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

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28,863 Holiday homes

Filters applied: Swimming pool (28,863)

(18) 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

(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

(16) Excellent 

22

Holiday villa with swimming pool in Kissimmee

Kissimmee / Bellavida Resort

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Perfect villa for all the Orlando attractions” Belles Cove is a lovely family home and ideally located for the parks and other attractions The rooms are tastefully decorated and with the benefit of 4 bathrooms presents ideal accommodation for a large  …see more

from £105 / night

£635 - £825 / week

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from £105 / 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

(27) 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 villa” I've stayed in a few villas on the highway 27 and this one is the best I've stayed in, very clean, all the facilities you need, 2 ensuite bedrooms, downstairs cloakroom, a very nice plot withan hedge around the pool area which gives you a  …see more

from £65 / night

£455 - £735 / week

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from £65 / night

(18) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Magnificent Accomadation” We arrived for our stay of 2 weeks after travelling for 20 hours, we found the place easily everything was as described, the only disappointment my girls had was the pool was cold , however it soon warmed up after a couple o  …see more

from £49 / night

£299 - £550 / week

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from £49 / night

35

Holiday apartment rental

Florida / Coral Gables

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedroom 02 02 01 Full Baths and Toilet, Ritz Carlton Apartment for rent weekly or monthly, located right on Coconut Grove. Fully furnished for up to 6 people. It includes: Free parking, internet, cable, swimming pool, gym and much more! Department 02 bedrooms, 02 bathro  …see more

from £123 / night

£820 / week

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from £123 / night

(5) 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
Vista Park is superbly located within easy reach of all the attractions that Orlando has to offer.This 6/7 Bedroom 7 Bath home features three full master suites on the upper floor and one queen suite on the ground floor, luxury bathrooms, bedrooms and living areas. The  …see more

from £107 / night

£1099 - £1939 / week

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from £107 / night

(16) Excellent 

24

Davenport holiday villa rental

Davenport / West Stonebridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Value” My wife and I stayed here in late January/early February for 3 weeks. We had stayed around Orlando many times before and the aim was for us to have a relaxing time – basically just chilling out. The pool (with heating) was very importan  …see more

from £70 / night

£450 - £550 / week

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from £70 / night

(23) 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

(30) Excellent 

10

Davenport holiday villa rental

Davenport / The Manors South at Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The perfect holiday home” This holiday home was recommended to me by a work colleague and I now understand why. It has the wow factor, which we all experienced as we opened the front door on arrival. There is more than enough space for a family as it  …see more

from £65 / night

£450 - £550 / week

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from £65 / night

(40) Very Good 

11

Holiday condo in Orlando

Orlando / International Drive

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
“Excellent! Extremely clean condo!” My friend and I stayed for 2 weeks in this condo. Location perfect. I Trolley stop outside and other buses if you want to venture out. Receptionists were very welcoming. Condo very clean, impressed with it all. Will  …see more

from £100 / night

£700 / week

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from £100 / night

(20) Excellent 

24

Holiday villa in Fort Myers Beach

Southwest Gulf Coast / Fort Myers Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
All the beach / sunset photos on this site are taken from the beach directly across the road.  …see more

from £146 / night

£1308 - £1816 / week

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from £146 / 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

(23) 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

(3) Excellent 

16

Holiday villa in Venice

Southwest Gulf Coast / Venice

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
4 minutes from our private beach, 10 minutes from Venice Village and 9 golf courses, and 5 from all shops.  …see more

from £90 / night

£600 - £700 / week

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from £90 / night

(43) Excellent 

21

Holiday villa with golf nearby in Davenport

Central Florida / Davenport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Perfect!” Had a fantastic time in this great villa. We have stayed in many villas over the years and were particularly impressed with the size of the deck/pool area and the fact that there were plenty loungers/chairs. We can't wait to return!  …see more

from £50 / night

£350 - £495 / week

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from £50 / 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) 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 £49 / night

£339 / week

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from £49 / 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

(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

(7) Excellent 

21

Holiday villa in Davenport

Davenport / Sandy Ridge

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful House and Great service” We stayer at Mickey's Place for 15 days and it was great. The house was big and Wonderful. Very clean and had everything we wanted. The toys in de garage was Great for the kids and the wassing machine and dryer were  …see more

from £90 / night

£500 - £535 / week

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from £90 / 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 £128 / night

