Top 10 Luxury Rentals In Naples, Florida - Updated 2024

Nicole
Nicole 
Updated
| 5 min read

The Sunshine State is home to many gorgeous coastal paradises, and one of them is the beautiful city of Naples. Thanks to the turquoise waters of the Gulf of Mexico, this slice of heaven on earth is blessed with stunning sugary white sand beaches, such as the beach at Naples Pier, Lowdermilk Beach, Clam Pass Park, and many more. Besides swimming and sunbathing, Naple’s visitors enjoy shopping and golfing. You can unleash your inner shopaholic at the bustling and vibrant 5th Avenue South or run the picture-perfect 18-hole golf course of LaPlaya Golf Club. Before getting carried away with what Naples has in store, be sure to have the best accommodation waiting for your arrival. To give you an idea, browse through this list of top luxury rentals in Naples, Florida.

We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and access to luxury services and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 12, 2024.

1. Renovated condo with WiFi (from USD 321)

A cozy haven to return to after a day at the beach, this two-bedroom condo-type accommodation has undergone renovation, so you’ll have the best stay ever. Bright furnishings and beach-inspired accents create a relaxing ambiance. In addition to a kitchen, a living room with a wide-screen TV, spotless en-suite baths with walk-in showers, and high-speed internet, guests will have access to a community pool and Naples Beach, just a block away.

Stayed at this property?

4.57 km (2.9 mi) from Naples Zoo at Caribbean Gardens
21 reviews  
condo 4 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Cleanliness:
it was very clean
the pool is gorgeous warm and clean
great condo; spotless and right at the beach
the condo was clean decorated nicely and our contact chris was amazing
the unit is crisp and clean and has everything you need for a great beach vacation
Host:
the owner was very kind and we communicated frequently
my contact people were very helpful answering my vacation questions
hosts were very responsive and could not have been more accommodating
Location:
excellent location walk to the beach
excellent place in an excellent location
we enjoyed the close proximity to the beach shops and restaurants
overall it was good but we were in loved with the location
however the location was great and check in and out was a piece of cake
Read more reviews
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2. Tourist-friendly guesthouse with a glass-enclosed backyard (from USD 861)

For travelers on the hunt for tourist-friendly accommodations, this fully furnished retreat within walking distance of the beach will surely excite you. Shopping, dining, and recreation are a short drive away.

After an adventure-packed day indulging in Naples’ temptations, come home to this air-conditioned guesthouse with four bedrooms, three-and-half baths, and a stunning open kitchen with rustic fittings. On days you feel like staying in, you can have fun in the glass-enclosed pool or go for a refreshing soak in the hot tub. This Airbnb welcomes month-long rentals and longer.

Stayed at this property?
Naples, Florida, United States
2.42 km (1.5 mi) from Naples Zoo at Caribbean Gardens
62 reviews   Wifi Available
ENTIRE HOME 6 Beds 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
we enjoyed very much of the grill the pool and hot tub outside
we very much enjoyed the house especially the pool and deck area
the pool and outdoor space is wonderful and the house has plenty of room
very comfortable home with a lot of space
the covered pool and hot tub were fabulous
Cleanliness:
the house was kept clean
clean pool and house homeowner very responsive to questions etc
there was everything there that one would need and it was very clean
Host:
joe was a great host
joe was a great host
joe was very responsive to questions about the house or any requests we had
joe is an amazing host he was quick to respond and was flexible with all our requests
worth the value host was slow on communication
Location:
great location nice quite neighborhood
nice house on great location
the location was pretty perfect
house was great and the location was fantastic
great location spacious easy check in
Read more reviews

3. Two-story loft with floor-to-ceiling windows (from USD 393)

If you’re the type of tourist who spares no expense on their travels for comfort and convenience, this luxurious two-story, one-bedroom loft may pique your interest. It is a modern abode designed with gorgeous hardwood flooring, clean white walls, and floor-to-ceiling windows that overlook lovely views.

Aside from this cozy unit with its sleek kitchen and pristine baths, guests will have access to Naples Bay Club’s resort amenities, such as a fitness center, hot tubs, and swimming pools. Fancy a game of doubles? You can also enjoy the nearby resort’s tennis courts. Resort fees will apply.

Stayed at this property?
Naples, Florida, United States
2.76 km (1.8 mi) from Naples Zoo at Caribbean Gardens
17 reviews   Wifi Available
ENTIRE CONDO 1 Bed 4 Guests 1 Bedroom 2 Bathrooms

Accommodates: 4

Top guest reviews
Cleanliness:
sparkling clean is an understatement
Host:
host is very responsive and friendly
Read more reviews

4. Two-bedroom condo steps to Naples Beach (from USD 512)

In 2019, this two-bedroom condo for five was renovated to modern perfection. Thoughtful design details, such as neutral-colored furnishings, pops of blue, and sleek appliances, create an Instagram-worthy space. With a tastefully designed and functional kitchen, you will surely enjoy preparing daily meals. As soon as you enter the bathroom, you will be impressed with the breathtaking marble details. WiFi is a welcome bonus.

