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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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This brand new second floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large master bedroom ensuite with an...
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Paradise found in this beautiful 3 bedroom / 2 bath home with private pool overlooking spectacular lake view. This 2000 sq. ft. spacious updated home includes a modern kitchen, spacious living area, outdoor entertaining area on lanai, and 5 TVs throughout the home.You will have access for a nominal...
Featured review
We recently spent a month in this beautiful home. It is well located, spacious and nicely appointed. The pool area is lovely, though we would recommend paying for pool heat. The Players Club is just a short...
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first floor classic coach home with secluded garden viewThis brand new first floor condo, a West Indies Style Architecture recently completed will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior...
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first floor classic coach home with secluded garden viewThis wonderful first floor condo, a West Indies Style Architecture will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a beach-driven color palette. Pets are permitted with prior approval, an additional...
Featured review
A lovely condo in East Naples Florida. Close to the beach, nice restaurants,and shopping. Peaceful location and setting.with lake view and peaceful fountains. Beautiful sunsets from the lanai. A gorgeous...
Distance to beach: 1 miles to Naples Pier
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Welcome to your dream vacation rental in downtown Old Naples! This beautifully curated, upscale 2-bedroom condo offers an unmatched blend of luxury, convenience, and style.Perfectly situated to enjoy all the charming amenities of Old Naples, you'll be within walking distance to the shops on...
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Distance to beach: 6 miles to Tiger Tail Beach
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second floor grand coach home with amazing viewsThis brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are not permitted in this...
Distance to beach: 11 miles to Wiggins Pass Beach
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Experience refined seasonal living in Naples, FL at this beautifully appointed 3-bedroom, 2-bath coach home in the prestigious gated community of LaMorada. Available immediately offered fully furnished turnkey, this elegant residence is move-in ready and designed for effortless comfort and style. Inside,...
Distance to beach: 6 miles to Marco Island Beach
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Welcome to one of the most desirable locations in all of Naples! Centrally located to Marco Island, Naples Beach, downtown Naples and 5th Avenue. Immaculate, extremely clean, and peaceful - Your paradise vacation awaits at Coral Falls in Lely Resort! Relax from your private top floor balcony with beautiful...
Featured review
This 4th floor condo with an elevator was absolutely amazing. It had everything you could possibly want. The furniture was all new. The condo was immaculately clean. Wonderful view of the pool and hot...
Distance to beach: 525 yards to Vanderbilt Beach
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With an exclusive North Naples location and an inspiring gulf view, our home provides an easy living penthouse atmosphere; ocean views, minutes to beach, resort amenities, close to dining, shopping, golf, tennis and other activities. Our exquisite well-maintained, spacious and modern condo features new...
Featured review
If I could give a 10 star rating I would. The condo was well stocked with all the amenities that you would need.Very clean & updated. Tks Inna
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Welcome to your Naples escape on Marlin Drive! This beautifully updated single-family home is perfectly situated on the water in the highly desirable Royal Harbor community. Offering 3 spacious bedrooms plus a versatile den with a sleeper sofa, this residence combines comfort with the ultimate waterfront...
Distance to beach: 0.1 miles to Miramar Beach
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Welcome to an exquisite coastal retreat nestled in the heart of Naples, Florida, where timeless elegance meets modern luxury just moments from the powder-soft sands of the Gulf.This 4-bed, 5-bath, stunning residence captures the essence of upscale Florida living, offering an open-concept design flooded...
Featured review
Just felt like home the minute we walked in. Very well furnished, great heated pool and outdoor space-resort style.also very convenient location.
Distance to beach: 2 miles to Closest to Delnor Wiggins, Vanderbilt and Bonita
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This beautifully decorated newly remodeled first floor unit has a glass/screen enclosed lanai with a scenic views overlooking the natural preserve. Just steps away from our condo are the tennis/pickleball court and pool areas. This charming condo is conveniently located West of 41 in North Naples, just...
Featured review
Everything about our experience was wonderful. Gail is the nicest and most easiest person to work with. Condo has everything you need, beautifully decorated and comfortable. Area is close to beaches,...