£947 - £1412 / week

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from £128 / night

(26) Very Good 

18

Kissimmee holiday townhouse rental

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Great location and facilites” This house gave us everything we needed for a great holiday. Clean, well equipped and in a pleasant area. Pools and public areas very well kept. Would recommend for couples and families alike. Six adults would be easily a  …see more

from £46 / night

£322 - £364 / week

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from £46 / night

(7) Very Good 

20

Holiday villa letting

Kissimmee / Emerald Isle Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
Fully furnished and extensively equipped. Flat screen TV's with DVD players in living room and all bedrooms.  …see more

from £75 / night

£525 - £665 / week

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from £75 / night

(2) 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
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5NIGHTS Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only a 15minute drive). This spacious 3500 square foot two storey home  …see more

from £112 / night

£784 / week

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from £112 / night

(8) Excellent 

18

Holiday villa accommodation

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
They say that the magic begins when you first step into disney.But the magic really begins when you step into this beautiful villa with the 2 disney themed bedrooms (mickey mouse & buzz lightyear) you will know that the magic has already begun.This beautiful villa i  …see more

from £72 / night

£500 - £600 / week

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from £72 / night

(4) 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
“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

(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

(23) Excellent 

24

Holiday villa in Rotonda West

Rotonda West / Rotonda Lakes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“Perfect relaxing holiday” This beautiful villa is situated on a calm street in a less known part of Florida. Perfect area for walks, jogging or biking. But Sarasota, Tampa, Fort Mayers and more is around the corner if you are looking for more action.  …see more

from £85 / night

£495 - £650 / week

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from £85 / night

(12) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great House, Perfect Location!” House was in great shape. Had everything needed. Pool was perfect. Near everything needed. Shopping, minutes from the theme parks. Payment plan was perfect for people on a budget. Owner very responsive. We hope to rent  …see more

from £60 / night

£360 - £550 / week

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from £60 / night

(1) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
CABLE TV and HIGH SPEED Internet  …see more

from £164 / night

£984 - £1148 / week

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from £164 / night

(3) Excellent 

23

Davenport holiday villa rental

Davenport / Tuscan Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A villa which exceeded our expectations” This villa is a dream home. It is situated in a quiet residential area some twenty to thirty minutes driving distance to any of Orlando's theme parks. It is spacious and well maintained. It is well equipped for  …see more

from £70 / night

£490 - £695 / week

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from £70 / night

(1) Excellent 

46

Holiday villa with golf nearby in Davenport

Central Florida / Davenport

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Crofton Springs is a brand new home for 2016. The home is furnished to a high specification and is located on the new, gated golf community of Providence. Key Features • South facing pool with spa • Lake View from pool deck • 2 Master suites • TVs  …see more

from £105 / night

£645 - £750 / week

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from £105 / night

(7) Very Good 

20

Holiday townhouse in Kissimmee

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
A Beautiful 5* Star 'Spacious', 4 bedroom, 3 bath Vacation home, south Facing Private Pool on a holiday resort with Communal Pool, tennis Courts, Games Room, Sauna, Gym, Card Room. Tiki Bar. 5 Mins from Disney and all the major attractions. Ideal for families  …see more

from £94 / night

£610 - £940 / week

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from £94 / night

(24) Excellent 

23

Holiday villa rental

Kissimmee / Veranda Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 84 km
  • Swimming pool
  • Child friendly
“Excellent , pleasant and very convenient .” We enjoyed 8 wonderful days at Villa Nirvana. We were an extended family, a groop of 8 people including teenagers and a baby. All of us wish to emphasize that the time we spent at the villa was wonderful. E  …see more

from £111 / night

£775 - £890 / week

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from £111 / night

(13) 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
5star luxury villa fully furnished to high standard.Full games room inc air hockey, pool football table.flat screen tv/DVD all rooms. Newly decorated throughout. Fans in all main areas. Private pool, large lanai BBQ. Not overlooked.child/baby friendly.large corner plot.  …see more

from £80 / night

£550 - £690 / week

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from £80 / night

(6) Excellent 

14

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic villa and excellent service” Jill, Just a few thoughts for you & the owners as we prepare, reluctantly, for our departure early tomorrow morning. As regular Rotonda renters, our experience this time has been really positive from our initi  …see more

from £85 / night

£575 - £895 / week

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from £85 / night

(34) 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
“our vacation was perfect nice people great weather clean environment” We had a wonderfull time clean pleasent place to stay we felt very welcome when we walked in to our house, places at the table we made beds neatly done , I cant wait to go back agai  …see more

from £92 / night

£513 - £717 / week

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from £92 / night