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Are you looking for a sunny getaway? Our monthly rentals in Naples, Florida, offer a perfect escape. Whether you're seeking a winter retreat or a long-term stay, Naples has it all. From stunning beaches to world-class golf courses, there’s something for everyone.
Distance to beach: 3 miles to Vanderbilt Beach/ Delano Wiggins State Park
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Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the very few communities in Naples that allow tenants to have up to two pets of any size! It is also the perfect location to enjoy...
Distance to beach: 6 miles to Vanderbilt Beach
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Modern open concept 3 Bed, 2 baths, one car garage first floor unit located in the Vineyards community, this property features updated kitchen with island, quartz countertops and new appliances. New luxury vinyl flooring throughout the home ). , nest thermostat.The Lalique pool and clubhouse are a few...
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2 Bedroom, 1.5 bath condo on 2nd floor. Walk in shower, bedroom 1 has queen bed, bedroom 2 has 2 twin beds. Living room has 50” smart TV with Wi-Fi included. Fully equipped kitchen with granite countertops. Screened lania with table and chairs. Assigned parking spot near stairs, also has quest parking....
Distance to beach: 1 miles to Harbour Beach
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2 Bedrooms, 2 Baths, 4 SleepsBeautiful Ideal location - 1 mile to beaches, downtown, dining, and entertainment. Bright corner unit, turnkey furnished unit: Kitchen utensils, cooking equipment, Oven, Fridge, Microwave, toaster oven, coffee maker, bedding, towels, and much more. Spectacular views...
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Enjoy the very private pool and hot tub in Hidden Lakes at Woods Edge. Minutes from Barefoot and Vanderbilt beaches. Numerous dining and shopping options nearby. Great place for a winter get away!
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Distance to beach: 4 miles to Clam pass beach
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Our renovated first floor condo features new - travertine floors, kitchen, appliances and bathrooms. We are just steps to the pool and sauna for our condo buildings only as well as a magnificent view of the lake behind the condo. 160 acres of mature green space to enjoy with tennis and clubhouse...
Featured review
My husband and I have been coming to Naples for many years and have rented several condos. This was our favorite. The location, in a gated community off Pineridge Road not far from 41, is convenient to...
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Experience life and leisure at its best, directly on the Gulf of Mexico. Our private condominium is located in the Savoy on the exclusive 'North Gulf Shore Boulevard.' in Naples, Florida. The unit is a bright and spacious, two bedroom, two and 1/2 bath unit with spectacular views of the Gulf...
Distance to beach: 4 miles to Vanderbilt Beach
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***KEY FEATURES*** 3 Bedroom - 1 King, 1 Queen, 1 full w/ 2 twin mattresses 2 Bathrooms - with shampoo, conditioner and body wash Large Connect 4 game Outdoor Dining area located in lanai Smart TVs Washer/Dryer on premises Private Heated pool with safety fence provided Private Hot tub***CUSTOMER...
Featured review
This house was clean and located perfectly near all the beaches , shopping and restaurants! The back yard was paradise with a pool , jacuzzi and lanai with TV ! We can’t wait to go back !
Distance to beach: 5 miles to Delnor-Wiggins Pass State Park
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AVAILABLE FOR SEASONAL AND LONG-TERM RENT:May-Nov 2025 N/A Dec 2025 $7,000 Jan-Mar 2026 N/A April 2026 $$6,000 ask about other months11% Florida Tourist Tax is extra for rentals less than 6 months. 2 months term or longer is preferred. ASK FOR SPECIAL RATES FOR LONGER TERM RENTALS.3...
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Prime location in North Naples – 12 minutes to Vanderbilt Beach, exclusive Mercato shopping/dining/entertainment area; 5 minutes to brand new Founders Square shops and close to I-75 and many top-rated golf courses. Enjoy ground floor living and all Naples has to offer in this brand-new, bright,...
Featured review
This 3 bedroom condo in Naples was perfect for our month long stay in Naples, Florida! The location was great and fit all of our needs. We needed to work while we were there and worked out perfectly for...
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FEBRUARY OFFER: BOOK 6 NIGHTS-GET ONE FREE NIGHT. No expense was spared in the renovation, featuring elegant Travertine stone and marble flooring, captivating tray ceilings, and a welcoming country-contemporary indoor dining room. Each bedroom offers restful sleep on memory foam & pillow top mattresses,...
