
Holiday rentals with a pool in Gallipoli
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Gallipoli

Total holiday rentals
Explore 60 holiday rentals in Gallipoli

Nightly prices starting at
Gallipoli holiday rentals start at $63 SGD per night before taxes and fees

Verified guest reviews
Over 190 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Gallipoli holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Gallipoli rentals
Top-rated rentals with a pool in Gallipoli
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beautiful Pagliara Cicadas
The traditional Salento straw-roofed house, known as a “cicale,” is located facing the sea and consists of a double bedroom, a bedroom with two single beds, a bathroom, and a living room with a kitchenette. Spacious outdoor patio with a large garden on the estate and a beautiful shared pool with the other four cottages on the Scalamasciu property. Each house has its own private space and terrace overlooking the sea! You can reach the descents of rocks on the sea a two-minute walk away from the property. Heaven on earth!

Private pool in Lecce, steps from old town
The pool is exclusively for you! Your small private oasis in the heart of Lecce. Relax in our lush garden, take a dip in your private pool, and enjoy a home-cooked meal with a glass of wine. Free parking is right in front the door. We provide everything for a perfect stay: toys, beach & pool essentials, umbrellas, sarongs, all cooking utensils, and speakers for your music on the terrace. A short walk takes you to Lecce’s historic center, and Salento’s stunning beaches are just 30 minutes away.

salento villa immersed in the sea view park
This seafront villa, immersed in the natural oasis of the Porto Selvaggio Park, between the countryside and the Mediterranean scrub will be a unique experience of relaxation and beauty in total privacy. Sea, countryside and a large Mediterranean garden will surround you with colors and scents. The central body of the house and a small guesthouse overlook a Arab courtyard with a lemon tree and a small pool . From the equipped terrace you can admire the sunsets and the starry skies of Salento.

Casa Ianca
Welcome to your serene retreat in the heart of Lecce! Located just few minutes walk from the city’s historic center, this elegant 2-bedroom apartment offers the perfect balance of comfort, style, and outdoor living. Our private garden offers a refreshing swimming pool and a dining area while inside the home features 2 spacious bedrooms, each with its own ensuite bathroom, a large living room and a fully equipped kitchen opening directly onto the garden, for wanderful dinners under the stars!

Relax in Salento - Panoramic Villa with pool
Welcome to your relaxing oasis in the heart of Salento. This Mediterranean-style villa is set in a peaceful panoramic area, surrounded by nature and just a short drive from the region’s most beautiful beaches. The nearest airport is in Brindisi. ⸻ 🌿 Highlights: • Private panoramic jacuzzi • Quiet and peaceful location • Sea just minutes away by car • Outdoor barbecue area • Ideal for families and couples • Wi-Fi, air conditioning, all comforts ⸻ Your relaxing Salento getaway awaits.

Petrammare by Casa Camilla Journey
Petrammare is an exclusive residence sheer over the sea in Tricase Porto, set on two levels. The ground floor offers a spacious living area with a large sofa, dining table, fully equipped kitchen with fridge, oven, microwave, dishwasher, and a third bathroom with a shower and washing machine. The first floor features two double bedrooms with AC, TV, and private en-suite bathrooms with a bidet. The property is completed by a huge outdoor space with a swimming pool and sea view furniture.

VILLA AROMA
Salento. Land of sea, wind and sun that you can see rising on the Adriatic in front of the mountains of Albania and setting among the waves of the Ionian Sea. This is where VILLA AROMA is immersed, among majestic cliffs and wild inlets, dream coves and natural pools by the sea. A luxurious property nestled in the PARCOTERRAOTRANTOLEUCA, a short walk from the town and a few minutes from the sea, at the center of beautiful nature trails to be experienced in full contact with nature.

Oasi Gorgoni Charming House & Pool
Luxurious and comfortable apartment, close to the city center, ideal for enjoying relaxation, the city and the sea. Equipped with every comfort (3 bedrooms, 3 bathrooms, living room, private pool, garden, Wi-Fi, air conditioning, washing machine, linen, dishes, private parking), the apartment is located in one of the quietest and safest neighborhoods of Lecce. Just 10 min. from the sea, you can easily reach both the Adriatic coast (Otranto) and the Ionian coast (Gallipoli).

Leukos, charming villa in Salento.
Independent villa and brand new in the Salento countryside. Surrounded by greenery in an enchanting view of centuries-old olive trees, it is just a 10-minute drive from the famous Maldives beach of Salento, also visible from the elevated terrace. Its strategic location allows you to visit the most famous Salento towns such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.

