
Vacation rentals with a pool in Casarano
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Casarano

Total vacation rentals
Explore 20 vacation rentals in Casarano

Nightly prices starting at
Casarano vacation rentals start at G$25,244 GYD per night before taxes and fees

Verified guest reviews
Over 170 verified reviews to help you choose

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Wi-Fi availability
20 of Casarano vacation rentals include wi-fi access

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

VILLA with Trullo, Sea View and Exclusive Pool
18TH-CENTURY VILLA NEAR GALLIPOLI WITH SEA VIEW AND EXCLUSIVE POOL. INSIDE YOU CAN ADMIRE REPRODUCTIONS OF SOME FAMOUS WORKS FROM MICHELANGELO TO MONET AND CARAVAGGIO... 2 KITCHENS, AIR-CONDITIONED NIGHT DEPARTMENT WITH 5 SUITES, AND 3 BATHROOMS. THE SIXTH SUITE WITH EN-SUITE BATHROOM IS HOUSED IN A 16TH-CENTURY TRULLO ADJACENT TO THE PROPERTY, IN A UNIQUE CONTEXT OF SALENTO STONE AND TRADITION, TO BE APPRECIATED IN THE RELAXING EVENINGS OF SALENTO THE MAGICAL CHARM OF THE VILLA... IDEAL FOR FAMILIES
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Masseria Gemini, a XVIII century luxury retreat
Elegant Masseria with Pool, Private Cinema, Panoramic Terrace & Wellness beside the Maldives of Salento Summer stays are precious, July and August weeks are often reserved long in advance. Set between the historic town of Ugento and Salento’s breathtaking beaches, Masseria Gemini is an 18th-century estate exquisitely restored to blend contemporary luxury with timeless Apulian charm. Every space invites serenity, privacy, and indulgence, offering an unforgettable escape of wellbeing and elegance.
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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.
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Super last-minute large villa with pool
Serra Fanny is a beautiful 500 sqm two-story villa with swimming pool in Specchia, suitable for a family or a group of friends. The garden measures 7,000 sqm; it is located on a hill in a very quiet and reserved area just 10 minutes from the sea. The villa extends over two floors. 5 double bedrooms and a study with a double sofa bed €350.00 cleaning fee for check-out to be paid in cash upon arrival. During Fall and Winter, heating costs will be extra. Check-in/Check-out Saturday.
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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 resorts such as Gallipoli, Otranto, Leuca and choose a beach on the Ionian or Adriatic. The interiors are stylishly furnished, combining refinement and functionality.
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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.
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Villa Giulia by Casa Camilla Journey
Villa Giulia is a charming historic villa in Ruffano, Lecce, in the heart of Salento. Dating back to the late 1800s, this elegant property blends classic architecture with modern comfort. It features 4 spacious bedrooms with en-suite bathrooms, accommodating up to 8 guests. Enjoy a private pool, large garden, WiFi, TV, washing machine, and dishwasher. Perfect for families or groups seeking a relaxing stay near Salento’s beaches, villages, and authentic Italian experiences.
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Villa Sofia - Tradition and modernity in Salento
Thanks to the careful renovation work, the ancient Palmento, an authentic place in the agricultural tradition of Salento, has been transformed into a welcoming and relaxing place where the original elements such as the pools, the ancient fireplaces, and the star vaults dialogue perfectly with contemporary design and oriental furnishings. The large rooms overlooking the garden and swimming pool, all independent, guarantee privacy and absolute tranquillity for all guests.
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Historic Palazzo with courtyard and plunge pool
Contemporary spaces within a historic residence with a courtyard, just a few minutes from Ionian beaches such as Punta della Suina or Lido Pizzo. 🍹The property features a private Plunge Pool located on the rooftop terrace (a 6 sqm, 80 cm deep relaxation pool) for your exclusive use. 🔊 Please note: One of the three bedrooms faces the street. Since the apartment is on the first floor, some traffic noise can be expected at times. The other two bedrooms are quieter.
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Villa Le Ozze
A magical place with a large swimming pool and three completely independent solutions that surround it for a total of 11/12 beds. The pool is equipped with a deputation system with a sand filter and a robot for more thorough cleaning. Near the barbecue area under the tiled roof, you can comfortably enjoy your grilled meals thanks to a table for 12 people. Not to mention the acoustic system that you will have to connect with Bluetooth to your mobile phone.
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Casa La Porticina
In the heart Salento, Casa La Porticina is located short drives from the rocky Adriatic coast, sandy Ionian beaches, and near so many discoveries in between. 1.5 miles from the historic center of Specchia, with choices of restaurants, bars and evening festivals throughout the year. Specchia continues to land on travel sites’ must see villages of Salento. https://magazine.dooid.it/en/uncategorized/visit-specchia-salento/ INSTAGRAM: @casalaporticina
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Casa Shirocco Heated Pool Authentic Salento Charm
Cozy house in the heart of Salento with a heated pool upon request, designed to make our guests feel at home. The typical SALENTO structure of star vaults embraces modern design, making the structure charming. The location of the house in the center of Salento allows you to reach wonderful places and fabulous SEAS just a few kilometers away! Located near the center, you can easily reach supermarkets, bars, restaurants, pharmacies, etc.
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Popular amenities for Casarano rentals with a pool
House rentals with a pool

