Top 12 Long-Term Rentals In Naples, Florida - Updated 2024

Sebanti
Sebanti 
Updated
| 6 min read

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.

Stayed at this property?
20 reviews  
condo 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
the condo is very comfortable with great beds and necessary amenities with a nice personal touch
we appreciated the cleanliness the comfortable furniture the large tv and its excellent convenient location
Cleanliness:
clean crisp comfortable nicely decorated & furnished
the unit was clean and had all the necessities one would expect when renting
clean with great amenities
condo was super clean and owners were great to deal with
it was clean well stocked and in a convenient location
Host:
owners easy to deal with
the owner was very good to deal with
owners great to deal with
the owner was very concerned about my comfort
owners were fantastic to deal with
Location:
wonderful condo in a perfect location
it was in a great location to the downtown
beautiful accessible location with very good parking and good walking options
the location and facilities were perfect for us
my wife loved both the convenient location and layout of the pool
Read more reviews
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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.

Stayed at this property?
38 reviews   Wifi Available
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.

Top guest reviews
Amenities & Room:
beautiful view overlooking pool and the gulf
Cleanliness:
property clean and well-furnished with top of the line appliances
fabulous location and very clean property
the unit was beautifully updated and very clean
it was clean easy close to the beach and the pool was perfect
Host:
the owners were so easy to work with
annie was super attentive and the whole process was a breeze
property was great other guest at the property were friendly and courtesy
Read more reviews
Earn OneKeyCash for every dollar spent on eligible hotels, vacation rentals, flights, car rentals, and more when you book across our family of brands.

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.

Stayed at this property?
Naples, Florida, United States
235 reviews   Superhost Wifi Available
Entire cottage 2 Beds 3 Guests 0 Bedrooms 1 Bathroom

Accommodates: 3

Top guest reviews
Amenities & Room:
comfortably fit 2 guests with room to spread out
Cleanliness:
very clean and well decorated
super clean and cozy
a very well-maintained and spotlessly clean apartment
the place was super clean and very nice
outstanding communication very very clean space with the items most needed to make your stay comfortable
Host:
alan was an excellent host: very responsive and accommodating
thank you for hosting me
host is extremely quick to respond and takes good care of his guests
alan is a superb host and nothing is too much trouble
alan was very attentive and easy to reach
Location:
the location is rather good
the location is very good
8 minute drive to beach or nice long walk
excellent cute little place that met all our needs
the location was perfect and even has a great mexican restaurant at the end of the street
Read more reviews
Monthly 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.

Stayed at this property?
Naples, Florida, United States
78 reviews   Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
fantastic pool and spa nice view from the balcony
there is a wonderful screened porch with comfortable chairs & peaceful views over the bay
Cleanliness:
clean and comfortable accommodations
the place was clean and very comfortable
frank’s place was clean & seemed to have everything needed
the condo was very clean and even better than the pictures
Host:
frank & kim are wonderful hosts
frank was a pleasure to communicate with - quick helpful responses
kitchen is fully furnished frank & kim are excellent hosts
Location:
perfect location and walking distance to many conveniences
loved our stay prime location
it was a great location for us- about an easy 5 minute walk to the ritz
their condo is perfectly situated for daily walks on the beach walks to restaurants and shopping is everywhere
can’t beat the location for convenience to the beach as well as good restaurants and shopping
Read more reviews
Monthly 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.

Stayed at this property?
Naples, Florida, United States
71 reviews   Superhost Wifi Available
ENTIRE HOME 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
a stay at sandbank cottage would be extremely comfortable and relaxing
we loved relaxing by the screened in pool
Cleanliness:
the house was clean and pleasant
the house was sparkling clean beautifully designed - it had everything for a comfortable stay
the house is beautifully decorated and immaculately clean
cheryl’s place was everything we wanted and more the house was impeccably clean as if everything was brand new
Host:
wendy the property manager was very responsive and gave great dining recommendations also
the owners did a fantastic job thinking about what would make a stay in naples truly enjoyable
Location:
hope to be able to visit this location again next year
we loved the cheryl's house and the location in naples
your place is very beautiful and in a fantastic location
Read more reviews
Monthly 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.

Stayed at this property?
Naples, Florida, United States
90 reviews   Superhost Wifi Available
ENTIRE HOME 5 Beds 5 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 5

Top guest reviews
Amenities & Room:
and very efficient and high bandwidth wifi
Cleanliness:
roberts place is very well maintained and was very clean when we got there
the house was very clean and had everything we needed
we like it this house is so clean and have at everything
checking-in was so easy and the house was incredibly clean and comfortable
absolutely perfect communication was spot on house clean lots of amenities pool area fabulous with night ambience
Host:
the host was extremely responsive
the owner bobby is very caring and helpful
awesome place quick response great host
the host (bobby) was attentive and responsive
we had an amazing time the house is beautiful and the host very kind
Location:
very good location very close for everything
perfect location for us
house is beautiful location was perfect
beautiful house to stay in and close to everything
bobby’s place is well located super close to whole foods costco and publix
Read more reviews

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.

