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11,918 Holiday homes

Filters applied: Private pool

(7) Very Good 

16

Holiday villa with swimming pool in Kissimmee

Kissimmee / Eagle Pointe

4 8 Min stay varies

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

from £77 / night

£539 - £608 / week

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from £77 / night

(20) Excellent 

25

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool
“Perfect Florida home” From the minute we arrived, we loved and enjoyed every minute of our four week stay here. Everything was perfect from the moment we went through the door. The rooms are spacious, comfortable and tastefully decorated. Ove
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from £130 / night

£875 / week

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from £130 / night

(7) Very Good 

26

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Disney Vacation” The house was great but does need some repairs. The ironing board could not be used the leg was broken in half. The living room furniture is very worn and needs to be replaced and when my husband went to open the refrigerator d
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from £70 / night

£485 / week

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from £70 / night

(5) Excellent 

Certificate of Excellence

36

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic Florida holiday villa” We had a fantastic stay at the Summer Breeze villa. The villa is beautiful and spacious, with its own pool. The villa is located in a small community of similar properties. The community is well maintained and safe. Th
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Certificate of Excellence

from £99 / night

£685 - £795 / week

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from £99 / night

18

Hernando holiday villa rental

Florida / Hernando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £174 / night

£1193 / week

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from £174 / night

(5) Excellent 

44

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very nice villa in a quiet and peaceful area.” The villa was very tidy and well maintained. The location was excellent, being very close to a supermarket and to Kissimmee. It was also an ideal location for all the excellent theme parks. We certainly w
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from £95 / night

£585 - £595 / week

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from £95 / night

(8) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £110 / night

£549 - £1590 / week

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from £110 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £123 / night

£884 - £1277 / week

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from £123 / night

(1) Excellent 

18

Holiday home in Port Saint Lucie

Florida / Port Saint Lucie

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £154 / night

£1000 / week

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from £154 / night

(8) Excellent 

24

Sanibel Island holiday home rental

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Great accomodation on Sanibel Island” We were very lucky to find this beautiful house on Sanibel Island. It is extremely well kept and ticks all the boxes-swimming pool, 5 minute walk to the beach, spacious and clean. Everything works well and is of
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from £116 / night

£924 - £1154 / week

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from £116 / night

(8) Very Good 

30

Fort Myers Beach holiday home let

Fort Myers Beach / Estero Island

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £154 / night

£1538 - £2308 / week

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from £154 / night

(1) Excellent 

28

Holiday apartment with swimming pool in Treasure Island

Florida / Treasure Island

2 6 Min stay varies

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

from £150 / night

£1045 / week

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from £150 / night

(3) Excellent 

61

Kissimmee holiday villa rental

Kissimmee / Windsor Hills Resort

5 14 Min stay varies

  • 5 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 64 km
  • Swimming pool
“Luxury in the sun” Home from home - if home had all these mod cons and a heated pool outside the lounge and a games room in the garage. Great location for Disney assuming you have a car. Plenty of local restaurants and easy run to NASA. Onsite centr
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from £115 / night

£690 - £1350 / week

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from £115 / night

(15) Excellent 

26

Holiday villa in Naples

Southwest Gulf Coast / Naples

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Incredible” This house was great and it's location was perfect. My family and I had an incredible time and plan on doing it again.
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from £110 / night

£770 - £1662 / week

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from £110 / night

23

Marco Island holiday villa rental

Southwest Gulf Coast / Marco Island

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool

from £162 / night

£1131 - £3374 / week

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from £162 / night

(13) Excellent 

35

Davenport holiday villa rental

Davenport / Calabay Parc

5 12 4 nights min

  • 5 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Brilliant” Third visit , really spacious house, excellent pool area, we spent so much time in the outside area. Well positioned house for parks, restaurants and shopping. Great value. Thanks.
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from £125 / night

£875 - £1050 / week

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from £125 / night

(18) Excellent 

23

Kissimmee holiday villa let

Kissimmee / Bellavida Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Absolutely wonderful!” This house is amazing! The pictures do not capture the true beauty of this property. We traveled with 3 families - all ages. There was plenty of room for everyone - bedrooms, kitchen, living room, family room, pool, etc. The
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from £149 / night

£1045 - £1495 / week

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from £149 / night

(2) Very Good 

14

Holiday home with swimming pool in Port Charlotte

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

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

from £51 / night

£316 - £516 / week

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from £51 / night

(19) Very Good 

84

Orlando holiday villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Could not have been better” We stayed for 2 weeks with our 2 children and the in-laws. It was utterly splendid. I owned a villa for 4 years just down the road from here, and have stayed in many others. This was the best by a mile. It even topped mi
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from £65 / night

