
House holiday rentals in Old Naples
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Top-rated house rentals in Old Naples
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Popular amenities for Old Naples house rentals
House rentals with a pool

New Home, 6 Beds, Heated POOL / Game Room
We had a great stay and are already dreaming of our next visit to Sivys’s. The house was full of essentials, nothing was overlooked. Located in a quiet neighborhood but close to so many local attractions. Beautiful outdoor area where we spent most of our time. Bedrooms and bathrooms were all great sizes. The house was extremely clean and welcoming. No detail was forgotten, a true gem!

Close to Downton Naples with a heated pool
Beautiful home with the most comfortable bed! Warm pool was luxurious and very private. The yard has TONS of potential and my dogs loved the space to run around. Very near Tin City and downtown, yet just minutes to Naples Botanical Gardens where I was attending an event. Felt very safe. Thoroughly enjoyed my stay.

Cabana Breeze: Pool Home w/Cabana and In-Law Suite
Great stay and host! Patrick was very accommodating and place was exactly as described. Next time we come to Naples would definitely come back to stay.

South Exposure Heated Pool Home
We enjoyed our stay, the home was easy to find, easy to access and in a great location with lots of amenities in close proximity. Fully equipped with everything we needed for our stay. Pool was lovely and the home has a great patio area for lounging on an evening. Lots of outdoor furniture to choose from. Night lights in the bathrooms and kitchen were great. Lots of equipment at the ready for use at the beach as well as bikes. Adequately equipped with towels and beach towels. Place was clean and tidy on arrival. I would definitely stay here again. Thank you Ashley

“Estey Oasis” Heated Pool! Near Beach & 5th Ave.
We stayed at Jesse’s place for a week with 4 adults and an infant. We loved our stay and would definitely stay here again if we came back to the area! The house was the perfect set us up for us which is not always the case while traveling with a baby! Jesse had thought of everything you may need during your stay and made it readily available. Jesse was also very responsive and proactive with reminders as needed.

Private pool-spa home just blocks from the beach
Our recent stay at this home was simply the easiest and most beautiful vacation I've had. Ted answered our questions so quickly and made check in a breeze. The home is very well stocked for beach fun, a relaxing day be the pool in the backyard, or a restful nap in the quiet home. Just blocks from stores, beach, restaurants and a short drive to the Pier. The neighborhood is so quiet at night allowing us to peacefully relax outdoors. I really felt at home here and we will be using this home again upon our next visit. Thanks for making our vacation great.

Private Heated Pool and Spa
the house was updated and very accommodating. we felt right at home. the outside amenities had the pool, jacuzzi, and an amazing area to sit outside and relax. beds were very comfortable. Alex had great communication and responded quickly. would not only recommend this house, but would stay here again.

Beautiful Home w/ Pool & Spa, Pet Friendly!
This place is great, with lots of spacious, clean rooms. We’ve done AirBnB’s in Naples yearly for a while and Dara’s place was the best for our needs. The pool faces south giving a lots of sunshine while still offering a large shaded space. In addition to the 3 bedrooms is a large den with a big flat screen TV, so I could sneak off when the wife and adult kids (yes, they still vacation with us 😉) are on a Vampire watching binge. Dara was very attentive and helpful. We’ll likely be back!
Weekly house rentals

Aqua Blue! A Mile to Beach! Heated Pool, Pets!
The house was wonderful. Very clean, great pool, and great location. We have rented many places throughout the years and this property management company was by far the best to work with. Extremely responsive and very friendly! Jon was awesome! Even went out of his way to help my son find a baseball game on TV. Would absolutely rent from them again!

Serenity in Paradise-Heated Pool-10 min to Beach!
This home has everything we needed to relax on our vacation. It is very clean, spacious (we are a family of 4), and the heated private pool was such a nice bonus! Tena met us at the house as soon as we arrived to give us a tour and to go over little details such as light switches for the outdoor space etc. The neighborhood itself was quiet and close to stores, restaurants and beaches. Both Tena and Tim were incredible hosts, and responded to any needs we had within minutes of texting. We highly recommend staying here!

Cozy 3 Bedroom Plus Den Home in Naples
We rented the home for a month, we found it peaceful, relaxing and very comfortable. We enjoyed the pool and hot tub and the area is great for walking. It was very private and there are lots a good restaurants nearby. We enjoyed the Vanderbilt Beach Market on Saturday mornings. I would definitely rent this home again. Julie R

Tropical Family Fun
Everything was great, the only thing I would recommend to Milly is more bathroom washcloths for guest that are going to be at the house more than a couple of days. If I had ask I'm sure she would have brought more by but, I didn't want to be bothersome to her. GREAT HOST!

