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Vacation rentals with a pool in Santana

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Santana

  • Total vacation rentals

    Explore 30 vacation rentals in Santana

  • Nightly prices starting at

    Santana vacation rentals start at G$20,877 GYD per night before taxes and fees

  • Verified guest reviews

    Over 420 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Santana vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Santana rentals

  • 4.5 Average rating

    Santana stays receive an average rating of 4.5 out of 5 from guests

Top-rated rentals with a pool in Santana

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite
A balcony offers a sweeping view of the sea and Paul do Mar, with a wrought iron railing framing the scene. The sunlight casts a warm glow over the landscape, creating a serene atmosphere. Lush greenery surrounds the area, enhancing the natural beauty.
Villa in Fajã da Ovelha
4.98 out of 5 average rating, 221 reviews

Quinta São Lourenço- Casa Palheiro | Sunset & Pool

Tourist tax included > no extra fees at arrival Free cancellation up to 5 days before your stay The « Quinta São Lourenço » is a traditional Madeiran property of 3 000 m² from the 19th century, renovated into independent houses. The Quinta is an ideal holiday destination and is well known for its dominant position on the Atlantic Ocean, its beautiful flower garden and its shared outdoor swimming pool. Let yourself be surprised by the majestic sunsets and take a break with the roar of the Ocean.

LocationValueOutdoor spaces

Guest favorite
A private infinity pool is set against a backdrop of the ocean, surrounded by lush tropical plants. Comfortable seating, featuring blue cushions, faces the pool and ocean views, creating a relaxing outdoor space. The bright sky enhances the tranquil atmosphere.
Home in Funchal
4.94 out of 5 average rating, 116 reviews

Seafront Home in Old Town Funchal w Pool & Garden

Beachfront design home featured in Conde Nast Traveller w private pool & tropical garden in Old Town of Funchal. A stunning oasis just 5min walk to city center, beach & restaurants. Free street parking, fast internet & strong AC. 2 bedroom historic villa with 2 WC´s, living room & kitchen w sea views. Stylish interiors & lots of outside relaxing, sunbathing & dining area with BBQ. Tropical villa that feels like the countryside w amazing climate. Perfect base to explore Madeira´s hikes & beaches

FamilyValueGetting around

Top guest favorite
The image captures a scenic view of a coastal landscape featuring terracotta-roofed houses set against a backdrop of rugged mountains and a calm sea. Lush green trees frame the scene, enhancing the natural beauty of the environment.
Home in Porto da Cruz
4.88 out of 5 average rating, 81 reviews

Mateus House, "Duplex", Town Center, Beach.

The perfect combination between mountains proximity to the sea within a Relaxed atmosphere. A Private solarium area, sun loungers among other facilities. Two bathrooms, Wi-Fi, several board games, cot, 2 electric scooters. You can be Extra sure of a Genuine Hospitality. Exclusive and personalized service of this property, guaranteeing a close attention to Every Detail. A small Private Garden available is waiting for you. Walking Sticks, several Bodyboards and Surf boards.

FamilyLocationParking

Guest favorite
A yurt is positioned amidst vibrant yellow flowers, set against a backdrop of lush greenery. The coastline and a winding road are visible in the distance, with the ocean meeting a partly cloudy sky, creating a serene and natural landscape.
Yurt in Ponta do Sol
4.97 out of 5 average rating, 472 reviews

Mango Yurt ~Eco-Glamping in a Hidden Paradise

Wake up in total privacy, surrounded by a lush permaculture garden where you can see, taste, and smell nature’s abundance. At Canto das Fontes, in the sunny Sítio dos Anjos, it feels like eternal spring all year — even when other parts of Madeira are cooler. An award-winning regenerative eco-glamping where sustainability meets comfort and luxury, with a natural pool, Honesty Ba,r and stunning views of the sea and waterfall. 💧🌿 More pictures and vibes: @cantodasfontes

ValueFamilyComfort

Top guest favorite
A contemporary villa features a sleek exterior with a combination of dark and light materials. Large glass doors open to a spacious outdoor area with sun loungers by an infinity pool, surrounded by manicured grass and offering expansive views of the landscape.
Home in Câmara de Lobos
5.0 out of 5 average rating, 57 reviews

Villa Nóbrega

Discover the perfect getaway on Madeira Island! A luxury villa, designed to offer comfort and an unforgettable experience. With a prime location and incredible views of the city and the sea, it is ideal for sunrise lovers. The villa has a suite and two large bedrooms, all with air conditioning and a private balcony. It has an integrated living room and kitchen, infinity pool, garden, barbecue area and private garage. A perfect place to relax and create unique memories.

