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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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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 with a large den and 2-twin beds. A total of 6 people can...
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: 0.8 miles to Vanderbilt Beach
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This is a real treat! Allow yourself the comforts this home offers, quality furnishings, the modern coastal decor and the new construction that offers all the modern amenities. Every detail has been considered to make sure you enjoy your vacation and make this your 2nd home in our beautiful Naples....
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We absolutely loved our recent stay at Coastal Confessions! Naples Park was beautiful in November. The bikes and beach chairs were perfect for our daily trips to the beach. Coming back to a peaceful outdoor...
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Extraordinary winter retreat in Naples, Florida with 3-bed, 2-bath condo in an exclusive, secure gated community. Ground floor unit with no stair!Fully Upgraded & Modern Comfort: Fully Equipped Kitchen. No carpet—updated flooring throughout. Fully upgraded bathrooms in 2025.Less than...
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Experience the pinnacle of Naples living in this stunning 4-bedroom, 6-bathroom waterfront estate in prestigious Aqualane Shores. With a private office, elegant Mediterranean architecture, and unmatched access to the Gulf, this home blends timeless style with a world-class location.Waterfront Living...
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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Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home.You will have access for a nominal...
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Welcome to this Third-floor 2-bedroom, 2-bathroom condominium offering an unparalleled southwestern view of the Gulf.Situated on the third floor of a meticulously maintained building, this residence offers sweeping views of the Gulf of Mexico and direct beach access just steps from your door.Inside,...
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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...
Distance to beach: 6 miles to Clam Pass
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Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...
Distance to beach: 1 miles to Vanderbilt Beach & Delver Wiggins State Park & Bea
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Lovely three Bedroom 2 Bath cottage in the desirable Naples Park of Vanderbilt Beach!! You will love and enjoy all the outdoor spaces this home offers. private, landscaped and fully fenced pool area - pool features sun shelf and waterfall. Large outdoor 65" TV, grill, outdoor dining table for...
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...
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
We enjoyed our stay! Very comfortable place! Fully furnished with everything we needed! Pool was very nice!Never crowded. Also great location! Easy access to restrauants and shopping!
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...
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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,...
Distance to beach: 6 miles to Naples Beach
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Welcome to our pristine, fully equipped tropical oasis! Enjoy a private heated pool, a cozy firepit, a brand-new tiki bar, a luxurious KING bed, and a spacious yard perfect for gatherings. Close to Celebration Park, Tin City, 5th Avenue shopping and dining, and just minutes from Naples Beach and Pier....
Featured review
This is a great single family home with lots of privacy and beautifully furnished. We loved the clean beach style, large rooms and spacious yard with a cool tikki hut and firepit. We are very picky about...
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Great location in Lely community only 15 min away from downtown Naples and 20 min away from beautiful Marco Island. Quiet community. Minimum 30 days, background checks required.
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Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...
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Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...
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Hello! Welcome to your Happy Place. We know you will love it here and make some fantastic memories to take home with you. We are 5 blocks from Vanderbilt Beach and just minutes from Delnor-Wiggins State Park. This is a Dog-friendly home.The outside patio is completely screened and is perfect for...
Featured review
It was really acute house. Clean and located in a mazing area by everything.If we plan on going back to Glorida we would rent again and it’s dog friendly.
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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...
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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....
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One Bedroom, one Bath, Laundry, Kitchen Seating in Garden Facing Lake Parking for 2 vehicles Includes all utilities and WiFi Club House - Two Pools - Tennis - Pickle Ball Courts Horse Shoes, Shuffle Board
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This fully furnished 2 bed and 2 bath condo has been updated and located on the first floor in the central part of Naples. Community is just minutes to beaches, highway, local Costco, Publix, shopping and restaurants. Master bedroom offers Queen size bed, updated walk in shower, and large walk in closet....
Distance to beach: 18 miles to Marco Island Beach
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Near the Ocean!! Screened back porch water view to enjoy beautiful sunsets! 2bed/2bath condo offers kitchen with lots of cabinet space with tile floor, laminate wood flooring in the living areas and carpet in the bedrooms. Washer and dryer included. One car garage and boat dock/lift behind apartment.Wireless...
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Welcome to your coastal retreat in one of Naples’ most sought-after communities. This beautifully remodeled two-story townhouse offers the perfect blend of comfort, privacy, and modern style—all within minutes of Mercato and Vanderbilt Beach. House is avaliable on a month to month basis. For...
Distance to beach: 30 yards to Lowdermilk Park Beach
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At $6,500/month in-season, the Del Mar is a dignified building on the corner of Banyan Blvd & Gulf Shore Blvd in Coquina Sands across from Lowdermilk Park, one of the best waterfront areas in Naples! This 4th-floor unit with SW exposure features beautifully renovated bathrooms, bright and airy living,...
