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Vacation rentals with a pool in Old Naples

Find and book unique homes with a pool on Airbnb

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Popular amenities for Old Naples rentals with a pool

House rentals with a pool

Top guest favorite
A modern pool area is featured with a spacious swimming pool surrounded by a screened-in lanai. Lounge seating and vibrant cabanas are positioned nearby, providing shaded relaxation. An adjacent game room is visible, equipped with a pool table and foosball table under unique lighting.
Home in South Naples
4.96 out of 5 average rating, 107 reviews

New Home, 6 Beds, Heated POOL / Game Room

PollyanneRating, 5 stars3 days ago
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!
Top guest favorite
A private heated pool is showcased within a screened enclosure. Surrounding the pool, a patio area is furnished with lounge chairs and a dining set. Lush greenery frames the space, while a clear blue sky is visible above.
Home in Bonita Springs
5 out of 5 average rating, 31 reviews

Modern spacious home with private heated pool

BenRating, 5 stars1 month ago
Had a great stay at this home. Home has everything you could need for the stay and loved the location between Fort Myers and Naples. Easy drive to everything the area has to offer. Will definitely look to stay again.
Guest favorite
The screened-in pool area features a refreshing swimming pool with clear water. A comfortable armchair sits beside a fire table, surrounded by lush greenery. Sunlight illuminates the area, highlighting the inviting space for relaxation and leisure.
Home in Fort Myers
4.87 out of 5 average rating, 38 reviews

Welcome Ft Myers 3br/2ba pool vacation- dogs ok

DebraRating, 5 stars3 weeks ago
Clean, comfortable, spacious. Loved having use of beach chairs and beach umbrella. Host was responsive and friendly.
Guest favorite
An aerial view displays a large backyard featuring a green putting green, a spacious pool, and a jacuzzi. A hammock and a seating area with a table are visible, set against a backdrop of lush greenery and a privacy wall.
Home in Naples Park
4.89 out of 5 average rating, 18 reviews

Casa Del Mar - Golf Lover's Dream!

Mary KateRating, 5 stars1 month ago
Our stay at this beach house was nothing short of exceptional! From the moment we arrived, we were impressed by how well-appointed and immaculately clean the home was. Every detail was thoughtfully curated, making it feel both luxurious and comfortable. The outdoor space was truly the highlight— a beautiful pool, relaxing spa, and a fun putting green that kept everyone entertained. Whether we were soaking up the sun by the pool or unwinding in the spa under the stars, it felt like our private oasis. The beach was just a short walk away, making it easy to enjoy the ocean whenever we wanted. Inside, the home was stylishly furnished with high-end touches and had everything we needed for a stress-free vacation. The kitchen was fully stocked, the bedrooms were cozy, and the living areas were perfect for gathering.
Superhost
A private lanai showcases a heated swimming pool with stone accents and built-in steps. Sun loungers are positioned beside the water. The outdoor area is enclosed by a screen, creating a seamless view of the home and the bright sky above.
Home in Pelican
4.8 out of 5 average rating, 55 reviews

Sought after Cape Coral location with heated pool

KerriRating, 5 stars3 months ago
Great house in a fantastic neighborhood. Shawn was a very responsive and helpful host! Our stay was perfect, would highly recommend.
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, 121 reviews

Private Heated Pool and Spa

SherriRating, 5 stars2 months ago
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.
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
4.84 out of 5 average rating, 32 reviews

Tropical House with Pool

LaetitiaRating, 5 stars1 week ago
We loved staying at Elle’s house!!! The pool and the park was ideal for my kids. The house was clean and had everything we needed. The area was so peaceful but yet only a few minutes drive to shops and restaurants. We had a fabulous stay and wished we would have stayed longer. Ele was very friendly and helpful. There was a plumbing issue in the bathroom and she came promptly to deal with it. The double beds were a little soft to our taste but other than that we had a great experience. Thank you Ele!
Superhost
An aerial view of the property reveals a well-maintained roof with a light orange tile design. Surrounding lush greenery includes palm trees and landscaped gardens. Nearby, the private pool is partially visible through a screened enclosure, highlighting the outdoor space in this tranquil community.
Home in South Naples
4.6 out of 5 average rating, 10 reviews

Naples Home with Private pool + Lely Resort access

PaulRating, 5 stars3 weeks ago
Walking into the house was great. The Handbook outlined all the essentials on house operation & had great suggestions of local hotspots. The pictures lived up to reality & the beds were very comfortable, great water pressure & extra ice in the freezer. We said if you think of something you needed Adele had it. The screened in heated pool area was spacious, comfortable and the water temp was great. We used the spa tub bubbles to rejuvenate on the last day and should have used it everyday…yes the bubbles are that good. Would we rent again, YES!

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, 159 reviews

Lely Resort Luxury Condo-2 Spectacular Pool/Golf

NancyRating, 5 stars1 week ago
We had a wonderful stay, loved the pool, restaurant at the golf club, and convienent location. Would come back😎
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, 28 reviews

Gorgeous Condo with 2 Bedroom, 2 Bath, Pool

JessicaRating, 5 stars4 months ago
Jenifer and Wally were great hosts. Communication was proactive and very helpful. The condo was great. It had everything we needed and more including all kitchen essentials and beach essentials. The location is perfect being 15 minutes from either Marco Island or downtown Naples. I would highly recommend staying here and would definitely come back. Thank you Jenifer and Wally for having us!
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 stars9 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, 105 reviews

Cool Condo for your Cozy Stay

ElizabethRating, 5 stars1 month ago
We enjoyed our stay at Doville’s condo. The location within the Lely Resort was great! We walked to workout every morning then went for a swim. The bike and walking trails were beautiful! All the extra amenities she had in the condo was an added bonus. We used the beach umbrella and chairs to visit a beach in Marco Island one day. So much to do in the area! We already booked for next March!
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, 32 reviews

Lovely 2-bedroom condo with pool

EliRating, 5 stars5 days 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, 6 reviews

Beach condo on yachat marina

SheriRating, 5 stars6 days 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!
Guest favorite
A private patio area features a sleek pool and spacious outdoor seating. Modern lounge chairs are arranged near the water, while large glass doors provide a view into the stylish interior, highlighted by marble accents and natural light.
Condo in East Naples
4.88 out of 5 average rating, 34 reviews

Casa Di Napoli: 2/2 Chic Retreat/Private Pool

SusanRating, 5 stars2 weeks ago
I wasn't sure how I would feel about visiting Naples but it exceeded my expectations. This Air BnB is really fantastic. Anthony has anticipated one's every need. If you are traveling with children, he has a whole draw of games and items to amuse a range of ages. I loved the setting where you can sit outside in front of the water features (elongated pool and jacuzzi) and read, or look for birds or animals in the stream that flows by the house. After a day of visiting beaches or the Naples Botanical Garden, my sister and I found the setting very peaceful. Also, the beds are extremely comfortable. I left our one-week stay feeling more rested than I have in years. The art work on the walls added to our sense of fun!
Top guest favorite
Condo in Park Shore
4.91 out of 5 average rating, 158 reviews

Park Shore Resort Modern Top Floor 2 Bed 2 Bath

MohitRating, 5 stars3 months ago
Lauren has done up the place very well and having beach towels and beach chairs really helped us. The place is clean and the view from the balcony overlooking the water body is gorgeous. Having a pull out sofa in the living area is an added bonus. The best part is that good eateries and a grocery store are walking distance from the apartment. Lauren is extremely responsive and helped us whenever we needed it. We would certainly like to stay here again if we visit Naples.

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