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Penthouses in North America

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Holiday penthouse in Florida

Florida penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £458 / night

£2,286 / week

1 / 11

Holiday penthouse with shared pool, golf nearby in Playa del Carmen

Playa del Carmen penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £46 / night

£275 / week

1 / 14

Penthouse rental in Puerto Plata

Puerto Plata penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £320 / night

£2,103 / week

1 / 6

Holiday penthouse with shared pool in Cabo San Lucas

Cabo San Lucas penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £3,200 / night

£22,400 / week

1 / 5

Holiday penthouse with shared pool in Cabo San Lucas

Cabo San Lucas penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £3,200 / night

£18,286 / week

1 / 6

Penthouse rental in Tulum with shared pool

Tulum penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

from £211 / night

£1,472 / week

1 / 43

Holiday penthouse in Los Cabos

Los Cabos penthouse

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £458 / night

£3,200 / week

1 / 25

Punta Cana holiday penthouse rental

Punta Cana penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £211 / night

£1,738 / week

1 / 84

Holiday penthouse in Playa del Carmen

Playa del Carmen penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £138 / night

£960 / week

1 / 24

Holiday penthouse with shared pool in Playa del Carmen

Playa del Carmen penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £319 / night

£2,011 / week

1 / 23

Cancun holiday penthouse let

Cancun penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

“This Penthouse Was Awesome!” I recently stayed one night here with a group of 8 friends and we had the time of our lives. Tim and his partner, Mike were very accommodating and made it extremely easy for us to get settled in. The views are breathtaking as you are truly at the highest point of view in Cancun. From the outside of the building, the hotel itself looked run down but the penthouse was nice and had plenty of room. We took a short bus ride for ten pesos a person downtown at night to party and had a blast. The beach at the hotel is beautiful and clean and the pool was enjoyable as well!

from £849 / night

£5,943 - £6,903 / week

1 / 56

Holiday penthouse with shared pool in Cabo San Lucas

Cabo San Lucas penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

“There is no better way to relax and enjoy Cabo” We had a great time in this penthouse. It is a perfect get-a-away location with an unbelievable view. You have the option of hanging out poolside at the resort or a more quiet time at the penthouse' terrace and jacuzzi. We can't wait to go back.

from £458 / night

£6,172 - £8,594 / week

1 / 14

Penthouse accommodation in Cancun with shared pool

Cancun penthouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

“Amazing Location and View” My stay at condo 371 was the best ever. The condo had everything needed and was very comfortable. The view from the windows and the 2 balconies is priceless. Its nice to open the doors and windows and enjoy the ocean sounds and breeze without using the aC. The patio furniture is new and I enjoyed sleeping on the balcony under the stars a couple of nights. The property manager called me after my flight arrived to confirm and he was waiting at the desk for us so we checked right into the condo without waiting. You can see the pool from this condo which is nice if you have friends in the pool while you are on the balcony. The 2 pools were freshly painted while we were there and are very nice. Its a great feature to rent a luxury condo but also have the option to cook or pay for all inclusive. The hotel has nightly activities that you can participate without paying for all inclusive. I wish to go back to this condo year after year if it is available.

from £849 / night

£5,943 - £6,903 / week

1 / 49

Penthouse rental in Cancun

Cancun penthouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 12

“Best Vacation I ever had!!!” I had the best vacation ever. It was so nice having everyone together in one place.There was eight people and there was plenty of room. The view from the condo was great and the location of the condo was to. The hotel staff was excellent so was the food and drinks.I would stay again in a heart beat. We plane to go back next year.I have been to several islands and there is not to many countries these days you can go to being a american that people treat you like royalty. Cancun is one of them.

from £914 / night

£6,396 - £7,356 / week

1 / 56

Penthouse letting in Cancun

Cancun penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Its like taken out of a magazine, a place to spend the vacations you deserve!” The penthouse itself is a dream come true. The pictures embrace the lovely and beautiful place, but once you get out of the elevator it just takes your breath away. It is undeniable that Cancun was an unforgettable experience, and one of the main reasons is because of penthouse #2000. It had all the commodities needed to spend an amazing time in an amazing beach. Trying to find a place was difficult until we fell in love with this one. Tim Miller made it even easier to book it since his help was undeniably one of the best I have ever had. He was super kind and available to answer my questions and doubts. As soon as we arrive at the place Francis was waiting for us with margaritas and one of the best guacamole I have ever tried. The views were astonishing since you have perfect views both from the beach and from the lake, it made it wonderful to see the sunrise from the main bedroom and the sunset from the terrace. The penthouse was extremely clean. Both bedrooms had their own private bathrooms with comfortable beds and space to put our luggage. The pools were also clean and perfect for the sunny and hot weather. The kitchen had everything needed to cook our own meals. There were also towels available for both taking a bath and going to the beach. This place was wonderful, there are definitely no complaints about anything. The service was spectacular and the place itself is like taken out of a magazine. I cannot wait to go back to for another amazing week.

from £849 / night

£5,943 - £6,423 / week

1 / 72

Holiday penthouse with shared pool in Cancun

Cancun penthouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

“Great Vacation” I was very impressed with the penthouse. Everything was all set when we arrived in Cancun and the house was AMAZING!! There was plenty of room and very comfortable. The view was INCREDIBLE! I will choose this location each time I travel to Cancun. AMAZING!!!

from £849 / night

£5,943 - £6,903 / week

1 / 104

Penthouse letting in Holetown with shared pool, golf nearby

Holetown penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £459 / night

£3,209 - £6,708 / week

1 / 24

Holiday penthouse in Playacar

Playacar penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £167 / night

£1,166 / week

1 / 20

Holiday penthouse with golf nearby in Puerto Aventuras

Puerto Aventuras penthouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £347 / night