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In the community of Carlton Lakes, this exquisite lakefront property offers tranquil views, set within a desirable gated community spanning 55 acres of pristine preserve and multiple serene lakes. The home has long lake views, easily appreciated from the expansive back lanai and the all-season enclosed...
Distance to beach: 5 miles to Naples Beach
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This gorgeous vacation villa in the Kings Lake community in Naples offers 3 spacious and elegantly furnished double bedrooms, including 2 king beds and a queen bed. There are also two bathrooms and a guest bathroom with toilet and sink. The bathrooms are fully lined with tiles, with granite vanity...
Featured review
Living in this fantastic property makes every holiday perfect. The house, that pool, the detailed furnishings and the support have made us the most beautiful travel experience offered which one can wish. The...
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Beautiful, modern 3 bedroom and 2 full bathroom house, located in North Naples with a back yard that backs up to the woods which provides the utmost privacy.Walking into the home, you will enter an open living space boasting a modern equipped full kitchen. Reverse Osmosis System (Portable water)Outside,...
Featured review
I stayed in Naples for 2 nights and 3 days, and I loved it. It’s a very peaceful city, the beaches are close by (about 25 minutes), Baker Park is beautiful, and 5th Avenue is great for restaurants. I...
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This 2b/2b + Den condo sits right on the Cypress course at Heritage Bay. Equipped with everything you need for the perfect getaway and close to fine Dinning exclusive shopping and world class Beaches this is a Golfers Paradise.Heritage Bay is an upscale-gated community with a championship 27 hole...
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...
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Enjoy coastal living at its finest in this beautifully updated and spacious 2-bedroom condo, located in the sought-after Allegro tower on the sands of Park Shore Beach. This second-floor residence features floor-to-ceiling windows that fill the space with natural light and provide serene views of the...
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Enjoy this roomy, tastefully appointed unit, with split bedrooms, extra storage, and a one-car garage. The glassed-in lanai lets you take in the view and serenity of the unit, even on cool winter evenings, while also letting in the fresh breeze on our famously gorgeous winter days. The master suite is...
Distance to beach: 11 miles to Delnor-Wiggins Pass State Park
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Heritage Bay Condominium-- Have yourself a five star vacation! Well cared-for, 1st floor, two bedroom 2 bath condo. Golf (all 27 holes) is available at this unit!This young, freshly painted ( 2024 ), two bedroom unit has a fully-equipped kitchen with stainless steel appliances, Corian countertop,...
Featured review
Spent 4 months at this condo in Naples. The unit is located at heritage bay. The condo is beautifully furnished along with all the amenities included. We had such a wonderful time. We were near all of the...
Distance to beach: 4 miles to Delnor Wiggins / Vanderbilt Beach
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New listing: Stunning 5-Bedroom Home with private Office, Pool & Gourmet Kitchen (Island features) and pantry for food. Step into this spacious 5-bedroom, 5,5-bathroom home with cathedral ceilings, featuring an enclosed private office with french door. Flooring is tile and wood. Built in 2018 with...
Featured review
We were a group of 5 Senior golfers traveling to Naples for a total of 7 weeks during January and February. This house was perfect. From the 5 bedrooms all with their own baths to a fully stocked kitchen...
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This brand new first floor condo, a West Indies Style Architecture completed in 2024 will impress as it features ceramic tile flooring throughout, beautiful appointed cabinetry and a neutral color palette.The condo consists of 2,010 SF total, one-car garage, a large primary bedroom ensuite with an...
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Welcome to your turnkey Naples escape in Royal Bay Villas—a beautifully renovated 2-bedroom, 2-bath ground-floor condo that’s been thoughtfully refreshed from top to bottom. The kitchen and both bathrooms have been completely redone, featuring modern finishes and brand-new appliances, and...
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Welcome to The Pier House, an Old Naples masterpiece where timeless coastal style meets top-tier finishes. With just over 5,200 square feet and a resort-style courtyard pool, the home lives like a private sanctuary—perfect for long, lazy beach days and golden-hour strolls to the Naples Pier for...
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This is a wonderful first floor ranch-style villa with a open and split bedroom floor plan and 1,503 SF of living space. The condo consists of two bedrooms, two full bathrooms, an office / den, large living room, a lanai facing one of the two community lakes and a two-car garage.The main entry door...
