Air conditioned apartments and villas to rent in North America

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96,697 Holiday homes

Filters applied: Air conditioning

(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

(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
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from £85 / night

£595 - £875 / week

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from £85 / night

(56) 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
“Couldn't be anywhere better to stay” As the holiday season is a time for family we decided to have a mini family reunion and renting this Villa was the best thing we did. We were able to cook, use the pool and the kids were always entertain. The house
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from £90 / night

£475 - £725 / week

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from £90 / night

(44) Excellent 

54

Holiday condo in Davenport

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool
“Lovely place to stay” My wife and two grown up daughters, in their early 20's stayed for a week. The apartment is spacious and comfortable, beautifully kept and well equipped. We had a bedroom each and with all the trees around, it felt private. We
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from £71 / night

£493 - £542 / week

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from £71 / 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
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from £80 / night

£560 / week

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from £80 / night

(9) Excellent 

19

Gibbes holiday apartment rental

Saint Peter Parish / Gibbes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £151 / night

£800 - £960 / week

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from £151 / night

(2) Excellent 

37

Holiday villa with golf nearby in Davenport

Central Florida / Davenport

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £60 / night

£381 - £484 / week

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from £60 / night

(9) Very Good 

36

Haines City holiday villa rental

Haines City / Southern Dunes

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from Home comforts” What a lovely villa! We arrived quite late in the evening, via Tampa airport. The journey was just over one hour and very straight forward. We were met by security at the gate to the community and given a car pass. Very reassu
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from £62 / night

£425 / week

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from £62 / night

(2) Excellent 

36

Arrondissement of Le Marin / Sainte-Anne

1 4 5 nights min

  • 1 bedroom
  • Sleeps 4
  • 5 nights min
  • Nearest beach 0.5 km
  • Child friendly
  • Air conditioning

from £26 / night

£177 / week

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from £26 / night

60

Basse-Terre Island / Sainte Rose

4 16 7 nights min

  • 4 bedrooms
  • Sleeps 16
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £120 / night

£841 - £1446 / week

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from £120 / night

33

Holiday cottage in Muskoka Lakes

Muskoka District / Muskoka Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £174 / night

£781 - £1561 / week

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from £174 / night

(8) Excellent 

25

Villa rental in Jolly Harbour with shared pool, golf nearby

Saint Mary Parish / Jolly Harbour

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Tropical home from home” We were delayed at the airport sorting out a car rental and so were late arriving at our villa but we're greeted with a warm Antiguan welcome. have stayed at Jolly Harbour twice before this, so was already knowledgable of the
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from £110 / night

£766 / week

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from £110 / night

(26) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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
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from £66 / night

£462 - £504 / week

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from £66 / night

(27) 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
“Fantastic Villa” This villa is just perfect! Beautifully furnished and has everything you could possibly need for your stay. Kathryn the owner is great, if you have any questions etc....It is situated in a very quiet cup- de-sac and ver secure. The pr
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from £61 / night

£425 - £600 / week

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from £61 / night

(5) 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
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place to stay.” Although we were only a small group of people (3) we always look for somewhere nice to stay and certainly found that in Magic Villa Orlando. Always difficult to book somewhere you don't know, but from the start, the helpful owner
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from £79 / night

£550 - £800 / week

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from £79 / night

(14) Excellent 

30

Clermont holiday villa rental

Clermont / Greater Groves

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £80 / night

£550 - £690 / week

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from £80 / night

(20) Excellent 

27

Grande-Terre Island / Port-Louis

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

from £40 / night

£278 / week

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from £40 / night

(13) Excellent 

36

Holiday villa with swimming pool, golf nearby in Saint Mary's

Antigua / Saint Mary's

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £250 / night

£1750 - £2780 / week

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from £250 / night

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly

from £79 / night

£547 - £879 / week

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from £79 / night

(17) Excellent 

22

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Marbari Villa- 5Star Holiday Villa” We have just returned from a three week trip to Floida staying in this property for the final week of our vacation. We are all agreed that this property was the most well appointed, and comfortable villa we have sta
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from £66 / night

£460 - £500 / week

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from £66 / night

(2) Very Good 

26

Holiday villa with swimming pool in Speightstown

Speightstown / Heywoods

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Swimming pool

from £100 / night

£600 - £750 / week

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from £100 / night

21

Basse-Terre Island / Deshaies

Studio 4 6 nights min

  • Studio
  • Sleeps 4
  • 6 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £64 / night

£442 / week

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from £64 / night

17

Saint-Pierre

2 4 2 nights min

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

from £89 / night

£618 / week

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from £89 / night

(41) Excellent 

32

Mont Tremblant ski home to rent.

