Rated as one of America’s top vacation spots, Naples is ideal for an idyllic beach vacation. Gulf of Mexico’s turquoise waters lapping against the soft white sand, the vibrant hues of the setting sun lighting up the horizon, the iconic Naples Pier, the emerald fronds of palm trees glistening against the sun-drenched beaches, bring paradise on earth. Naples is a favorite family-friendly destination for nature lovers and beach aficionados alike. Its calm seas, challenging golf courses, sophisticated shopping, world-class culture, and avant-garde dining attract travelers worldwide. The transcendent downtown area is the hub of chic boutiques, culinary delights, and high-end art galleries. With so much to explore and experience, it is never enough to spend only a few days in Naples. Book one from these top long-term vacation rentals in Naples, Florida, and spend as many days as you wish exploring the delights of this beautiful coastal city.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, decor, availability of dates, and long-term stay rules and regulations. The image galleries get refreshed with the latest updates regularly. They were last updated on April 09, 2024.
1. Gorgeous waterfront condo next to yacht club (from USD 158)
This amazing accommodation is centrally located close to most of what Naples, Florida has to offer. Aside from the Gordon River and the bay, guests will have access to Tin City, Cambier Park, Naples City Dock, and 5th Avenue where you’ll find lots of restaurants, shops, cafes, and entertainment.
The condo can sleep up to four people, great for small groups of friends and small families. It is fully furnished and comes with nice amenities including a fully equipped kitchen for trouble-free cooking and dining. Another thing to note is this property offer discounts for long-term monthly stays.
Top guest reviews
Amenities & Room:
the condo is very comfortable with great beds and necessary amenities with a nice personal touchwe appreciated the cleanliness the comfortable furniture the large tv and its excellent convenient locationCleanliness:
clean crisp comfortable nicely decorated & furnishedthe unit was clean and had all the necessities one would expect when rentingclean with great amenitiescondo was super clean and owners were great to deal withit was clean well stocked and in a convenient locationHost:
owners easy to deal withthe owner was very good to deal withowners great to deal withthe owner was very concerned about my comfortowners were fantastic to deal withRead more reviewsLocation:
wonderful condo in a perfect locationit was in a great location to the downtownbeautiful accessible location with very good parking and good walking optionsthe location and facilities were perfect for usmy wife loved both the convenient location and layout of the pool
2. Remodeled condo in a nice beachfront community (from USD 259)
This beautiful fully furnished condo is just perfect for those looking to stay in Naples, Florida longer than usual. That’s because it offers discounts for monthly stays and features home conveniences including a fully equipped kitchen. Guests can also access the condo complex’s great amenities including a large pool and a hot tub. The unit has two spacious bedrooms to sleep up to four people.
The property is located in a beautiful beachfront community, offering guests not just a nice friendly atmosphere all around but direct access to the beach and the gulf.
Top guest reviews
Amenities & Room:
beautiful view overlooking pool and the gulfCleanliness:
property clean and well-furnished with top of the line appliancesfabulous location and very clean propertythe unit was beautifully updated and very cleanit was clean easy close to the beach and the pool was perfectRead more reviewsHost:
the owners were so easy to work withannie was super attentive and the whole process was a breezeproperty was great other guest at the property were friendly and courtesy
3. Sun-kissed beach cottage for four (from USD 122)
Take a seven-minute bike ride, and you’ll reach the beach when you put up at this charming coastal studio. Bicycles and beach paraphernalia such as beach chairs and umbrellas are available for your convenience. The space used in this snug duplex-style cabin is so efficient that up to four guests can feel completely at home here. Guests who stay here love sitting outside, soaking up the sunshine in the comfortable seating area on the spacious deck. The kitchenette features a stove, refrigerator, microwave, coffee maker, and utensils to help you prepare your meals. A full-sized washer-dryer is also available here. Wi-Fi, air-conditioning, heating, and an HD flat-screen television with cable connection helps in making your stay pleasant.
