Vacation rentals with a pool in Port Charlotte

Find and book unique homes with a pool on Airbnb

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Popular amenities for Port Charlotte rentals with a pool

House rentals with a pool

Guest favorite
A spacious lanai features a dining table surrounded by comfortable chairs, overlooking a private pool. The screened enclosure provides a view of the lush greenery and potted plants in the backyard. Sunlight filters through, creating a bright, inviting outdoor space for relaxation.
Home in North Port
4.92 out of 5 average rating, 39 reviews

Family Home w/Private Pool, Patio, King Bed, Lanai

VitalikRating, 5 stars1 week ago
Amazing place! Perfect for our large group that came and stayed for a week. Plenty of sleeping spaces. Great AC! Plenty of towels and beach gear to take. Overall very satisfied. Would definitely stay here again.
Superhost
A fenced pool area is captured, featuring a clear blue pool surrounded by light blue tiling. A lounge chair and an umbrella provide shade, while a basketball hoop stands by the water's edge. Lush greenery is visible in the background.
Home in Port Charlotte
4.86 out of 5 average rating, 50 reviews

Dogs welcome, Pool, Canal, Kayaks, Fishing! Yard!

TonyRating, 5 stars1 week ago
Hello all. I highly recommend scheduling a stay at this beautiful home and location. There are many things to do inside, outside and away from the home. Our kiddos were fishing, swimming kayaking and playing games. Not to mention, all of the space for the fur babies to roam freely! We even got a free concert from a neighbor playing a guitar, who had a great voice! 🎵 Our family would go out to enjoy the towns around there and return to make supper and sit down in the HUGE open dining area, that over looks the canal and swimming pool. We spent days at the local beaches in search and FINDING many shark teeth and shells. Man, what a place this was! My family and I are extremely thankful to David for giving us the opportunity or I should say for sharing/opening up his home to us. The communication was great. David responded within minutes to the many questions we had. We would most definitely be returning! ●Hey David, let us know when you want to sell it● hahaha! 👍🏻🙂 Thanks again!!
Guest favorite
A private heated pool is enclosed within a screened-in patio, surrounded by lush greenery. Sunlight reflects on the clear blue water, enhancing the inviting atmosphere. Comfortable lounge chairs are placed nearby, and the adjacent sliding doors reveal access to indoor living spaces.
Home in Port Charlotte
4.88 out of 5 average rating, 81 reviews

Florida waterfront life

CarltonRating, 5 stars4 weeks ago
The place was perfect for a Memorial Day weekend getaway. We used the boat to go to the sandbar and relaxed while grilling in and around the pool in the evenings. Herby was responsive and very helpful with everything asked. We will be staying again soon!
Top guest favorite
A screened-in pool area is featured, showcasing a clear blue water pool surrounded by a smooth concrete deck. Two striped towels are placed by the pool's edge, with tall trees and a partly cloudy sky visible in the background.
Home in Port Charlotte
5 out of 5 average rating, 16 reviews

Coastal Paradise with POOL

GloriaRating, 5 stars4 days ago
Lisa is an amazing host! Very responsive and reached out to welcome me before my trip. She was also very accomodating to my change in plans and made it very easy to do. The house was absolutely perfect! It was comfortable, very clean, very well stocked. I felt like I was at my own house! I will absolutely be staying here again!
Guest favorite
A vibrant exterior of the home features yellow walls and a green roof, showcasing arched doorways. Lush tropical plants surround the entrance, complemented by ornamental stone decor. A decorative heron statue is positioned on the path, adding a unique touch to the welcoming landscape.
Home in Port Charlotte
4.94 out of 5 average rating, 31 reviews

