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Kissimmee
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To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more
2,953 Results  |  
20 Photos

Condo | 3 Bedrooms | sleeps 6

30 Nights min stay

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from £118 /night

£826 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Conveniently located between Ft. Lauderdale and Miami, our properties at 2080 South Ocean Drive offer you a beachfront vacation, with all the comforts of home.On the beach, just up the Intracoastal Waterway from Aventura, just beyond the million dollar homes of Golden B  …see more

4 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £235 /night

£1644 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Our unit is on the top floor facing Sea World and we can watch the Sea World fireworks nightly from our balcony  …see more

12 Photos

Condo | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £196 /night

£1372 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This condo is located in the heart of Pelican Bay within the Valencia community  …see more

Featured properties

16 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £106 /night

£742 - £1138 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Modern Apartment, Contemporary Design Porcelain Tile Floor  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

5 Nights min stay

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from £59 /night

£411 - £506 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Experience the joys of this luxurious 4 bedroom villa in Kisimmee, Orlando only minutes from the attractions  …see more

24 Photos

Log cabin | 3 Bedrooms | sleeps 24

1 night min stay

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from £56 /night

£389 - £460 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • Pets welcome
The Flagstaff rental cabins are our largest cabins at 2300 square feet. They're two-stories, fully ADA compliant and designed to accommodate from 12-48 guests. The first floor has two bedrooms. Each has a queen-sized bed and double/twin bunk beds. The first  …see more

20 Photos

Condo | 1 Bedroom | sleeps 4

4 Nights min stay

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from £117 /night

£815 - £1003 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This studio condo overlooks the intracoastal waterway, the city and Millionaires row  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £122 /night

£848 - £1555 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located at the South end of the Crescent Beach on Marco Island, this is a Direct Beachfront Top Floor Unit with over 1700 square feet. It has 2 Bedrooms and 2 Full Baths, a Kitchen, a Dining Area, Den, and two Balconies. You can see the sunrise on the rear balcony and a  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 3

30 Nights min stay

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from £57 /night

£396 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful studio with large balcony and incredible ocean views! All new designer furniture, designer decorated studio with large flat screen TV, queen size bed, sofa bed and ottoman bed, plenty of space, nice lighting, valet parking, 24-h security, huge infinity pool, ocean view gym and more  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £2360 /night

£16520 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful modern 4 bedroom 4,5 bathroom vacation home, inside and outside completely renovated and decorated to high standards  …see more

24 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £354 /night

£2478 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
A very pleasant walking distance to the most active and entertaining restaurants  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 6

2 Nights min stay

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from £56 /night

£389 - £513 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Castine Cottages has six two-bedroom housekeeping cottages fully equipped with fine water views and a short walk to the beachfront below  …see more

12 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £99 /night

£689 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Truly outstanding 1500 sq. ft. three bedroom two bath home with garage. Newly renovated inside out, is accented with beautiful tile and granite through out, kitchen features beautiful raised panel cabinets and new appliances, great room opens up to large screene  …see more

20 Photos

Apartment | 1 Bedroom | sleeps 2

30 Nights min stay

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from £60 /night

£416 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful large 1 bedroom 1  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

1 night min stay

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from £3186 /night

£22302 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Luxury modern waterfront home on Venetian Islands with soaring ceilings and walls of glass taking in the magnificent wide bay views in every direction! Features include open floorplan, lavish master suite, walk-in closets, infinity pool, and IPE dock  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £95 /night

£661 - £728 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
Nest on the lake, a 4 bedroom, 4  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £117 /night

£817 - £1114 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
If you would like to rent a villa that is in the best location, offers 1st class facilities and is maintained to an extremely high standard, look no further than Graceland Villa  …see more

8 Photos

Villa | 3 Bedrooms | sleeps 8

7 Nights min stay

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from £61 /night

£424 - £584 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Located in a quiet residential estate, situated approximately 15 minutes from the Disney complex and numerous golf courses, our Davenport Florida vacation rental is perfect for a relaxed fun-filled holiday with your family or friends  …see more

24 Photos

Condo | 2 Bedrooms | sleeps 4

1 night min stay

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from £2950 /night

£20650 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The Most Exclusive Residence in South Beach- THE SETAI- and this is the best deal for the most desired view in the building  …see more