Top guest reviews
Amenities & Room:
comfortably fit 2 guests with room to spread outCleanliness:
very clean and well decoratedsuper clean and cozya very well-maintained and spotlessly clean apartmentthe place was super clean and very niceoutstanding communication very very clean space with the items most needed to make your stay comfortableHost:
alan was an excellent host: very responsive and accommodatingthank you for hosting mehost is extremely quick to respond and takes good care of his guestsalan is a superb host and nothing is too much troublealan was very attentive and easy to reachRead more reviewsLocation:
the location is rather goodthe location is very good8 minute drive to beach or nice long walkexcellent cute little place that met all our needsthe location was perfect and even has a great mexican restaurant at the end of the streetMonthly discount: 14% off
4. Waterfront condo with private pool (from USD 114)
Looking for just the right setting for a cozy romantic getaway, or looking to spend some beach-time alone traveling solo? Then this property could be the ideal choice. Take in the soothing vista of the bay sitting at the screened lanai or while soaking away your fatigue in the roof-top hot tub and pool. Turn on the air-conditioning and experience restful sleep on the queen-sized Tempur-pedic bed. Enjoy the amenities of a washer-dryer, Wi-Fi, cable-connected TV, and modern kitchen appliances. Another advantage is that the apartment is easily accessible via a lift.
Top guest reviews
Amenities & Room:
fantastic pool and spa nice view from the balconythere is a wonderful screened porch with comfortable chairs & peaceful views over the bayCleanliness:
clean and comfortable accommodationsthe place was clean and very comfortablefrank’s place was clean & seemed to have everything neededthe condo was very clean and even better than the picturesHost:
frank & kim are wonderful hostsfrank was a pleasure to communicate with - quick helpful responseskitchen is fully furnished frank & kim are excellent hostsRead more reviewsLocation:
perfect location and walking distance to many conveniencesloved our stay prime locationit was a great location for us- about an easy 5 minute walk to the ritztheir condo is perfectly situated for daily walks on the beach walks to restaurants and shopping is everywherecan’t beat the location for convenience to the beach as well as good restaurants and shoppingMonthly discount: 50% off
5. Sandbank Cottage (from USD 417)
From this accommodation, you can simply walk to many nearby attractions, such as the beach, shopping malls, museums, and parks. Stay indoors and relax in the heated pool by the screened lanai. Enjoy fun barbecue sessions with your loved ones while taking advantage of the gas grill. Gather together with your entire travel group of seven at the open-concept living space and have fun playing family games. You can also watch your favorite programs on the smart TV and relax without feeling crowded in the spacious bedrooms. Guests can cook tasty meals in the fully stocked kitchen. If you’re looking for fun activities, you can ride the bikes that come with the rental to reach the nearby tourist spots fast. You can also take the beach chairs, towels, coolers, umbrella, and beach toys with you for happy moments under the sun. With all such facilities and more, this roomy cottage is ideal for a long-term stay.
Top guest reviews
Amenities & Room:
a stay at sandbank cottage would be extremely comfortable and relaxingwe loved relaxing by the screened in poolCleanliness:
the house was clean and pleasantthe house was sparkling clean beautifully designed - it had everything for a comfortable staythe house is beautifully decorated and immaculately cleancheryl’s place was everything we wanted and more the house was impeccably clean as if everything was brand newHost:
wendy the property manager was very responsive and gave great dining recommendations alsothe owners did a fantastic job thinking about what would make a stay in naples truly enjoyableRead more reviewsLocation:
hope to be able to visit this location again next yearwe loved the cheryl's house and the location in naplesyour place is very beautiful and in a fantastic locationMonthly discount: 10% off
6. Sunray's Escape (from USD 410)
With three bedrooms and a vaulted ceiling creating a spacious feeling, this sprawling house is perfect for a travel group of six. Many end up not wanting to leave the heated pool and spa in the backyard. However, if you want to go to the beach instead, you can reach it quickly since it is only 1.6 miles (2.6 kilometers) away. The Sun N Fun Waterpark is also nearby, offering hours of fun. Easily accessible from the rental are budget-friendly summer golfing activities, exciting shopping, state-of-the-art dining, and happening nightlife. The kitchen here has everything you need to whip up delicious dishes. Extra touches such as charging stations and printer add to the advantages of this holiday home. You can also bring your pets along when you stay here.