£2,426 / week

1 / 41

San Miguel de Allende holiday penthouse rental

San Miguel de Allende penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £110 / night

£768 / week

1 / 10

Penthouse rental in Central Playa

Central Playa penthouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from £421 / night

£2,560 / week

1 / 31

Holiday penthouse in West Branch

West Branch penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

from £275 / night

£1,372 - £1,500 / week

1 / 25

Cabo San Lucas holiday penthouse rental

Cabo San Lucas penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £654 / night

£4,572 / week

1 / 8

Holiday penthouse in Provincetown

Provincetown penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Great Unit with Beautiful Views” This is a great two bedroom second floor with an incredible penthouse third floor. The owner, John/Jack was always responsive when I had questions during the booking process and during my stay. He was the perfect host...always responded to any questions, made me feel welcome to enjoy this part of his home, and gave me the privacy that I believe is important in renting any vacation getaway. Also, he is just an all around nice guy. The third floor (the penthouse) is amazing. Fully equipped kitchen and pretty much anything you could need to cook or dine with. Clean and organized. Half bath. Great view to the bay from the room and the awesome deck, and a wonderful view, framed by a large side window, of the monument. The second floor has two very nice bedrooms and a full bath. Again, clean and organized. Great neighborhood. Close to Tea Dance and a small walk to the center of town, but quiet and peaceful. Everything I could have hoped for in a vacation rental and more.

from £595 / night

£4,160 / week

1 / 25

Playa del Carmen holiday penthouse rental

Playa del Carmen penthouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 5

from £275 / night

£1,920 / week

1 / 14

Penthouse accommodation in Simpson Bay with shared pool

Simpson Bay penthouse

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 4

from £275 / night

£1,829 / week

1 / 5

Penthouse rental in Oyster Pond with shared pool

Oyster Pond penthouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from £392 / night

£2,739 / week

1 / 15

Holiday penthouse with shared pool in Cabo San Lucas

Cabo San Lucas penthouse

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £823 / night

£4,800 / week

1 / 6

Holiday penthouse in Miami Beach

Miami Beach penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £101 / night

£704 / week

1 / 27

Penthouse rental in Cancun with indoor pool, golf nearby

Cancun penthouse

  • 6 bedrooms
  • 8 bathrooms
  • sleeps 10

from £1,829 / night

£12,800 / week

1 / 28

Holiday penthouse accommodation

Coco Beach penthouse

  • 2 bedrooms
  • 4 bathrooms
  • sleeps 6

from £160 / night

£1,098 / week

1 / 16

Nuevo Nayarit holiday penthouse rental

Nuevo Nayarit penthouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £138 / night

£960 - £1,184 / week

1 / 42

Penthouse rental in Puerto Penasco with shared pool

Puerto Penasco penthouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £416 / night

£2,912 / week

1 / 35

Holiday penthouse with shared pool in Puerto Penasco

Puerto Penasco penthouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 10

from £330 / night

£2,304 / week

1 / 34

Nunavut holiday penthouse rental

Nunavut penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £28 / night

£92 / week

1 / 10

Penthouse rental in Julian

Julian penthouse

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

from £127 / night

£823 / week

1 / 18

Holiday penthouse with golf nearby in Mazatlan

Mazatlan penthouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £196 / night

£1,372 / week

1 / 4

Penthouse rental in Ocho Rios with shared pool, golf nearby

Ocho Rios penthouse

  • 2 bedrooms
  • 6 bathrooms
  • sleeps 6

from £211 / night

£1,440 / week

1 / 13

Boca Chica holiday penthouse rental

Boca Chica penthouse

  • 3 bedrooms
  • 6 bathrooms
  • sleeps 8

from £206 / night

£1,440 / week

1 / 80

Holiday penthouse rental

Cancun penthouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

“A REMARKABLE EXPIERENCE!” Our stay at Tim’s condo (No. 2704) was more than we could have ever imagined! With a group of ten girls—traveling from several parts of the United States—it was the ideal experience. We were all together under one roof enjoying each other’s company, but with enough room not to be on top of one another. The condo was tasteful and very well appointed. The kitchen was large and fully equipped. The bedrooms were spacious, and the beds comfortable! Having views of both the bay and the ocean was phenomenal, and the afternoon sun and sunsets on the furnished deck were relaxing and a sight to see. The beach was beautiful and well maintained and the main pool was clean and refreshing. Tim’s website was very informative which made the planning process effortless. We utilized several of the services and features recommended by Tim—-including transportation from USA Transfer, the authentic in-home meal cooked by Elena, and the all-inclusive option at the resort—and they did not disappoint. The transportation company was extremely courteous and punctual; the in-home meal was delicious and exactly what was called for after a day of travel—leftovers were a plus, too; and the all-inclusive option was awesome, particularly because of the pool bar as well as the food selection, given a few girls had dietary restrictions. Prior to booking, Tim responded promptly to any emails and he was always willing to provide some additional advice and recommendations. The booking process itself was easy and hassle free. During our stay, the onsite manager, Abdiel, was also prompt and attentive. He went above and beyond to get us situated and make sure that we had everything we needed. Knowing this made our vacation truly carefree. I would recommend (and actually already have recommended) this penthouse and Tim’s other properties to family and friends. It was an excellent experience from beginning to end and I could not been any happier with the outcome. Thank you, Tim, and your team, for a wonderful vacation!

from £585 / night

£5,943 - £6,903 / week

1 / 76

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