Villas with a pool Orlando | Apartments to rent with swimming facilities

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1,853 Holiday homes

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(18) Excellent 

75

Holiday villa with swimming pool in Orlando Disney Area

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa!” Beautiful villa with everything you could wish for. Well situated for parks and restaurants. Handy tips and information sheets that really help. Gorgeous pool and outlook at the back. A wonderful week. Highly recommended.  …see more

from £72 / night

£500 - £600 / week

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from £72 / night

(22) 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

(5) 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 £72 / night

£500 - £700 / week

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from £72 / night

(51) 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 £100 / night

£700 - £900 / week

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from £100 / night

25

Villa rental in Orlando Disney Area

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully furnished executive home on gated community near Disney. Welcome to our beautiful Orlando villa set in a gated community within a quiet Cul-de-Sac. 10 minutes from Disney with Championsgate golf, shopping and restaurants nearby. Just up the 27 is a Walmart f  …see more

from £83 / night

£580 - £820 / week

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from £83 / night

(15) Very Good 

16

Holiday townhouse in Orlando

Orlando / Windsor Hills

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
“Perfect house for a holiday with children” We found the house to be very comfortable with everything you need. The private pool is great (with child safety fencing). The communal pool is superb and very child friendly. Location is perfect for Disney  …see more

from £75 / night

£505 - £740 / week

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from £75 / night

(4) Excellent 

17

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
“Grand Villa” My family (spouse & 3 children) found this villa in Clermont, perfect choice for families near all the fun parks, as we arrive at villa was very impressed with cleanliness, bedrooms was good sizes tvs in all rooms plus games room was good  …see more

from £75 / night

£525 - £840 / week

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from £75 / night

(28) Excellent 

22

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
“Another very enjoyable stay” This was our second visit to Sunsplash Villa. The property as usual met and exceeded all our expectations. Also for this time of year we had the added bonus of the majority of days during our stay having wall to wall sunsh  …see more

from £112 / night

£715 - £1048 / week

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from £112 / night

26

Holiday home with swimming pool in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This Four Start Vacation Home-away-from-Home is located in avery quiet private community. The Pool is very large and gives plenty of space for the whole family to enjoy; pool deepens from 3ft to 5 ft The Pool Deck has a covered Lanai ensuring that you can sit outside in  …see more

from £96 / night

£667 / week

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from £96 / night

(12) Excellent 

35

Holiday villa in Orlando

Central Florida / Orlando

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Executive Villa, Large Heated Outdoor Screened Pool, Kitchen/Family room with access to pool area Large open plan lounge and dining area Master Bedroom with ensuite toilet, bath & shower 3 further generous sized bedrooms, 1x Double with extra Single & 2x doubles. Famil  …see more

from £80 / night

£560 / week

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from £80 / night

(3) Excellent 

30

Holiday condo with indoor pool in Orlando Disney Area

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

£497 - £695 / week

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from £76 / night

(22) 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
A luxurious 4 bedroom executive villa in the prestigious Glenbrook Resort located within 15 minutes of Disney Theme Parks.Fully equipped and furnished to a very high standard the villa has a private extra large pool with open aspect and benefiting from day long sun.Afte  …see more

from £80 / night

£500 - £650 / week

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from £80 / night

(8) Very Good 

15

Orlando Disney Area 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
After a fun filled day at the area theme parks such as Walt Disney World® Resort, Universal Orlando®, or Worlds of Discovery's Sea World,Aquatica,and Discovery Cove you can relax and enjoy the pool while bubbling away in the spa. The kids can splash and play in t  …see more

from £90 / night

£460 - £595 / week

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from £90 / night

(3) 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
Westridge, Davenport,Orlando, near Disney and other theme parks. Nearest beaches approx. 50 miles away. Pool, Spa..Solar heated..Child friendly..ideal for that relaxing break in lovely Florida sunshine..so close to Disney you can return midday for a relaxing swim  …see more

