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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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Enjoy our 3-bedroom + office, 2-bathroom home in the Glen Eagle Golf and Country Club community of Naples. Enjoy stunning views of the 10th green and 11th tee box right from your private pool and hot tub. Home has been completely renovated from top to bottom. Monthly rentals only - golf membership is...
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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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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Newly renovated, 3 bedroom, 2 bathroom condo! This condo overlooks a community pool and is located in beautiful Pelican Bay. This property provides beach access and only minutes from shopping and restaurants! 1 King, 1 Queen and 2 twin beds. 30 day minimum stay required.We are currently booked...
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RATES for 2026One month minimum rental in season January 2026 $7,000 February 2026 Booked March 2026 $7250 April 2026 $4500Plus taxes and $150 HOA approval feeCALL ME WITH ANY QUESTIONS...
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Distance to beach: 6 miles to Naples
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Steps away from the beautiful pool and clubhouse, this first floor, 2 bed, 2 bath condo is fully stocked, fully furnished and well appointed. Enjoy entertaining family and friends on warm nights on the screened-in lanai under the ceiling fan or in the cool central air of the spacious living room. New...
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...
Distance to beach: 2 miles to Delnor-Wiggins State Park Beach
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One of the best locations in Naples, located at Imperial Golf Resort, Park Place community. Cul-de-Sac Street, just a short walk to the pool with heated water, nature trail across the street, 5min drive to the closest beach & Mercato, about 12min to 5th Ave. full of shopping and fine restaurants...
Featured review
My wife and I stayed at this property from January through April 2025. Beautiful area, a short drive or bike ride to Delnor Wiggins or Vanderbilt Beaches. A 30 second walk to the community pool overlooking...
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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...
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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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A beautiful twin Villa 3 Bedroom 2 Bath 2 Car Garage attached at Reflection Lakes of Naples. This Villa is tastefully done with a relaxing view of the lake from back patio. Amenities include lanai overlooking the lake, heated swimming pool, community center, fitness center, billiards, game room, and...
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 Vanderbilt Beach
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Our home is a beautiful spacious condo, completely renovated and everything in it is brand new - from the dishes to every piece of furniture. The kitchen is fully equipped. The condo is modern and comfortable. We enjoy many an hour sitting out on our lanai, which is a screened in porch, and never tire...
Featured review
Amazing first floor corner unit. Beautiful view. Very bright. Specious 2 bedroom with den. Huge master bathroom and shower. Enjoyed walks and bike rides in gated community. Enjoyed club membership. Great...
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This luxurious fully renovated 2nd floor 2-bedroom lakefront coach home condo with cathedral ceilings and attached garage, is perfect for your escape to Naples. With 2 queen beds, 2 bathrooms, and amenities that include high speed internet and WiFi, large screen TV, gourmet kitchen with coffee station,...
Distance to beach: 4 miles to Delano Wiggins Park
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We also have TWO virtually identical units that are EXTREMELY PET FRIENDLY at a neighboring gated community with loads of amenities where we can allow up to TWO PETS ANY SIZE! Please call us at two, three, nine, five, nine, five, nine, one, six, zero.Welcome to your Happy Place that checks all...
Featured review
We rented this property from May till October. It has a great location and close to everything!! Grocery stores, Walmart, Sam’s Club. Great places to grab breakfast, lunch and dinner. Downtown Naples...
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Gated community in North Naples. Walking distance to Seed to Table, 15 minute drive from the beach, and Mercato. 3 bedroom, office, 2 bathroom condo in Naples. Sleeps 6 (King, 2 Queen, Bunk- Single over Full). Amenities included: central air, central heat, dishwasher, two pools (one on the street and...
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This spacious, very beautiful, light and romantic Villa is located West of 41 on Vanderbilt Drive in the gated community of The Villages of Emerald Bay. The ground floor home features a split bedroom floor plan, a private lanai and an attached garage with additional parking. Newly decorated, the...
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In the Wizard of Oz, Dorothy clicks her heels three times and says, “There’s no place like home.” Those words reflect the feelings of most of us about where we live. Home is more than a place. Home...
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Our Property is owned and has been very well maintained by us! 1st Floor Unit which has an incredible view of the Lake from the Lanai.2 Bedrooms, and 2 Full Baths as well as a separate garage for parking your vehicle, and also a separate parking space!The condo is equipped with all semi new appliances,...
