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

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8,686 Holiday homes

Filters applied: Private pool

(8) Excellent 

14

Spring Hill holiday home rental

Florida / Spring Hill

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home away from home!” We rented this house to stay in while visiting other family in the area over the holiday. It was very spacious, clean and in a very nice neighborhood. We actually had Thanksgiving Dinner with extended family by the pool on a beau
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from £95 / night

£662 / week

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from £95 / night

(12) Excellent 

24

Holiday villa in Davenport

Davenport / Tuscan Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“The perfect vacation home” This holiday home is exactly how it is shown in the advertisements. Set in a quiet area with all the comforts of home. We were more than satisfied with everything provided and the welcome pack we recieved was very good. I w
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from £97 / night

£650 - £897 / week

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from £97 / night

(14) Excellent 

Certificate of Excellence

24

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Fantastic!” We have just returned from Palm Tree Villa. We stayed there for nearly two weeks and to say we had a fantastic time and enjoyed it there is an understatement. The house is as clean as advertised. It has all the facilities in place to make
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Certificate of Excellence

from £100 / night

£695 - £875 / week

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from £100 / night

(26) 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
“A wonderful Vacation Villa” This was our fifth visit to this gated neighborhood (our second visit since September) but our first stay in this villa. We loved it! Everything was perfect. The security system offered an added comfort. The extra large p
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from £104 / night

£727 - £835 / week

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from £104 / night

(7) Very Good 

40

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Would recommend” Beautiful home, my family and I enjoyed every bit of it. Very spacious, listed as 4 bedrooms also has a loft so it's more like 5, we had a whole room we never used and everyone was comfortable. In a great area for shopping markets and
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from £100 / night

£693 / week

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from £100 / night

(4) Very Good 

29

Villa rental in Davenport

Davenport / Watersong Resort

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £130 / night

£904 - £1245 / week

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from £130 / 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
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from £100 / night

£654 - £924 / week

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from £100 / night

(5) Excellent 

15

Davenport holiday villa rental

Davenport / Sandy Ridge

5 8 7 nights min

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

from £75 / night

£525 - £715 / week

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from £75 / night

(46) Very Good 

Certificate of Excellence

24

Clermont holiday villa rental

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A beautiful villa in an amazing location!” This is a truly outstanding holiday home! We were both delighted with the villa when we arrived and we found it be very spacious and comfortable. It has everything you would need for a great holiday and it is
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Certificate of Excellence

from £76 / night

£520 - £654 / week

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from £76 / 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 £143 / night

£997 - £1347 / week

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from £143 / night

(31) Excellent 

48

Davenport holiday villa rental

Davenport / Loma Linda

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Florida Holiday” This was our first visit to Florida with our four children and we had a fantastic time. The house is conveniently located, within about 15 mins drive to the parks of Disney, Universal Studios, Seaworld etc , but in a quiet, attractive
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from £55 / night

£385 - £595 / week

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from £55 / night

(2) Excellent 

17

Villa rental in Davenport with swimming pool

Davenport / Thousand Oaks

3 8 Min stay varies

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

from £85 / night

£593 - £727 / week

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from £85 / night

(20) Excellent 

16

Holiday home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 km
  • Swimming pool
  • Child friendly
“Excellent” Everything you need for a comfortable stay in this area. Great view too. I definitely plan to return.
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from £108 / night

£677 - £800 / week

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from £108 / night

(9) Very Good 

24

Villa rental in Kissimmee with golf nearby

Kissimmee / Oak Island Cove

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £133 / night

£925 - £1195 / week

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from £133 / night

(12) 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
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from £74 / night

£481 - £674 / week

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from £74 / night

(9) Very Good 

15

Holiday villa with golf nearby in Florida

Florida / Hudson

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“So good we're going back!” Our family of four stayed at The Cobbles in August 2015 and really enjoyed our stay. The villa was well presented, clean and had everything we needed. We made use of the travel cot and the pool inflatables and read the handy
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from £77 / night

£539 / week

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from £77 / night

(22) Very Good 

36

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

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

from £75 / night

£525 - £575 / week

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from £75 / night

(13) Excellent 

44

Holiday villa rental

Kissimmee / Indian Ridge Oaks

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Close to Disney, a villa that caters for everyone!” We stayed here with our 8 year old in July 2016. From the time we booked to the time we returned Tracey (the owner) could not have been more helpful. Emails responded to promptly, very thoughtful
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from £75 / night

£520 - £780 / week

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from £75 / night

(6) Very Good 

24

Holiday home in Bradenton

Southwest Gulf Coast / Bradenton

4 8 7 nights min

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

from £100 / night

£700 / week

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from £100 / night

(26) Excellent 

38

Holiday villa letting

Davenport / Legacy Park

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great location for all the fun of Florida” We stayed at this fantastic villa that's my wife and I with four other friends, we arrived a day late due to hurricane Mathew so arrived ther quite late after all the knock on affect of the flights being canc
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from £115 / night

