Orlando apartment or villa with a private pool area | Holiday Lettings

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Orlando

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404 Holiday homes

Filters applied: Private pool

Travellers going to Orlando are booking April dates now. Secure your holiday home today and have the perfect trip.

(23) Excellent 

16

Westridge holiday villa rental

Orlando / Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Oasis away from but close to Disney World” We were looking for a home away from home for our 3 week trip to Disney and other parks in the Orlando region and found the perfect holiday home. The house was an easy 20 minute drive from the Magic Kingdom o  …see more

from £97 / night

£630 - £700 / week

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from £97 / night

(11) Excellent 

26

Orlando holiday villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A hidden gem!” My family and I booked this home for a week's vacation, to really get away and relax from it all. What a fantastic home this is, we've stayed in hotels and condo's before but this is something else and as the title alludes to its 'a hid  …see more

from £150 / night

£1050 - £1750 / week

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from £150 / night

(23) Very Good 

22

Villa rental in Orlando

Central Florida / Orlando

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“Very Nice.” We booked this house as a last minute get away for a week (10-17 June 2013). Excellent value – a lot of house for the money! It was well presented and clean when we arrived – with plenty of towels etc (you do need your own pool towels).  …see more

from £138 / night

£960 / week

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from £138 / night

(43) Excellent 

40

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
“Excellent quality and location” The whole experience from booking, the stay and the security deposit return was excellent. A personalised communication from Yvonne rather than generic automated replies was good. Great location for being close enoug  …see more

from £93 / night

£650 - £745 / week

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from £93 / night

(6) Excellent 

49

Holiday villa in Orlando

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £110 / night

£1099 - £1379 / week

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from £110 / 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

(55) 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
“Perfect” We were lucky enough to stay here for three weeks in October and from the beginning everything was perfect. Sandy was extremely helpful and a pleasure to deal with, we especially appreciated her checking in with us during Hurricane Matthew to  …see more

from £95 / night

£675 - £895 / week

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from £95 / night

(5) Very Good 

26

Holiday villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Charming villa in excellent location” The villa is located away from the hustle and bustle of Orlando but is near enough to the theme parks and local shops to be convenient. The gated community gives a feeling of safety and has some excellent faciliti  …see more

from £135 / night

£945 - £1330 / week

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from £135 / night

(12) Excellent 

21

Villa rental in Orlando with swimming pool

Central Florida / Orlando

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £118 / night

£595 - £820 / week

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from £118 / 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
“Amazing Rental” Ashland Palms is an excellent vacation villa. The home has top quality sheets, towels, furnishings and lots of silverware, dishes and utensils. We are very pleased with the property management team and the ease with which we can cont  …see more

from £90 / night

£695 - £825 / week

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from £90 / night

(21) Very Good 

12

Holiday villa rental

Central Florida / Orlando

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“My Favourite Orlando Rental” I've holidayed to Orlando previously with my family and stayed in different villas each time. Although we had a great time and had no real problems, I'm forced to compare these with Goofy's Pad. There is NO COMPARISON!! It  …see more

from £110 / night

£770 / week

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from £110 / night

(6) Very Good 

33

Villa rental in Orlando

Central Florida / Orlando

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £148 / night

£1036 - £1400 / week

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from £148 / night

(16) 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
“Wow!! Beautiful well equipped villa” We had a lovely stay at the Orlando Sky Villa for 3 weeks. Great location, beautifully kept villa and pool area. Very well equipped and clean.  …see more

from £76 / night

£530 - £680 / week

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from £76 / night

25

Villa rental in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £83 / night

£580 - £875 / week

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from £83 / night

(6) Excellent 

21

Holiday villa in Orlando

Orlando / Sunrise Lakes

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“WOW!” WOW! We've just returned from 3 weeks of complete Florida Heaven in the villa. So spacious, comfortable, and clean, and the pool and Jacuzzi was amazing! Stepping in to the villa was like coming home. Boopy and Sukhy were excellent, and so  …see more

from £86 / night

£600 - £725 / week

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from £86 / night

(23) Very Good 

24

Holiday villa in Orlando

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 70 km
  • Swimming pool
  • Child friendly

from £80 / night

£500 - £650 / week

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from £80 / night

(5) Excellent 

52

Villa letting in Orlando

Central Florida / Orlando

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £240 / night

£3355 / week

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from £240 / night

(12) Very Good 

15

Orlando holiday villa rental

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £90 / night

£460 - £595 / week

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from £90 / night

(31) Excellent 

21

Holiday villa rental

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great destination!” Was here on our honeymoon and loved it! Perfectly situated from parks, very roomy! Will definitely look to stay again in the future.  …see more

from £65 / night

£455 - £735 / week

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from £65 / night

22

Holiday villa accommodation

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £119 / night

£830 - £900 / week

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from £119 / night

(4) Excellent 

13

Orlando holiday villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £72 / night