Top guest reviews
Amenities & Room:
and very efficient and high bandwidth wifiCleanliness:
roberts place is very well maintained and was very clean when we got therethe house was very clean and had everything we neededwe like it this house is so clean and have at everythingchecking-in was so easy and the house was incredibly clean and comfortableabsolutely perfect communication was spot on house clean lots of amenities pool area fabulous with night ambienceHost:
the host was extremely responsivethe owner bobby is very caring and helpfulawesome place quick response great hostthe host (bobby) was attentive and responsivewe had an amazing time the house is beautiful and the host very kindRead more reviewsLocation:
very good location very close for everythingperfect location for ushouse is beautiful location was perfectbeautiful house to stay in and close to everythingbobby’s place is well located super close to whole foods costco and publix
7. La Juanita (from USD 85)
Looking for a quiet, friendly neighborhood to spend a long vacation? With a single bedroom to sleep two guests, this clean and tidy house is set at just such a locality. It is an area where people feel safe to let kids ride their bikes in the afternoons and go for evening walks. Here, you can find every essential amenity for a relaxing holiday, including hot water, air conditioning, heating, Wi-Fi internet all over the property, and free on-street parking. Make full use of the barbecue equipment and enjoy delicious grilled meals. Then, dine al fresco at the garden or patio. Utilize the full kitchen and provided appliances to prepare the food of your choice. Moreover, all places of interest in Naples are located close enough to enjoy your vacation to the fullest.
Top guest reviews
Amenities & Room:
great shower and lots of closet spacethe bed was very comfortable to sleep in and eduardo even brought extra sheets for usCleanliness:
everything was clean and the space was perfectvery clean and well kept place with everything you could possibly needsuper clean so many thoughtful touches excellent locationvery clean and close to the town centreHost:
friendly host who made himself availableeduardo is a gracious hostgreat host and wonderful apartmenteduardo and his wife were very gracious hostsnice place and great hostRead more reviewsLocation:
nice apartment in a great locationi highly recommend this location if you are in naplesi enjoyed my stay and the location was just what i was looking forMonthly discount: 32% off
8. Cottage Francesca
Located at a secluded spot shaded by trees, this attractive cottage combines comfort with eclectic style. Its tastefully decorated interiors promote relaxation. The glass-top sun deck brings nature indoors, allowing you to enjoy the sunshine and the greenery around while lounging on deck chairs. The cobbled patio offers plenty of parking space. Of the two bedrooms, the second one has a separate bathroom and entrance. Thus, the guests can enjoy complete privacy, and two families can easily share the accommodation if they want. Even the reading room contains a day bed, with French doors that can be closed for privacy. Wi-Fi internet, cable television, washer-dryer, dishwasher, and air conditioning are some of the high-end facilities available at this property.
Naples, Florida, United StatesAccommodates: 4
Top guest reviews
Cleanliness:
wonderful place super clean and well decoratedRead more reviewsLocation:
5 miles from naples beach and it's location makes it easy to get to downtown napleswe would definitely stay in this place again
9. Chic condo in Old Naples (from USD 163)
Fringed by a tropical garden, this upscale property allows couples, solo travelers, and two friends to vacation in Naples in luxury. The apartment is on the first floor, receiving plenty of natural light. You also get all the beach essentials at this rental. A washer-dryer, Wi-Fi internet, room darkening window shades, air-conditioning and heating, and a dishwasher are some of the first-class amenities you can enjoy here. The kitchen is fitted with the necessary gadgets for meal preparation, such as microwave, coffee maker, refrigerator, stove, and oven. When you are not at the beach, you can splash around in the gorgeous pool right outside the front door.
Top guest reviews
Amenities & Room:
charming pool and positive vibes abound in this tropical oasissuperb location dated uncomfortable furniture good kitchen very handy and effecient washer/dryer and plenty of beach/pool amenitiessome useful basic supplies are included for the kitchen/washing machine etcthe unit has all you need for a great stay-beach chairs towels pool stuff etcCleanliness:
very clean and well-appointed and quietit was very clean with a nicely stocked kitchenthe home was very clean and our bed was comfortablethe condo was sparkling clean and william was able to accommodate some special requestsoverall the space was clean and comfortable and it's perfect for two peopleHost:
lovely clean great location and the host is a gem william responded quickly to my inquiriesnice neighbor who was very helpful as well as bill was when we had a strange noise problemthe other renters were friendly and quietRead more reviewsLocation:
perfect location and walk abilityperfect location for walkers and bikerswilliam’s condo is in the best location in old naplesamazing parking shot for this locationwilliam’s place was the perfect location
10. Town home with lake view (from USD 250)
This two-story property offers four beds for four guests to vacation in comfort. The living area is on the ground floor. Its open-concept kitchen, dining, and seating arrangement let you enjoy conversations and fun moments with loved ones while you prepare their favorite meals. The master bedroom upstairs offers soothing views of the pool and the natural water body beyond it. The small balcony provides glimpses of the beautifully landscaped grounds. The community pool is right outside, and the local attractions are not too far away. A washing machine, large-screen television with cable connection, Wi-Fi, barbecue grill, and air conditioning are some of the facilities providing a cozy feeling. The kitchen provides helpful gadgets, from a stove to cook on to a dishwasher to clean utensils easily.
