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  • Emerald Island (4)
  • International Drive (21)
  • Orange Tree (15)
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Orlando holidays
2,294 properties

Filters applied: Swimming pool (421)

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
421 Results   |  

from £66 / night

£458 / week

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7 Photos

Orlando / International Drive

Condo / 1 Bedroom / sleeps 4

7 Nights min stay

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from £66 / night

£458 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £108 / night

£751 / week

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5 Photos

Orlando / International Drive

Condo / 2 Bedrooms / sleeps 6

6 Nights min stay

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from £108 / night

£751 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £159 / night

£1112 - £1597 / week

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24 Photos

Central Florida / Orlando

Villa / 6 Bedrooms / sleeps 13

1 night min stay

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from £159 / night

£1112 - £1597 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Great 6 bedroom cul-de-sac villa 15 mins from Disney with private pool backing onto a conservation area. Play pool, foosball or darts in the villa's own games room or relax at the 5 star resort area with tennis, football and volleyball courts, a large gym and huge pool.  …see more

Featured properties

from £15 / night

£99 - £687 / week

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20 Photos

Orlando / Vista Cay

Apartment / 3 Bedrooms / sleeps 8

1 night min stay

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from £15 / night

£99 - £687 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £131 / night

£911 / week

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12 Photos

Central Florida / Orlando

Condo / 2 Bedrooms / sleeps 6

5 Nights min stay

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from £131 / night

£911 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £177 / night

£1239 - £1778 / week

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22 Photos

Central Florida / Orlando

Villa / 6 Bedrooms / sleeps 12

4 Nights min stay

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from £177 / night

£1239 - £1778 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
T his villa is situated in the exclusive resort of Bella Vida, Kissimmee. Only 12 minutes from Walt Disney World and all the major Orlando attractions. Great, Yeah! This villa is newly built to some of the highest standards in Orlando. The villa has every luxury wi  …see more

from £40 / night

£278 - £507 / week

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19 Photos

Central Florida / Orlando

Hotel apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £40 / night

£278 - £507 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £57 / night

£393 - £474 / week

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Excellent 5/5 

17 Photos

Central Florida / Orlando

Apartment / 2 Bedrooms / sleeps 6

Excellent 5/5 

4 Nights min stay

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from £57 / night

£393 - £474 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
 …see more

from £93 / night

£648 - £911 / week

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Excellent 5/5 

45 Photos

Central Florida / Orlando

Apartment / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £93 / night

£648 - £911 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £47 / night

£327 / week

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25 Photos

Central Florida / Orlando

Townhouse / 3 Bedrooms / sleeps 4

4 Nights min stay

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from £47 / night

£327 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £84 / night

£585 - £1144 / week

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19 Photos

Central Florida / Orlando

Villa / 2 Bedrooms / sleeps 6

7 Nights min stay

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from £84 / night

£585 - £1144 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 97 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £26 / night

£179 - £1033 / week

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Very Good 4.5/5 

42 Photos

Central Florida / Orlando

Villa / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

2 Nights min stay

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from £26 / night

£179 - £1033 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £56 / night

£389 - £648 / week

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15 Photos

Central Florida / Orlando

Condo / 1 Bedroom / sleeps 4

7 Nights min stay

Add to shortlist

from £56 / night

£389 - £648 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £72 / night

£500 - £650 / week

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13 Photos

Orlando / Sunset Ridge, Orlando

Villa / 5 Bedrooms / sleeps 10

5 Nights min stay

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from £72 / night

£500 - £650 / week

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Key info:

  • Nearest beach 100 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
Luxury Florida Villa, with heated pool. 5 Bedrooms, 3 bathrooms. Lovely views over the orange groves, Close to Disney World.  …see more

Pricing unknown

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0 Photos

Central Florida / Orlando

Apartment / 3 Bedrooms / sleeps 8

Min stay varies

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Pricing unknown

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
 …see more

from £73 / night

£507 - £1244 / week

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20 Photos

Central Florida / Orlando

Apartment / 2 Bedrooms / sleeps 8

2 Nights min stay

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from £73 / night

£507 - £1244 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £66 / night

£458 - £801 / week

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Excellent 5/5 

36 Photos

Orlando / Emerald Island

House / 4 Bedrooms / sleeps 8

Excellent 5/5 

4 Nights min stay

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from £66 / night

£458 - £801 / week

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Key info:

  • Nearest beach 72 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £91 / night

£636 - £870 / week

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30 Photos

Orlando / Vista Cay

Condo / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £91 / night

£636 - £870 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £61 / night

£425 - £514 / week

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22 Photos

Central Florida / Orlando

Apartment / 2 Bedrooms / sleeps 6

4 Nights min stay

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from £61 / night

£425 - £514 / week

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Key info:

  • Nearest beach 90 km
  • Swimming pool
  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
 …see more

from £82 / night

£572 - £1030 / week

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21 Photos

Central Florida / Orlando

Condo / 3 Bedrooms / sleeps 8

7 Nights min stay

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from £82 / night

£572 - £1030 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £99 / night

£687 / week

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Excellent 5/5 

10 Photos

Central Florida / Orlando

Apartment / 1 Bedroom / sleeps 4

Excellent 5/5 

3 Nights min stay

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from £99 / night

£687 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £127 / night

£883 - £1275 / week

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Excellent 5/5 

60 Photos

Central Florida / Orlando

House / 5 Bedrooms / sleeps 10

Excellent 5/5 

6 Nights min stay

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from £127 / night

£883 - £1275 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £80 / night

£560 - £850 / week

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16 Photos

Central Florida / Orlando

Villa / 5 Bedrooms / sleeps 10

3 Nights min stay

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from £80 / night

£560 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Luxurious 5 bedroom villa that sleeps 10 with NO SLEEPER SOFAS. In a gated community with a secluded pool deck and spa, perfect to watch the sunset after a fun filled day taking part in all the Florida has to offer. The luxury of a 5 star hotel without the price tag! St  …see more

from £75 / night

£523 - £589 / week

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21 Photos

Central Florida / Orlando

Townhouse / 3 Bedrooms / sleeps 6

3 Nights min stay

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from £75 / night

£523 - £589 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

from £79 / night

£550 - £654 / week

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Excellent 5/5 

23 Photos

Central Florida / Orlando

House / 5 Bedrooms / sleeps 12

Excellent 5/5 

4 Nights min stay

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from £79 / night

£550 - £654 / week

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Key info:

  • Nearest beach 97 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £75 / night

£523 - £799 / week

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14 Photos

Central Florida / Orlando

Condo / 2 Bedrooms / sleeps 8

3 Nights min stay

Add to shortlist

from £75 / night

£523 - £799 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £43 / night

£295 - £586 / week

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12 Photos

Central Florida / Orlando

Condo / 1 Bedroom / sleeps 4

3 Nights min stay

Add to shortlist

from £43 / night

£295 - £586 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £216 / night

£1506 - £2746 / week

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Excellent 5/5 

27 Photos

Central Florida / Orlando

Villa / 8 Bedrooms / sleeps 20

Excellent 5/5 

5 Nights min stay

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from £216 / night

£1506 - £2746 / week

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Key info:

  • Nearest beach 105 km
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £56 / night

£389 - £458 / week

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Excellent 5/5 

23 Photos

Central Florida / Orlando

Villa / 3 Bedrooms / sleeps 8

Excellent 5/5 

5 Nights min stay

Add to shortlist

from £56 / night

£389 - £458 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 72 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
 …see more

from £231 / night

£1617 - £2065 / week

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34 Photos

Central Florida / Orlando

Villa / 6 Bedrooms / sleeps 12

5 Nights min stay

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from £231 / night

£1617 - £2065 / week

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Key info:

  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
Superb luxury detached villa (sleeps 12) with private pool and garden. Set in an exclusive new, 1 billion dollar, 900 acre development with an 18 hole golf course, as well as many other superb sports and leisure facilities. Located just a 10 minute drive from all of  …see more

from £226 / night

£1579 - £2174 / week

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Excellent 5/5 

33 Photos

Central Florida / Orlando

House / 5 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

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from £226 / night

£1579 - £2174 / week

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Key info:

  • Nearest beach 97 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • Pets welcome
 …see more

from £102 / night

£710 - £863 / week

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29 Photos

Orlando / Vista Cay

Condo / 3 Bedrooms / sleeps 6

3 Nights min stay

Add to shortlist

from £102 / night

£710 - £863 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 81 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £124 / night

£867 - £1089 / week

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18 Photos

Orlando / Sunrise Lakes

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £124 / night

£867 - £1089 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
6-room villa, very comfortable and tasteful furnishings: living/dining room with dining table and cable-TV. Exit to the terrace. Living room. 1 room with 1 french bed (200 cm), bath/shower/WC and cable-TV. 2 rooms, each room with 2 beds. 1 room with 1 french bed (180 cm  …see more

from £117 / night

£819 - £957 / week

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Excellent 5/5 

26 Photos

Central Florida / Orlando

Apartment / 3 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

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from £117 / night

£819 - £957 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 97 km
  • Swimming pool
  • Not suitable for children
  • Car advised
  • Air conditioning
  • No pets allowed
 …see more

from £124 / night

£867 - £1089 / week

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19 Photos

Orlando / Orange Tree

Villa / 4 Bedrooms / sleeps 8

5 Nights min stay

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from £124 / night

£867 - £1089 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
6-room villa, very tasteful and stylish furnishings: dining room with dining table. Billiard room. 1 room with 1 french bed (200 cm), bath/shower/WC and cable-TV. Exit to the swimming pool. Living/dining room with 1 double sofa bed, cable-TV and DVD. Exit to the swimmin  …see more

