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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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Our beautiful home in Naples Florida on Airport Rd between Pine Ridge and Orange Blossom just south of the Ritz Carlton in prestigious wonderful Walden Oaks, a prime location overlooking the lake. It is 2000 sq ft of air conditioned luxury. Discount for 30-90 day booking call us or email use for special...
Featured review
It is my pleasure to write a review because it is all positive. This villa has recently been beautifully decorated and renovated. It is located in a pleasant neighborhood that is easily walkable. There...
Distance to beach: 0.5 miles to Delnor Wiggins Pass State Park
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Available December through February 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...
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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...
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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...
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
We had a great stay at Joe's house in Naples. There was everything we could need and more. The kids absolutely loved the pool! Everything about the house was perfect, so clean and tidy. Everything we needed...
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Distance to beach: 10 miles to Vanderbilt Beach
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Calling all Golfers! COMES WITH FULL GOLF MEMBERSHIP UNLIMITED GOLF, NO TEE TIMES! This stunning, meticulously maintained property is available for rent JANUARY 2026, FEBRUARY 2026, MARCH 2026 AVAILABLE. ****January rate is $15,000/month**** 2,852 sq.ft., this luxurious 3-bedroom plus den, 3-bathroom...
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...
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 $10,880 (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...
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Beautifully renovated 2-bedroom, 2-bathroom villa (approx. 1,500 sq. ft.) in the gated community of Imperial Golf Estates, Naples. Each bedroom offers a private ensuite bath and a king bed (one can be converted into two twin beds for flexibility).The home features an oversized west-facing lanai overlooking...
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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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...
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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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2 Bedroom , 2 bath with a pull out sofa available as a seasonal rental Dec thru March. Any months, 1 month minimum duration. 2nd Floor Unit.Newly renovated, very clean, near beach with a lot of new upgrades and a Lanai with a beautiful view.10mins to Delnor Wiggins Pass Beach/Vanderbilt...
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: 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 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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This condo is available for lease for 2025/2026 winter season. Hurry, this unit will not last long!!! Contact owner and book this beautiful place for your winter stay! Life is good on "Paradise Coast" home to some of the healthiest, happiest and most relaxed people in the nation. The bay...
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: 10 miles to Tigertail Beach, Marco Island
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FULL GOLF MEMBERSHIP IS NOW AVAILABLEOct 2025 $5k/mo Nov 2025 - Apr 2026 N/A May 2026 $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 plus...
Distance to beach: 1 miles to Vanderbilt Beach
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DEC, JAN, FEB, MAR 2026 are NOW available! Off-season 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 –...
Featured review
Our first visit to Naples was enjoyed so much because of this wonderful home in a quiet neighborhood. The location allowed for short trips to a couple of beaches, and to many nice restaurants and shopping...
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Beautiful condo fully renovated !! 3 bedrooms and 2 bathrooms. AVAILABLE FOR THE DECEMBER 2025 - APRIL 2026 SEASON! Open concept floor-plan with enclosed living area lanai. Relax and unwind in the generously sized master suite, complete with a private en-suite bathroom featuring dual vanities. Offering...
Featured review
We recently stayed at this rental in Naples, and it was absolutely perfect. The property was clean, spacious, and equipped with all the amenities we needed for a relaxing vacation. The location was ideal—just...
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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: 0.7 miles to Olde Naples Beach Access
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DEC 20th, JAN, FEB, MAR, APR 2026 available! We still have this and other homes available through Apr 2026 starting at $4,200/mo all inclusive. Call or inquire for details.ALL INCLUSIVE monthly rate May to Dec 19th $3,800. Dec 20th to Apr $5,500 (rent, tax, cleaning, utilities, cable/wifi, damage...
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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Spacious 3 bdrm/3 bath condo in fabulous Vanderbilt beach location, just a 5 minutes walk from the beach. Watch beautiful sunsets from your lanai on the fourth floor of Regatta. This is a gated community with Resort style amenities, including a beautiful landscaped waterfall pool, a lap pool, a hot tub,...
Featured review
Greatly enjoyed our recent stay at this spacious rental at the Regatta. Perfectly situated within a very short walk to Vanderbilt Beach and an easy drive to restaurants and shops. The unit has just been...
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This home is located only three blocks from the beach! Enjoy a beautiful back yard living space, completely enclosed by greenery for privacy and beauty while you enjoy the pool, hot tub, or fire pit along with full outdoor grilling area. Renovated interior with an open kitchen / living room, this home...
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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...
