Villas with a pool USA East Coast | Apartments to rent with swimming facilities | Holiday Lettings

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28,160 Holiday homes

Filters applied: Swimming pool (28,160)

(18) Excellent 

27

Holiday apartment with golf nearby in Orlando

Orlando / Vista Cay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic- totally perfect 10/10” I cannot rate this condo enough. It is the second year in a row we have stayed here and I would not stay any where else in the Orlando area. The condo is a home from home and is very spacious. It's location is ideal  …see more

from £79 / night

£553 - £643 / week

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from £79 / night

(12) Excellent 

50

Holiday villa letting

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 125 km
  • Swimming pool
  • Child friendly
“perfect holiday, would definately come again” We have just returned from a 2 week holiday in Weston Magic. The location is perfect and all the attractions are within easy reach by car. The home is the perfect place to relax and has everything you ne  …see more

from £65 / night

£455 / week

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from £65 / night

(52) Excellent 

77

Holiday villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Modern and well layed out Vila .” This villa had the wow factor as soon as we set foot in the door ,it was well presented and had the perfect layout .we found it well situated and central for visiting .  …see more

from £95 / night

£675 - £895 / week

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from £95 / night

(7) Excellent 

28

Holiday villa in Kissimmee

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Santa Caterina is located in the beautiful Windsor Hills Resort where you can enjoy all the comforts and amenities of home with all the attractions and the social interactions of a First Class Resort.<br />ALL PRICES QUOTED INCLUDE 13% FLORIDA TAXRefundable securi  …see more

from £116 / night

£812 - £1085 / week

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from £116 / night

(21) Excellent 

24

Haines City holiday villa rental

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“Wonderful Holiday” We thoroughly enjoyed our stay in this villa. It was beautifully clean & well presented, somewhere to really relax after being out at the theme parks all day. It was handy for a choice of supermarkets & filling stations as well as  …see more

from £65 / night

£450 - £600 / week

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from £65 / night

(10) Excellent 

22

Davenport holiday villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
A spacious 6 bedroom,Mediterranean style villa with games room, pool and spa and extended deck. Conservation and lake views on the prestigious Watersong Resort. All bedrooms are en-suite with cable TV. 2 king size, 2 double and 2 twin bedrooms. Mains gas BBQ.<br />  …see more

from £125 / night

£932 - £1389 / week

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from £125 / night

(17) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous Excellent Gorgeous” We stayed at Orange Tree Retreat for 2 weeks and it was absolutely brilliant. Great Villa, fabulous location, home from home - loved every minute of our stay. This villa offers everything you could possibly want - it is  …see more

from £69 / night

£565 - £726 / week

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from £69 / night

(21) Very Good 

17

Clermont holiday villa rental

Clermont / Greater Groves

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tangerine Villa is a stylish Floridian Home which is luxuriously equipped to the highest standards. This spacious, single-story home of four to five bedrooms with three bathrooms offers accommodation for up to ten people. The villa is fully air conditioned and has its o  …see more

from £100 / night

£450 - £540 / week

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from £100 / night

(13) Excellent 

20

Villa rental in Davenport with golf nearby

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“A real treat” As soon as we walked into the Villa at Solana we knew we were in for a treat. The Villa was spotlessly clean and beautifully furnished with all new appliances. After spending a week all cramped into one Disney hotel room it was great t  …see more

from £73 / night

£509 - £751 / week

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from £73 / night

(16) Very Good 

56

Holiday villa with golf nearby in Davenport

Davenport / Florida Pines

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Having just undergone a complete refurb this villa is in as new condition everything inside the villa all furniture, flooring, appliances are all brand new even the pool has been re tiled and resurfaced,Pool heat available at £15 per night, recommend Oct-mar<br  …see more

from £65 / night

£450 - £650 / week

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from £65 / night

(30) Excellent 

23

Holiday home with swimming pool in Kissimmee

Kissimmee / Oak Island Cove

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Ideally situated, beautifully kept property with everything you ever need, a home from home!” This was our first family holiday to Florida and the villa absolutely had everything we wanted to enjoy our holiday! Ideally situated with ease if access to  …see more

from £100 / night

£600 - £700 / week

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from £100 / night

(12) Excellent 

23

Kissimmee holiday villa rental

Kissimmee / Windsor Palms

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Everything you need..and more” Beautiful open plan villa, lots of room, clean, the sofas are really soft and cosy after a day at the parks. The pool was a definate hit with the kids, as was the games room. The gated community was very friendly and h  …see more

