Santana Vacations

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Price found within the past 48 hours. Click for updated prices.
  • Jul 30 - Aug 6

    Pestana Quinta Perestrello + Flight

    Funchal
    6 nights
    4.0 star property
    9.6/10 - Exceptional (42 reviews)
    Roundtrip Boston (BOS) - Madeira Island (FNC)
    BOS - FNC1 stop FNC - BOS1 stop
    $2,708
    $1,728
    per traveler
    found 1 day ago
    Pestana Quinta Perestrello
  • Jul 30 - Aug 6

    Pestana Casino Park Ocean and SPA Hotel + Flight

    Funchal
    6 nights
    5.0 star property
    8.6/10 - Excellent (1,000 reviews)
    "This hotel would be great if it wasn’t for a couple of things. The pools close early. Sun goes down at 9pm, but all amenities are closed at 6pm. When you are done exploring for the day, the amenities are closed when you want to use them most. The room needs renovation. The pillows were terrible and the bed is stiff as a board. Parking is a nightmare. They advertise that they have parking, but it was sold out all 5 nights. The only other viable option is at the casino. It’s right next door..."
    Reviewed June 3, 2026
    Roundtrip Boston (BOS) - Madeira Island (FNC)
    BOS - FNC1 stop FNC - BOS1 stop
    $2,627
    $1,834
    per traveler
    found 1 day ago
    Pestana Casino Park Ocean and SPA Hotel
  • Aug 15 - Aug 22

    Pestana Carlton Madeira Ocean Resort Hotel + Flight

    Funchal
    6 nights
    5.0 star property
    8.8/10 - Excellent (1,000 reviews)
    "Absolute Joy of a place"
    Reviewed June 5, 2026
    Roundtrip New York (JFK) - Madeira Island (FNC)
    JFK - FNC1 stop FNC - JFK1 stop
    $2,664
    $1,933
    per traveler
    found 1 day ago
    Pestana Carlton Madeira Ocean Resort Hotel
  • Aug 27 - Sep 3

    Hotel Riu Madeira - All Inclusive + Flight

    Santa Cruz
    6 nights
    4.0 star property
    9.2/10 - Wonderful (280 reviews)
    "The resort is amazing, super clean. The buffets are excellent, tons of selections, staffs are very friendly. The room was spacious and perfect. We really enjoy are stay, and we will be back."
    Reviewed June 6, 2026
    Roundtrip Boston (BOS) - Madeira Island (FNC)
    BOS - FNC1 stop FNC - BOS1 stop
    $2,608
    $1,975
    per traveler
    found 20 hours ago
    Hotel Riu Madeira - All Inclusive
  • Jul 21 - Jul 26

    Pestana Vila Lido Madeira Ocean Hotel + Flight

    Funchal
    4 nights
    5.0 star property
    9.4/10 - Exceptional (283 reviews)
    "The location of the Pestana Lido Vila is unique to this stretch of the coastline as the hotel is right on the waterfront. Most of the other hotels nearby are perched above the cliff with access to the water via elevators. There is a grocery store right across the street and many restaurants to choose from as well as a walkway along the waterfront that goes several miles up the coastline. We were also able to easily walk into downtown Funchal, about a 30 minute walk. The hotel is well..."
    Reviewed June 3, 2026
    Roundtrip Boston (BOS) - Madeira Island (FNC)
    BOS - FNC1 stop FNC - BOS1 stop
    $2,363
    $1,817
    per traveler
    found 20 hours ago
    Pestana Vila Lido Madeira Ocean Hotel

Santana Hotel Deals

Santana in Nature Bed & Breakfast

Santana in Nature Bed & Breakfast

3 out of 5
Estrada Regional 1 Santana Madeira
Fully refundableReserve now, pay when you stay
$123 nightly
The price is $133 total per night from Jun 11 to Jun 12
$133 total
Jun 11 - Jun 12
Total with taxes and fees
8/10 Very Good! (145 reviews)
"Dans l'ensemble, c'était décevant. Très écho. Le spa est minuscule et a notre arrivée déjà plein..."

Reviewed on May 21, 2026

Santana in Nature Bed & Breakfast
Hotel Quinta Do Furao

Hotel Quinta Do Furao

4 out of 5
Achada Do Gramacho Santana
$247 nightly
The price is $261 total per night from Jun 28 to Jun 29
$261 total
Jun 28 - Jun 29
Total with taxes and fees
9.6/10 Exceptional! (188 reviews)
"Wonderful experience."

Reviewed on May 15, 2026

Hotel Quinta Do Furao
The Vine

The Vine

5 out of 5
Rua Dos Aranhas Funchal
9.4/10 Exceptional! (1,005 reviews)
"Excellent location, staff were incredibly friendly and helpful. Rooms showing their age. Smart switches and TV service were finicky and unreliable. No ability to access or use Netflix, Amazon Prime or cast from your phone. Mattress had indents on both sides, needed to be replaced."

Reviewed on Jun 1, 2026

The Vine
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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