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 Vanderbilt Beach
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Fully furnished with all necessary amenities, 2nd floor, 2 bedrooms - main bedroom has a queen bed, 2nd bedroom has 2 twin bed, 2 full baths, 1 car garage plus additional parking spot. Lanai with a great fountain view, perfect for your morning coffee or just to relax and read a book. Gated community...
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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
This most charming condo enchanted us immediately when we opened the door. It was truly a home far away home. As soon as we arrived we felt very welcome in this communityThe whole apartment was exceptionally...
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PROPERTY IS BOOKED NOW through November 1, 2025 & DECEMBER 31, 2025 - APRIL 15, 2026 - All other dates are availableRelax and enjoy some time on the lanai overlooking the pristine lake. Custom lighting throughout. On-site property management: indoor & outdoor basketball/pickle-ball courts,...
Distance to beach: 10 miles to Naples Beach
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Fully stocked, well situated end unit on first floor. New appliances, bamboo and tile flooring, two TVs and everything you need for a comfortable stay. Our primary bedroom has a king size bed and the guest room has two singles.If you enjoy swimming and/or sunbathing we have the largest resort style...
Featured review
Great location in Naples. Good size condo with extra space inside for everyone. Hugh pool. Nice washer and dryer which we needed having stayed a month.
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**JANUARY LAST MINUTE SPECIAL - $4,000 - STILL AVAILABLE! FEBRUARY - $5,000 (RESERVED) MARCH - $5,500 (RESERVED) APRIL - $4,200 (AVAILABLE) (Please see cleaning, condo association fees and taxes listed below)Stay at our newly renovated 2 bed/2 bath Pavilion Club condo. Located just down the road...
Distance to beach: 1 miles to Vanderbilt & Delnor-Wiggins Pass
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Beautifully remodeled privately owned home with brand new heated salt-water pool. We are beyond grateful not to have suffered any damage in the hurricanes. Located in beautiful, quiet Naples Park, and 1 mile to our beautiful sandy beaches at Delnor-Wiggins State Park and Vanderbilt beach.Fully furnished...
Featured review
We have stayed in Naples for 9 winters and this year was our favorite. Not only was Suraya, the owner extremely pleasant and easy to deal with, the house location, and beautifully decorated home was everything...
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BRIGHT 2 BEDROOM, 2 BATHROOM CONDO ON THE GROUND FLOOR WITH WALKOUT PATIO. THE ENCLAVE AT NAPLES IS LOCATED 10 MINUTES FROM BEAUTIFUL DOWNTOWN NAPLES, 5TH AVENUE, WHITE SAND BEACHES, PLENTY OF SHOPPING, DINING, GOLFING, FISHING AND BOATING CLOSE BY. RESORT STYLE POOL AREA WITH GYM, BILLIARDS ROOM, RACQUETBALL,...
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Beautifully furnished, two story townhome available for rent in-season or annually. The home has three bedrooms and a loft with a pullout sofa. It comes completely turnkey with everything you need to enjoy your 3-6 month stay in Naples. It is approximately 20 minutes to Vanderbilt beach. The community...
Distance to beach: 250 feet to Vanderbilt Beach
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This 2 BR condo is located in a gated community alongside Vanderbilt Beach.The condo has been updated with newer tiled bathrooms and furnishings. The spacious lanai has all-weather wicker furniture to enjoy coffee with the morning sunrise or a quiet evening after a day at the beach. Lanai includes...
Featured review
Everything you need at your fingertips- all you need is to bring sunscreen and beachwear! Beautiful condo.
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.This young, freshly painted ( 2024 ), two bedroom unit has a fully-equipped kitchen with stainless steel appliances, Corian countertop, raised panel cabinetry, and a convenient separate...
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...
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First floor apartment overlooking the lake and fountain at the 17th fairway of beautiful Cypress Woods Golf & Country Club Course this property is fully furnished with complete amenities, big screen TV, Sonos sound system and a lot more.It is available for seasonal 3 or 4 month rental. A 10...
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Gulf views with a public beach access right across the street!!* 90 day minimum*Location, location, location! Gulf views from the kitchen, living room, lanai, and bedroom!!! Harborside West has a gym, pool, and an updated community room with entertainment area. Relax poolside or take a stroll...
Distance to beach: 5 miles to Pier Beach
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Escape to serenity in our meticulously furnished 2-bedroom, 2-bathroom condo located in the exclusive Falling Waters community. This upscale retreat promises a dream getaway with a perfect blend of comfort, privacy, and convenience. Key Features: • Unmatched Tranquility: Nestled in Falling Waters,...