Stayed at this property?
Naples, Florida, United States
125 reviews   Superhost Wifi Available
Entire guest suite 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
great shower and lots of closet space
the bed was very comfortable to sleep in and eduardo even brought extra sheets for us
Cleanliness:
everything was clean and the space was perfect
very clean and well kept place with everything you could possibly need
super clean so many thoughtful touches excellent location
very clean and close to the town centre
Host:
friendly host who made himself available
eduardo is a gracious host
great host and wonderful apartment
eduardo and his wife were very gracious hosts
nice place and great host
Location:
nice apartment in a great location
i highly recommend this location if you are in naples
i enjoyed my stay and the location was just what i was looking for
Read more reviews
Monthly 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.

Stayed at this property?
Naples, Florida, United States
10 reviews   Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Cleanliness:
wonderful place super clean and well decorated
Location:
5 miles from naples beach and it's location makes it easy to get to downtown naples
we would definitely stay in this place again
Read more reviews

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.

Stayed at this property?
Naples, Florida, United States
94 reviews   Superhost Wifi Available
ENTIRE CONDO 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
charming pool and positive vibes abound in this tropical oasis
superb location dated uncomfortable furniture good kitchen very handy and effecient washer/dryer and plenty of beach/pool amenities
some useful basic supplies are included for the kitchen/washing machine etc
the unit has all you need for a great stay-beach chairs towels pool stuff etc
Cleanliness:
very clean and well-appointed and quiet
it was very clean with a nicely stocked kitchen
the home was very clean and our bed was comfortable
the condo was sparkling clean and william was able to accommodate some special requests
overall the space was clean and comfortable and it's perfect for two people
Host:
lovely clean great location and the host is a gem william responded quickly to my inquiries
nice neighbor who was very helpful as well as bill was when we had a strange noise problem
the other renters were friendly and quiet
Location:
perfect location and walk ability
perfect location for walkers and bikers
william’s condo is in the best location in old naples
amazing parking shot for this location
william’s place was the perfect location
Read more reviews

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.

Stayed at this property?
Naples, Florida, United States
50 reviews   Superhost Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 3 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
maria has a beautiful place with lots of space right by the pool
roomy and comfortable with everything needed for a long stay
awesome awesome awesome huge condo i was really surprised at the amount of room we had
Cleanliness:
very clean condo plenty of room for a family
maria is a super host the house is super cleaning relaxing and very familiar
maria’s place was awesome beautiful house and neighborhood extremely clean large kitchen loved having the half bathroom downstairs
Host:
excellent host and stay highly recommend
maria is a great host and we were very comfortable during our stay recommend highly
maria was very helpful and quick with the couple of minor issues/requests that we had
Location:
great location great location great location spacious place great host
great space at a great location access to i-75 shopping nearby and just a couple miles from waterside
location off of pine ridge near airport pulling allows easy drive to both old naples and north naples
nice and quiet location about 10 minutes from the beach plenty of restaurants close by within 15 minute drive
very nice community close to shops and restaurants
Read more reviews

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.

Stayed at this property?
Naples, Florida, United States
31 reviews   Wifi Available
Entire residential home 2 Beds 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4

Top guest reviews
Amenities & Room:
awesome pool for your convenience at the house and fenced yard for your fur babies to play safely
nice spot with a great outdoor space and pool
the lanai many seating options (tables) and the smart tv were great for entertaining
Cleanliness:
cozy quite clean and comfortable
a very clean beautiful secluded house close to the beach
Host:
the host was super helpful & accommodating
very nice place to stay owner was very accommodating and they place was perfect for us
very good communication with host
jayanthi was a great host very easy to communicate with and the house was great and very clean
great communication fromthe host great place to stay while you’re visiting naples
Location:
good location within a few minutes of shopping food and the beach
the neighborhood is safe close to many dining/shopping choices and very walkable
this place was great close to vanderbilt beach
excellent location close to the beach many shops and restaurants
perfect place in a quiet naples area very close to the beach
Read more reviews

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.

Stayed at this property?
Naples, Florida, United States
28 reviews   Superhost Wifi Available
Entire townhouse 5 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Cleanliness:
the condo was clean and everything that was advertised
place is super clean and well maintained
Host:
i communicated with the host several times and enjoyed good conversation
renata is an amazing host the apartment was great felt like home
he was very friendly and helpful
Location:
amazing place to stay very close to downtown
the place was cute and charming
if you like to play tennis you can’t beat this location
we enjoyed our stay at renata's apartment in naples; the place is decorated nicely and the kitchen is well-equipped
Read more reviews

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.

Any must-sees we missed? Tell us about them in the comments section or write a post here to help out fellow travelers!
Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Sebanti, a dedicated writer and traveler, has extensively explored India and Europe, delving into both wild spaces and urban environments. Regularly contributing to online publications focused on...Read more

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