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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$25,056 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.

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Top guest favorite
Home in Gemini
5.0 out of 5 average rating, 12 reviews

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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Superhost
A villa sits gracefully on a hillside, overlooking the expansive sea. The structure features a circular design, surrounded by greenery and shaded areas. A pool is visible in the backyard, enhancing the outdoor space. The landscape showcases a mix of natural terrain and manicured gardens.
Villa in Andrano
4.81 out of 5 average rating, 73 reviews

"Li Saccuddi - Villetta Belvedere"

This villa offers a breathtaking panorama. The house is located in an exceptionally picturesque location on a small plateau about a kilometre from the sea in Marina di Andrano. The accommodation was decorated with careful attention to detail and is very neat and tidy. Stone tubs, the restored antique bed, woven straw baskets, evoke the rural, rustic life and craftsmanship of the Salento region. The old wrought-iron bell for calling the family to the table is also a particularly charming feature.

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Top guest favorite
A serene pool area is shown, featuring a private heated pool with clear water. Sun loungers are arranged nearby, and a shaded cabana offers a comfortable retreat. Lush greenery surrounds the space, enhancing the tranquil outdoor setting.
Villa in Spongano
4.95 out of 5 average rating, 158 reviews

Villa Ada Independent villa - heated private pool

Rural house, pajara, just renovated in the countryside, inside a 10thousand mq olive tree grove with abreath-taking panorama. Nicely furnished,full equipped with air condition, a big outside private pool with hydromassage ( 3.5x11 m) and kitchen area with accessories. The pool is independent, heated all day and night ( 24-28 degrees) and just for the house, the only structure situated in the villa. The wifi is very good also for working inside the house. Only 5km far from famous turist sea-side

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Top guest favorite
Home in Ruffano
5.0 out of 5 average rating, 40 reviews

​Casa Shirocco Heated Pool Authentic Salento Charm

Casa accogliente nel cuore del Salento con piscina riscaldata su richiesta, progettata per far sentire i nostri ospiti a casa propria. La tipica struttura SALENTINA delle volte a stella abbraccia il design moderno, rendendo la struttura affascinante. La posizione della casa nel centro del Salento permette di raggiungere posti meravigliosi e MARI favolosi a pochi chilometri di distanza! Situata vicino al centro si possono raggiungere facilmente supermercati, bar, ristoranti, farmacia, ecc.

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Top guest favorite
A crystal-clear swimming pool reflects the surrounding garden, which is filled with colorful flowers and greenery. The house features stone walls and a covered patio area adorned with curtains, offering shaded outdoor seating amidst a tranquil landscape.
Villa in Salve
4.97 out of 5 average rating, 63 reviews

Leukos, villa di charme in Salento.

Villetta indipendente e nuovissima nella campagna salentina. Immersa nel verde in un incantevole panorama di ulivi secolari, si trova a soli 10 minuti di auto dalla famosissima spiaggia delle Maldive del Salento, visibile anche dal terrazzo sopraelevato. La sua posizione strategica permette di visitare le più famose località salentine quali Gallipoli, Otranto, Leuca e di scegliere una spiaggia sullo Ionio o Adriatico. Gli interni sono arredati con stile, coniugando ricercatezza e funzionalità.

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Guest favorite
Villa in Torre Suda
4.95 out of 5 average rating, 42 reviews

VILLA con Trullo Vista Mare e Piscina Esclusiva

VILLA DEL '700 VICINO GALLIPOLI CON VISTA MARE E PISCINA ESCLUSIVA. AL SUO INTERNO SI POSSONO AMMIRARE RIPRODUZIONI DI ALCUNE CELEBRI OPERE DA MICHELANGELO A MONET E CARAVAGGIO... 2 CUCINE, REPARTO NOTTE CLIMATIZZATO CON 5 SUITE, E 3 BAGNI. LA SESTA SUITE CON BAGNO IN CAMERA È REALIZZATA IN UN TRULLO DEL '500 ADDIACENTE ALLA STRUTTURA, IN UN CONTESTO UNICO DI PIETRA SALENTINA E TRADIZIONE, DA APPREZZARE NELLE RILASSANTI SERATE DEL SALENTO IL FASCINO MAGICO DELLA VILLA... IDEALE PER FAMIGLIE