Top guest reviews
Amenities & Room:
maria has a beautiful place with lots of space right by the poolroomy and comfortable with everything needed for a long stayawesome awesome awesome huge condo i was really surprised at the amount of room we hadCleanliness:
very clean condo plenty of room for a familymaria is a super host the house is super cleaning relaxing and very familiarmaria’s place was awesome beautiful house and neighborhood extremely clean large kitchen loved having the half bathroom downstairsHost:
excellent host and stay highly recommendmaria is a great host and we were very comfortable during our stay recommend highlymaria was very helpful and quick with the couple of minor issues/requests that we hadRead more reviewsLocation:
great location great location great location spacious place great hostgreat space at a great location access to i-75 shopping nearby and just a couple miles from watersidelocation off of pine ridge near airport pulling allows easy drive to both old naples and north naplesnice and quiet location about 10 minutes from the beach plenty of restaurants close by within 15 minute drivevery nice community close to shops and restaurants
11. Cozy cottage with a natural lake
Closeness to Vanderbilt beach, this peaceful cottage is located in an area near popular shopping destinations, cafes, and restaurants. Surrounded by greenery, this property has a natural lake at the back garden that adds to its charm. Here, you can spend hours sitting on the cushioned chairs at the backyard lanai while enjoying the view. The accommodation also features a small private pool to dip into when you do not feel like walking to the beach. You can also choose to lounge in the pool chairs at the shaded pool area with a refreshing drink, while reading your favorite novel. Pets are also welcome here, too. Wi-Fi and HDTV with cable connection are available for your entertainment. A washing machine, dryer, central air-conditioning, a fully appointed kitchen, and other facilities ensure a luxurious stay.
Naples, Florida, United StatesAccommodates: 4
Top guest reviews
Amenities & Room:
awesome pool for your convenience at the house and fenced yard for your fur babies to play safelynice spot with a great outdoor space and poolthe lanai many seating options (tables) and the smart tv were great for entertainingCleanliness:
cozy quite clean and comfortablea very clean beautiful secluded house close to the beachHost:
the host was super helpful & accommodatingvery nice place to stay owner was very accommodating and they place was perfect for usvery good communication with hostjayanthi was a great host very easy to communicate with and the house was great and very cleangreat communication fromthe host great place to stay while you’re visiting naplesRead more reviewsLocation:
good location within a few minutes of shopping food and the beachthe neighborhood is safe close to many dining/shopping choices and very walkablethis place was great close to vanderbilt beachexcellent location close to the beach many shops and restaurantsperfect place in a quiet naples area very close to the beach
12. Townhouse with tennis courts and outdoor pool
Set in an artistically landscaped, peaceful, gated community, this condo includes 16 tennis courts. If you love tennis, you are sure to fall in love with this place. Even if you are not a tennis enthusiast, this property offers a lot to enjoy. The famous white sandy beaches, offering opportunities for swimming, fishing, and other exciting activities, are just 3 miles (4.8 kilometers) away. Several world-class golf courses, fine-dining destinations, boutiques, and fascinating nightlife are also close by. A pool and a cafe are also present on the premises. The lakefront condo, situated on the second floor, provides all the upscale amenities for a comfortable stay. This property, large enough to accommodate six guests, features air-conditioning, Wi-Fi, a gym, and a hot tub.
Naples, Florida, United StatesSuperhostAccommodates: 6
Top guest reviews
Cleanliness:
the condo was clean and everything that was advertisedplace is super clean and well maintainedHost:
i communicated with the host several times and enjoyed good conversationrenata is an amazing host the apartment was great felt like homehe was very friendly and helpfulRead more reviewsLocation:
amazing place to stay very close to downtownthe place was cute and charmingif you like to play tennis you can’t beat this locationwe enjoyed our stay at renata's apartment in naples; the place is decorated nicely and the kitchen is well-equipped
Enjoy the perfect beachside holiday
Florida is no doubt the perfect destination for a beach holiday. However, without the right place to stay in, close to the notable attractions, yet providing privacy and complete comfort, you might lose out on much of the fun. Luckily, you can pick any accommodation from this list of the top long-term vacation rentals in Naples, Florida. Consider booking one and experience some of the most memorable days of your life in this gem of a coastal city.
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