
Vacation rentals with a pool in Gallipoli
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Top-rated rentals with a pool in Gallipoli
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House rentals with a pool

Historic Villa
We felt immediately at home at Nieves! The house was beautiful, spacious, cozy, quiet and clean. Nieves was always responsive and available when we had questions. We felt very much at home and would return in a heartbeat. Thank you Nieves for sharing your home....and dogs! Sally

Il Carrubo - Authenticity, Nature and Relaxation
Very nice place to stay, very quiet, nestled in a lovely landscape. Unfortunately, some utensils are missing in the kitchen to be able to cook yourself (peeler, good pans, cereal bowls, among others). Would be great if that was added. Otherwise, we were extremely satisfied.

Villa La Sita, an oasis of peace in the heart of Salento
Superhost - exactly what you expext from superhosts. We were with a 1,4 year baby. - they provided all equipment you expect for the child. Our baby got sick, helped with the hospital, gave all recommendations we needed, always reaponsive and very friendly. Villa was super for families, can’t dream about anything else.

Casa Duma
My stay in Parabita was truly unforgettable. The location is absolutely stunning, offering beautiful surroundings and a perfect setting to relax and enjoy the charm of Puglia. The house itself is spectacular—spacious, beautifully designed, and equipped with everything you could need for a comfortable stay. Massimo, the host, was exceptional—always attentive and incredibly kind, making sure every detail was taken care of. His hospitality made the experience even more special. I highly recommend this place for anyone looking to enjoy the beauty of southern Italy in a gorgeous home with a wonderful host.

M&G Suite Home
This was such an incredible stay for a friends getaway. House was beautiful and well kept and the pool area was fantastic!

Masseria curice
Great accommodation! There were five of us there and we enjoyed it very much. The accommodation was even nicer than expected: It is a small complex with a pool area, outdoor kitchen and large terraces to relax. The kitchen has everything we needed and the bedrooms were great for everyone. A car is recommended, as the area has a lot to offer.

Masseria Cicale
We had a great time with the family in Carpignano Salentino. The house is well located and allows you to travel throughout southern Puglia. It is away from the village, very quiet, but close by car to all amenities. We were hosted very well by Allessandro who gave us some great tips. He was very responsive to us at all times. The house is organized around a large and pleasant pool area. We had all our meals outside without ever suffering from the heat because a little wind blows constantly. The rooms are spacious and each has a private shower room. They are all on one level overlooking the pool area. The house is very well-equipped, outside the barbecue and pizza oven were much appreciated with a memorable "homemade pizza" evening. Finally, the pool was much appreciated by everyone, young and old!

Marinaia - Casa Petra
The apartment was fantastic, very new, very clean and perfect for a stay of 4 persons over 1 week. Terrace and pool have an exceptional view and nearby coastline and small village are very beautiful. Also the close beach bay which is a known attraction in the region with easy access from the appartment. Communication with Marco was very easy and everything worked out perfectly.
Condo rentals with a pool

Farmhouse in Gallipoli with a pool and wifi
This place is exceptional, it is a haven of peace in the heart of nature. The apartment is very comfortable with a seating area and a separate bedroom. Portable air conditioning and multiple fans are available. The bed is comfortable. The outside is very cozy, the pool overlooking the olive trees is really very nice. It is conveniently located 15min drive to gallipoli. The host is really adorable, very available and gave us several recommendations. I highly recommend this listing and we'll be back!

La Collina di Montegrappa - Bubble bath and Pool
Fantastic accommodation! Clean, specious, private terrace, everything that you need for your holiday. Highly recommended!

Apartment with a pool
We enjoyed our days at Nadia's place. The house is really lovely and exactly like the pictures. The little things we experienced issues with fixed Nadia and Simonetta right away. If we are going back to the area, we hope that Nadia will bring us in as guests again.

Masseria fagà - Villetta
very beautiful masseria, in a peaceful environment in the middle of cicadas. The accommodation is pleasant and functional with a small private terrace well oriented for breakfast. the common areas are also very pleasant, especially the swimming pool and ping pong table :) Francesco and Sylvia are very friendly. Thank you to them for being very accommodating.