£805 - £1015 / week

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from £115 / night

(18) Excellent 

30

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
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from £68 / night

£475 - £525 / week

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from £68 / night

(2) Excellent 

63

Holiday home in Davenport

Central Florida / Davenport

12 28 Min stay varies

  • 12 bedrooms
  • Sleeps 28
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £306 / night

£1516 - £3824 / week

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from £306 / night

(2) Excellent 

70

Holiday villa letting

Kissimmee / Cumbrian Lakes

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 114 km
  • Swimming pool

from £95 / night

£665 - £875 / week

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from £95 / night

(19) Excellent 

24

Haines City holiday villa rental

Haines City / Southern Dunes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Lovely villa great location” This was a great villa, we know the area well and always happy to stay on Southern Dunes . Owners were great with info etc and all very good - will defiantly stay again
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from £60 / night

£385 - £435 / week

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from £60 / night

(16) Excellent 

27

Holiday villa with swimming pool in Kissimmee

Kissimmee / Indian Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“Perfect location for Disney and we couldnt fault the villa which was spacious, clean and well equipped, thank you” We had a wonderful stay in this modern, spacious and well equipped villa which we found to be ideally placed for Disney We also visited
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from £75 / night

£525 - £625 / week

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from £75 / night

(19) Excellent 

23

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Lovely property. Really enjoyed our stay.” I would highly recommend this villa. It was nicely decorated and very clean. The air conditioning and fans kept it nice and cool as well as a dip in the pool which was a really nice size. I found the property
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from £99 / night

£695 - £795 / week

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from £99 / night

(5) Excellent 

14

Villa rental in Haines City with golf nearby

Haines City / Southern Dunes

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Mrs” Fantastic spotless villa, great position, the photos don't do it justice!!!!the views of the golf course are great.
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from £78 / night

£550 - £650 / week

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from £78 / night

(15) Excellent 

Certificate of Excellence

73

Davenport holiday villa rental

Davenport / Tuscan Hills

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from home” We booked this villa for our 2 week holiday in Florida. When you walked you it felt homely you was greeted by the dining room, kitchen and large living area which where all very equipped. Leading off the living room was the patio area
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Certificate of Excellence

from £75 / night

£525 - £665 / week

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from £75 / night

(21) Very Good 

18

Kissimmee holiday villa rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“I would return to this villa anytime” location was great, attractions within easy reach, restaurants and shops within easy reach, very clean villa with plenty of everything, pool was clean and inviting, loved it.
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from £65 / night

£450 - £500 / week

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from £65 / night

(1) Excellent 

45

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 8 7 nights min

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

from £85 / night

£593 - £754 / week

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from £85 / night

(7) Excellent 

51

Holiday villa in Orlando

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

from £120 / night

£840 / week

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from £120 / night

(5) Excellent 

29

Home rental in Davenport with swimming pool, golf nearby

Central Florida / Davenport

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £125 / night

£775 - £1200 / week

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from £125 / night

(8) Excellent 

23

Holiday villa accommodation

Clermont / High Grove

4 10 Min stay varies

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

from £61 / night

£425 - £630 / week

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from £61 / night

(12) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from £90 / night

£490 - £595 / week

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from £90 / night

(6) Excellent 

31

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Everything we needed and more.” We stayed at this villa for 3 weeks ,with other family members. In total there were 10 of us. The villa was spotlesly clean when we arrived and it was very welcoming. There was a fantastic welcome pack for when we arriv
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from £154 / night

£1039 - £1689 / week

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from £154 / night

(9) Excellent 

23

Davenport holiday villa rental

Davenport / Highgate Park

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa would recommend to anyone.” We booked the villa for two weeks and had an incredible time in Orlando. The villa was beautiful and so much space. I will definitely be booking the same villa in the future just not sure when.
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from £85 / night

£700 / week

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from £85 / night

(7) Excellent 

24

Holiday home rental

Southwest Gulf Coast / Marco Island

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation home with all amenities” We were looking for a vacation rental on Marco Island which would have all the things we were looking for namely a convenient, but quiet, location, a heated pool, plenty of space and comfortable sleeping accomm
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from £170 / night

£1154 - £2385 / week

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from £170 / night

(13) Excellent 

12

Holiday villa with golf nearby in Davenport

Davenport / The Manors North at Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“AMAZING” The villa was perfect it had everthing you need it is big and was very clean. The location is perfect 15 mins from all theme patks. We thoroughly enjoyed our stay and would return
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from £62 / night

£390 - £500 / week

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from £62 / night

(13) 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
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from £150 / night

£1050 - £1750 / week

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from £150 / night

(15) Very Good 

25

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £108 / night

£754 - £1000 / week

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from £108 / night

1