Distance to beach: 0.5 miles to Wiggins Pass
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As soon as you arrive at Princeton Place in the Vanderbilt neighborhood of North Naples, you know you are at home. Beautiful, lush landscaping, lawns, pool, pond, and boat docks adorn this property. In addition, you will have access to the optional membership at the Tarpon Cove Yacht and Racquet Club....
Featured review
Location was excellent and the condo was great. Everything was as advertised and then some. Chip, the owner, was very nice and responded very quickly to all questions and requests we had. Quiet area with...
Distance to beach: 6 miles to Lowdermilk beach and others
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Wide lake view single story home in the sought after community of Briarwood on a quiet cul de sac with sunny southern exposure looking at the lake. Open floor plan with high ceilings. Remodeled kitchen with granite counters. All new stainless steel appliances. Quiet dishwasher and refrigerator with...
Featured review
Briarwood Home is Close to everything in Naples. We have stayed downtown for years and renting a Home from Flynn's was painless. They were very helpful and organized in keeping us informed
Distance to beach: 4 miles to Naples Beach
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NOT AVAILABLE FOR FEB-MAR 2025 - this is for June-December 2024, January 2025 and April-December 2025 only. This lovely fully furnished one-story attached villa is located in the bundled golf community of The Glades Golf and Country Club within the garden district. There is much to do within the community,...
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Enjoy this turnkey newly renovated 2 bedroom 2 bathroom DREAM vacation condo around the corner from famous 5TH Avenue (full of nightlife, shops, and restaurants) and next to the beach and the bay. This condo offers resort-style amenities including a pool, BBQ area, waterfront dining, covered carport,...
Distance to beach: 6 miles to Lowdermilk Park
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This gorgeous villa will make your Florida vacation unforgettable. The villa is located in a gated community with a magnificent view of a lake.Enjoy 2.500 ft² of air-conditioned living space with 3 bedrooms and 3 bathrooms and a den with pullout sleeper for 2 persons. You can use the den as an...
Featured review
We had an absolutely fantastic stay at this vacation house within a gated community! From the moment we arrived, everything exceeded our expectations. The property was spotless, beautifully decorated, and...
Distance to beach: 6 miles to Naples beach (close to downtown)
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This beautiful 3 BD condo is located in the Magnolia Falls area of the gated community of Falling Waters. This condo, on the 2nd floor, is great for viewing the beautiful lake from the lanai. The unit is an end unit providing additional privacy. The large 1573 sq ft. unit features a master bedroom...
Featured review
We stayed here for the month of April. The condo is very comfortable, spacious, with a nice view of the pond with a fountain. The lanai was great, at the end of the day, to enjoy the view. The pool was...
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Three bedroom, two bath fully furnished corner unit on the top floor with some very nice updates. Open floor plan, vaulted ceilings and screened balcony in a serene and peaceful setting yet, located in the heart of Naples. Newer appliances with all hard surface floors throughout, painted neutral colors,...
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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...
Distance to beach: 2 miles to Clam Pass
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Location, location and everything you could ask for at this beautiful, centrally located condo in the most convenient location in all of Naples. Truly a gem, this condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green at the Quail Run Golf Course....
Featured review
Newly remodeled, completely outfitted condo. Owner is very accommodating and responsive to any requests. Location is superb to beaches, stores, restaurants. Totally positive experience for two years.
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This family owned and managed second floor property is located in the quiet Naples Keep community within the highly sought Palm River Estates. Amazing location. It's a very livable, quiet, clean, and comfortable condo with new living room furniture, television, and split king bed (with power adjustable...
Featured review
We rented this condo in feb & March 2022. It was very nice w/ everything we needed. Loved the pool & met very nice people in complex area. Susan & Bruce were so accommodating. Always available & so honest...
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Take a break and unwind at this peaceful oasis. Less than five minutes walk from the beautiful Vanderbilt beach, bring your favorite beach attires and relax for a month? Why not more? It is beach time EVERYTIME! This condo has been newly renovated!
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Your Home Away From HomeEscape the everyday and immerse yourself in luxury with our exquisite resort rental townhome! Whether you're planning a family vacation, a romantic retreat, or a fun-filled friends' getaway, our spacious and beautifully appointed townhome offers everything you need...
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Available from now until the end of January and from March 2025! Enjoy this stately, luxurious home with SUPERB WATER AND GOLF COURSE VIEWS! Comfortable designer furnishings, with 4 bedrooms plus Study and 4 full baths and one half bath. Beautiful travertine and hardwood flooring throughout, gourmet kitchen...