Corte 14.15 - Piscina Apt with pool & terrace
Very nice small « old town » village, recommended restaurants in the village were very good with nice rooftop terrace. Nice small swimming pool to get refreshed. The apartment itself is well renovated with the charm of the old building. Good view on the terrace but beware of the wasp! Would recommend without hesitation

Exclusive apartment with garden
Luca and his family were wonderful hosts, they pampered us, and helped us in everything we needed, but in a discreet manner and always respecting our privacy. The house is large, very well-stocked and matches the description. The exterior is also well maintained. The pool was a service we really enjoyed. The house is in a convenient area to reach both the east and west coast. Recommended!

Carlo V - with private pool and garden
Fantastic. The apartment is clean and modern and host Stefania is very friendly and helpful. She is willing to answer all your questions and give extra information about the city. For us as users of the public transport the location is perfect. The train station is a fifteen minute walk. Within ten minutes you are in center of Lecce where you can view the beautiful city and enjoy all the delicious food that the region has to offer. The apartment itself is large with a separate bedroom and spacious areas to eat and sit comfortably. There is a small kitchen and a corner with a coffee maker, a kettle and a toaster. We were very curious about the private pool but it exceeded all our expectations! It's nice to cool off on hot day but it is even big enough for swimming a few small laps. The terrace is spacious, really private and has morning sun. The region has a lot to offer and we certainly didn't get bored in a week. So there is a good chance that we will return to this apartment!

Podere Santa Chiara: Lake View Apartment
Fantastic stay. Warm welcome with extensive tips on what to do in the area. Apartment was very tidy and well equipped with stuff to make a meal yourself. Swimming pool very clean and a very nice view over the area. Breakfast was very good; huge variety of savory and sweet foods. Stay highly recommended.
Home rentals with a private pool

Giusy by Interhome
We had wonderful vacations! The house is quiet and close to the most beautiful places to visit! The pool is huge and very clean. Our family had plenty of space in the garden to relax. The owners were available throughout the stay and recommended superb places to us. We cant wait to come Back 😁

Contemporary Beach Villa with Pool and Gardens
We had a perfect vacation thanks to the wonderful and well-kept house. The shady dining area outside and the beautiful garden, including lemon tree, provided additional ambience. Ideally, the quiet air conditioners in the bedrooms. Also very nice the intermediate cleaning on Wednesdays. Fabio is a great host - he was always available and provided us with valuable information. The beach so close and the very clean clear sea water in combination with the pool (if it got too hot) are fantastic. Restaurants can easily be reached within 10 minutes by car. The area (Otrando, Lecce, Gallipoli) is enchanting.

Nucci Estate by Interhome
The quintessential Apulian experience, and the host Dario was top notch!

1700 luxury masseria with pool, 10' from Otranto
This villa is absolutely beautiful, as it offers exquisite interiors and high vaulted ceilings that make you feel as if you are staying in a palace. The rooms were great and provided our group (7 adults and two children) enough space and privacy, yet allowed for lovely communal areas where we could come together. The house was very clean and the garden was beautiful. Giugganello is a very small town, but is a good location to explore the wider region from. We had a few issues with the booking company who was supporting in the check-in and the hosting - and they, Happy Rentals, were very unimpressive and unresponsive, however Massimo the owner, who lives next door, was extremely helpful with any issues that we had and responded quickly and effectively to ensure everything was sorted. He also gave us some good tips with regards to the surrounding areas and things to do and see. We had a wonderful family holiday here and would love to go back!

Villa Dimora Sighé: design holidays in Puglia
The place is exactly like shown in the photos. Lots of attentions to details given. The compound is very nice with the pool and outside sitting area. The photos don’t show you the surrounding area out side the compound which is bleak. Must have a car to get around. The town is 20min walking on a busy road with no side walk.

Incoronata by Interhome

Incoronata New Dependance by Interhome
Quick stats about vacation rentals with a pool in Gallipoli
Total rentals
260 properties
Nightly prices starting at
G$4,182 GYD before taxes and fees
Total number of reviews
930 reviews
Family-friendly rentals
170 properties are a good fit for families
Pet-friendly rentals
160 properties allow pets
Rentals with dedicated workspaces
70 properties have a dedicated workspace
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- Salento
- Spiaggia Torre Lapillo
- Spiaggia Di Pescoluse
- Punta della suina
- Frassanito
- Togo Bay la Spiaggia
- Lido Bruno
- Alimini Beach
- Spiaggia della Punticeddha
- Lido Mancarella
- Zeus Beach
- Lido Le Cesine
- Spiaggia Torre Mozza
- Torre Guaceto Beach
- Spiaggia Baia Verde
- Agricola Felline
- Porto Selvaggio Beach
- Spiaggia di Cala Casotto