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Family Friendly Holidays in St. Thomas - Holiday Lettings

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240 family friendly properties

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Holiday apartment rental

St. Thomas apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £257 / night

£1,798 / week

1 / 16

Holiday condo with shared pool in Bolongo Bay

Bolongo Bay condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £131 / night

£916 - £1,028 / week

1 / 7

Holiday apartment accommodation

Charlotte Amalie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £112 / night

£784 / week

1 / 14

Holiday cottage in Red Hook

Red Hook cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“A peaceful and romantic place for a getaway!” My husband and I recently came back from a wonderful stay at Billye and Joe's studio cottage in St. Thomas. Billye and her husband Joe couldn't have made us feel any more welcome from the day we arrived. Our trip was a week long, and all I can say is what a perfect home away from home! The cottage was the perfect place for a romantic getaway. The room was equipped with all the basic amenities and extras (loads of beach towels, beach chairs, silverware, and even a George Foreman grill!). Billye was always a phone call away when we needed something, and Joe was more than willing to take us around when he was free. The cottage is about a 10 minute walk to the Secret Harbour Beach Resort, where we often went to call for taxis, access the beach, and dine at Sunset Grill. We are looking forward to staying at Our Place in the future! Sarah & Obaid

from £167 / night

£1,170 / week

1 / 18

Holiday condo in East End

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £351 / night

£2,335 - £2,662 / week

1 / 11

St Thomas East holiday condo rental

St Thomas East condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £467 / night

£3,269 / week

1 / 14

East End holiday apartment rental

East End apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £326 / night

£2,474 - £3,127 / week

1 / 35

Holiday condo with shared pool in Bolongo Bay

Bolongo Bay condo

  • 1 bathroom
  • sleeps 2

from £136 / night

£934 - £1,028 / week

1 / 22

Holiday hotel apartment with shared pool in Charlotte Amalie

Charlotte Amalie hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

from £421 / night

£2,943 / week

1 / 10

Villa rental in Smith Bay with swimming pool

Smith Bay villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from £1,215 / night

£8,500 / week

1 / 30

St. Thomas holiday villa rental

St. Thomas villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £467 / night

£3,269 - £3,596 / week

1 / 22

Holiday condo letting

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £234 / night

£1,540 / week

1 / 26

Holiday villa in Peterborg

Peterborg villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £304 / night

£1,868 / week

1 / 60

Holiday apartment with shared pool in East End

East End apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

“Perfect Place for a family!” We had a wonderful time in St.Thomas staying at Nancy's condo at the Elysian Beach resort! She was so easy to work with and provided lots of useful information about the surrounding areas before we got there. When we arrived, the condo was very clean and the essentials were provided to get you started. Even though it rained a few days while we were there, we were so grateful to have all the space! The kids had their own little haven up in the loft and the master bedroom was huge too! There was plenty of room for everyone and everything. We enjoyed dinner out on the upper deck and many meals on the lower deck. The view was beautiful!! We all enjoyed the pool and all the amenities that come with staying at a resort too. We had a great time!

from £262 / night

£1,831 - £3,662 / week

1 / 45

Holiday apartment in East End

East End apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £177 / night

£1,235 / week

1 / 18

Holiday condo in Red Hook

Red Hook condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from £150 / night

£934 / week

1 / 16

Holiday home in Charlotte Amalie

Charlotte Amalie house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from £313 / night

£2,189 / week

1 / 39

Holiday condo in East End

East End condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £836 / night

£5,852 / week

1 / 33

Holiday b&b with shared pool in Water Island

Water Island b&b

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £187 / night

£1,308 / week

1 / 41

Red Hook holiday condo rental

Red Hook condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 5

from £304 / night

£2,055 - £2,546 / week

1 / 33

Charlotte Amalie holiday home rental

Charlotte Amalie house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

from £9,560 / night

£66,918 / week

1 / 6

Charlotte Amalie holiday villa rental

Charlotte Amalie villa

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 6

from £4,512 / night

£31,579 / week

1 / 3

Holiday apartment in St. Thomas

St. Thomas apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“A Gem” Too Blue is a Gem!! Having tea every morning while watching Yacht Club activities, or boats coming and going from Cowpet Harbor was soothing. Walking to the beach each day without having to drive, perfect. Being close to Red Hook was nice too. Very good restaurants near by as well. Perfect spot. The unit itself is beyond 5 star's ! The only issue we had was there was no electricity in the bathrooms that is it (you shouldn't blow dry your hair on the islands any way). Every other amenity was thought of (frying pan's on the small side should you want to cook breakfast in the am for the group) The furniture and beds are all comfortable. But wait.... The master bath shower, will be the best shower you ever experience. I had tears in my eyes the day I turned off the water for the last time! I actually waved good bye to the view! Miray has been nothing but great to work with! This is the place to stay!!!

from £365 / night

£2,242 - £2,989 / week

1 / 28

Holiday yacht rental

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £2,429 / night

£16,999 / week

1 / 17

Water Island holiday yacht rental

Water Island yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £748 / night

£5,231 / week

1 / 12

North Side holiday villa rental

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £2,256 / night

£15,790 / week

1 / 4

Holiday villa in Charlotte Amalie

Charlotte Amalie villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

from £808 / night

£5,652 / week

1 / 39

Holiday yacht in East End

East End yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £1,995 / night

£13,964 / week

1 / 12

Holiday condo with shared pool in East End

East End condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £262 / night

£1,831 - £3,662 / week

1 / 34

Holiday yacht in Charlotte Amalie

Charlotte Amalie yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from £771 / night

£5,394 - £7,225 / week

1 / 27

Holiday villa in Red Hook

Red Hook villa

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from £1,601 / night

£5,604 - £12,143 / week

1 / 4

East End holiday condo accommodation

East End condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 6

from £534 / night

£3,736 / week

1 / 48

Charlotte Amalie holiday apartment accommodation

Charlotte Amalie apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £108 / night

£752 / week

1 / 13

Holiday condo with shared pool in East End

East End condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

from £262 / night

£1,831 - £3,662 / week

1 / 35

Holiday studio in Red Hook

Red Hook studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £288 / night

£2,013 - £3,664 / week

1 / 41

Holiday studio in Smith Bay

Smith Bay studio

  • Studio
  • 1 bathroom
  • sleeps 2

from £381 / night

£2,668 - £6,949 / week

1 / 44

Holiday villa rental

Peterborg villa

  • 9 bedrooms
  • 11 bathrooms
  • sleeps 26

from £6,254 / night

£43,773 / week

1 / 16

Holiday condo rental

Smith Bay condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

from £154 / night

£1,078 / week

1 / 54

Smith Bay holiday villa rental

Smith Bay villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from £164 / night

£1,144 / week

1 / 25

Holiday villa in North Side

North Side villa

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

“Absolutely Amazing Time” My family and I had an amazing stay and many adventures on beautiful St Thomas. I'm the official travel agent for my family, so when their jaws hit the ground as we walked into Rick and Steve's home I was more than pleased with my decision to stay there. My 6 year old niece LOVED the pool and my nephew became best friends with the resident dog, "Rocky". The house was absolutely amazing and the location was perfect for my family. In addition the kindness and warmth of the owners truly made our vacation an unforgettable trip with memories that would last a life time. By far the best family vacation to date and everyone keeps asking, "When are we going back?" Highly recommend staying in this lovely location and home.

from £654 / night

£3,923 - £5,885 / week

1 / 40

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