from £72 / night

£490 / week

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from £72 / night

(11) 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 £95 / night

£665 / week

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from £95 / night

24

Villa rental in Orlando with golf nearby

Central Florida / Orlando

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a fantastic privately owned 4 bedroom 3 & 1/2 bathroom Townhouse situated within 'The Regal Palms Resort and Spa', Orlando. Our Villa is privately managed and owned and one of a few in the 'Premium Plus' range, so you can expect a higher lever of decor, with ma  …see more

from £110 / night

£770 / week

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from £110 / night

(5) Very Good 

33

Villa rental in Orlando Disney Area

Central Florida / Orlando

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa offers the highest quality surroundings to enjoy your holiday of a lifetime in Orlando !! We have rented our property to holiday makers just like you since February 2006 and have many return guests. Our villa has been visited by Holiday Lettings in June 2015 a  …see more

from £147 / night

£1028 - £1389 / week

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from £147 / night

(1) Excellent 

46

Central Florida / Orlando

5 12 3 nights min

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

 …see more

from £139 / night

£973 / week

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from £139 / night

7

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning

 …see more

from £190 / night

£1328 - £1495 / week

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from £190 / night

(15) 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

32

Holiday villa with golf nearby in Orlando Disney Area

Central Florida / Orlando

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Welcome to The Ideal Villa at Solana Resort, and thank you for taking the time to visit our site. We know you have lots of choices, but please stay and take a look around - we promise you won't be disappointed!Our recently purchased 6 years old new villa ha  …see more

from £143 / night

£834 - £2500 / week

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from £143 / night

(5) Excellent 

18

Holiday villa in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Stunning 4 Bed Villa with beautiful lake view. Amazing sunsets.Eagle Pointe is a safe community located just south of Highway 192 in Kissimmee .  …see more

from £80 / night

£596 - £790 / week

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from £80 / night

(7) Excellent 

28

Orlando Disney Area holiday condo rental

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Wow! Superb” All i can say is wow! From the moment we walked in. A very spacious 3 bedroom condo, plenty of space for our party of 4 adults and 2 children. Master bedroom very large with walk in closest and massive ensuite, 2nd double and twin up ot  …see more

from £155 / night

£1084 / week

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from £155 / night

(28) Excellent 

37

Holiday villa with shared pool in Orlando

Central Florida / Orlando

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“It was like a 4* Hotel with all the comforts of home” Our stay at your villa was a very relaxed and enjoyable one - we felt very pampered by all the extra touches that were there - I do no think we could find anything that we needed that you did not h  …see more

from £120 / night

£858 - £1127 / week

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from £120 / night

(2) Excellent 

13

Villa rental in Orlando Disney Area

Orlando / Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Holidays!!!” I rent this house for Christmas vacation with my family, we were a group of 7 people including 4 teenagers. The house was clean and extremely well equipped, the game room was a blessing for those times when we wanted to rest from th  …see more

from £96 / night

£774 / week

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from £96 / night

(5) 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
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 £77 / night

£500 - £825 / week

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from £77 / 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
Villa in Highlands Reserve, Davenport, Florida Orlando/Kissimmee, USAHighly Desirable Golf Community, Close To Disney And Local ShopsSleeps 8 (4 Bedrooms)  …see more

from £51 / night

£630 / week

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from £51 / night

(2) Excellent 

40

Holiday villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly
Welcome to our 4 Bedroom Villa privately owned family home in Orlando, Florida. Our villa is situated within a quiet residential, gated community, at Westridge. Located only 40 minutes drive from Orlando International Airport, our villa is within easy reach of all the  …see more

from £80 / night

£500 / week

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from £80 / night

28

Holiday condo in Orlando Disney Area

Central Florida / Orlando

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful 2 bedroom 2 bathroom and den, 1825 sq ft luxury condo right next to the Pool and Clubhouse with views over Lake Cay and SeaWorld Fireworks! Sleeps 6. Located in Vista Cay, a gated and secured luxury resort community with 2 large heated pools (1 with a full se  …see more