£455 - £895 / week

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from £65 / night

(2) Excellent 

21

Holiday villa with golf nearby in Davenport

Davenport / West Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £80 / night

£500 - £675 / week

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from £80 / night

(2) Excellent 

28

Holiday villa with swimming pool in Davenport

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from home” Beautiful and amazing home. Nothing too much trouble. The owners, Sue & Dave, even provided an ice box for us to use as there wasn't one at the property. Everything else we could possibly need or want was at the property. The house was
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from £90 / night

£632 - £847 / week

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from £90 / night

(10) Very Good 

50

Holiday villa rental

Kissimmee / Trafalgar Village

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic villa” Was very impressed with the villa. Very spacious and clean. Lots of local amenities and all parks very close by. Situated on a quiet estate and very welcoming would definitely recommend
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from £85 / night

£520 - £550 / week

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from £85 / night

(3) Very Good 

Certificate of Excellence

34

Holiday villa in Kissimmee

Kissimmee / Crescent Lakes

4 8 4 nights min

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

Certificate of Excellence

from £88 / night

£614 / week

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from £88 / night

(4) Very Good 

31

Davenport holiday condo rental

Davenport / West Haven

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 150 km
  • Swimming pool
  • Child friendly

from £155 / night

£1080 / week

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from £155 / night

24

Holiday apartment in Miami

Florida / Miami

2 5 90 nights min

  • 2 bedrooms
  • Sleeps 5
  • 90 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool

from £208 / night

£1424 / week

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from £208 / night

(7) Excellent 

18

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Fantastic house in a peaceful location” Gulf Tranquility surpassed our expectations and the owners were really helpful and extremely easy to deal with. The house is very well equipped and is maintained to a very high standard. Situated in peaceful loc
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from £105 / night

£735 - £1150 / week

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from £105 / 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 - £750 / week

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from £86 / night

(9) Excellent 

Certificate of Excellence

17

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £120 / night

£840 / week

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from £120 / night

(3) Very Good 

92

Kissimmee holiday home rental

Kissimmee / Cumbrian Lakes

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“This place is amazing” We stayed here for a week after a tiring but fun road trip and as a base station for the theme parks! It was exactly what we needed for a group of 7 friends! Good location for the parks, lovely area and amazing view of the sunse
…see more

from £195 / night

£1365 / week

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from £195 / night

(14) Excellent 

Certificate of Excellence

18

Holiday villa in Davenport

Davenport / Tuscan Hills

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Luxurious villa” The villa was lovely, very spacious. Short 15 min drive to Disney and about 25-35 mins to universal depending on traffic. All amenities were there although I didn't get chance to use them all it would be useful for someone who would n
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Certificate of Excellence

from £70 / night

£500 - £630 / week

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from £70 / night

(1) Excellent 

17

Holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

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

from £120 / night

£725 - £1120 / week

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from £120 / night

17

Sarasota holiday villa rental

Southwest Gulf Coast / Sarasota

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £78 / night

£540 / week

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from £78 / night

(2) Very Good 

19

Holiday home with swimming pool in Orlando

Central Florida / Orlando

3 6 Min stay varies

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

from £86 / night

£597 / week

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from £86 / night

(2) Excellent 

25

Holiday villa with golf nearby in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Charlottes paradise.” We are, unfortunately, coming towards the end of our stay here but wanted to say what an absolutely amazing time we have had so far. We have stayed at a few villas in Florida but this one tops them all. It has absolutely everythi
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from £90 / night

£595 - £630 / week

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from £90 / night

64

Holiday villa in Kissimmee

Kissimmee / Lindfields

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

from £67 / night

£469 / week

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from £67 / night

(6) Excellent 

21

Holiday villa with swimming pool, golf nearby in Davenport

Davenport / Aylesbury, Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly
“Excellent villa” We had a brilliant holiday in this superb villa. It is situated in a quiet area yet it is within easy travelling distance of Disney and Legoland. The pool was a welcome relief from the Florida heat and it was great to see our two yea
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from £77 / night

£535 - £730 / week

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from £77 / night

(2) Excellent 

29

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly

from £118 / night

£826 - £1481 / week

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from £118 / night

(2) Very Good 

25

Holiday townhouse with golf nearby in Orlando

Orlando / Encantada

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £93 / night

£616 / week

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from £93 / night

(3) Excellent 

46

Holiday home in Orlando

Central Florida / Orlando

5 12 Min stay varies

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

from £155 / night

£1080 / week

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from £155 / night

(9) Excellent 

22

Villa rental in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Perfect holiday” Fantastic holiday home in a lovely, peaceful location with a lgreat outlook onto the waterway at the rear of the property. Very spacious home with everything you could possibly need during your holiday. Punta Gorda is a pretty town ov
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from £85 / night

£595 - £625 / week

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from £85 / night

1