Royal Terrace- 3/2 Home with Screened, Heated Pool

BrettRating, 5 stars2 months ago
We enjoyed our stay here. Clean and orderly with many items to support the stay such as TP, paper towels, soap, kitchen supplies, etc. nice people. Would stay at again.
Top guest favorite
The pool area features a kidney-shaped heated saltwater pool, enclosed by a screened lanai. Surrounding the pool, tropical decor adds a colorful touch. Comfortable seating is provided, with views of palm trees and the surrounding greenery, creating a serene outdoor oasis.
Home in Port Charlotte
4.98 out of 5 average rating, 43 reviews

Summer Deal: Private Pool Home w/ Hot Tub

VitaliRating, 5 stars1 month ago
The home was not only nice but also incredibly comfortable, with every detail meticulously thought through to enhance our experience. From the cozy furnishings to the well-stocked kitchen, it felt like a true home away from home. The home was very clean. The pool is wonderful and warm, and if you’re a fan of jacuzzi, you’ll appreciate the sweet addition. The house patio is really nice and relaxing. The area is quiet. Tom, the host was quick in communication, making sure we had everything needed during our stay.
Top guest favorite
Home in Port Charlotte
5 out of 5 average rating, 19 reviews

Nearby Beach Getaway/screened lanai and Pool

KristianRating, 5 stars5 months ago
Mark was such a great host and the home was just perfect for me, my wife and 10 year old son. Place was very clean, comfortable beds, all the needed amenities and the pool was marvelous!!! Neighborhood is quiet and out of the hustle and bustle, but also only 10 minutes away from Target, Walmart and a number of great restaurants! The garage was also nice to have for our rental vehicle! We were within an hour of numerous beaches but the hurricane aftermath was still an issue at most, but still was able to catch a few gorgeous sunsets! We highly recommend Mark’s place as he is so kind and easy to work with. His place was a 2nd home to us for 11 days. We hope to return as it was such a great place for us!
Guest favorite
A private dock accommodates a 23' tritoon boat, set against a backdrop of blue skies and fluffy clouds. Adjacent to the dock, a heated pool is surrounded by sun loungers, inviting relaxation and enjoyment in a well-maintained outdoor space.
Home in Port Charlotte
4.93 out of 5 average rating, 14 reviews

House With A Boat - Boat, Heated Pool, SUP Boards

MzrRating, 5 stars1 week ago
Nana and I took our 3 grandsons during the week for a mini vacation. The selling point was definitely having the use of a boat right in the backyard. The house was spotless and well stocked clean inside and out, the swimming pool was clean and a good size plus screened in which is a must because this time of year the mosquitoes on the West Coast could carry you away. Make sure you bring bug spray if you go out at night.. The area is beautiful by access of water with plenty of places to beach the boat so that the kids could play and fish. Restaurants are within 10 minute drive and most are waterfront.

Condo rentals with a pool

Top guest favorite
Condo in Englewood
4.96 out of 5 average rating, 115 reviews

Sunset Beach

KaylaRating, 5 stars2 weeks ago
We loved our stay at Edmund’s place. The perfect place to stay for beach access right out your front door.. it was so nice to be able to have a bathroom and food/snacks such a short walk from the beach!
Superhost
An aerial view captures the beachfront property surrounded by palm trees and lush greenery. The ocean is visible in the distance, framed by clear blue skies. A sandy path leads from the building to the beach, emphasizing the proximity to the water.
Condo in Englewood
4.79 out of 5 average rating, 123 reviews

Entire Beachside Condo! Don’t worry Beach Happy!

TaraRating, 5 stars2 weeks ago
We stayed in this lovely place last year and will keep returning! It a perfect location if you love a quiet beach side stay. The renovations are beautiful and Nicholas was very responsive to communication. We couldn't have asked for a more perfect stay!
Guest favorite
A spacious community pool is surrounded by a paved deck and overlooks palm tree greenery. The clear blue water reflects a partly cloudy sky, offering a refreshing atmosphere for relaxation. Nearby lounge chairs are arranged along the poolside.
Condo in Venice
4.96 out of 5 average rating, 101 reviews