Quebec / Mont Tremblant

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Best option in Tremblant” The property is by far the best in the area. It is perfectly appointed and the photographs are completely accurate. 8 to 10 people fit perfectly. My family and I had a lovely Christmas and New Year's holiday at Tremblant and
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from £135 / night

£860 - £1300 / week

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from £135 / night

10

Saguenay–Lac-Saint-Jean Region / Petit-Saguenay

5 9 2 nights min

  • 5 bedrooms
  • Sleeps 9
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £59 / night

£409 / week

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from £59 / night

(15) Excellent 

16

Holiday apartment with swimming pool in Mullins

Mullins / Beacon Hill

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Condo is kept at a very high specification and standard” Had a very relaxing 9 days in a lovely garden apartment with pool. John & Sheila who own it helped a great deal before we went. Kerry the local manager was also very professional & helpful, as
…see more

from £150 / night

£1050 - £2295 / week

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from £150 / night

(23) Excellent 

24

Villa rental in Jolly Harbour with swimming pool, golf nearby

Jolly Harbour / Jolly Harbour Villas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
“Good Place to relax” Great location well appointed with good backup staff. Ideal for forgetting the world exists. Great fun to have the golf buggy to get arround Jolly Harbour.
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from £150 / night

£900 - £1250 / week

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from £150 / night

24

Garrison holiday townhouse rental

Saint Michael Parish / Garrison

3 6 Min stay varies

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

from £129 / night

£903 / week

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from £129 / night

(19) 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 £67 / night

£547 - £704 / week

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from £67 / night

(20) Excellent 

20

Home rental in Maynards with swimming pool

Saint Peter Parish / Maynards

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Lovely Villa, great location” Our party of family and friends had a lovely time at Palm Villa. The facilities are excellent, it was plenty big enough for all ten of us and Beverley was helpful and went out of her way to make our stay comfortable. We
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from £125 / night

£875 - £2555 / week

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from £125 / night

13

Holiday home with shared pool in St. Ann's Bay

Saint Ann Parish / St. Ann's Bay

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 13 km
  • Swimming pool
  • Child friendly

from £94 / night

£625 / week

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from £94 / night

(13) Excellent 

26

Holiday villa in Orlando

Central Florida / Orlando

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“This property was a great choice for our Florida Trip” My wife and family were very pleased with this property. It was exactly as described in the advertizement. The size including number of bedrooms/baths was perfect for us. The property was comfort
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from £117 / night

£815 / week

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from £117 / night

(6) Very Good 

5

Quebec / Quebec City

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Ask owner if suitable for children
  • Air conditioning

from £44 / night

£304 - £527 / week

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from £44 / night

(40) Very Good 

37

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
“Great place to stay the kids just loved it” Good location,Family friendly, the kids loved the resort pool etc and house was just perfect. Great place to stay and relax after hectic day at the Parks. Shopping eating etc all just a couple of minutes aw
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from £94 / night

£625 - £766 / week

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from £94 / night

(4) Excellent 

16

Arrondissement of Le Marin / Riviere-Salee

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £34 / night

£236 / week

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from £34 / night

37

Holiday home in Warrens

Warrens / Arthur Seat

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £80 / night

£450 - £490 / week

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from £80 / night

(32) Excellent 

63

Villa rental in Orlando

Orlando / Westridge

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“amazing villa” This is our second time in this villa and it really does tick all the boxes, its close to theme parks/supermarkets and restaruants but is also very nicely located backing on to a beautiful wooded area with lots of privacey and views of
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from £100 / night

£650 / week

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from £100 / night

4

Bloomfield holiday cottage rental

Prince Edward County / Bloomfield

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Child friendly
  • Air conditioning

from £174 / night

£1214 / week

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from £174 / night

17

Grande-Terre Island / Saint Francois

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £37 / night

£261 - £753 / week

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from £37 / night

(3) Very Good 

8

Basse-Terre Island / Capesterre-Belle-Eau

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Air conditioning

from £43 / night

£227 - £404 / week

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from £43 / night

1