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This newly renovated condo is directly on the 27 hole golf course and a few steps from the best pool/hot tub of many in the community. This corner first floor unit is fully equipped with new kitchen, appliances, baths, bedding and furniture. Smart TVs in every bedroom and family room. No stairs.Short...
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modern House on 3 acres tropical paradise In the centre of gulf beaches, shopping , restaurants , fishing, sailing, golf, botanical gardens !
Featured review
My family and I really enjoyed our stay at Albert’s place. The beds are comfy and the home is nicely maintained and decorated. We loved being tucked away in a quiet spot, while still being close to the...
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Prime Central Naples 3 Bedroom Condo – 60 Day Minimum Stay. Welcome to our spacious 3 bedroom, 2 bathroom ground-floor condo located at 12930 Positano Circle, Unit 107 in Naples, Florida. Ideally situated at the intersection of Livingston Road and Pine Ridge Road, this property offers convenient...
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Welcome to paradise at the prestigious Lely Ole community in beautiful Naples, Florida. This stunning 2-bedroom, 2.5 bath luxury home situated on a private quad offers a spacious open floor plan with abundant natural light, modern gourmet kitchen and an elegant master suite.The perfect blend of modern...
Featured review
We had an excellent stay this October. The home was incredibly clean and well-kept, the host was extremely responsive and communicated clearly from start to finish, making the entire process smooth and...
Distance to beach: 7 miles to Naples
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Our condo is fully equipped for a weekly vacation or a long stay with all the conveniences and comfort of back home - including new beds, linens, furnishings, and appliances.This 2nd floor condo features high ceilings and a lanai that overlooks the pool and picnic areas. The pool area has a beautiful...
Featured review
We stayed at this condo in December of 2025 and couldn't have been happier with our experience. The condo was clean and Anna was super responsive. We really loved the pool area and our daughter had the...
Distance to beach: 7 miles to Lowdermilk Park
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2B/2B 1st floor fully furnished condo in a quiet community with 2 pools(1 heated). Tiki Huts by pool and bathroom cabana. Parking directly in front of unit along with mailboxes. 1 Q bedroom with cable, 1 Q bedroom with TV for streaming and sofa bed opens to full in LR. Great location with a short drive...
Featured review
This condo is in the perfect location- within driving distance to the beach, nightlife/restaurants, and downtown shopping center! We loved how quiet the neighborhood is and that the complex offers 2 pools...
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If you are looking for a safe, relaxing, scenic and affordable community for your next vacation needs, close to all that beautiful Naples has to offer, the Vineyards is the place to stay. Our home-away-from-home condo is in the Tuscany community; a well established lushly landscaped garden enclave offering...
Featured review
Iola was very easy to work with, and the condo was comfortable, clean, and quiet. Very private. Iola worked with me to deal with my specific availability needs. Naples offers so much.
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A lovely and spacious three bedroom just steps from Vanderbilt beach. Gulf views and beach access. Just steps from from the beach! Workout room, party room, fire pit, tennis courts, swimming pool! Great restaurants, movie theater, Whole Foods, Trader Joes, Lifetime Fitness all within 3 miles.
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Welcome to Modern Paradise! Ideally situated just minutes from the vibrant shops, restaurants, and beach of 5th Avenue. This elegant two-story residence boasts 5 spacious bedrooms, exuding sophistication and comfort. Enjoy sunny days by the heated pool or take a leisurely nap in the hammock and enjoy...
Featured review
We had such a great time with family as we visited the Naples area. Kids loved Naples and even Bonita as they really blend together. Our contacts from the management company were wonderful and always available!...
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The main living area offers a nice flow from the front door to the lanai. The Master has a king size bed; one guest room has 2 twin beds and the other guest room has a trundle bed with standard size twins mattresses. All the beds have Casper mattresses. The layout of the condo offers a beautiful view...
Featured review
This condo is so comfortable and the owners, Sally and Brian, have included all of those thoughtful touches that make you feel at home. We loved our stay!