Vintage Villa, Thirty-Five

MarleneRating, 5 stars9 months ago
This is our second year staying here. It was wonderfully peaceful this last weekend, just like last year. The beach is less than two minutes walk from the door. The kitchen had everything we needed in it. Plenty of beach items for use in the closet. The bathroom had more than enough towels and TP. We also used the pullout couch for our children, and they were very comfortable. we hope to book again soon, thank you!
Guest favorite
A year-round heated pool is surrounded by sun loungers, offering a spacious area for relaxation. Palm trees line the background, and the view extends toward the water under a clear blue sky with scattered clouds.
Condo in Port Charlotte
5 out of 5 average rating, 14 reviews

Private Beach, Fishing Dock & Heated Pool Paradise

KristineRating, 5 stars3 months ago
We got to meet the friendly Host and her husband as they were walking out the door we were walking in they gave us several tips on the area.we walked into a cutely decorated spacious condo very well stocked and clean. The Host left us a welcome card and basket of goodies . we felt very at home right away. we also enjoyed the 2 bikes that came with the condo nice extra and nice pool and beach area. Also very centrally located to many things to do and restaurants. We definitely want to come back in the future. Thanks Di for answering all our questions and for sharing your condo and for ordering the perfect weather we had while we were here The Webers from Wisconsin
Superhost
The image captures a view of a heated swimming pool surrounded by lounge chairs and umbrellas, positioned within a paved outdoor area. A grill is visible nearby, and tropical landscaping adds greenery to the scene, contributing to a relaxed outdoor atmosphere.
Condo in Punta Gorda
4.77 out of 5 average rating, 121 reviews

Little Piece of Paradise

Valerie SBRating, 5 stars2 weeks ago
Thank you Judy! We really enjoyed our stay it was delightful sitting out looking at the Marina watching the boats and the Sunset! Cass Cay is a great place to get dinner, drinks and listen to great music! Met your neighbor Mark and his friends Jim and Debby very nice to meet and talk with them. If we come to the area again we would definitely stay with you again! Thank you!
Guest favorite
A sparkling heated pool is surrounded by palm trees and lounge chairs, offering a relaxing retreat. The pool area features light-colored pavers and a nearby shaded pavilion, enhancing the inviting atmosphere of the community. The building stands prominently in the background, complementing the serene setting.
Condo in Punta Gorda
4.95 out of 5 average rating, 56 reviews

Burnt Store Marina- 2BR w/ pool, marina, gulf view

PaigeRating, 5 stars1 week ago
It was a great stay !! The Airbnb is so cute and pool area is perfect!! Host was very friendly and welcoming:))
Top guest favorite
A tranquil community pool is surrounded by palm trees, offering a refreshing space for relaxation. The water reflects the evening sky, while a hammock can be seen nearby, enhancing the inviting atmosphere of the area.
Condo in Englewood
4.95 out of 5 average rating, 44 reviews

Tiki on the Bay

MichaelRating, 5 stars12 months ago
Deedra and her place were great. A relaxing place on the water with a pool, and a host who was responsive and polite. We couldn't have asked for anything more!
Superhost
A balcony overlooking a tranquil bay features a table surrounded by four chairs. A fan hangs from the ceiling, and the view includes boats docked in the water and lush palm trees below. Bright blue skies create a serene backdrop.
Condo in Englewood
5 out of 5 average rating, 19 reviews

Bay Watch @ManasotaKeyCondos

HeidiRating, 5 stars3 weeks ago
Can't wait to stay again in the future.. added to must stays in Florida.. pool was great not many people and same with beach!! Amazing views in the morning of the Sunrise and great fishing right off the back deck Especially liked the cleaning station for your fish you catch!!!

Quick stats about vacation rentals with a pool in Port Charlotte

  • Total rentals

    400 properties

  • Nightly prices starting at

    G$6,273 GYD before taxes and fees

  • Total number of reviews

    8.5K reviews

  • Family-friendly rentals

    360 properties are a good fit for families

  • Pet-friendly rentals

    160 properties allow pets

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

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