from £135 / night

£939 / week

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from £135 / night

32

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
5 Bedrooms - (3 kings) - 4 bathrooms - minutes to Disney - gated lakeside community - large corner lot - pool - spa - screened pool deck - BBQ - computer - internet - wifi - 2 large flat screen TV's - games room - wii - cable TV/ DVD in all bedrooms - crib - high  …see more

from £127 / night

£834 - £1508 / week

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from £127 / night

(3) Very Good 

13

Orlando holiday villa rental

Orlando / Sunset Ridge, Orlando

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Luxury Florida Villa, with heated pool. 5 Bedrooms, 3 bathrooms. Lovely views over the orange groves, Close to Disney World.  …see more

from £95 / night

£650 - £690 / week

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from £95 / night

27

Home rental in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PRICES INCLUDE EXIT CLEAN, STATE TAX, MANAGEMENT AND UTILITIES. NO HIDDEN EXTRAS A luxurious 4 bedroom / 3 bedroom private pool vacation property located close to all the Theme Parks and all the other activities available in and around Orlando. If you are looking for  …see more

from £99 / night

£690 - £1185 / week

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from £99 / night

(19) 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
“A home away from home” My 3rd time at Goofy Pad and it's as good as ever, cable TV in every room, fast free Wi-Fi, great pool and all of the other creature comforts you would have at home. A nice quiet location but it's very easy to get to all of the  …see more

from £110 / night

£770 / week

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from £110 / night

(10) Very Good 

53

Villa rental in Orlando with golf nearby

Central Florida / Orlando

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Pool view of tropical forest, Your private sun filled pool is not overlooked. Wake up to your own unique and exclusive view that is worth a million dollars but costs you far less. Feel the air, smell the flowers, taste the fruit. Your Luxury Villa in paradise awaits you  …see more

from £75 / night

£525 - £910 / week

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from £75 / night

(11) Very Good 

38

Holiday villa in Orlando

Central Florida / Orlando

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our Villa, available to rent, is a beautiful, luxury, 4 bedroom, 3 bath, private pool heated if required at a daily cost. home situated at Orange Tree, Orlando, a prestigious development surrounded by orange groves. Disney World is only a 20 minute drive away and all o  …see more

from £65 / night

£455 - £686 / week

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from £65 / night

(6) Very Good 

17

Villa rental in Orlando Disney Area

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Lovely quiet resort” If it's peace and quiet after a long day at the parks then this villa is for you! Set in Silver Creek which is a lovely area off the US 27 with a huge Walmart close by and lots of restaurants for all tastes. Owners and management  …see more

from £78 / night

£550 - £650 / week

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from £78 / night

(5) Excellent 

28

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
“Beautiful spacious comfortable and cosy” We stayed over Christmas and had amazing time it felt homely and had more than everything we needed. We even cooked our own Christmas dinner. Excellent location, nice atmosphere at shared pool. Would recommend  …see more

from £150 / night

£1050 / week

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from £150 / night

(2) Very Good 

18

Holiday villa in Orlando Disney Area

Central Florida / Orlando

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a fantastic privately owned 4 bedroom 3 bathroom Townhouse situated within 'The Regal Palms Resort and Spa', Davenport Orlando. Our Villa is privately owned and managed and one of a few in the 'Premium Plus' range so you can expect a higher caliber of decor wit  …see more

from £100 / night

£700 / week

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from £100 / night

(5) Excellent 

28

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Superb Condo!” We and 2 friends enjoyed our stay at Vista Cay, Orlando. Condo was spacious, clean and luxurious. Had everything we needed as it was well equipped. Club house and facilities were also excellent and we enjoyed the lovely pool and hot  …see more

from £119 / night

£828 / week

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from £119 / night

(7) Very Good 

18

Central Florida / Orlando

2 8 3 nights min

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

 …see more

from £80 / night

£635 / week

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from £80 / night