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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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Completely remodeled unit in a quaint, lush courtyard-style community. This condo is furnished and decorated as if it was your 2nd home. High end surfaces throughout the living and bedroom areas, walk in showers with high end finishes, instant water heater for never ending hot showers, fully furnished...
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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...
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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: 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 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....
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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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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...
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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: 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: 1 miles to Vanderbilt Beach, Delnor Wiggins State Park & Beac
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Fall in love with the spacious lanai and the brand new pool with spa! This home is southern exposure, on the desired 600 block and within walking distance (or cruiser bike ride) to both Vanderbilt Beach and Delver Wiggins State Park and Beach. The home is very spacious, with vaulted ceilings and a charming...
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My family of 5 (3 teenagers) stayed in the Pink Paradise home from Christmas Eve to New Year's Eve. I was tentative at first because I have never heard of Florida Rentals. I am familiar with rental companies...
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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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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...
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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...
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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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: 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...
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: 6 miles to Naples City Beach
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Situated on one of the largest lots in Glen Eagle, the house has over 2,300 square feet living space, enough for the entire family! The house has 3 bedrooms and 3 full bathrooms, spacious living room, separate dining room. The kitchen has granite counter tops with large island and breakfast bar. The large...
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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...
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Welcome to The Cambier Cottage, a charming vacation home nestled in the heart of Olde Naples, Florida. This delightful retreat seamlessly combines comfort, convenience, and artistic flair. Expertly handcrafted by a talented local Naples artist, every corner of this three-bedroom, three-bathroom haven...
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Welcome to your home away from home in beautiful Naples, Florida! This bright and spacious 2-bedroom, 2-bathroom second-floor end-unit condo is located in a peaceful 55+, resort-feel community, overlooking the lush fairways of the Quail Run Golf Course.Enjoy Florida living at its finest with a sunny...
Featured review
What a lovely condo and Peg was great to deal with. The condo is spacious and well stocked. Very comfortable. Great location, the pool, bbq and tennis courts are just a short walk. We thoroughly enjoyed...
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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
Distance to beach: 0.2 miles to Vanderbilt Beach
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You’ve just found your perfect Vanderbilt Beach vacation condo! Beachwalk of Vanderbilt Beach is just one and 1/2 block from the beach entrance and shopping. Gated community with a beautiful community pool, tennis courts and fitness center for your enjoyment.Walk to the beach to watch gorgeous...
Featured review
This excellent property was exactly as described. It is set in a lovely, quiet location and within walking distance to the beach. It was extremely clean, spacious and comfortable. It was beautifully furnished...
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This home is truly what living in Olde Naples is all about! A spacious home great for entertaining, enjoy the outdoors on the verandah or out by the pool, walk to the beach, and easily enjoy Fifth Ave and Third street shopping, dining and entertainment! Open & bright, loaded w/upgrades! Absolutely...
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Fully Furnished, Spacious Accommodations: Awesome Apartment near the Beach in Naples offers a spacious apartment with two bedrooms and two bathrooms. The property features a fully equipped kitchen, air-conditioning, and a private pool.Exceptional Facilities: Guests can enjoy a spa and wellness center,...
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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: 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!
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Villa Luna….Escape to your perfect Naples getaway. This charming guest house offers a peaceful retreat just minutes from pristine Gulf beaches, world-class dining, and upscale shopping. Thoughtfully designed for comfort and relaxation, the space features a bright, open layout, a fully equipped...
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: 2 miles to Delnor-Wiggins State Park Beach
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One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...
Featured review
My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...
Distance to beach: 7 miles to Naples Beach
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Updated ground floor 2 bedroom, 2 full bath condo in the Countryside Golf and Country Club community available for seasonal rentals with a view of the lake and the 14th fairway and green. Condo is fully furnished with new appliances and equipped with all you would need for your home away from home. Washer...
Featured review
Our stay at Endless Summer was everything we hoped for and then some. First, about our host, Maryann. She is a delight to work with. She responded to all emails immediately. She takes great pride ensuring...
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La Dolce Vita..savour the Naples sweet life in Coral Falls. Newly finished luxury VP flooring in living and bedrooms. Imagine sipping coffee in the morning or wine in the evening on the luxurious lanai with a view of the tranquil preserve. Let it relax you before and after spending time at the pool and...
Featured review
This condo was just perfect for my husband and me. Although it was so close to major roads and shopping amenities, it was very quiet, looking over palm trees, a patio area with covered over picnic tables,...
Distance to beach: 0.5 miles to VANDERBILT BEACH
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* * * Brand New on rental market * * THE MOST DESIRED STREET IN NAPLES PARK and for lots of great reasons (4 blocks to beach, 1.5 block to Mercato, 1.5 block to Pavilion Plaza) - check the walk score! Everything you need for a wonderful vacation - remodeled kitchen and baths, fully equipped kitchen, covered...
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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...