from £92 / night

£640 - £700 / week

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from £92 / night

(14) Excellent 

24

Davenport holiday home rental

Davenport / Regal Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous house, great resort, brilliant location.” This house is really great. We stayed there in February me, my husband, our 2 and 1/2 year old, and my sister and brother in law with their 2 small children (6months and 2 and1/2.) This house was just  …see more

from £67 / night

£463 / week

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from £67 / night

(15) Excellent 

15

Orlando holiday villa rental

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Best Holiday Ever” had a wonderful time in your villa i would recommend it to all my friends & family,didn't want for anything the villa was well looked after pool area was to die for when u've had a long day at the theme parks the jacuzzi was very  …see more

from £76 / night

£530 - £680 / week

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from £76 / night

(7) Excellent 

44

Holiday villa in Davenport

Davenport / Westhaven

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“first class villa” This is the 3rd time we have stayed in this villa. Couldn't fault anything about it including distance from parks and supermarkets and eating places all close by. Nice quiet area. Plenty towels and kitchen equipment. Wi fi access. T  …see more

from £64 / night

£450 - £575 / week

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from £64 / night

(26) Excellent 

48

Davenport holiday villa rental

Davenport / Loma Linda

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A lovely well located place - a real home from home” This was my third visit in 5 years. The Villa is in a fantastic location with both Disney parks and Universal and International Drive a short drive away. It has all the facilities including an amazi  …see more

from £58 / night

£400 - £497 / week

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from £58 / night

(42) Excellent 

47

Orlando holiday villa rental

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 127 km
  • Swimming pool
  • Child friendly
“Fantastic Place to Stay” We really enjoyed our stay and dealing with Yvonne was a true pleasure. The house was really comofortable and nicely appointed. Many extras were included and the pool and hot tub were a big bonus. Our family enjoyed the games  …see more

from £89 / night

£619 - £745 / week

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from £89 / night

(27) Very Good 

24

Holiday condo with golf nearby in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 106 km
  • Swimming pool
  • Child friendly
“Ideal "near to Disney" condo” Condo had everything we needed at very reasonable price, especially for Christmas period. Owners (Ronald and Pam) very helpful with arrival instructions, directions, etc. Useful local info provided at condo. Good variety  …see more

from £35 / night

£219 - £375 / week

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from £35 / night

(48) Excellent 

60

Villa rental in Kissimmee

Kissimmee / Indian Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent Location and a Wonderful Home.” Never booked through holiday lettings before so I was a bit nervous however I needn't have been. From the first moment I had contact with the owners of Russel Ridge communications and reassurance have been exc  …see more

from £100 / night

£425 - £700 / week

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from £100 / night

(27) Excellent 

21

Holiday villa with golf nearby in Davenport

Davenport / Aylesbury, Davenport

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Superb family accomadation.” This was ideal for our family. The surrounding area had all we needed including local shops and restaurants/takeaways. The villa was well located for travelling to the parks and other local attractions. The facilities in  …see more

from £48 / night

£334 / week

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from £48 / night

(43) Excellent 

39

Kissimmee holiday villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful villa in an excellent location” I stayed at Disney Davella for one week with my husband and parents. There are two excellent master bedrooms which made it perfect for us (with a bathroom off each) and an extra toilet downstairs as well. Th  …see more

from £90 / night

£595 - £875 / week

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from £90 / night

(16) Excellent 

66

Orlando holiday villa rental

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Amazing villa for a very special holiday” This villa is large, spacious & modern. Impressive gateway to Emerald Island gives a luxury feel with constant security presence on gates, area is very peaceful & exceptionally well presented & clean. Great f  …see more

from £130 / night

£750 - £1025 / week

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from £130 / night

(24) Excellent 

24

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Location” Great location that is close to restaurants, stores, and Disney World and also very affordable. Our kids loved the pool.  …see more

from £75 / night

£525 - £600 / week

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from £75 / night

(3) Excellent 

100

Clermont / Clear Creek

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £81 / night

£565 / week

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from £81 / night

(12) Excellent 

25

Holiday home accommodation

Fort Myers Beach / Estero Island

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
Bayfront house with large pool for entertaining. Benefits from 4 bedrooms and 2 living rooms! Beautiful location and large private lot. Very close walking distance to the beach.<br />Great for families but proximity to water means children should be supervised. So  …see more

from £300 / night

£1533 - £2428 / week

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from £300 / night

(9) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home away from home!” We thoroughly enjoyed the villa with all of its amenities. Clearly this was equipped with children in mind. Our 2, 8 and 10 year-olds found things to do for the entire stay. Naturally the pool was number one, but they found plent  …see more