from £54 / night

£376 - £389 / week

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18 Photos

Orlando / International Drive

Hotel apartment / 1 Bedroom / sleeps 2

1 night min stay

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from £54 / night

£376 - £389 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £148 / night

£1030 - £1824 / week

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22 Photos

Central Florida / Orlando

Condo / 3 Bedrooms / sleeps 12

7 Nights min stay

Add to shortlist

from £148 / night

£1030 - £1824 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

from £66 / night

£458 / week

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9 Photos

Central Florida / Orlando

Condo / 2 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £66 / night

£458 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £27 / night

£186 - £1708 / week

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4 Photos

Orlando / Windsor Hills

Villa / 5 Bedrooms / sleeps 10

4 Nights min stay

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from £27 / night

£186 - £1708 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
this villa is situated in the exclusive resort of the shire, westhaven. Only 10 minutes from walt disney world and all the major orlando attractions. Great, yeah! the villa has every luxury with a private pool , spa, and luxury furnishings throughout. Tv`s in every  …see more

from £140 / night

£978 - £2089 / week

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67 Photos

Orlando / Emerald Island

House / 7 Bedrooms / sleeps 16

2 Nights min stay

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from £140 / night

£978 - £2089 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £112 / night

£782 - £1827 / week

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41 Photos

Central Florida / Orlando

House / 6 Bedrooms / sleeps 14

2 Nights min stay

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from £112 / night

£782 - £1827 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £85 / night

£589 - £987 / week

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22 Photos

Central Florida / Orlando

Apartment / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £85 / night

£589 - £987 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
 …see more

from £103 / night

£718 - £1437 / week

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Excellent 5/5 

29 Photos

Central Florida / Orlando

Villa / 7 Bedrooms / sleeps 18

Excellent 5/5 

3 Nights min stay

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from £103 / night

£718 - £1437 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
 …see more

from £125 / night

£875 - £1260 / week

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Excellent 5/5 

24 Photos

Central Florida / Orlando

Villa / 5 Bedrooms / sleeps 10

Excellent 5/5 

5 Nights min stay

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from £125 / night

£875 - £1260 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Spacious, Stylish Villa, South/West Facing Pool. Very Private, Peaceful Location on Gated Community. Views over Conservation Land. Just Minutes From Disney, Golf, Shops & Restaurants 3 King Bedroom Suites, many upgrades and extras.  …see more

from £82 / night

£572 - £715 / week

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Excellent 5/5 

22 Photos

Orlando / International Drive

Condo / 2 Bedrooms / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £82 / night

£572 - £715 / week

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Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury 4 star condo at Floridays Resort on International Drive, 5 min Premium Outlets, 3 min SeaWorld, 10 min Disney, 10 min Wet & Wild, 10 min Universal Studios. 12 Miles Orlando International Airport . Courtesy bus to the parks. Check out www.floridaysresortorlando  …see more

from £40 / night

£275 - £325 / week

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10 Photos

Central Florida / Orlando

Hotel apartment / 1 Bedroom / sleeps 6

3 Nights min stay

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from £40 / night

£275 - £325 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Air conditioning
  • No pets allowed
One bedroom suites located less than 1 mile from Walt Disney World.  …see more

from £72 / night

£500 - £750 / week

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Very Good 4.5/5 

21 Photos

Orlando / Sunrise Lakes

House / 4 Bedrooms / sleeps 10

Very Good 4.5/5 

1 night min stay

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from £72 / night

£500 - £750 / week

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Key info:

  • Nearest beach 114 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
*Late Deals Available - Spacious 4 bed sleeps 10, 2.5 bath, villa. air-conditioned, large screened pool, hot tub, games room with pool table, cable TV, WIFI, free phone calls to the UK. Less than 15 minutes from Disney, the perfect location for the perfect vacation. Sit  …see more

from £71 / night

£495 - £750 / week

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Very Good 4/5 

20 Photos

Central Florida / Orlando

Villa / 3 Bedrooms / sleeps 6

Very Good 4/5 

5 Nights min stay

Add to shortlist

from £71 / night

£495 - £750 / week

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Key info:

  • Nearest beach 118 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed
  • Private garden
Autumn Glen is a luxury holiday villa within a safe and secure gated community. Perfectly positioned for exploring all that Orlando has to offer and the surrounding areas of Florida including Tampa, St. Petersburg and the Space Coast. Located minutes from Disney, Autumn  …see more

from £125 / night

£870 - £1053 / week

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Excellent 5/5 

24 Photos

Orlando / Orange Tree

Villa / 5 Bedrooms / sleeps 12

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £125 / night

£870 - £1053 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
Executive quality 5 Bdrm, 4 Bath(3 Ensuites) vacation home South facing, un-overlooked pool and spa which overlooks a tranquil conservation area. Fully loaded games room. High speed wireless internet. Complimentary local, national and international phone calls. Larger  …see more

from £85 / night

£595 - £715 / week

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Excellent 5/5 

15 Photos

Orlando / Westridge

Villa / 4 Bedrooms / sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £85 / night

£595 - £715 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden
The fabulous views over the conservation area coupled with the incredible peace and tranquility make this the perfect place to relax. In these wonderful surroundings it is difficult to imagine that Disney World is so close that you can hear the fireworks at night. Free  …see more

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