Florida apartment or villa with a private pool area

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8,499 Holiday homes

Filters applied: Private pool

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(25) 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  …see more

from £108 / night

£756 - £868 / week

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from £108 / night

(4) Very Good 

9

Holiday villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Mrs” One of the best accommadations we have ever stayed in. From the moment we stepped through the door we felt right at home. Lovely secluded area , but with amenities close by perfect for a relaxing vacation. Would also like to add that Moira the Ow  …see more

from £80 / night

£500 / week

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from £80 / night

(38) Excellent 

39

Villa rental in Kissimmee

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Holiday To Remember” A perfect exciting, fantastic holiday with all the family. Family of 6. In the last week 7.Quality time with everyone.Extremely a special and magical holiday to remember.The villa was fabulous and very homely.Perfect from start t  …see more

from £85 / night

£505 - £515 / week

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from £85 / night

Featured properties

(8) 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  …see more

from £77 / night

£539 / week

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from £77 / night

(5) Very Good 

45

Holiday villa rental

Central Florida / Kissimmee

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £80 / night

£559 - £675 / week

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from £80 / night

(18) Excellent 

34

Holiday villa rental

Davenport / The Manors North at Westridge

5 11 7 nights min

  • 5 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Amazing Villa” It has been written several times before but this villa has everything, the owners John and Caroline have thought of everything. When they say beach towels available they mean it!!!!!! Kitchen is fully equipped and when the kettle bro  …see more

from £85 / night

£595 / week

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from £85 / night

(23) 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

from £80 / night

£500 - £650 / week

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from £80 / 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.  …see more

from £78 / night

£550 - £575 / week

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from £78 / night

(8) Excellent 

24

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £85 / night

£595 / week

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from £85 / night

(9) Excellent 

27

Holiday villa with golf nearby in Davenport

Davenport / Hampton Lakes

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 98 km
  • Swimming pool
“Spacious, well equipped Villa with fabulous pool and spa tub” We stayed at Walts World as a party of 9, there was plenty of room to spread out and the children loved the games room. We spent a lot of time outside in the covered patio area come rain o  …see more

from £101 / night

£710 - £910 / week

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from £101 / night

(9) Excellent 

31

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Cracking villa, going back next year” This villa is set in a gated community and is very safe and peaceful. It's a great base to get to all theme parks within 1/2 hour depending on the traffic. You have a walmart and Winn dixies only 5 minutes drive a  …see more

from £100 / night

£695 - £875 / week

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from £100 / night

(22) Excellent 

53

Davenport holiday villa rental

Davenport / Sandy Ridge

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent property within easy access to Orlando attractions” We travelled as a family of 2 grandparents, 2 daughters and 2 grandchildren. We had a wonderful holiday and stayed 1 week at the villa. The property is in a nice location, excellent furnish  …see more

from £105 / night

£725 - £780 / week

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from £105 / 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  …see more

from £100 / night

£636 - £840 / week

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from £100 / night

(1) Excellent 

16

Holiday villa in Davenport

Davenport / Highgate Park

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £72 / night

£463 - £560 / week

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from £72 / night

(7) Excellent 

24

Holiday villa with swimming pool in Kissimmee

Kissimmee / Cumbrian Lakes

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £115 / night

£805 - £850 / week

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from £115 / night

20

Holiday villa with swimming pool, 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

from £86 / night

£600 - £685 / week

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from £86 / night

(25) Very Good 

27

Holiday home in Kissimmee

Central Florida / Kissimmee

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Just Perfect” My wife and I are regular visitors to the Orlando area and have stayed in several Rental Villas in the past. It was our first time at ‘Ventura Villa’ hopefully not our last, we had a really enjoyable stay. The villa is clean, well fur  …see more

from £80 / night

£525 - £1054 / week

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from £80 / night

(6) Very Good 

29

Davenport holiday villa rental

Davenport / Highlands Reserve Golf Course

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 86 km
  • Swimming pool
  • Child friendly
“Great facilities and great location make for a great vacation.” Facilities: The house, pool and grounds are well maintained and inviting. The house itself is roomy, well appointed with quality furniture and appliances, and professionally decorated. Ev  …see more

from £100 / night

£700 - £770 / week

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from £100 / night

19

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £104 / night

£728 / week

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from £104 / night

(11) Very Good 

13

Orlando holiday villa rental

Central Florida / Orlando

4 8 3 nights min

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

from £96 / night

£616 / week

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from £96 / night

64

Holiday villa with swimming pool in Davenport

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool

from £70 / night

£490 - £600 / week

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from £70 / night

(8) Excellent 

32

Holiday villa with golf nearby in Davenport

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spacious and stunning!” We have been visting the Orlando area for 15 years and this is the best villa we have stayed in. It is located in Watersong, a very quiet and beautiful place that is gated so you feel very secure. And the villa is every bit as  …see more

from £144 / night

£960 - £1504 / week

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from £144 / night

(19) Very Good 

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
“Dream home, brilliant location, very clean and well equipped.” From the first contact on enquiry to arriving back home 2 weeks later, the whole renting process and communication was outstanding, our family, 3 adults and 4 children aged 3,10,11 and16 a  …see more