Distance to beach: 10 miles to Naples Beaches
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A centrally located property. A quick drive to beautiful Naples beaches, close to famous 5th Avenue and so many restaurants and shops. The condo has new appliances, fresh paint and newer floors. The community offers a swim pool, hot tub, tennis/pickleball courts and bocce ball. The clubhouse is under...
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Sunsets, Privacy, and Location...your own tropical base in Paradise. In the middle of Naples beaches, boating, restaurants, the newest shopping, yet removed in a gated tropical enclave. Open floor plan 3 bd. 3 ba. + den and lake lot on a cul-de-sac. Located in North Naples just steps or a short bike ride...
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NORTH NAPLES - Second Floor 2/2, beautifully renovated, fully furnished condo for annual or seasonal rental. Located in desirable community of Emerald Lakes. This prime Naples location is just minutes from I-75, and close to beaches, shopping, and dining. This condo offers open floor plan with cathedral...
Featured review
Meine Frau und ich hatten von Anfang Oktober 2025 bis Anfang Novemer 2025 die Wohnung gemietet. Die Begrüßung mit einem Gastgeschenk durch Dorota war sehr schön. Dorota war immer herzlich,ansprechbar...
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A Boutique-Style Condo in the Heart of Old Naples, Florida. This vacation rental is located in a truly superb location, just a short stroll from all the excitement of downtown Naples. You’ll be delighted with immaculately furnished accommodations and convenient access to the pristine white sands...
Distance to beach: 3 miles to Vanderbilt Beach
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Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes. It is one of the few areas in Naples that allow tenants to have up to two pets of any size! We have two other nearly identical properties!...
Featured review
We stayed here for 3 weeks. The condo was as described. Everything we needed was there and the house was clean. The complex has a great club house, work out facility and large pool and hot tub. The...
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This adorable first floor Castleton Gardens condo in Naples is the perfect home base for your trip! Gated community location...walk anywhere. This welcoming and newly renovated space has everything you need and is right across from the community pool, terrace, and hot tub.Recently remodeled with...
Featured review
You will feel right at home the moment you step in this lovely condo!! Tastefully designed and very well-appointed with all the amenities needed to make for a comfortable stay. Exceptionally clean and...
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Welcome to your Happy Place that checks all the boxes! Three bedroom, 2 bathroom “Coach House” in the North Naples Gated Community of Carlton Lakes - the Best Spot in Naples! It is one of the few areas in Naples that allow tenants to have UP TO TWO PETS ANY SIZE! We have TWO OTHER nearly...
Featured review
I stayed at this location with my wife in December for 3.5 weeks and we miss it already, great location and pet friendly. Super friendly neighbors and a safe gated community. Walking distance to Seed To...
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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...
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Gorgeous 3 bed/2bath furnished condo only three miles form one of the finest beaches in Florida. This second floor end unit comes with lots of bright sunlight and everything has been updated. Enjoy a fantastic full view overlooking the all natural Florida preserve and clubhouse which is spectacular after...
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Welcome to an exquisite abode at 380 4th Avenue South, Unit 380, nestled in the heart of scenic Naples, FL. This tastefully appointed residence offers 1,000 square feet of thoughtfully designed living space. Delight in two elegantly crafted bedrooms and two pristine bathrooms, all enhanced by central...
Distance to beach: 15 miles to Naples
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Great area - very quite. Located across from Lely Resort Golf course. 2 parking spaces (one covered). Lots of guest parking. Walk out your back door directly to the pool and spa area. The kitchen has been remolded with all new appliances. New floors and beds in both bedrooms. Includes all furniture and...
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Nicely decorated fully furnished, second floor condo (w/elevator)with gorgeous water and natural preserve view. Private designated covered parking spot also included. This condo is located in the private and gated Treviso Bay Golf & Country Club in Naples, Florida. It is a spectacular TPC (Tournament...
Featured review
Outstanding golf and country club with 1400 homes ranging from low rise condo buildings to streets of beautiful detached houses. Miles of manicured roads and sidewalks, a treat for walkers, joggers, cyclists...
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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
We so enjoyed our February stay at your condo. It is so beautiful, and all appeared to be brand new. Soo clean and well decorated. It was so well stocked for anything we could have possibly needed and so...