Nichols Blue Lagoon
Beautiful home in a beautiful neighborhood. The pool area is incredible . Our stay here was amazing. Thanks to Meg and Chris for sharing their home

Oasis 2 Miles from the Island
First time in Fort Myers Beach for us. We absolutely loved it. Jeremy’s home was beautiful and spotless. I was impressed by all of the brand new towels , sheets, pillows, and so much more. The area was a beautiful Tropical Paradise. Plenty of places nearby to shop and eat. Very close to the beach too, which was breathtaking. And Jeremy also provided everything for a trip to the beach, including a cooler! All the pools and Laundry building was a plus! Communication was always easy with Jeremy. Always quick to respond. We are looking forward to returning next year and many more after that. I would give him 10 stars if I could.

Key-Wester- Pool & Jacuzzi gated Community
Serene location on the Imperial River but close to beaches and restaurants. For families- nice, safe community within bike ride or very short drive to nice playground/ball field of Bonita Springs. Kitchen is well stocked and fun to use the kayak on the river! Have everything you need for the beach as well. Wonderful place and efficient and responsive management! It’d be amazing to be able to come back!

Lovely home nestled near Sanibel & Ft. Myers Beach
Beautiful house in convenient location! Neighborhood was quiet and the pool was great! Host was very responsive when we had a couple of minor issues (that were addressed immediately). We very much enjoyed our first snowbird experience!!
Private house rentals

Fully Updated/Luxury Beach House w/Master Suite-Cl
We loved the house and area, about 2 blocks from the beach. The neighborhood was quiet. We would stay here again. The house is HUGE! Plenty of beach towels, a wagon, beach chairs, and cooler were put to good use every day! Screened in back porch with table was nice for dinners. This has nothing to do with the house or host, just a heads up for others staying in this area - traffic gets very congested in the mornings and mid afternoons so allow extra time when traveling to and from the island.

Large Safe & Private Heated Pool Home just for you
Liked that the home was very roomy, vaulted ceilings, a spacey living area, a 6 chair dining table & a high chair for a baby. Manny was very communitive, making sure we got in Ok, Manny provides a detailed house guide with instructions. Little touches like the snack tray that was left for us, adding a couple of bottles of waters, makes you feel special. The heated pool with beach towels & lania furniture were great, so relaxing. Plenty of kitchen appliances. Downside I 75 is literally off the back yard. You can't see it, but you definitely hear the noise from all the traffic. Master bathroom only, weak water pressure. Internet connection on TV was spotty. Opportunitys didn't like the looks of frying pans or pots, didn't use. We did use the baking sheet & I had to wash them. one cutting board it was plastic & worn. We did have to clean the outdoor grill before use, Manny did communicate with us on getting the grill started. Overall we would stay with Manny again, lovely home. TY!!

Naples Retreat: Salt Pool & Spa, Prime Location
Everything was great and the house was very nice. We stayed only for one night and we found everything was easy, and fast to setup. Thanks for everything!

Beatiful house Ole Lely Resort Naples Marco Island
Great hosts, great neighborhood, great location. Townhouse had plently of space for 6 people with the 3 large bedrooms. Quick walk to all ammenities. Hosts were great at communicating and allowing for early check-in. Highly recommend to anyone looking for resort style pool and quiet and safe neighborhood.

Private 4bd x 2 ba Home. huge gated yard, Parking
This home was perfect for our stay while in town works. Home is clean, comfortable, well appointed and host is very responsive! Highly recommended!

Naples Oasis: Peaceful 3BR House Near Beaches
Perfect location. My husband is from Naples & actually grew up in that same neighborhood. He was excited I had booked this home! It was clean & spacious. Near plenty of stores & the park in the neighborhood was great for our 3 kids. Our first time getting an Airbnb & it was a great experience!

Private Oasis!Bike to beach, heated pool. Reduced!
Nilda was a great host, communicative and friendly. Loved the location , easy access to everything and tons to do in the local area. The home was comfortable and well equipped. Loved the pool area, peaceful and private. Hope to stay again next time we are in Naples :)

Luxury Country Guest House
Jennifer was an amazing host. Not only was she very responsive and helpful, but she was so caring and kind to my family. She showed her horses to my daughters and even let my oldest give them treats. Her house was beautiful and rustic. It was so nice to stay there and it truly felt like home. I highly recommend her stunning home.
Quick stats about house rentals in Old Naples
Total rentals
50 properties
Nightly prices starting at
$109 AUD 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
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- Condo rentals Old Naples
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- Tigertail Beach
- Clam Pass Park
- Panther Run Golf Club
- Talis Park Golf Club
- The Club at The Strand
- Esplanade Golf & Country Club of Naples
- Bonita National Golf & Country Club
- Worthington Country Club
- Tarpon Bay Beach
- Boca Beach
- Moorings Beach Private Park
- Lovers Key Beach
- Seagate Beach Club
- Del Tura Golf & Country Club
- Stonebridge Country Club
- Residents' Beach
- Gasparilla Island State Park
- Delnor-Wiggins Pass State Park
- Bonita Beach Dog Park
- Barefoot beach Bonita Springs,FL
- Manatee Park
- Naples Botanical Gardens
- Cypress Woods Golf & Country Club
- The Quarry Golf Club Naples