from £130 / night

£875 / week

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from £130 / night

(13) Very Good 

13

Holiday villa with swimming pool in Kissimmee

Kissimmee / Indian Point

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A beautiful, clean, home away from home!” We are staying for the month of February in this absolutely awesome, Prairie Point Blvd.home. It's comfortable, spacious and clean, and the pool is to die for! We would highly recommend this home to anyone!  …see more

from £90 / night

£600 - £680 / week

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from £90 / night

(2) Excellent 

38

Holiday home with swimming pool, golf nearby in Haines City

Central Florida / Haines City

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £99 / night

£693 - £1400 / week

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from £99 / night

(29) Excellent 

24

Holiday villa in Davenport

Davenport / Legacy Park

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 60 km
  • Swimming pool
  • Child friendly
“Fantastic Villa” We stayed here for nearly 3 weeks and enjoyed every minute of it. The villa is very spacious and well laid out with a great open plan area. Outside by the pool is very spacious and if need be you can take shade from the sun. Would hig  …see more

from £100 / night

£700 - £1034 / week

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from £100 / night

(14) Very Good 

24

Home rental in Fort Myers with golf nearby

Fort Myers / South Fort Myers

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 25 km
  • Swimming pool
“Great Southwest Florida Destination!!” Our family of five recently returned from a 10 day stay at this home. The home is in a quiet neighborhood, very convenient to the airport, Highway 75, shopping and golf courses. The home is beautifully decorate  …see more

from £72 / night

£500 - £815 / week

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from £72 / night

(18) Excellent 

24

Home rental in Kissimmee

Kissimmee / Bellavida Resort

6 13 7 nights min

  • 6 bedrooms
  • Sleeps 13
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“East 192, Where Tink@Bella waits for Youuuuuuu” The Bella Vida resort is a Great, Gated Community. Where inside awaits the the Fantastic Tink@Bella Villa. Approx 30 mins from Orlando Int. Perfect location for all that awaits you, Disney, Universal,  …see more

from £143 / night

£995 - £1395 / week

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from £143 / night

81

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £120 / night

£840 - £1190 / week

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from £120 / night

(2) Very Good 

34

Kissimmee / Crescent Lakes

4 8 4 nights min

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

from £92 / night

£639 / week

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from £92 / night

(5) Excellent 

28

Holiday home rental

Kissimmee / Emerald Isle Kissimmee

7 15 Min stay varies

  • 7 bedrooms
  • Sleeps 15
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Super Spring Break” My family spent the week of April 7 - 14, 2012 at "Jewel In The Crown", which is located in Emerald Island Resort. This is our sixth trip to Orlando and one of the best times we've had!!! Our "home away from home" was comfortable,  …see more

from £160 / night

£1115 / week

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from £160 / night

(9) Very Good 

24

Holiday villa with golf nearby in Rotonda West

Rotonda West / Long Meadow

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool
“Excellent quiet home” We have stayed many times on Rotunda and this home was lovely by comparison. The house is well maintained and very comfortable. There were only two of us so we rattled about a little, but we feel we are used to a large home so b  …see more

from £150 / night

£700 - £900 / week

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from £150 / night

(1) Excellent 

16

Holiday villa in Fort Myers

Fort Myers / South Fort Myers

4 8 7 nights min

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

from £100 / night

£700 - £1096 / week

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from £100 / night

10

Holiday home in Punta Gorda

Southwest Gulf Coast / Punta Gorda

3 6 Min stay varies

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

from £115 / night

£738 - £1115 / week

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from £115 / night

(30) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Best Florida Villa - by far !!!” We have spent many many weeks at this villa and when it isn't available for our trips to Florida nothing we stay at compares !!! It is a great villa, owned by an owner who cares. Well equipped, south facing, very pri  …see more

from £135 / night

£800 - £995 / week

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from £135 / night

(11) Excellent 

33

Haines City holiday villa rental

Haines City / Southern Dunes

4 10 6 nights min

  • 4 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“The perfect villa” We stayed in this beautiful villa for 8 nights just after Christmas.Having stayed in Southern Dunes twice before,we were familiar with the area and all there is to offer close by from the great range of restaurants to the super Walm  …see more

from £70 / night

£475 - £550 / week

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from £70 / 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

from £72 / night

£500 - £600 / week

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from £72 / night

24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

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

from £85 / night

£595 - £735 / week

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from £85 / night

(20) Excellent 

23

Holiday villa with golf nearby 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 2 km
  • Swimming pool
“fantastic!!” our stay here is sadly coming to an end. This house is beautiful, it's better than home from home. We couldn't believe it when we walked in, the photos really don't do it justice and they are good. The house is well laid out and well look  …see more

from £108 / night

£750 - £2220 / week

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from £108 / night

(3) Excellent 

24

Villa rental in Kissimmee

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful property!” Our host Lisa Ellis made us feel welcome since before booking. I had a couple of questions when searching for the perfect place to stay and she answered them very quickly. Once I booked we stayed in constant communication which ma  …see more

from £104 / night

£680 - £932 / week

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from £104 / night

1