£490 / week

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from £72 / night

(12) Excellent 

23

Orlando holiday villa rental

Central Florida / Orlando

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Lovely house with great pool in a convenient and safe location” Stayed here for 2 weeks when we did the Orlando vacation. The house was a great base for Disney and the other parks. Nicely furnished with everything you could want. Really a home from ho  …see more

from £100 / night

£700 / week

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from £100 / night

(5) Excellent 

18

Holiday home in Orlando

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Even better than expected.” We just had 2 weeks at this amazing house with ages ranging from 18 up to 50s. . I can't fault it in anyway. The owner Valerie was so helpful at the time of booking and the people that looked after the house were also ver  …see more

from £75 / night

£575 - £900 / week

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from £75 / night

(1) Excellent 

46

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £143 / night

£995 / week

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from £143 / night

(3) Very Good 

31

Holiday villa in Orlando

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £112 / night

£784 / week

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from £112 / night

(3) Very Good 

23

Villa letting in Orlando with swimming pool

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 132 km
  • Swimming pool
  • Child friendly

from £95 / night

£631 - £997 / week

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from £95 / night

(8) Excellent 

30

Holiday condo with indoor pool in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent spot, close to Disney and other attractions” My family stayed here for a week in May and we enjoyed the rental home so much we extended an extra two nights! Beautiful home with everything we needed to be comfortable for a fantastic price. We  …see more

from £76 / night

£500 - £700 / week

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from £76 / night

(23) Excellent 

23

Holiday villa in Orlando

Orlando / Orange Tree

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Firefighter rated as best place to stay in Disney area for house rentals” Just wanted to pass along some great reviews for this house rental. Stayed as a group of adult softball players from NH attending ESPN tournament at Disney in December. This hou  …see more

from £156 / night

£1024 - £1300 / week

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from £156 / night

(7) Very Good 

39

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
“A perfect villa in a perfect location” From the moment we walked into the villa we felt at home. This is by far the best villa we have stayed in on the US27. The location for parks is ideal and is also nice and quiet after a long day. The pool is scre  …see more

from £87 / night

£609 - £679 / week

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from £87 / night

26

Holiday home rental

Central Florida / Orlando

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £102 / night

£700 - £1125 / week

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from £102 / night

(18) Very Good 

70

Orlando holiday villa rental

Orlando / The Retreat Legacy Park

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Really lovely villa” This is a really lovely spacious villa, all rooms immaculate,. It is also very convenient for Disney and Orlando attractions. We would not hesitate in recommending this home, a special thanks to David and Nola for their prompt att  …see more

from £108 / night

£707 - £882 / week

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from £108 / night

(28) Excellent 

25

Holiday villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Exceptionally nice home away from home.” This was our first experience renting property away from home. While vacationing in Florida, we stayed at the villa with three other couples, family members. We were impressed with the roominess and cleanli  …see more

from £104 / night

£680 - £960 / week

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from £104 / night

(11) Very Good 

13

Orlando holiday villa rental

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £96 / night

£616 / week

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from £96 / night

(41) Excellent 

45

Villa rental in Orlando with shared pool

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“In all the Homes My wife & I have stayed in , in the general Orlando area Sunset Lodge is the best . .” My wife & I would would certainly recomend Sunset Lodge to any family intending to visit the disney area of Florida . Beleive me , you will not b  …see more

from £104 / night

£728 - £1076 / week

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from £104 / night

(24) Excellent 

46

Holiday villa with swimming pool in Orlando

Orlando / Orange Tree

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Special family holiday” This is a beautiful property in a good location and was perfect for a group ranging from 4 yrs old to grandparents. There were a couple of minor hiccoughs to begin with but to be fair these were resolved very quickly by the age  …see more

from £85 / night

£595 - £875 / week

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from £85 / night

(2) Excellent 

72

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £65 / night

£455 / week

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from £65 / night

(7) Very Good 

47

Holiday villa in Orlando

Central Florida / Orlando

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 118 km
  • Swimming pool
  • Child friendly

from £77 / night

£500 - £825 / week

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from £77 / night

(44) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £95 / night

£630 - £725 / week

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from £95 / night

37

Holiday home rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £125 / night

£995 - £1250 / week

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from £125 / night

(30) Excellent 

26

Orange Tree holiday villa rental

Orlando / Orange Tree

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“overall a wonderful experience” Hi, Mark. In a word … my comment would be "overall a wonderful experience." The house was perfect, staff was perfect, décor -- perfect. The place was well cleaned, appointed with everything we would expect at home. You  …see more

from £144 / night

£1008 - £1400 / week

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from £144 / night

1