The best thing about this accommodation is that Naples Beach is just a short stroll away.

Stayed at this property?
Naples, Florida, United States
4.62 km (2.9 mi) from Naples Zoo at Caribbean Gardens
73 reviews   Wifi Available
ENTIRE CONDO 4 Beds 6 Guests 2 Bedrooms 2 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
the pool is never crowded beach chairs included and wonderful amenities throughout
my 14 year old used the sofa bed and he said the mattress was better than he expected
heated saltwater pool was also nice
Cleanliness:
great and clean pool
beautifully decorated and very clean and comfortable
the place was sparkling clean
beautifully decorated and very clean
perfect location very clean and modern
Host:
christine is a lovely host and her place is fantastic
this condo is beautiful and the owners have done a fantastic renovation
Location:
the location is perfect
the best location close to 5th avenue restaurants shopping and across the street from the beach
amazing location steps to the beach and city center
amazing location steps from the beach and wonderful restaurants
you are very close to great beaches and shops and restaurants
Read more reviews

5. The Bay House

Wearing luxury and comfort on its sleeves, this five-bedroom retreat offers million-dollar bay views and state-of-the-art facilities. In your leisure time, you can enjoy laps in the gorgeous outdoor pool or laze away on a sun lounger while marveling at the beauty of the harbor. Make use of the barbecue facilities and plan a spontaneous cookout, where you can bond with your loved ones over grilled bites and drinks.

Other delightful amenities you can expect in this not-so-humble abode include a fully fitted kitchen, a roomy rustic dining set, a sunny living area, and a hot tub, and a picnic area by the water.

Stayed at this property?
Naples, Florida, United States
2.66 km (1.7 mi) from Naples Zoo at Caribbean Gardens
6 reviews   Superhost Wifi Available
ENTIRE HOME 7 Beds 10 Guests 5 Bedrooms 4 Bathrooms

Accommodates: 10

Top guest reviews
Cleanliness:
each room was beautiful with folded towels folded toilet paper and was very very clean
Location:
lovely house well maintained and in a beautiful location with a very short walk to the beach
Read more reviews

6. Classic beach-style cottage with a pool (from USD 1171)

This classic beach-style cottage is a sight for sore eyes as it is very convenient. Its massive space houses five bedrooms and four bathrooms, perfect for families, friends, and workmates on a team-building weekend. The interior boasts an open-plan layout with a modern open kitchen and a Pinterest-worthy dining set. The alfresco dining is more relaxed yet still charming and roomy. Barbecue facilities and a lovely pool area with chic loungers await outside, as well.

With 5th Avenue Shopping Naples Florida within walking distance, you will have easy access to shopping, dining, and entertainment.

Stayed at this property?
Naples, Florida, United States
3.66 km (2.3 mi) from Naples Zoo at Caribbean Gardens
PRIVATE VACATION HOME 10 Guests 5 Bedrooms 4 Bathrooms

Top guest reviews
Amenities & Room:
everyone enjoyed the pool and surrounding patio area for a quick dip or to get some afternoon sun
Cleanliness:
very clean and very comfortable
property was exceptionally clean and ready for our arrival
the house was well equipped extremely clean and had the most amazing heated pool
we came back from the usa with all clean clothes rather than 3 weeks of washing
Host:
owner is super responsive
the property owner james was an excellent host
james was very helpful when any questions needed to be answered
and the property manager was very helpful and communicative
the owner was fabulous to work with and was accommodating with an early check-in
Location:
the location was also perfect a short walk to the beach 5th avenue and the park
the house was perfect and the location is amazing
absolutely superb old naples location
this was an amazing place and location was perfect
we loved the location and the privacy of the property
Read more reviews
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7. Classy four-bedroom townhouse in Olde Naples (from USD 833)

Strategically located in Olde Naples, this lovely four-bedroom guesthouse is top-rated for its convenient location, expansive space, and luxurious amenities. With four bedrooms, three baths, including a master’s with a bathtub, a kitchen, and an open-plan dining and living area with a fireplace, travelers are sure to enjoy a hassle-free and comfortable stay.

On a pleasant day, splash around in the pool or play frisbee or badminton in the vast manicured yard. You can also stroll your way down to the powdery white-sand beaches.

Stayed at this property?
Naples, Florida, United States
3.53 km (2.2 mi) from Naples Zoo at Caribbean Gardens
PRIVATE VACATION HOME 8 Guests 4 Bedrooms 3 Bathrooms

Top guest reviews
Amenities & Room:
huge master suite and larger bedroom with twin beds on west side
Host:
george and sara were great hosts
Location:
great location and well equipped rental
great house with unbeatable location near beach and town
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.

