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Holiday rentals with a pool in Pico Island

Find and book unique homes with a pool on Airbnb

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Popular amenities for Pico Island rentals with a pool

House rentals with a pool

Guest favourite
Home in Criacao Velha
5 out of 5 average rating, 24 reviews

Atlantic Heritage Luxury Villa

Frederico Campos CostaRating, 5 stars2 weeks ago
No words can describe our experience at this amazing vila. It was absolutely amazing: the house itself is very well located, the views are stunning. Marcos and Diana were very helpful in everything we needed. Pico island is an amazing place on earth and to get to know the island like we did was only possible with this 5 star accommodation. We chilled, we had swims in the infinity pool, had great barbecues…I will be back for sure. Thanks to all the staff and especially to Marcos for all the hospitality and kindness.
Guest favourite
Home in Capelo
5 out of 5 average rating, 8 reviews

3 Bedroom Villa By The Sea w/ Swimming Pool, Horta

EnricoRating, 5 stars8 months ago
A really beautiful house located in a great natural area. Absolutely idyllic with a great view of the sea. In and around the house there is everything you need (barbecue area, stone oven, terrace, pool). The amenities with everyday things are very good. The house looked like new when we arrived, everything very neat and clean. Thanks to Bruno for the many tips. And he was always there when you needed him. All in all, absolutely recommended.
Home in Prainha
5 out of 5 average rating, 7 reviews

Vacation House Prainha de Baixo (Lower Beach)

ClaudiaRating, 5 stars3 days ago
We enjoyed the house and the large garden including outdoor kitchen and pool. We really appreciated the quiet location and the very good kitchen facilities. Everything was as described and communication worked well. All good thank you so much!
Home in Santa Cruz
4.25 out of 5 average rating, 4 reviews

Pico Boutique House

KeganRating, 5 stars7 months ago
Great location for this part of the island, the home was in great shape, hits way above the price point.
Home in Madalena
5 out of 5 average rating, 4 reviews

Ocean View Pico

StaceyRating, 5 stars3 days ago
We had a wonderful stay in Nico’s house. The view cannot be beat! The house was spacious and very comfortable for our family of 5. Nico was extremely friendly and helpful with recommendations of local restaurants and activities. He also personally met us at the ferry terminal to help us get settled on Pico as well as showing us where the grocery store and bakery was. House was quiet and all the amenities including some Pico treats to greet us. Highly recommend!
Home in Cedros
4.84 out of 5 average rating, 19 reviews

Casa do Campo

BridgetRating, 5 stars7 months ago
The house is lovely and the hosts were very responsive and kind.
Home in Calheta de Nesquim
4.5 out of 5 average rating, 4 reviews

T1 Casa das Pereiras (Pereiras' House)

| T IRating, 5 stars9 months ago
It was a very spacious and comfy home and we were welcomed very friendly even tho we arrived pretty late. The breakfast is also a very big plus at this apartment and the view of course …! Thank you for having us. :)
Home in Ginjeira
4.8 out of 5 average rating, 15 reviews

Laranja-pool, jacuzzi, BBQ

JuliaRating, 5 stars2 weeks ago
everything in the apartment was great, the bed was super comfy. it‘s a quiet area which makes relaxing after the pico hike great, the only thing i missed was a restaurant nearby but that‘s none of the apartment‘s fault, it’s just a more quiet & remote area. :)

Destinations to explore

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  2. Portugal
  3. Azores
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  5. Rentals with pools