Featured review
We stayed at Falling Waters for 3 months last winter. It was exactly what we needed. We loved the resort style pool and the very large lanai. We appreciated the great communication (before and during our...
Distance to beach: 6 miles to Clam Pass
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Forest Lakes Naples Condo 55 and over: Live the quintessential Naples lifestyle in this beautifully renovated 2-bedroom, 2-bathroom condo. Just minutes from Naples’ top dining, shopping, parks, and beaches — this is location and lifestyle. This exceptional first floor unit presents an incredible...
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11 story condo directly on beautiful Vanderbilt Beach. Completely remodeled lobby with common area with kitchen for parties. On site mgr. Total pool remodel. Beautiful sunset views from the 270 sq foot veranda on eight floor. Free Wi-Fi, fully equipped kitchen, 2 smaller verandas off kitchen &...
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Just reduced to $3000 a month in season - Available for the full 2026 season or off-season, this turnkey-furnished 2-bedroom, 2-bath corner unit is move-in ready and beautifully updated. Enjoy brand-new, comfortable furnishings, new luxury vinyl plank flooring, and new appliances, along with updated bathrooms—all...
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Welcome to our 2 bedroom 2 bath condo on the ground floor. Just kick your feet up and enjoy the extra large lanai overlooking a flowing volcano waterfall and fountain. You will find a fully stocked unit with everything you could imagine. Enjoy your day with a trip to the 600 foot long lazy river, or...
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Our private peaceful renovated Villa with 17 foot ceilings and a relaxing water view at the back of the Villa await you. Regent Park Villas are a community of Villas and private homes in a very friendly, house proud community that is extremely well maintained by the association and the private home ownersThe...
Distance to beach: 3 miles to Many of Naples Beachs
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This is a beautifully renovated and decorated, spacious feeling, 2 bedroom, 2 bath condo with an office alcove, and a laundry room. It has cable, WIFI and a 65 inch Smart TV. It has a screened in front lanai and a glassed and screened "interior" lanai (made to be an extension of the interior...
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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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Situated 15 minutes from downtown and Naples Beach, 15 minutes from Marco Island and 5 minutes from numerous golf courses. This 1 year old decorator furnished 2BD/2BR with den villa is available from November through April. This Villa sleeps 6 with a king pullout in den. Expansive kitchen with breakfast...
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Available starting December 19 through February 14 and from March 15 to April 30, 2026. Courtyard Home in Masters Reserve at Lely Resort -an Ideal Vacation Retreat! This beautifully furnished home is located in one of Naples’ most desirable resort communities, the exclusive Masters Reserve at Lely...
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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.
Distance to beach: 3 miles to Marco Beach
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This beautiful home located in the Naples Reserve is very modern upscale & is located in a gated family friendly community. Conveniently located 15 min away from downtown Naples and 10 min from Marco Beach. This vacation will allow your family to fully experience Naples! The amenities are located...
Featured review
We had a fabulous stay in this home and in the community of Naples Reserve. Upon arrival we were given a gate pass for the month of our stay to bypass the visitor lane and remote entry through an app on...
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What a view! Beautiful second floor unit at Huntington Lakes, a gated community in North Naples. Just a few minutes away from top-rated restaurants, shopping and the beach.This fully furnished unit comes with everything you need for a comfortable and convenient stay. It has been completely updated...
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...
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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Super cute 2nd floor condo 5 minute walk from 5th Avenue. Great position within this small complex with pool and tropical views from both the the lanai and preferred front facing bedroom. New King bed and mattress for your comfort! New floor tile throughout (updated pics to come). Enjoy the playful mocking...
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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This spacious holiday villa in the exclusive and secure 'Briarwood' community, offers comfortable space and privacy for up to 6 people with 4 fully equipped bedrooms and 3 bathrooms.The beautiful private pool and terrace area (south-west) has a gas grill and is fully equipped with a screen...
Featured review
"We had an absolutely great time in this vacation home! The location was perfect, the amenities were modern and cozy, and the surroundings were simply beautiful. We felt completely at home and can wholeheartedly...
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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....
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Stunning seasonal condo for rent beginning December 1, 2025 to April 30, 2026. Third story condo with elevator is located in Lely which is near the beautiful Naples beaches and popular restaurant’s and shops along 5th Avenue. The newly renovated 2 bedroom 2 bath condo features a king bed in the...
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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