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House holiday rentals in Old Naples

Find and book unique houses on Airbnb

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Popular amenities for Old Naples house rentals

House rentals with a pool

Top Guest favourite
Home in Naples Park
4.96 out of 5 average rating, 55 reviews

533 Posh Paradise | Designer Pool/Spa | Walk2Beach

BreeRating, 5 stars2 weeks ago
Absolutely loved staying here!! The pool was everything!! Me and my group were a little worried about distance to beach but it is so close to both the best beaches in town!! Walkable or a a short drive!! We will definitely be back!!
Top Guest favourite
Home in East Naples
5 out of 5 average rating, 8 reviews

*New*5minto5th|Heatedpool|privateyard|10mintobeach

BryanRating, 5 stars1 week ago
What an amazing stay! This spot is a gem that rewarded my guest and I amazingly! We will be back! Centric to best spot in Naples. Incredible place to unwind and celebrate. An oasis of comfort with plenty of room, every single thing you need and as clean as the best hotels I have ever stayed at!!! We will be back!
Top Guest favourite
Home in Naples Park
4.95 out of 5 average rating, 124 reviews

Lovely Beach Bungalow pool/spa 1.5 mile bch Naples

FiorellaRating, 5 stars3 weeks ago
Hi Carmen ! Thank you so much for opening up your beautiful home. Everything was perfect and made my stay so comfortable and enjoyable. I truly appreciated the thoughtful touches and how clean and peaceful everything was. I’ll definitely be recommending your place to friends and would love to stay again in the future. Thanks again for everything! Best, Ella
Top Guest favourite
Home in Naples
5 out of 5 average rating, 27 reviews

Briarwood Paradise - The Briarwood Rental Company

GuadalupeRating, 5 stars4 months ago
This is the second time we've stayed at this house, and the third time with Marc and Anne as hosts. They're great! The house is very complete, tidy, there are plenty of towels and the kitchen is a 10. I recommend opening the windows and letting the sun in. It's a super bright house. The patio is always our meeting place: between the pool and the barbecue. We had a problem with the dryer, and Marc was absolutely prompt, attentive and helpful. The weather didn't help, but we still had a FANTASTIC time. The house has bicycles, which we enjoyed riding around the neighborhood, which is beautiful. Thanks for having us once again. We really take care of and feel at home in your home. Because that's how you make us feel, really well taken care of. THANK YOU FOR EVERYTHING ❤️
Top Guest favourite
Home in East Naples
4.94 out of 5 average rating, 71 reviews

Luxury Private Retreat with New Pool in Naples

JorgeRating, 5 stars2 weeks ago
Great and beautiful home the perfect place for a retreat.
Superhost
Home in East Naples
4.89 out of 5 average rating, 28 reviews

Cozy tropical home on water minutes from downtown

SharonRating, 5 stars2 months ago
An Unforgettable Tropical Getaway! This Airbnb is truly a hidden gem! Nestled right on a serene lake, the property offers a perfect blend of luxury and natural beauty. From the moment we arrived, we were blown away by the stunning landscape—lush tropical greenery, swaying palms, and a peaceful water view that made every morning feel like a dream. The home itself is absolutely gorgeous. Every room is stylishly decorated with antique high-end touches that still manage to feel cozy and inviting. You can tell a lot of thought went into every detail—from the plush furnishings to the vibrant artwork and elegant lighting. We spent our days lounging by the crystal-clear pool and our evenings by the fire pit, watching the sun set over the lake. Whether we were sipping coffee on the patio or enjoying a relaxing swim, every moment here felt like pure bliss. This home is everything you need for a luxurious vacation, relaxing escape or peaceful retreat. Thanks Marco!
Guest favourite
Home in Naples Park
4.96 out of 5 average rating, 189 reviews

LUXE: Beach Home w/ Screened Pool & Spa, BBQ

LaurenRating, 5 stars3 weeks ago
We had a wonderful stay. Dara, our point of contact was proactive, responsive, and very helpful. The home was very well stocked, extremely clean, and in a great location.
Guest favourite
Home in East Naples
4.88 out of 5 average rating, 317 reviews

Crystal Palms

RobRating, 5 stars3 weeks ago
As always, this is a great place!