8. Dog-friendly Airbnb with a pool (from USD 1505)

Are you thinking of surprising your family with a long-overdue getaway? Book this chic four-bedroom pad in Naples and make them love you even more. Your partner will appreciate the bright and modern interiors, especially the majestic kitchen, while your kids will be overjoyed with the outdoor pool. With a lounge area and beach chairs, you will have the perfect spot to watch over your brood as you get that perfect tan. On quiet nights, relax and light up the indoor fireplace and cozy up to its warmth.

Fur parents will be delighted with this upscale rental’s pet-friendly policy, welcoming well-behaved dogs.

Stayed at this property?

2.64 km (1.7 mi) from Naples Zoo at Caribbean Gardens
24 reviews   Wifi Available
House 8 Guests 4 Bedrooms 3 Bathrooms

Accommodates: 8
Minimum Nights: 30
Refund Policy : 100% refund if you cancel at least 60 days before check-in.

Top guest reviews
Amenities & Room:
folks also loved the lushness of the backyard and pool
high quality large flat screen tv's and strong internet
good ac system and fans throughout
beds and furniture very comfortable with good showers and good sized bedrooms
great open plan living space with all top class appliances in kitchen
Cleanliness:
secluded pool and clean accommodations
house was very clean thank you barbara for a perfect place to celebrate christmas 2020
Host:
the owner was frequently in touch and responsive to all questions and comments
barbara the owner is super helpful and responsive and a pleasure to work with
the house was very well appointed and the host was wonderfully accessible and accommodating
barbara was so helpful and we would recommend this house and host
barbara was responsive and super easy to work with
Location:
the house location was fantastic
really great location in the heart of old naples
terrific location within 5 minutes of the beautiful naples beach and close to 5th avenue
great location both to old town naples and the beach
location could not be better porch was perfect for spending time with grandmom outside
Read more reviews
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9. Chic condo steps from Naples Beach (from USD 310)

This renovated studio will mesmerize you with its chic interiors. Pale hardwood flooring, neutral-colored walls, turquoise accents, and plenty of natural light make the house seem like the ones typically on Pinterest. It also boasts all the modern conveniences you look for in a home away from home, including a kitchen, a private bath, and WiFi.

Staying in this air-conditioned luxury rental comes with great perks, including free use of the community pool and quick access to Naples Beach, just an arm’s reach from the condo. Downtown Naples and 5th Avenue Shopping Naples Florida are also within walking distance.

Stayed at this property?

4.59 km (2.9 mi) from Naples Zoo at Caribbean Gardens
21 reviews  
studio 4 Guests 0 Bedrooms 1 Bathroom

Accommodates: 4
Minimum Nights: 3
Refund Policy : 100% refund if you cancel at least 14 days before check-in.

Top guest reviews
Amenities & Room:
the unit is upgraded and modern with nice amenities comfortable bed and modern furniture
Cleanliness:
condo was very clean and mostly updated
the condo was clean & beautifully decorated
pool is small but very nice and clean
the room was very clean had comfortable linens and a well equipped kitchen
Host:
the contact was very responsive and helpful we can’t wait to return
Location:
this location is perfect and within walking distance of the beach shopping great restaurants
we would rent this again due to the great location
wonderful updated studio in the best location ahh can’t wait to come back
we could walk to a beautiful shopping area of high-end shops restaurants and even a 7-11
authentic to a true beach property quiet with easy access to parking shops beach etc
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.

10. Upscale abode with a state-of-the-art kitchen (from USD 464)

If you wish to experience the life of the rich and famous on your Naples holiday, you may begin by choosing this elegant four-bedroom abode that will delight the most meticulous guests. The sophisticated kitchen with luxurious countertops and stainless appliances will have you busting out all those secret cooking skills.

You’ll love this home’s open floor plan that exudes a soulfully relaxing atmosphere. There is plenty of entertainment spaces, sparklingly clean baths with tubs, and high-speed internet. Step out to the outdoor space, and you will find a lanai with alfresco dining, a private hot tub, and an outdoor pool.

Stayed at this property?
Naples, Florida, United States
2.54 km (1.6 mi) from Naples Zoo at Caribbean Gardens
6 reviews   Wifi Available
ENTIRE HOME 5 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

Top guest reviews
Cleanliness:
this was an amazing house perfect location everything was clean with high end appliances
Read more reviews

Luxuriate in Naples

Naples is a gorgeous coastal paradise packed with luxurious offerings. You can make your stay even more memorable by choosing the best accommodation for you and your holiday buddies. Choose from rentals with a pool, beach access, state-of-the-art kitchens, or one with all of the above for an extra-special stay experience.

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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Nicole, a writer and traveler, also identifies herself as a free spirit with a wild heart. She is dedicated to telling authentic stories in a relatable manner. Nicole also enjoys exploring new,...Read more

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