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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: 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: 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...
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...
Featured review
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...
Distance to beach: 3 miles to Vanderbilt Beach
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Beautiful 2 bedroom plus den single family home in lovely Pelican Marsh! Pets accepted with community approval. This home is very well appointed with furniture and linens from Pottery Barn, Restoration Hardware, and Horchow. The master features Saavta top of the line mattress. The flooring is luxury...
Featured review
Pelican Marsh is a beautifully landscaped community and ideally located in North Naples. We enjoyed walking the neighborhoods, and rented bikes for more exploring. Food choices are plentiful, from locally...
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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...
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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...
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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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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: 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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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: 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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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...
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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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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,...
Featured review
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...
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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: 0.1 miles to Delnor-Wiggins Pass State Park
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Enjoy breathtaking sunset views overlooking the blue waters of the Gulf of Mexico from the Studio apartment of this sixth-floor unit, steps away (5 minutes) from the renowned Wiggins Pass Beach. This fully renovated furnished studio boasts an open main living and dining area with gorgeous tile and a spacious...
Distance to beach: 1 miles to Vanderbilt Beach
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TREAT YOURSELF TO THIS CHARMING POOL HOME! - Great location in the 600 block of 95th Ave, southern exposure (for sun lovers), screened lanai, a large open pool & patio area, fully fenced backyard, and an inviting open floor plan with vaulted ceiling and skylights in the living room. - All freshly...
Featured review
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...
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...
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...
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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...
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1st Floor and nestled into the serene nature preserve, the Palms has been completely remodeled. The Heated Pool (always set to 89 with a Waterfall) is also just 30 steps away. This is also the best location in all of Lely! Kick back and relax in this calm, beautifully redesigned space. Relax on the Lanai...
Distance to beach: 8 miles to Naples Beach
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Currently accepting Requests . Rates as follows: Current Date May-December 2025 Rate 2,500+++ .January 2026 $5,500 +++ February 2026 $5,500 +++ March 2026 $4,400+++ April 2026 $4,000+++plus +++ represents three...
Featured review
Great location of condo outstanding communication with owner can’t wait to come back ; great golf course very friendly staff
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BOATERS DREAM P00L SPA LOCATION IN BAYSHORE ART DISTRICTSummary! Coastal Naples getaway in the popular Bayshore Arts District! New (2020), modern home stocked for families. Enjoy private saltwater pool/spa, outdoor shower, large screened lanai. Close to pickleball & Celebration Park. Bring your...
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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...
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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: 4 miles to Vanderbilt beach
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Bridgewater Bay of Naples, one of Naples' most desirable communities. This stunning first floor coach home harmoniously blends comfort and style to enjoy Florida's lifestyle. With nearly 1800 sq ft of living space with an open concept. The large Panoramic window is undoubtedly the center piece...
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The Aqua is a brand new waterfront home on Crane Channel in Old Naples Aqualane Shores neighborhood. Be prepared for opulence, elegance and an extravagantly affluent property. Experience Naples living at its finest with this 4 Bedroom, 4.5 bath home. The Aqua has been designed with a modern flair and...
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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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You will love this beautiful and tastefully decorated house in the highly desirable neighborhood of Naples Park in Naples, Florida! Naples Park is a non gated area located walking distance to the beach and Mercato. The house is furnished with your comfort in mind. The master bedroom is en suite with...
Featured review
What a beautiful home! We loved every minute of our stay. Everything is brand new, and so stylish. You can walk to the beach, there are two amazing beaches to pick from. The one with the Ritz was so nice....
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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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A rare opportunity located in the heart of Old Naples at $55,000/month in season. This three-level residence offers simple and crisp spaces, creating a seamless flow from room to room with white limestone floors, imported Italian wood and glass custom doors and custom cabinetry in the kitchen and baths....
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Welcome to Bolero Oasis - In the heart if Naples - Close to Beaches and RestaurantSummary: Escape to this stunning three-bedroom, two-bathroom pool home located in the heart of beautiful Naples, Florida. Whether you’re here for a family vacation, a romantic retreat, or a fun getaway with friends,...