24 Photos

Villa | 5 Bedrooms | sleeps 10

5 Nights min stay

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from £99 /night

£693 - £916 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
We are delighted to present our privately owned Villa which has been re-furnished to a Signature standard throughout  …see more

10 Photos

Condo | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £95 /night

£659 - £1498 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Unit 1540-4 is one of sixteen Miami Beach accommodation vacation at the Courtyard. This building's charming tropical courtyard and ideal South Beach location make it one of the most requested places to stay in Miami. This 650 square foot Mia  …see more

14 Photos

Condo | 1 Bedroom | sleeps 4

4 Nights min stay

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from £152 /night

£1062 - £2006 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
CLOSE TO SOUTH BEACH BUT ALSO AVENTURA, and a minute walk to one of the best beach part of North Shore State Recreational Area Park, you'll enjoy my Fully furnished condo in North Miami beach with Garden and Terrace  …see more

20 Photos

Guest house | 6 Bedrooms | sleeps 2

1 night min stay

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from £51 /night

£351 - £992 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Welcome at Perlo  …see more

10 Photos

Condo | 2 Bedrooms | sleeps 6

7 Nights min stay

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from £96 /night

£671 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This 3rd Floor END UNIT has extra windows making it bright and open, and giving you a commanding view of the Gulf of Mexico! It is fully carpeted, making it quiet and comfortable. The newer kitchen has been opened up. This private unit has never been rented up t  …see more

20 Photos

Condo | 1 Bedroom | sleeps 2

30 Nights min stay

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from £62 /night

£431 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Beautiful high floor jr  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

7 Nights min stay

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from £8260 /night

£57820 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
This house has all the details and stories to go along with the mindful elegance and comforts  …see more

18 Photos

Log cabin | 1 Bedroom | sleeps 2

1 night min stay

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from £87 /night

£603 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
All Units are full housekeeping units having refrigerators, propane ranges, microwaves, toasters, coffee makers, cookware, silverware, tableware, towels, and linens  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £40 /night

£280 - £372 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Set on a quiet residential estate just 20 minutes from the Disney parks, this Kissimmee vacation, family owned, rental condo has everything for a fun-packed family getaway, including the Disney parks, a huge Publicis supermarket and a vast range of restaurants and shopping within easy reach  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 4

1 night min stay

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from £51 /night

£354 - £442 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • Pets welcome
Beautiful Duplex Villa on the Mirror Lakes Golf Course Everything you need for the perfect Florida Vacation! All rental homes are of the highest standard with spacious living accommodation  …see more

24 Photos

Villa | 4 Bedrooms | sleeps 8

1 night min stay

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from £66 /night

£460 - £707 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Pine View is a luxurious, four-bedroom, 2  …see more

19 Photos

Villa | 7 Bedrooms | sleeps 12

7 Nights min stay

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from £92 /night

£644 - £1092 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
For a review of my property please follow this link:http://www  …see more

15 Photos

Villa | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £61 /night

£421 - £554 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Villa lemon home, a 3 bedroom, 2  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 3

1 night min stay

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from £60 /night

£420 / week

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Key info:

  • Not suitable for children
  • Air conditioning
  • No pets allowed
Hotel with stacked containers, a 1 bedroom, 1.0 bath vacation rental Lodge in Punta del Este, , is an excellent getaway for you to spend a few days with your loved ones or a group of friends. Here, your vacation can be as relaxed or as progressive as you want.  …see more

13 Photos

Condo | 2 Bedrooms | sleeps 4

1 night min stay

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from £290 /night

£2024 - £2561 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Our spacious 2 bedroom, 2-bath corner townhouse unit has everything you'll need for a comfortable vacation  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £161 /night

£1121 - £1947 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Vacation in your own colorful Floridian Key West style cottage accommodation with a large private patio adjacent to beautiful Siesta Key Beach in Sarasota, Florida  …see more

16 Photos

Townhouse | 4 Bedrooms | sleeps 8

2 Nights min stay

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from £70 /night

£490 - £619 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Enjoy our fabulous 1856/sqft RESORT Townhome located in a 24-hour gated community minutes from the Orlando airport, theme parks and golf courses  …see more