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Amazing 3BR/2BA Amenity Rich Naples Paradise Vacation or Short Term/Longer Term TURNKEY Fully Furnished and appointed Condominium - This very popular luxury appointed luxurious and spacious amenity rich San Pablo floor plan is being leased turnkey/furnished and has three bedrooms, two full baths, two-car...
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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...
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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...
Featured review
This stylish condo had everything we needed. The property is well maintained and close to all attractions. The owners were friendly and very accommodating.
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Enjoy a stylish experience at this centrally-located unit in desirable Lake Park! Less than a mile to the beach and 1.5 miles from 5th Avenue. This unit has everything you need to relax! The living room and kitchen are spacious and open concept. 2 bedrooms with queen beds and a shared bathroom with a...
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WORLD CUP SPECIAL!! Stay with us in June and July, an hour and a half away from the MIAMI Hard Rock Stadium! Available - NOW OPEN FOR 2027 SEASONWelcome to this exclusive 2-bedroom 2 bath Lake and Golf View in the highly desired Greenlinks at Lely Resort. You can’t beat this location!Enjoy...
Featured review
Just loved staying here.The home is beautifully furnished throughout - and has everything you could need.Carolina is so helpful too - really quick response to any query.It is a fab location...
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Discover coastal living at its finest in this stunning two bedroom , two bath condo with den/office for rent on Vanderbilt beach in Naples, Florida. The master bedroom has a king bed with a Gulf view and en-suite bathroom. The second/guest bedroom has a queen bed and an en-suite bathroom for guest...
Featured review
Our stay at this condo was amazing from start to finish. If you’re looking for the perfect blend of luxury, comfort, and location, look no further! The condo itself was beautifully decorated with a sophisticated...
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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**FULLY AVAILABLE MARCH 2026**. Last minute cancelation! Welcome to the Cypress Woods Golf and Country Club community! This private 2nd-floor Coach Home is located in the gated Laurel Greens South community. With over 1,700 square feet and a 2-car garage our home offers 2 bedrooms, 2 full baths along...
Featured review
We had a wonderful time staying at this condo. The location is great and made it convenient to get around to various places. The unit is very clean and well stocked with everything you may need. We appreciated...
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Welcome to your private Naples retreat, a beautifully refreshed coastal contemporary home designed for relaxed luxury living in one of Naples most desired communities.This spacious 4-bedroom, 3-bath home has been thoughtfully updated and professionally styled to create a bright, airy, resort-like...
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AVAILABLE FOR SEASON 2027 Available for short or long term. This pristine 3 bedroom, 2.5 bath townhome in Orange Blossom Ranch is a true gem! Recently renovated! Gated community. Family friendly community featuring 2 resort style pools, tennis courts, spa, fitness center, fishing pier, playgrounds and...
Featured review
We spent a wonderful three months (January through March), and it was the perfect winter getaway! The property was exactly as described and provided a comfortable and relaxing home away from home. We particularly...
Distance to beach: 1 miles to Vanderbilt Beach & Delnor Wiggins Park & Beach
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Canal Views from living, kitchen, dining & 1 bedroom! A luxury coastal getaway that just came on the market with an open calendar! Step into paradise and enjoy the amazing outdoors with heated pool, large patio space and spacious Gazebo for evening entertaining! Beautifully appointed with designer...
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Enjoy the privacy and comfort of this elegant 3 bedroom / 3 full bathroom family home on the 6th hole of the pristine Vanderbilt Country Club.This beautiful home is located within Vanderbilt Country Club on the sixth hole of the golf course with a one-of-a-kind amazing view of the lake. Situated on...
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Castleton Gardens is a highly sought after gated condo community situated in central Olde Naples, walking distance from Gulf beaches, restaurants, and shops.This prime location is exceptional and ideal for a Southwest Florida getaway. This ground floor condo offers high-end finishings and convenience....
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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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NAPLES RENTAL ALERT AVAILABLE ASAP IN THE HEART OF NAPLES!975 Tarpon Cove Dr Unit #204, Naples, FL 34110 This is the kind of Naples rental everyone waits forTURNKEY FURNISHED • 3 BEDROOMS 2 BATHROOMS • GATED COMMUNITY • BIKE TO THE BEACH Located in the highly desirable Tarpon...
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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