSHIP T0 A VERY ACTIVE CLUB WITH ALL THE AMENITIESA BEAUTIFUL CHARMING HOME 2,300 SF 3 BEDROOM / 2 FULL BATHROOMS HOME WITH POOL AND JACUZZI. HIGH END FURNISHINGS ARE WELL MAINTAINED AND...
Distance to beach: 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...
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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: 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: 5 miles to Vanderbilt Beach
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VILLA World Tennis club Naples3 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...
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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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: 5 miles to Vanderbilt Beach
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This beautifully furnished second-floor unit, in paradise, is a vacationer's dream! It's very open and spacious with its vaulted ceiling, and offers a great view of one of the community lakes. Amenities abound in this highly desired gated community. There's a beautiful clubhouse, two swimming...
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Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located at 12930 Positano Circle, Unit 107 in Naples, Florida. Ideally situated at the intersection of Livingston Road and Pine Ridge Road, this property offers convenient...
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
I have rented from Kate for seven years during January through March. I would be renting again but have another obligation this year (2007). She has been a very gracious host and condo owner. If the unit...
Distance to beach: 0.8 miles to Vanderbilt Beach
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Sea Coast Living!look no further. Between the lovely coastal décor and the open floor concept, you have found a beautifully renovated home that is perfect for any length of stay here in Naples, FL You will immediately feel the SEA COAST LIVING you’ve been looking for as you enter the...
Featured review
The location is amazing! 1 mile from the beach & just down the street is Mercato & lots of other shopping & dining options! The house is spacious, very clean & has everything you will need, right down to...
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...
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Naples 2BR + Den | Lake View | Pool | Pickleball | Workspace | Near BeachBeautiful, newly built 2BR + den home in a prime Naples location with lake views, private lanai, and resort-style amenities. Ideal for seasonal stays, snowbirds, and remote work.Monthly rates range from $3,800 to $7,900 depending...
Featured review
We had a wonderful stay at Sleep, Swim, Smash (Pickleball) – Arboretum 2BR/2BA Getaway in Naples. The condo was clean, comfortable, and thoughtfully set up with everything we needed for a relaxing and...
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...
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