24 Photos

House | 7 Bedrooms | sleeps 24

3 Nights min stay

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from £243 /night

£1696 - £5583 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Welcome to Summer Dreams! We are located in a private community called Emerald Waters Village in Miramar Beach, FL  …see more

10 Photos

Villa | 3 Bedrooms | sleeps 6

5 Nights min stay

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from £102 /night

£708 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Our Villa is situated on Florida's Gulf coast, in a quiet residential area of Spring Hill  …see more

24 Photos

Condo | 1 Bedroom | sleeps 6

2 Nights min stay

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from £325 /night

£2272 - £3068 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Montauk is a 'little bit of heaven' and a 'little bit of everything' too! There is an obvious reason why this lovely town has been nicknamed 'The End'  …see more

24 Photos

Townhouse | 6 Bedrooms | sleeps 2

1 night min stay

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from £4130 /night

£28910 - £33040 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This amazing 1 bedroom, 1  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £955 /night

£6679 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
OCEAN FRONT& OCEAN VIEW!!! LUXURY BOUTIQUE 2br/bath, kitchen, living/dinning room  …see more

10 Photos

Condo | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £172 /night

£1204 - £2060 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
This wonderful condo is furnished with a nautical theme  …see more

10 Photos

House | 2 Bedrooms | sleeps 4

1 night min stay

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from £186 /night

£1297 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
Located in the famous South Florida Spa, Tennis and Golf Community of Weston, the well-appointed: Vacation Village at Bonaventure  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £124 /night

£868 - £1281 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
The apartment is a fresh renovation  …see more

20 Photos

House | 3 Bedrooms | sleeps 10

3 Nights min stay

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from £762 /night

£5334 - £9334 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
You can enjoy your own private gated waterfront luxury home overlooking the Inter-Coastal Waterway and a beautiful freshwater fed river filled with manatees, dolphins and other tropical wildlife, called The Little River  …see more

24 Photos

Condo | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £56 /night

£389 - £445 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Located in Grand Palms Resort, this Kissimmee Florida vacation rental is just FIVE miles from the Walt Disney World  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 2

1 night min stay

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from £114 /night

£793 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Village of Merrick Park 4250,Apartment Features, High Ceilings,Complete Kitchen,Refrigerator with Ice Maker,Berber Carpeted, Extended TV Cable included, Local calls included,Microwave / Stove / Refrigerator,Washer and Dryer inside the unit,Fast Speed Internet included.<  …see more

7 Photos

Condo | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £212 /night

£1479 - £2685 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Our condo is in a resort like community with a tropical waterfall entrance and warm welcome from the staff  …see more

14 Photos

Villa | 1 Bedroom | sleeps 14

4 Nights min stay

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from £877 /night

£6136 - £7965 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Pets welcome
On the water, new contemporary house with 2 stories, marble floors inside and outside 1st floor : living room dining room, kitchen, laundry, master bedroom, guest bedroom, 2  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £810 /night

£5667 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Brewster Chateau Country House 3 Bedroom, 3 Bathroom, Sleeps 7 With Mountain ViewsCharming and secluded 'Cotswold-Style' stone cottage  …see more

The USA East Coast is a diverse part of the States, but from the sophistication of New York and the vibrancy of Manhattan to the fun packed sunshine of Florida, there is a holiday vacation here for everyone.

New York is one of the greatest cities in the world, with culture and art scene that is second to none. The city’s landmarks and its famous skyline are recognised throughout the world. Further up the coast New England’s capital Boston is rich in history, from the Freedom Trail to the many museums devoted to its colonial past. New England and Maine have many attractions, from skiing in Vermont to holidaying in Cape Cod.

The US Capital Washington DC exists in its own state, a purpose built city to house the apparatus of government. Here you’ll find monuments to the American constitution – the Capitol, the Washington Monument and of course the White House itself.

South Carolina is famed for its beach resorts such as Myrtle Beach and Florida or the ‘sunshine state’ has been a popular holiday resort for more than a century. Florida is a favourite choice for beach vacations, with a plethora of villas and condos to choose from. It is also home to some of the world’s most famous theme parks – Disney World, Universal Studios, the Kennedy Space Centre and The Wizarding World of Harry Potter at Universal Resort. It is perfect for a family holiday and winter sun break.