Casadom, a house in Salento LE07505991000043492
The house is located in the historic center of a town a few kilometers from Gallipoli, so in a very quiet place but a few minutes from a fabulous sea and the center of the Salento nightlife. The house is a typical terraced house, spread over three floors, with a beautiful terrace with a swimming pool from where you can enjoy unforgettable afternoons and sunsets. The apartment has just been renovated, respecting the surrounding environment and using materials from the area.

Villa Regina in Gallipoli -Apartment with swimming pool
90 m² APARTMENT with POOL taken VILLA REGINA GALLIPOLI is in a strategic location: Away from the chaos of traffic and the summer nightlife of the center, but in an area that is still lively but quieter, perfect for relaxing. Nearby you will find a supermarket, pizzeria, pharmacy, and the quaint weekly market outdoors. It is only a 10-minute drive from the center of Gallipoli and the beautiful beaches, while the city center can also be reached on foot in about 20 minutes

Corte dei Florio GOLD Luxury apartment Lecce
Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Guests have access to a finished accommodation with two bedrooms, two bathrooms and a terrace with a mini-pool, solarium and a splendid view of the city. Luxurious apartment in the heart of Baroque Lecce near the Church of Santa Croce. Available to guests, a refined accommodation with two bedrooms, two bathrooms, and a terrace with a mini pool, solarium, and a wonderful view of the city.
Popular amenities for Gallipoli rentals with a pool
House rentals with a pool

Masseria Gemini, a XVIII century luxury retreat

Casa Shirocco Private Pool & Salento Charm

Villa Terrera with Pool access - Torre dell'Orso

Charming villa with sea view pool, beaches

Villa Cliff #56

Pousada Salentina

M&G Suite Home

Marinaia - Levante House
Apartment rentals with a pool

La Collina di Montegrappa – Bubble Bath and Pool

Le Cicale

Podere Santa Chiara: Lake View Apartment

Dimora Mediterranea - Cobalto Apartment

Apartment with pool

MAMA RELAX a stone's throw from the sea 2 with swimming pool

Pool View Apartment in Relais L'Oliveto

Magnolia Deluxe apartment at TS Residence
Other holiday rentals with a pool

Casina Le Muse

Suite Guagnano luxury apartment

Oasi Cenata, Alloro apartment

Côte d'Azur Villa - With Sea View Pool

Apartment with private pool

[Armonia] 2 bedrooms+ rooftop pool+outdoor parking

Dimore Del Cisto

Ginestra Sea View by Galatea Vacation Home
When is the best time to visit Gallipoli?
| Month | Jun |
|---|---|
| Avg. price | $198 SGD |
| Avg. temp | 23°C |
Destinations to explore
- House rentals Gallipoli
- Holiday home rentals Gallipoli
- Hotel rooms Gallipoli
- Beach house rentals Gallipoli
- Townhouse rentals Gallipoli
- Family-friendly rentals Gallipoli
- Chalet rentals Gallipoli
- Rentals with a hot tub Gallipoli
- Bed and breakfasts Gallipoli
- Flat rentals Gallipoli
- Rentals with breakfast Gallipoli
- Villa rentals Gallipoli
- Waterfront rentals Gallipoli
- Rentals with beach access Gallipoli
- Beachfront rentals Gallipoli
- Pet-friendly rentals Gallipoli
- Apartment rentals Gallipoli
- Rentals with pools Lecce
- Rentals with pools Apulia
- Rentals with pools Italy
- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre Guaceto Beach
- Torre San Giovanni Beach
- Togo bay la Spiaggia
- Spiaggia Le Dune
- MAR.TA Museo Archeologico Nazionale di Taranto
- Porta Napoli
- Spiaggia di Montedarena
- Porto Selvaggio Beach
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Castello Aragonese
- Dune Di Campomarino
- Cala dell'Acquaviva
- Torre di Porto Miggiano
- Roman Amphitheatre
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Porto Cesareo
- Things to do Gallipoli
- Things to do Lecce
- Art workshops Lecce
- Outdoors Lecce
- Cultural tours Lecce
- Food tours Lecce
- Cooking Lecce
- Tastings Lecce
- Water sports Lecce
- Things to do Apulia
- Outdoors Apulia
- Tastings Apulia
- Dining Apulia
- Wildlife Apulia
- Food tours Apulia
- Art workshops Apulia
- Landmarks Apulia
- Cultural tours Apulia
- Cooking Apulia
- Water sports Apulia
- Things to do Italy
- Workouts Italy
- Shopping and fashion Italy
- Food tours Italy
- Cooking Italy
- Flying Italy
- Cultural tours Italy
- Wellness Italy
- Tastings Italy
- Wildlife Italy
- Landmarks Italy
- Museums Italy
- Performances Italy
- Art workshops Italy
- Dining Italy
- Galleries Italy
- Architecture Italy
- Outdoors Italy
- Water sports Italy