from £74 / night

£470 - £1260 / week

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from £74 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
LUXURY LAKESIDE VILLA *Great reviews* Private floodlit pool & jacuzzi. Easy drive to parks. Just 10 mins Disney. Child friendly, teenage chillout room, wifi, superb view. No rear neighbours - just lake trees......and Peace!<br />Sunny South Facing Pool with sh  …see more

from £95 / night

£605 - £725 / week

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from £95 / night

(19) Excellent 

56

Kissimmee holiday villa rental

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Just what we needed.” Plenty of room for us all. Easy routes to parks etc. if you are happy to drive in US. House had everything we needed. Pool was perfect.  …see more

from £93 / night

£650 - £900 / week

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from £93 / night

(8) Excellent 

22

Villa rental in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Just as advertised..Fantastic” Stayed for last two weeks of January. Owner recommended heating pool which was a great idea. We had great weather but not sure we would have used the pool unless heated. House was large and spacious. Very clean and well  …see more

from £85 / night

£595 - £995 / week

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from £85 / night

(24) Very Good 

12

Villa rental in Kissimmee with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A great place to relax after a busy day at Disney World” We had a wonderful holiday staying at Sunrise Villa in Lindfields Reserve. The villa is lovely, very well equipped for self catering and is as good as it looks in the photos. The pool area is pa  …see more

from £61 / night

£425 - £600 / week

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from £61 / night

(14) Excellent 

34

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic!!” What a fabulous home. We searched for ages looking for a place for our 'once in a lifetime' holiday and definitely made the right choice. The villa was very clean and maintained to an exceptional standard and provided everything we  …see more

from £90 / night

£625 - £825 / week

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from £90 / night

(4) Excellent 

28

Holiday condo in Anna Maria Island

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Condo in Anna Maria Island, Florida: Relax in this recently re-furnished, roomy and well maintained 2 bedroom / 2 bathroom condo with covered parking & a heated pool.<br />Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach  …see more

from £85 / night

£590 - £1380 / week

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from £85 / night

(43) Excellent 

91

Holiday villa in Kissimmee

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 96 km
  • Swimming pool
  • Child friendly
“Excellent villa and facilities” The Villa was as describes, nice quiet location, easy access to parks. Facilities really nice, was handy to have a guest food pack - especially if you are on a late flight. Very nice patio furniture - much nicer than  …see more

from £105 / night

£725 - £925 / week

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from £105 / night

(29) Excellent 

70

Villa rental in Orlando

Orlando / Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic” Now how will begin to explain this wonderful house. I travel to Florida yearly and this is the first time I have stayed in this villa. I have to hand it to the owners there is nothing you would want for in this home. When you explain home  …see more

from £79 / night

£550 - £590 / week

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from £79 / night

(19) Very Good 

68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thanks” This was a great Vila with everything you needed and in a good area to base yourself, if any c ok militants a bit dated  …see more

from £100 / night

£450 - £540 / week

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from £100 / night

(7) Very Good 

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Cove

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
Positioned on Oak Island Cove next to Formosa Gardens, this is one of the most exclusive vacation sub rental divisions in Central Florida. Every amenity is close at hand for a wonderful vacation. No other location boasts a 5 minute journey to Disney World, Orlando. The  …see more

from £133 / night

£925 - £1095 / week

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from £133 / night

(32) Excellent 

23

Davenport holiday villa rental

Davenport / West Stonebridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 141 km
  • Swimming pool
“Champagne Villa - Amazing house and an excellent value!” My wife and I booked this villa for the first time and it was perfect! We found that it was very well equipped, extremely clean and a real value for the cost. The location is perfect for just  …see more

from £65 / night

£425 - £550 / week

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from £65 / night

(18) Excellent 

29

Davenport holiday villa rental

Davenport / Marbella Resort

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“fantastic villa” enjoyed every bit of it, close to local shops, gated community , very quiet and peaceful and close drive to the disney resorts.Heated swimming pool in december was a big hit with the Kids.Very spacious villa  …see more

from £65 / night

£450 - £500 / week

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from £65 / night

(24) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Elegant Isles - An amazing stay - Heaven on Earth” This vacation trip was our third time to Orlando and this property was by a mile the best we have ever stayed in. It has a real WOW factor from the minute you enter the gates. It is spotlessly clean  …see more

from £66 / night

£462 - £504 / week

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from £66 / night

(16) Excellent 

27

Holiday villa in Kissimmee

Kissimmee / Formosa Gardens

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Couldn't ask for a nicer place!!” We stayed in the Diamond Villa on our first trip to Disney World and we were blown away with how beautiful this villa was! It was beautifully decorated, spotlessly clean, extremely well equipped and more comfortable t  …see more

from £121 / night

£847 - £1100 / week

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from £121 / night