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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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Look out your window to see a stunning view of the Gulf, have breakfast, enjoy the beach or a stroll down the Naples Pier. The Pier at night is amazing--enjoy a 360 degree view of the ocean under the stars or come home to relax on the rooftop deck and enjoy the night sky.The Pier House is stunning...
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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,...
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The home is located on Duck Chanell, Aqualane Shores, Naples. At the bottom of the street is the Gulf of Mexico incredible beaches.Three bedroom (King, Queen, two double beds). Three full bathrooms. The living room has a fold out sofa bed.The home is extensively renovated. A beautiful pool...
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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! Wonderful & well-built in 2007! Open & bright,...
Distance to beach: 0.2 miles to Naples
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Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence. The immaculate turn-key furnished condo has tile floors throughout and features an open...
Distance to beach: 8 miles to Naples Pier
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Heated Pool Always set to 89 degrees! Beautiful backyard scenery surrounded by a nature preserve. New white kitchen with quartz counters & stainless appliances. Both bathrooms were renovated. Open floorplan, dining area, family room, light & bright, views of lanai and pool area. Primary bedroom...
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As soon as you pull into Tarpon cove, a gated community in the Vanderbilt neighborhood of North Naples, you will know you are home. Lush landscaping, pools, lakes and a natural preserve adorn the property. This 2nd floor Bimini model 3 bed, 2 full bath plus a den with a sofa bed sleeps 8 and contains...
Featured review
Wonderful rental beautiful spacious and everything we could need. We will be returning. Can’t recommend this enough
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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: 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: 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 December 2025!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: 0.8 miles to Vanderbilt Beach
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You’ve just found your perfect vacation home in Vanderbilt Beach! Coastal contemporary and young (all new construction amenities). This home will surely get your attention with all the features and tasteful details. Don’t hesitate.Walk to the beach to watch the Bocce games and sunsets,...
Featured review
I like to thank Ellie Penaranda the broker for the amazing service. She is prompt in response and finding vacation properties for me and my family. I also like to thank the property owners for the beautiful...
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Welcome to Paradise at Falling Waters Beach Resort in this updated first floor two bedroom two bath condo. Enjoy this beach house vibe with a separate outdoor kitchen overlooking a Lakeview on the 300 square-foot lanai. This corner unit with lots of light also comes with its own garage. This unit is pet...
Featured review
Rented for the months of February and March 2025. First time at Falling Waters Resort, but have rented many times in Naples. I have yo say this was a great experience working with the owner and a great...
Distance to beach: 3 miles to Naples
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Your Naples Coastal Retreat — Available Year-Round for 30-Day minimum Stays ️Serene Water Views • Gorgeous Sunsets • Bird-Watching ParadiseEscape to a coastal-charm villa in Naples, Florida—your perfect 30-day vacation rental, available all year long. Whether you’re...
Featured review
The villa was just perfect. Beautifully furnished and spotless. Located conveniently to shopping, restaurants and downtown. Nice pool and gym just a short stroll down the street. The owners were truly fantastic....
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: 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!
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Welcome to your own slice of paradise in Naples, Florida. Nestled in a prime location, just 5 blocks away from the vibrant 5th Avenue shops and restaurants, and a mere 2 blocks from the sun-kissed beach, this opulent 3-story estate is a dream come true. With 6 spacious bedrooms, this residence exudes...
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Welcome to Glen Eagle Golf and Country Club—a modern masterpiece that blends luxury with comfort. This fully furnished villa is a larger model, featuring 2 bedrooms plus a den (which can be used as a third bedroom), 2 bathrooms, and a 2-car garage, all set on a spacious .26-acre lot.***CURRENTLY...
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Single-family home. 2 bedrooms plus den, 2 bathrooms, 2 car garage, in-unit laundry (washer and dryer), air conditioner. Built in cabinets, breakfast bar, self-cleaning oven, microwave, refrigerator/freezer, dishwasher, disposal, vaulted ceilings, wheelchair accessible, screen lanai, smoke detector. Windows...
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Wake up every morning to outstanding sunrises over Moorings Bay. Spindrift is located on Gulf Shore Blvd N across from Miramar Beach in Naples proper. This unique condo was owner occupied so it is decorated and maintained in a manner unlike typical rental properties. Both bedrooms boast king size beds...
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Open-concept 1,450 square feet all located on ground floor with access from double car garage. On each side of spacious living area you'll find two King suites with screened-in lanai on each. Master suite includes walk-in bathroom with large glass shower. Ensuite privilege for guest King suite with...
Featured review
My wife and I really enjoyed our time at this location. It had all sorts of extra like bicycles, chairs for the clubs, etc. etc. And the pool unbelievable waiter service to the poolside drinks food .We...
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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,...
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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