Oasi Gorgoni Charming House & Pool
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Baroque palace with swimming pool 6 km from the sea
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Villa Cliff #56
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Private pool in Lecce, steps from old town
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Villa Due Sorelle, with tropical pool and olive grove
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"Salento d'incanto" - Suites with pools
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Marinaia - Levante House
LocationValueSleep quality

M&G Suite Home
LocationFamilyAmenities
Condo rentals with a pool

Villa Regina Gallipoli -Apartment with pool
ValueFamilyBiking

La Collina di Montegrappa – Bubble Bath and Pool
LocationFamilyAccuracy

Le Cicale
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Apartment with Pool
LocationConditionPool

Podere Santa Chiara: Lake View Apartment
LocationComfortSleep quality

MAMA RELAX a stone's throw from the sea 2 with swimming pool
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Dimora Mediterranea - Cobalto Apartment
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Pool View Apartment in Relais L'Oliveto
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Other vacation rentals with a pool

Villa Archidea - Private Pool and Garden
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Casina Le Muse
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Old Villas Greco 1888 luxury swimming pool
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"Li Saccuddi - Villetta Belvedere"
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Luxury Villa Leucade, between sky and sea, SM Leuca
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Villa Panoramica with Pool
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salento villa immersed in the sea view park
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Cricket and Firefly
LocationFamilyWalkability
When is the best time to visit Casarano?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,702 GYD | G$47,333 GYD | G$36,394 GYD | G$41,443 GYD | G$44,388 GYD | G$50,699 GYD | G$54,276 GYD | G$59,325 GYD | G$50,068 GYD | G$48,806 GYD | G$33,659 GYD | G$46,282 GYD |
| Avg. temp | 8°C | 9°C | 11°C | 14°C | 18°C | 23°C | 26°C | 26°C | 22°C | 18°C | 14°C | 10°C |
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- Salento
- Spiaggia Di Pescoluse
- Baia Dei Turchi
- Punta della suina
- Punta Prosciutto Beach
- Torre San Giovanni Beach
- Togo bay la Spiaggia
- Spiaggia Le Dune
- Porta Napoli
- Porto Selvaggio Beach
- Spiaggia di Montedarena
- Spiaggia Sant'Isidoro
- Gate Of Saint Blaise
- Cala dell'Acquaviva
- Dune Di Campomarino
- Roman Amphitheatre
- Torre di Porto Miggiano
- Splash Parco Acquatico
- Sant'Andrea and Litorale di Punta Pizzo Regional Nature Park
- Giardini Pubblici Giuseppe Garibaldi
- Porto Cesareo
- Parco Naturale Regionale Porto Selvaggio E Palude Del Capitano
- Museo Faggiano
- Lido Marini