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Experience the ultimate beach getaway in this meticulously updated Naples Park beach house. Located on the coveted 500 block, mere minutes from Vanderbilt Beach, this charming abode offers a spacious layout with two serene guest bedrooms upstairs and a cozy master bedroom on the main level. Immaculately...
Featured review
This house is the Perfect Location!!! 13 minute walk to the beach. The pool was new and we enjoyed it everyday! Meredith at the rental agency was super quick with responses. The beach umbrella in the garage...
Distance to beach: 4 miles to Vanderbilt Beach
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Our property is a newly renovated 2-bedroom, and 2-bathroom unit located on the first floor of Cypress Woods Golf & Country Club. Cypress Woods is a hidden gem in North Naples offering a Golf course with narrow fairways and challenging greens, plus a dining room and banquet facility. There are two...
Featured review
This condo was the perfect place to unwind and enjoy everything the Naples area has to offer. The space feels calm, fresh, and very intentionally put together—nothing cluttered, nothing overlooked. It...
Distance to beach: 3 miles to Public Beach, 5000 Gulf Shore Blvd N, Naples
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Renovated condo with the new stainless steel appliances in the best location in Naples, Florida. 3 miles to the beach, very close to great restaurants, Costco, Walmart, Target, Publix, Waterside shops, only 10 minutes to 5th Avenue. Enjoy the club house with resort style community pool, BBQ area, billiards,...
Featured review
Enjoyed the month of January in Naples. The rental was very comfortable and well appointed. Mattress was perfect for a great night’s sleep. The balcony view and breeze was pleasant. The community pool...
Distance to beach: 3 miles to The Naples Beach and Pier
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This is a top floor condo with soaring cathedral ceilings and some of the best views in the community. The cathedral ceilings in the living room, dining room, sitting room and kitchen add a lot to the feeling of openness you get when you walk through the door. You will love the wide open views from your...
Featured review
We had a wonderful 3-month stay in this ideally located, quiet, 3rd floor condo that overlooks a 7th green and beautiful water view. The accommodation is very clean, has a well-equipped kitchen, and new...
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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AVAILABLE from April 1st 2026 !!! Minimum 1 month rent. Great location !!! Clean and neat first floor 2 bedrooms, plus den, 2 full baths unit in Coach Home. No stairs. Beautifully remodeled. Plank tile, freshly painted, new stainless steel appliances, new kitchen quartz countertop, recess lights,...
Distance to beach: 3 miles to Delnor Wiggins State Park Beach
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Enjoy this centrally located 3 bed 2 bath coach style condo. Charleston Square is a small community located in Imperial Golf Estates. Our condo overlooks the prestigious Gomez Tennis Academy. We're also just a few minutes to Wiggins Pass Beach State Park, Barefoot Beach, and Bonita Beach. Very...
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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: 100 yards to Vanderbilt Beach
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A beautifully renovated condo nestled along the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west and the serene bay to the east....
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THIS UNIT IS AVAILABLE FOR JAN/FEB/MARCH/APRIL of 2025This beautiful 3 bedroom 2 bath condo is professionally decorated and immaculately kept to perfection. The bedrooms are equipped with a King bed in the master bedroom, and Queen beds in the guest bedrooms. The Great Room features a 60" Television,...
Featured review
Wonderful condo. Comfortable, clean, great location. Love everything about this place and the Dunes
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Escape to Naples, Florida — recently ranked the #1 Best Place to Live in the U.S. (U.S. News & World Report)! Enjoy your winter in a newly purchased, fully renovated first-floor condo with all-new warm, seashore-inspired beach décor. This retreat is fully stocked with name-brand appliances,...
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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: 5 miles to Naples Downtown and Pier
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Escape to paradise in our luxurious vacation home! Located just 5 miles from downtown and Naples beaches, our vacation home offers the perfect blend of convenience and tranquility.Enjoy breathtaking lake views right from the comfort of your own private oasis. Our lake view with its fountain adds an...
Featured review
Located in a gated community, this home was more than we had imagined. The home has very spacious rooms. The kitchen had every necessity covered. The master bath is luxurious with a walk in shower, large...
Distance to beach: 0.1 miles to 1 block
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This newly renovated condo is on Hurricane Bay, just one block from the popular Lowdermilk Park on the Gulf of Mexico. No need to drive to the beach - it's right in your back yard! Coquina Cove is a small boutique complex of 18 units. It has a beautiful pool overlooking the bay, where you see...
Distance to beach: 6 miles to Delnor-Wiggins
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This beautiful condominium, located on the 17th hole of the golf course, is a vacation paradise. There is access to 4 pools, tennis courts, pickle ball, bocce ball, fitness center, library and a classy club house. 5 breathtaking beaches are located within 10 miles of the condominium. Additionally, it...
Featured review
We rented for a month and played golf 12 times with the golf transfer. Found everything we needed for a pleasant stay in the condo. Pool with hot tub for condo block just around the corner. Golf course...
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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