
Vacation rentals with a pool in Old Naples
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Old Naples
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for Old Naples rentals with a pool
House rentals with a pool

Pool house near Hyatt Regency Coconut Point
The house was fabulous and better than the photos! We had family staying at the Hyatt Regency and this was the perfect location to meet up and be close. As a family, (ages 13-47) we spent the entire day at the house and everyone agreed, it was better than the Hyatt resort! There is a Publix grocery store and several many restaurants within an 8 minute drive. Also, I swoon for the hammock between two Pine trees. If we are lucky, we will come back for another stay!

Casa Las Palmas 3BD/2BH/Heated Pool Home
We stayed here for a wedding with a group of friends. It was conveniently located and the pool table, ping pong table and pool were great amenities to have! Quiet neighborhood, with a private backyard. There were limited items in the kitchen (like pans, glasses), but we made it work and found that we overall had what we needed. The rooms were clean and cozy. The couch was very comfortable. The soaps in the shower were not full, but we brought our own anyways. Lidiana was very responsive to messages whenever we had a question. Thanks for hosting us!

Villa Memory Lake
We were in the house for a week with another couple. It was the most enjoyable time as we had full privacy and all the amenities of the resort, but only for ourselves. House is very clean, specious, and delivers everything you see on pictures and more. The management is caring. They are available if you need them but are not overwhelming you, and they respect your time and privacy. Overall, it was a great experience and would recommend it to anyone.

Style & Comfort In Naples | Pool, Location & More
An unforgettable and soul-soothing weekend! This Airbnb was everything we needed and more. From the moment we arrived, it felt like a hidden gem tucked away in paradise. The location is perfect just minutes from the beach, the zoo, delicious food spots, and downtown adventures. But the real magic? That private pool. It was pure bliss like our own slice of heaven on earth. The house itself is filled with beautiful natural light, making every morning feel like a gentle, warm embrace. The beds (and that super comfy couch!) gave us the deepest, most restful sleep we’ve had in ages. We loved taking peaceful afternoon walks through the neighborhood, it’s safe, quiet, and so charming. The hosts were absolutely wonderful kind, responsive, and truly committed to making our stay perfect. We felt so cared for. This place didn’t just meet our expectations it gave us peace, joy, and memories we’ll hold onto forever. If you’re looking for a place to disconnect from stress and reconnect with what

Why rent a hotel when you can have a pool home?
David’s place was a little out of the way to get to everything. But it worked for us as his place gave us everything we needed for our stay. The house next door was a little sketch but we had no issues with any of the neighbors! It’s a very nice home. Comfortable beds and a good shower. Very dog friendly! He even has a board for the dog to climb out of the pool. Nice fenced in back yard with a doggie door that my dog enjoyed using! ❤️

Private Heated Pool and Spa
This was our second time at Alex's house. Gets better every year. Alex is very accommodating.

Beautiful Home w/ Pool & Spa, Pet Friendly!
Beautifully decorated and spacious place to stay! Our favorite was the outdoor area and pool setup. Was so happy to have the lanai with the many bugs of Florida. We generally work while we vacation and I enjoyed setting up outside to have a different environment. Lovely kitchen with everything you need, we used the grill and enjoyed having the necessities. Including the washer and dryer! We needed that! Location was pretty good, we were closest to Delnor Wiggins and Bonita Springs. About a 10-15 minute drive to both of those. We were 20-30 minutes from Vanderbilt, Naples, and Clam Pass. Restaurants and grocery stores all very close. Dara was great! We had a few questions while there and she was prompt and communicated well! This is definitely a recommended place, the neighborhood was quiet and we were able to relax.

Tropical House with Pool
Ele is a wonderful host, she was very attentive, very friendly and cordial we communicated very well, the house is beautiful and had all the amenities that we needed, and the pool was fantastic, we enjoyed our stay, and we will certainly recommend this house to friends and family.
Condo rentals with a pool

Lely Resort Luxury Condo-2 Spectacular Pool/Golf
We really enjoyed our stay at this condo. Everyone at the tennis/pickleball courts were friendly, and we got in good practice and games. The pool and hot tub were a great way to end the day. Ken was responsive to any of my questions. Close to grocery stores and shopping. Ken gave great recommendation for visiting the beach.

Sunny Florida condo!
Thank you for hosting us

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool
This place exceeded our expectations. The condo was very clean with many amenities. The pool was heated to a perfect temperature. Having restrooms at pool was nice. Beds were comfortable. Having a wagon and beach chairs were so helpful to have. Even enjoyed the games left by host. Having grocery within walking distance was a bonus. We were there for US Open pickleball tournament only 5 miles away, very convenient. Highly recommend this place.

GreenlinksVilla-3BD, ground floor, golf, pool
Place is as described. Great location and resort. Elena is a very responsive host. Bedding and linens very comfortable. Close to restaurants and activities. Pool was good for kids.

Sanibel Harbour Resort - 216: Colorful condo
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return

Cool Condo for your Cozy Stay
We absolutely loved our stay at Dovile’s condo!! It truly exceeded our expectations. We felt so at home and comfortable. It is everything the description states and more. We loved the beautiful pool just steps away and met some very nice people there. I took a few morning walks and really enjoyed taking in the beautiful grounds at Green Links and Lely. Naples Beach, Isle of Capri, Marco Island, Bayfront, Tin City, and the Naples Zoo are a few of the places we visited just a short drive from the condo. I would definitely love to stay there again!!

Lovely 2-bedroom condo with pool
The place is perfect and as advertised -- the pictures do it justice. It was great for our family stay and I would highly recommend it. Lidia is wonderful to deal with and a great host. The pool was warm and perfect -- we just loved it there.

Beach condo on yachat marina
Karley’s place exceeded our expectations. Very peaceful neighborhood. Very friendly people in the neighborhood. The condo had everything that we needed. The lanai was my favorite spot! We even got to fish just a few steps from the door. Very comfortable and super clean condo. We rented e-bikes just a 5 minute walk away. They were great for passing backed up traffic going towards Times Square at the beach. We also rode them all the way back on the shoreline. It was awesome! We would definitely not hesitate to stay there again. Any questions that we had were answered super quick. Great host and co-host! Thanks again Karley and Kelly for letting us stay at your place!
Quick stats about vacation rentals with a pool in Old Naples
Total rentals
230 properties
Nightly prices starting at
$70 before taxes and fees
Total number of reviews
2.5K reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
110 properties have a dedicated workspace
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- Naples Beach
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