Weekly house rentals

Guest favourite
Home in East Naples
4.93 out of 5 average rating, 92 reviews

Jony’s Paradise

JonathanRating, 5 stars3 days ago
Jony is Great
Superhost
Home in East Naples
5 out of 5 average rating, 4 reviews

Unique Peaceful Home Close to Downtown Fast WiFi

CecileRating, 5 stars3 months ago
This lovely hideaway added so much to our stay in Naples! It has an excellent location, only about 1 mile to Old Naples and 2 miles to the beach! The place itself is a gem, situated up among lush trees and vegetation. Gale has it thoughtfully and attractively decorated and there is sunshine galore. There is a washing machine and dryer and lots of room to hang clothes and store luggage. Even coffee was provided in the freezer to get us going! We would definitely stay again!
Guest favourite
Home in Naples
4.82 out of 5 average rating, 57 reviews

Guest suite with full privacy

ProkopRating, 5 stars1 week ago
Great place to stay for a work trip, quiet and easy to access via private entry, all the basic needs you will need for a week long stay. Great host and a great price point. Extremely close to downtown Naples, the zoo, all the great local coffee shops and few minute drive to beach front. 15 minute drive to one of my favorite local restaurants “The Dock at Crayton Cove “
Top Guest favourite
Home in East Naples
4.98 out of 5 average rating, 90 reviews

Perfect 2 Bedroom House w/ Pool!

MadisonRating, 5 stars2 days ago
The house was so nice and I lovedddd the backyard. Such a nice place to vacation! Close to the beach and the ave. Definitely would come back!
Guest favourite
Home in Naples
4.93 out of 5 average rating, 75 reviews

Cozy 2B/2BA Home w/ Heated Pool, 10 Min to Beach

MaryRating, 5 stars2 weeks ago
Clean and uncluttered space. Pool was our favorite place. There were several pool floats available and plenty of seating outside, both in the sun and under cover. Well appointed kitchen. Check in before you go shopping to see what useful items are already included. Plenty of towels are available and the washer and dryer onsite was a great way to wash our clothes during our visit. Next time I will definitely pack less clothing. The huge TV allowed us to utilize our Amazon Prime to watch movies in the evening. Beds were comfortable and all the lights were labeled. Lots of ceiling fans and lighting with places to plug your devices. We will definitely return to rent this house if Tatiana will host us again.😁
Guest favourite
Home in Naples
4.93 out of 5 average rating, 29 reviews

Central Lakeside Home + Heated Pool

NatalieRating, 5 stars1 month ago
Jade was an excellent host. The house was clean and had everything we needed. Her response to the minor issues we had was quick and everything was fixed promptly. The location was great. Would definitely return. My only complaint (personal one) is that basic cable would be nice as not everyone has all streaming apps. We did have access but getting local news and weather would be a plus. Again this is a personal choice. We really enjoyed ourselves.
Guest favourite
Home in Naples
5 out of 5 average rating, 37 reviews

Welcome to Little Paradise

LucaRating, 5 stars2 weeks ago
We stayed for 2 nights with family and friends, and the experience was absolutely amazing! 🌟 The place is super clean, exactly like the pictures, and has such a peaceful atmosphere. The pool was spotless and perfectly warm, with jets that made it feel like a relaxing massage just what we needed to unwind! The house was very well equipped, with plenty of supplies and extra items available for guests to use. We appreciated the many towels and beach towels provided everything was thoughtfully prepared. 🏖️ Whether you’re coming with family, friends, or just looking for a romantic getaway, this place is a perfect choice. We absolutely recommend it to everyone and would love to come back! 💛
Guest favourite
Home in East Naples
4.82 out of 5 average rating, 34 reviews

House 2Queens Fenced Yard Near DownTown & Beach

T JRating, 5 stars1 week ago
I love this property. It has everything you need, nicely updated and a private back yard porch and yard. It was a very comfortable stay here for the second time.

Private house rentals

Superhost
Home in Naples
4.93 out of 5 average rating, 15 reviews

Naples Retreat: Salt Pool & Spa, Prime Location

SebastianRating, 5 stars3 weeks ago
We had a great time at the house! Everything looked even better than the pictures. We had a small cleaning issue with the pool but aside from that, everything was perfect. Nick was a great host and very communicative. My family and I had a great time.
Guest favourite
Home in South Naples
5 out of 5 average rating, 37 reviews