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Lake Views, Pickleball, and a Lanai You’ll Never Want to Leave – New Naples Vacation HomeWelcome to Your Next Favorite Vacation Spot! Picture this: You, sipping coffee on a breezy lanai, gazing over a peaceful lake and nature preserve—while mentally preparing to dominate at pickleball...
Featured review
Alexzandra’s home is simply wonderful. She is amazing at responding immediately and able to answer any questions. Her home is warm, comfortable, and close to everything Naples and the surrounding area...
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
We thank Roger & Sandy for the use of their beautiful condo. We so enjoyed sitting on the lanai drinking our coffee in the morning. The view from the 4 th floor was so nice, even saw 2 baby deer roaming...
Distance to beach: 0.4 miles to Gulf of Mexico Naples Beach
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A large Villa with a private courtyard, pool and spa. Recently remodeled with a full kitchen, master suite and three additional bedrooms. A private garage with two extra parking spaces and guest parking.Centrally located, 3 blocks from Historic 3rd St South, 5 blocks from 5th Ave South, 4 blocks from...
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5BR/4.5 BA home w/elevator and heated pool in Naples Park. Master on main floor w/ dual sinks, water closet, large walk-in shower, and custom closet. 3 king beds. 4th BR has bunk bed; 1 full, 1 twin. 5th BR purposed as den w/ Queen sized Murphy bed. Large screened lanai. Weber gas grill for cook outs....
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AVAILABLE ALL 2026 SEASON! 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 a large 2- car garage. Treviso...
Distance to beach: 12 miles to Marco Island "Tiger Tail" or Marco south" Beaches
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Wonderful home in Lely Resort for a comfortable and enjoyable vacation in beautiful Naples, Florida. Access to the "Players Club" is available. Special discounted rate for stays 28 nights and above.Conveniently located 15 minutes south of Old Naples and 10 minutes east of Marco Island....
Featured review
The house is in a very posh neighborhood. It was a little smaller than the pictures show, but it is decorated very nicely and is very welcoming. Couches are very comfy and the king size bed in the master...
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Lovely furnished 2 bed + den, 2 bath 1st floor end unit condo overlooking the 18th hole with 2 car garage in Cypress Woods Golf & Country Club! Master bedroom has separate entrance to lanai, king size bed, walk in closet, master bath with 2 vanities, walk in shower and soaking tub. 2nd bedroom...
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: 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...
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...
Distance to beach: 1 miles to little over a mile
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NEWLY RENOVATED 1 STORY END UNIT NEAR NAPLES BAY RESORT WITH A DOCK TO ENJOY THE WATERFRONT BOATS & BIRDLIFE. THERE ARE 2 BEDROOMS EACH HAS ITS OWN BATH. MASTER HAS NEW KING BED AND 2ND HAS NEW QUEEN BED. FLAT SCREEN TVs IN BOTH BEDR0OMS AND A 75" TV WITH FREE THE MAIN OPEN FLOOR PLAN AREA....
Featured review
Our stay at Elina and Sami's place has been delightful. They thoughtfully stocked the kitchen, tastefully decorated the condo, and provided exceptionally comfortable beds. Having a puzzle table was a wonderful...
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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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**Recently renovated - bedrooms, bathroooms, kitchen**Gorgeous, highly-desirable 2 bedroom 2 bath with lake and golf course views located on the second floor. This fantastic condo is in the highly desirable North Naples community of Cypress Woods Golf and Country Club, a very active Golf Community. In...
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Welcome to Le Malo Vacation Rental, a cozy 1-bedroom, 1-bathroom condo in downtown Naples, just a short walk from 5th Ave S, where you'll find shops, dining, and the beach. This ground floor condo comfortably accommodates 2 guests.A 7-minute walk takes you to the Gulf of Mexico for beach relaxation....
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...
Distance to beach: 9 miles to Naples Beach
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Brand new (built in 2024) single family home located in new development, Valencia Trails in Naples. Fully furnished Three bedroom home plus den, to make a fourth bedroom. 3.5 baths. Over 3000 square feet of living space, plus another 800 feet of outdoor living space. Outdor areas has full kitchen,...
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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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Single family home located in the desirable 500 block, with heated pool, fully fenced backyard for your privacy, garage and walking distance to Vanderbilt Beach & Delnor Wiggins State Park & Beach. A TOTAL REMODEL OF THIS HOME HAS JUST BEEN COMPLETED - (all floors, kitchen, baths, doors, closet...
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...
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: 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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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,...
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I recently stayed at this condo for the second time, and once again, it exceeded all my expectations. The space is absolutely beautiful—tastefully decorated, spotlessly clean, and maintained to a high...
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...
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...
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),...
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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Gorgeous surroundings in a Resort-like atmosphere. Gated Property with Guard ensures your safety at all times! Largest Heated Saltwater Pool in South West Florida! First Floor entrance makes it easy for walkers or wheelchairs. Condo boasts 3 bedrooms and 2 baths. Large Lanai is screened and has an electric...
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...
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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