Distance to beach: 15 miles to Marco Island
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2 bedroom 2 bath first floor end unit. Fully furnished including linens. Newer appliances and washer and dryer. Fully furnished kitchen, screened lanai, cable TV, Wifi. Heated pool, hot tub, tennis and pickle ball courts, bocci courts and assigned parking place. Near Marco Island and Naples beaches....
Featured review
Very nice condo in a wonderful location, nice friendly owner, great pool with a hot tub, condo has everything you could possibly need and was very clean, we will rent again!
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This Condo Is Completely Sanitized* Before You Arrive (See Below)!!(Please Note: Only 90-Day Guests Can Reserve Our Condo Between 1/1 and 5/1, unless booked prior. Right Now, January, March, and April are Available.. Thank You.)Enjoy Beautiful Warm Sunny Naples Weather While Staying in This 1st-Floor,...
Distance to beach: 150 yards to Vanderbilt
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This is a fully equipped 3 bedroom 2 bath condo. Comes complete with all linens and kitchen utensils. There are two queen size beds and a daybed with a trundle bed under it. There are plenty of beach towels and beach chairs available. Newly furnished and freshly painted. Condo is located on third floor...
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Welcome to your BEAUTIFULLY renovated home away from home! Be the first guests to appreciate the new quartz kitchen, brand-new furnishings and designer coastal decor. This light and bright home feels extra spacious thanks to soaring ceilings and an abundance of windows. Enjoy stunning water views, offering...
Featured review
We spent the month of October here and it was perfect for what we needed. It was close to all types of shopping and many restaurants. The renovation was well done and it was very well equipped and supplied...
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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: 2 miles to Delnor Wiggins
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Beautiful First Floor 2B/2B Condo furnished with all of the amenities needed. Located West of 41 within a gated community. Fully equipped kitchen for eating in, in-unit washer/dryer. Beach chairs, beach towels, umbrella provided. Please contact me at "ameehartman" at-gmail dotcom or "Call/text...
Distance to beach: 2 miles to Clam Pass
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Our MiraVista condo located directly on the Quail Run Golf Course. It is a beautiful 2 bedroom, 2 bathroom condo. The condo has a relaxing ambiance with stainless steel appliances in the kitchen. The unit has screen in lanai with amazing golf course views. Enjoy a cup of coffee in the morning while watching...
Featured review
The apartment is a dream. Everything was perfect. Very clean. Nothing is missing. The location excellent. Tatiana was extremely friendly from the first contact. She was always available and kept asking...
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Find your slice of Paradise in this Newly Renovated, Spacious 1,400 Square Foot Condo.Located on the Top Floor, this End Unit boasts a generous size Living Room, Two Large Bedrooms (One King Bed and Two Twin Beds), Two Bathrooms, Dining Area, Kitchen and Large Corner Lanai which can be accessed from...
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**Golf (excluding cart and green fees), pickle ball, tennis, bocce and access to all amenities (fitness center, clubhouse, restaurants, pools) with Membership Transfer. Lessons, clinics, and fitness class fees are additional. **30 day minimum stay required for all bookings**2nd floor luxury condo...
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This recently renovated condo is just steps away from the pool which sits on the serene lake and is surrounded by lush tropical trees. Our condo is situated within a gated community with 24 hour security. The first floor condo (no stairs to climb) features two bedrooms separated for privacy by the...
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This condo can be used as either a one or two bedroom apartment and is part of a beautiful property setting (Park Shore Resort) with individual units surrounding a tropical island holding a large swimming pool, a sun deck, large barbecue area, outdoor whirlpool, a restaurant/bar at poolside, and beautiful...
Distance to beach: 5 miles to Bonita Beach, Barefoot Beach
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Large Carriage House Condo FOR RENT @ , Florida. Available from April 2024.....minimum 30 day/monthly rental 3 bedroom + den + 2 baths, 1829 Sqft 2nd floor, lake view April 2024 - #4500+ Taxes & Fees May 2024 -Sept 2024: $3500/mo + Taxes & Fees October 2024 - Dec 2024: 4500/mo + Taxes &...
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Tastefully decorated coastal condo in Naples, Florida. This 2 bed/2 full bath FIRST FLOOR (NO STEPS!!) unit features a large size master bedroom with a King bed. The guest bedroom features an on-suite pocket door so your guests may have full privacy. Our unit also has a screened in lanai which has a...
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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