Spacious Luxury Home with Heated Pool and Hot Tub

JeremyRating, 5 stars1 month ago
We had a fantastic time at Chris's property in Naples. The house is beautiful and the outdoor area is perfect for relaxing, swimming, and grilling. We travel to Naples twice per year and this is our favorite airbnb that we have rented. We would definitely stay here again in the future. Thanks Chris for being an excellent host!
Top Guest favourite
Home in East Naples
5 out of 5 average rating, 52 reviews

Updated 4 bed/3 bath Near Dwntn & Beach

GiselaRating, 5 stars1 week ago
Wanted to spend the weekend in Naples for a family getaway and this was the perfect place. Well located, clean, has everything you need. Bedrooms are a great size. The outside is a great spot to hang out. Absolutely loved our stay and will be booking again next time I am in town. Highly recommended it!
Top Guest favourite
Home in South Naples
5 out of 5 average rating, 20 reviews

3bed 2bath Home Pool/Hottub/Spa East Naples Lely

VadimRating, 5 stars2 weeks ago
Carla's place was definitely worth the price. The home was meticulously clean and we really appreciated the modern kitchen appliances, which we used daily to cook and clean the dishes. The furniture is very comfortable, although we found the extra mattress topper in the master bedroom making the bed too soft. The master shower is amazing! Kids and I loved the pool and the partial shade throughout the Am morning and evening. Everything was supplied - beach chairs, umbrella, pool toys and fully stocked kitchen. Even rice cookers, crock pot and air fryer are available, as well as 3 ways to make coffee ☕. Publix stores and Walmart very close by, Loudermilk park/Beach within an 18- minute drive. Thank you, Carla, this would be a place to come back to if visiting area again.
Top Guest favourite
Home in Naples
4.97 out of 5 average rating, 37 reviews

Heated Pool, Arcade, <10 min Beach ~ 25 min to RSW

AntoiniqueRating, 5 stars2 weeks ago
This place was the best airbnb I stayed in yet! The house was absolutely gorgeous and very clean(I have OCD so this was great)! The host was very friendly and helpful! I drove 17 hours and 30 minutes to florida from Indiana and we made it in way earlier than check in and Edward was super nice and let us go ahead and get into the house early! We were so exhausted from the drive and he understood and told us we can go ahead and enter and rest! That was super nice! We have recommended his airbnb to a lot of our family and friends! If you are looking for a place in Naples that is very clean and the neighborhood is absolutely beautiful and quiet this airbnb is the best CHOICE!
Top Guest favourite
Home in East Naples
5 out of 5 average rating, 44 reviews

Naples Oasis

JustinRating, 5 stars1 month ago
This location was perfect for our trip. We wanted to enjoy the surrounding area and this place was the perfect home base. We were able to do lots of cooking in the house because the kitchen and grilling area were so accessible and clean. We also loved the pool and made use of it all week. Bojan provided beach supplies, chairs and umbrellas, for us to use which made it super easy to load the car and head to the beach. Bojan was an incredibly gracious host and this place was a perfect central location for visiting Naples.
Guest favourite
Home in Naples
5 out of 5 average rating, 21 reviews

Naples Private Pool Home w/ Garden close to Beach

AngeliqueRating, 5 stars2 months ago
The home is beautiful, the grounds incredibly curated, and the pool was pristine and soothing. The kitchen was particularly well appointed, and for those of us who enjoy entertaining and/or cooking, it was a chef's kitchen. We have already committed to return next year..for a longer stay! Thank you for your hospitality, Sherri! Angelique & Steve
Top Guest favourite
Home in Naples
5 out of 5 average rating, 46 reviews

Private Pool, Spa, Minutes to the Beach &King Bed

PatrickRating, 5 stars3 days ago
We had an incredible stay at this beautiful Airbnb in Naples, Florida. The home was absolutely immaculate — spotlessly clean, modern, and equipped with all the appliances and comforts you could need. It was incredibly family-friendly, with thoughtful touches throughout that made us feel right at home. The swimming pool was a highlight — pristine and perfect for relaxing or playing with the kids. Even on the couple of rainy days we had, the hosts went above and beyond by sending thoughtful gifts for our children, which really made the experience extra special. We truly appreciated the attention to detail and warm hospitality. We couldn’t have asked for a better place to stay and would highly recommend this home to any families visiting Naples. We’d come back in a heartbeat!

Quick stats about house rentals in Old Naples

  • Total rentals

    50 properties

  • Nightly prices starting at

    $116 NZD before taxes and fees

  • Total number of reviews

    700 reviews

  • Family-friendly rentals

    40 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Old Naples
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