Vacation rentals with a pool in Old Naples

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Popular amenities for Old Naples rentals with a pool

House rentals with a pool

Guest favorite
A screened-in pool area is surrounded by lush greenery, featuring a clear blue pool and a small staircase for easy access. The patio includes an outdoor seating area and a barbecue grill, providing a relaxing space for enjoyment amidst nature.
Home in Bonita Springs
4.93 out of 5 average rating, 142 reviews

Pool house near Hyatt Regency Coconut Point

CarrieRating, 5 stars1 month ago
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!
Superhost
Home in Fort Myers
4.85 out of 5 average rating, 108 reviews

Casa Las Palmas 3BD/2BH/Heated Pool Home

SammyRating, 5 stars2 months ago
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!
Superhost
A large pool is visible, surrounded by comfortable lounge chairs and shaded seating areas. The pool enclosure features a screen to enhance relaxation while taking in the expansive outdoor space, where bright blue skies are visible above.
Home in Pelican
4.68 out of 5 average rating, 22 reviews

Villa Memory Lake

AlisaRating, 5 stars18 months ago
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.
Superhost
A private pool is surrounded by a smooth concrete patio, with vibrant greenery in the background. Multiple lounge chairs are positioned by the water's edge, and a table with chairs is placed nearby, offering spaces for relaxation and socializing outdoors.
Home in Naples
5 out of 5 average rating, 3 reviews

Style & Comfort In Naples | Pool, Location & More

Keren GenesisRating, 5 stars1 week ago
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
Guest favorite
The outdoor pool area is enclosed by a protective screen, featuring a heated pool with a gentle curvature. Surrounding the pool are light-colored pavers and lifebuoys hanging on the walls. A pool ladder and reclining loungers are visible, enhancing the relaxation space.
Home in Fort Myers
4.91 out of 5 average rating, 35 reviews

Why rent a hotel when you can have a pool home?

LysaRating, 5 stars1 month ago
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! ❤️
Guest favorite
A spacious outdoor area features a private, heated pool surrounded by a screened enclosure. The pool includes an attached jacuzzi and is framed by lush greenery. The sunset casts a gentle glow, enhancing the serene ambiance of the space.
Home in Fort Myers
4.95 out of 5 average rating, 124 reviews

Private Heated Pool and Spa

TimRating, 5 stars1 month ago
This was our second time at Alex's house. Gets better every year. Alex is very accommodating.
Top guest favorite
An enclosed swimming pool area features a spacious pool and a raised spa. The surrounding patio is paved with light-colored tiles, complemented by lush greenery and trees outside the screened enclosure. Sunlight filters in, creating a relaxing atmosphere for outdoor enjoyment.
Home in Naples
4.98 out of 5 average rating, 41 reviews

Beautiful Home w/ Pool & Spa, Pet Friendly!

JosephRating, 5 stars2 weeks ago
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.
Superhost
A screened-in pool area features a rectangular pool with clear turquoise water. Surrounding greenery is visible beyond the enclosure, providing a serene backdrop for relaxation. The pool deck is designed with white tiles and includes safety rails for easy access.
Home in Pelican
4.86 out of 5 average rating, 36 reviews

Tropical House with Pool

ClaudiaRating, 5 stars3 weeks ago
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

Guest favorite
A resort-style pool is surrounded by lush greenery and tropical palm trees. Bright blue water sparkles under the sunlight, with a rock feature enhancing the natural setting. Lounge chairs are positioned nearby, inviting relaxation within the landscaped pool area.
Condo in South Naples
4.93 out of 5 average rating, 161 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

MellanieRating, 5 stars1 month ago
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.
Guest favorite
The outdoor pool area features clear blue water surrounded by palm trees. White tables and chairs are arranged nearby, and lounge chairs are positioned along the pool's edge. A tennis court can be seen in the background, providing additional recreational space.
Condo in Fort Myers
4.76 out of 5 average rating, 85 reviews

Sunny Florida condo!

JoseRating, 5 stars1 month ago
Thank you for hosting us
Top guest favorite
A sparkling outdoor pool is surrounded by vibrant landscaping, featuring palm trees and colorful foliage. Two lounge chairs are positioned beside the pool area, offering a relaxing spot to enjoy the sun. A bright blue sky with scattered clouds creates a peaceful atmosphere.
Condo in South Naples
5 out of 5 average rating, 29 reviews

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool

RonRating, 5 stars4 weeks ago
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.
Superhost
A large pool area is surrounded by palm trees and tropical landscaping, featuring a sparkling blue water surface. Sunlight reflects off the water, creating a bright ambiance. A smooth cobblestone deck provides space for lounging and enjoying the outdoor setting.
Condo in South Naples
4.92 out of 5 average rating, 26 reviews

GreenlinksVilla-3BD, ground floor, golf, pool

TasiaRating, 5 stars5 months ago
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.
Superhost
The living area displays a combination of coral-colored sofas adorned with decorative pillows, framed by plants and artwork. A glass coffee table rests on a vibrant area rug, while a dining space is visible in the background, showcasing additional seating and natural light.
Condo in Fort Myers
5 out of 5 average rating, 3 reviews

Sanibel Harbour Resort - 216: Colorful condo

EmmaRating, 5 stars11 months ago
Everything was perfect, the place, the atmosphere, the spacious Apartment, very crean, perfect. I Would return
Top guest favorite
Condo in South Naples
4.95 out of 5 average rating, 106 reviews

Cool Condo for your Cozy Stay

SandraRating, 5 stars1 month ago
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!!
Top guest favorite
A heated swimming pool is surrounded by lush greenery, featuring palm trees and colorful plants. Several lounge chairs are positioned around the pool, and a blue umbrella provides shade. A waterfall feature enhances the tranquil setting.
Condo in South Naples
5 out of 5 average rating, 33 reviews

Lovely 2-bedroom condo with pool

EliRating, 5 stars1 month ago
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.
Top guest favorite
A light and airy dining area is featured, consisting of a round table and two white chairs. A turquoise cabinet with glass doors is positioned nearby, and natural light enters through the window with horizontal blinds, offering a view of the outdoors.
Condo in Fort Myers Beach
5 out of 5 average rating, 7 reviews

Beach condo on yachat marina

SheriRating, 5 stars1 month ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Collier County
  5. Naples
  6. Old Naples
  7. Rentals with pools