ValueLocationView

Superhost
A serene outdoor space features a rectangular pool surrounded by tiled decking. Sun loungers are positioned nearby, offering views of the ocean and hilly landscape in the distance. A 'Clean & Safe' badge from the Tourism of Portugal is displayed, emphasizing commitment to hygiene and safety.
Home in Funchal
4.85 out of 5 average rating, 162 reviews

OceanView Villa Madeira

Located in an exclusive and privileged location you can enjoy simultaneously the advantages of privacy along with the proximity to the the capital's city centre. Merely 10 minutes away from the historical centre and the gorgeous marina and promenade that you can see while relaxing in the pool. A breathtaking ocean view and mountainous surroundings make this a very special and unique place to stay. You will find out why we are called the "Pearl Of The Atlantic".

ValueFamilyDecor

Guest favorite
A well-lit bedroom features a spacious bed adorned with decorative pillows. Large windows provide natural light and a view of palm trees and distant water, while a wooden ladder leans against the wall. Two rolled towels are neatly arranged on the bed.
Cottage in Madeira
4.93 out of 5 average rating, 221 reviews

Cork House By Fernandes’s Cottage - Madeira island

A modern and cosy apartment, close to the mountains and the sea, in the picturesque village of Ponta Delgada in Madeira Island. Perfect for a relaxing holiday or for working peacefully outdoors, ready to accommodate a family of 4 or two couples. Ideal location to explore the North Coast of the island but also at a short drive from the South Coast. On your return, at the end of the day, the property's refreshing swimming pool is waiting to help you recover.

FamilyLocationWalkability

Top guest favorite
Home in Campanário
5.0 out of 5 average rating, 42 reviews

Villa w/ Private Heated Pool, Office, Gym- Madeira

We are thrilled to welcome you to this little nature retreat! Madeira Protea Retreat combines the authenticity of a traditional Madeiran house with the comfort of modern living, creating the perfect space to relax and explore the beautiful island of Madeira. Here, you can wake up to the sound of nature, breathe in the scent of the garden, and enjoy unforgettable moments on the most beautiful island in the world.

ValueFamilyNearby

Guest favorite
A vibrant pink house stands beside a private swimming pool, surrounded by paved flooring and sun loungers. Lush greenery and mountains create a scenic backdrop, highlighting the tranquil rural setting. Clear blue skies add brightness to the inviting outdoor space.
Home in Santana
4.86 out of 5 average rating, 107 reviews

A Casa do Lagar - Country Villa

Private pool Situated in a tranquil area with year-round pleasant weather, offering spectacular views of the sea and mountains. The beach and mountains are just a 5-minute drive away, or guests can opt for scenic walks along nearby trails. Only 25 minutes from the airport and 35 minutes from Funchal. The accommodation accommodates 8 guests with 2 additional persons in extra beds, please contact us.

LocationFamilyBathroom

Top guest favorite
An infinity pool stretches over a wooden deck, with views of the expansive Atlantic Ocean and dramatic cliffs. Sunlight reflects off the water's surface, enhancing the serene atmosphere. Surrounding greenery complements the natural setting, inviting relaxation and contemplation.
Apartment in Paul do Mar
4.99 out of 5 average rating, 225 reviews

Meu Pé de Cacau - Studio Papaia in Paúl do Mar

Meu Pé de Cacau is a tropical fruit garden surrounded by dramatic cliffs to the north-east and the vast Atlantic Ocean to the south-west. Four beautifully designed and sustainably built studios share the property with an infinity pool, social areas and luxurious plantations hosting hundreds of different tropical fruits, planted on traditional agricultural terraces hand crafted in basalt stone.

LocationFamilyComfort

Top guest favorite
A private pool area features a serene turquoise pool surrounded by wooden decking. Lounge chairs are positioned for relaxation, and vibrant greenery enhances the outdoor space. The backdrop includes modern glass doors, allowing for a seamless connection to the interior. Sunlight brightens the scene under a clear blue sky.
Guesthouse in Machico
4.99 out of 5 average rating, 112 reviews

Private Pool House• 2 Suites• Near Airport & Beach

Enjoy a relaxing stay in this elegant and private Pool House, featuring two en-suite bedrooms, a kitchenette, a swimming pool, a sunny terrace and a small lawned garden. Reserved exclusively for one booking at a time, it offers complete privacy. Just 500 m from Machico’s centre, sandy beach, restaurants and shops, 5 minutes from Madeira Airport and 10 minutes from Santo da Serra Golf Course.

FamilyLocationOutdoor spaces

Guest favorite
An indoor swimming pool is featured, surrounded by large windows that offer natural light and views of the garden. The pool is filled with clear blue water, and a staircase leads into it. A dining area with tables is positioned nearby.
Home in Porto da Cruz
4.86 out of 5 average rating, 140 reviews

House pc / private indoor pool

House Pc is located in the quiet Vila do Porto da Cruz, northeast of Madeira Island, a privileged location on the Atlantic Ocean, bathed by the Gulf Stream, which guarantees mild summers and mild winters. Surrounded by mountains and the sea, with the friendliness of its people, it is an ideal place to rest, tune in to nature, taste the local cuisine or venture into water and extreme sports.

LocationFamilyLaundry

Popular amenities for Santana rentals with a pool