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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...
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: 3 miles to Delnor Wiggins
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British owned second floor modern condo newly decorated. 2 bedrooms (king size bed in master and 2 singles in second bedroom) 2 bath condo + den and pull out double sofa bed. 3 TVs and WiFi. Ideal for golfers. Overlooks 17th green and lake. Elevator available. Lanai with outside furniture. Pool...
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...
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The Captain's Cottage is a everything you hope for when staying in Naples! The home is a spacious five bedroom villa with a large pool overlooking a waterfront view. This property has been designed with an elegant coastal vibe with plenty of areas to entertain and relax. Located in Naples' famous...
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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...
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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,...
Distance to beach: 7 miles to Naples Pier
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A well-appointed 3 bedroom, 2 bath condo overlooking one of Treviso Bay's peaceful ponds. Step outside from the ground floor and take the short walk (15 seconds) down to the eight Pickleball courts and beautiful swimming pool. Treviso Bay is one of Naples’ Premier Luxury/Amenity communities....
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The Three Palms is a unique courtyard style pool home with all of the amenities you would expect from new construction. Courtyard style pool home features 4 bedrooms and 3 baths. Reclaimed heart pine floors throughout. Gourmet kitchen features oversized Island, 48" Sub zero fridge and Wolf 6 burner...
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 experience at Endless Summer Vacation Home was nothing short of spectacular! From the moment we arrived, we felt incredibly welcomed and at home.The host was kind and exceptionally responsive, providing...
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Escape to our stunning Bayfront oasis located at 4459 Crayton Rd. in the highly sought-after Park Shore neighborhood of Naples, FL. Our luxurious 4 bedroom, 4 bathroom home boasts breathtaking panoramic views of the bay, a newly renovated interior with bright and beachy décor that's quintessentially...
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The Coconut Plantation is the pinnacle of Naples luxury living. Prepared to be enchanted upon arrival as you are greeted by a lush landscape. Royal Poinciana frame this plantation style house that overflows with southern charm. A brick paver circular driveway provides the gateway to this southern style...
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
The location is awesome, and communication was super easy. The unit is really clean, well-kept, and offers amazing views. It's also close to local attractions and great spots to explore. Would definitely...
Distance to beach: 1 miles to Naples
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This luxurious 3,000 square foot home is located in an upscale Naples neighborhood. Walk or bike to the beach or many local shops and restaurants. Swim in a 36’ heated, salt water pool. Lounge or barbecue in the large screened lanai. Lanai furniture provides dining for 8, cafe seating for 2,...
Distance to beach: 4 miles to Bonita Beach
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Beautiful Coach home in the Gated neighborhood of Sterling Oaks. Stering oaks offers resort style pool with a tiki bar that has wounderful food and drinks.The club house offers dinner every fri night and pub night on tuesdays nights. You can also joing the many events and leagues we offer during the...
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 freshly renovated condo enjoys tranquil western facing sunset views and quiet nature where you can watch golfers putt on the green and tee...
Distance to beach: 1 miles to VANDERBILT BEACH/WIGGENS PASS BEACH 2
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Love the beach? Located in north Naples just steps or a short bike ride to sugar sand Vanderbilt Beach and Delnor Wiggens State Park. Watch the dolphins as you enjoy a walk on over six miles of beautiful beaches. Relax in our private pool and spa in the enclosed lanai with a view of the lake or check...
Featured review
We stayed at Renee & Dan's home for 5 weeks from early January to early February. We are from Missouri and the weather can get a little cold. On an earlier trip to the Naples area, we fell in love with...
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Welcome! The home has a media area with a large-screen TV, a lanai with pool, full kitchen and dining area with seating for 8, and a small office/breakfast nook.There are 4 bedrooms and 3 bathrooms in the house: A Master suite, an in-law suite, and two smaller rooms to the front that share the remaining...
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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