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Guest favorite
A private jacuzzi sits on a wooden deck, surrounded by lush greenery. The villa's white exterior is complemented by climbing plants. The scene features an umbrella providing shade, with a panoramic view of the landscape under a partly cloudy sky.
Villa in Taviano
4.87 out of 5 average rating, 23 reviews

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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Guest favorite
A serene terrace features a small pool, illuminated in soft light. Two folding chairs are positioned nearby, accompanied by a small table with decorative blue bowls. Surrounding plants add a touch of greenery to the tranquil outdoor space.
Home in Parabita
4.94 out of 5 average rating, 18 reviews

Casadom, una casa in Salento LE07505991000043492

La casa si trova nel centro storico di un paese a pochissimi chilometri da Gallipoli, quindi in un posto molto tranquillo ma a pochi minuti da un mare da favola e dal centro della movida salentina. La casa è una tipica casa terra cielo, che si sviluppa su tre piani, con una splendida terrazza con piscina da dove potrete godervi dei pomeriggi e tramonti indimenticabili. L'appartamento è appena stato ristrutturato rispettando l'ambiente circostante e utilizzando materiali della zona.

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Top guest favorite
Home in Matino
5.0 out of 5 average rating, 8 reviews

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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Top guest favorite
A spacious pool area is highlighted by a large pink flamingo float. The property features a white-walled house under a clear blue sky, with shaded outdoor seating nearby. Lush greenery surrounds the pool, enhancing the tranquil outdoor setting.
Villa in Specchia
4.95 out of 5 average rating, 61 reviews

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

LocationFamilyIndoor spaces

Top guest favorite
A private infinity pool is featured, with clear blue water seamlessly blending into the horizon. The surrounding stone terrace offers unobstructed sea views, while a railing provides safety and access from the pool to the adjoining areas.
Trullo in Marina di Marittima
5.0 out of 5 average rating, 46 reviews

Pajara Marinaia - "Antica Liama salentina"

‘‘Pajara Marinaia’’ sorge sulla scogliera a sud di Castro in prossimità della Cala dell'Acquaviva. L'antica liama salentina, fronte mare, si compone di una camera da letto matrimoniale, una cucina attrezzata con tutti i comfort, un grande bagno, una ampia terrazza con pergolato e piscina privata, a sfioro, vista mare. La casa dispone inoltre di un accesso privato al mare, la cui discesa risulta agevole grazie a scalette in pietra

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Top guest favorite
A sunlit terrace features a plunge pool surrounded by white walls. A small round table with decorative metalwork is seen near the pool, complemented by several potted plants. The horizon showcases a tranquil sky with the sun casting a warm glow.
Home in Matino
5.0 out of 5 average rating, 21 reviews

Pousada Salentina

Pousada Salentina è un rifugio autentico nel cuore di Matino, dove l’eleganza salentina incontra il calore dell' arte brasiliana. Una casa tranquilla e raffinata, ideale per chi cerca relax e autenticità. Un luogo intimo e rilassante dove il tempo rallenta tra la quiete del borgo ed unal splendida plunge pool sul terrazzo. Con soli dieci minuti raggiungerai le splendide spiagge del Salento.

LocationFamilyBeach

Popular amenities for Casarano rentals with a pool

When is the best time to visit Casarano?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,354 GYDG$46,980 GYDG$36,122 GYDG$41,134 GYDG$44,057 GYDG$50,321 GYDG$53,870 GYDG$58,882 GYDG$49,694 GYDG$48,442 GYDG$33,408 GYDG$45,936 GYD
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