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

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27,896 Holiday homes

Filters applied: Swimming pool

(13) Excellent 

18

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“We will not be going anywhere else!” This was our second stay at the beautiful villa. Local to all the best restaurants, Wall-Mart and Target for food shops. With only a 15 minute drive we were in the theme parks, International Drive and only 45 minut
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from £90 / night

£495 - £625 / week

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Responds fast!
avg. 3 hours 22 minutes

from £90 / 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 £88 / night

£612 - £750 / week

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from £88 / night

(40) 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
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from £85 / night

£505 - £515 / week

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Responds fast!
avg. 45 minutes

from £85 / night

(10) Excellent 

30

Haines City holiday villa rental

Haines City / Calabay Parc at Tower Lake

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly
“Beautiful villa everything you would need for your holiday. Spotlessly clean and only 20 mins drive to Disney” Great people to rent from and good communication. Beautiful villa spotlessly clean and everything you would need for your holiday. Lovely p
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from £80 / night

£500 - £745 / week

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Responds fast!
avg. 1 hour 20 minutes

from £80 / night

59

Holiday home rental

Florida / New Port Richey

3 6 7 nights min

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

from £86 / night

£599 - £650 / week

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Responds fast!
avg. 2 hours 22 minutes

from £86 / night

(3) Very Good 

28

Villa rental in Rotonda West with golf nearby

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
“Beautiful villa and pool” Just spent two weeks in this beautiful villa, had everything we needed for the perfect holiday and the pool was always warm - loved it
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from £101 / night

£707 - £1078 / week

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Responds fast!
avg. 2 hours 45 minutes

from £101 / night

(14) Excellent 

Certificate of Excellence

28

Kissimmee holiday villa rental

Kissimmee / Doral Woods

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect for couples and families” I stayed here for 9 days with my husband and 5 month old daughter and we had lovely time! My husband and I had previously been to Florida and stayed in a property in Doral Woods so we knew we wanted to be in the same
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Certificate of Excellence

from £65 / night

£460 - £480 / week

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Responds fast!
avg. 1 hour 31 minutes

from £65 / night

(7) Excellent 

39

Holiday villa in Davenport

Davenport / Watersong Resort

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Wonderful-planning another stay for 2015” I stayed here for a week in June of this year with my family. It was wonderful. House was emmaculate, clean, and stocked with top of the line appliances. The children took advantage of havign a private pool
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from £135 / night

£909 - £1266 / week

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from £135 / night

(6) Very Good 

24

Holiday villa with swimming pool in Clermont

Clermont / Clear Creek

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great modern villa with lots of extras” We loved the villa from the minute we arrived, clean and easy communication with owner made this a hassle free experience! Has a nice modern feel for US standards and clean. Pool was great and safety net there i
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from £96 / night

£667 / week

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Responds fast!
avg. 2 hours 7 minutes

from £96 / night

(13) Excellent 

24

Reunion holiday condo rental

Central Florida / Reunion

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 123 km
  • Swimming pool
  • Child friendly
“Great Resort and Accommodations” The place was very clean and spacious with many high-end features. It worked perfectly for our family of five. We also loved all of the pools and the golf courses, which entertained the kids between visits to the Magic
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from £82 / night

£573 / week

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Responds fast!
avg. 2 hours 5 minutes

from £82 / night

(9) Excellent 

40

Holiday villa in Clermont

Clermont / High Grove

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect home away from home” This was our 2nd year staying at this villa. It is in a lovely gated community where you can relax and enjoy the sun from morning until sunset but are only 15 minutes from Disney or Universal and close to restaurants and s
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from £75 / night

£515 - £640 / week

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from £75 / night

(2) Excellent 

24

Holiday villa with golf nearby in Davenport

Davenport / Champions Gate

5 10 Min stay varies

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

from £150 / night

£1050 / week

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from £150 / night

(27) 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 £120 / night

£840 / week

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Responds fast!
avg. 1 hour 24 minutes

from £120 / night

(7) Excellent 

31

Haines City holiday villa rental

Haines City / Southern Dunes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Couldn't Ask For More.....” This was our second visit to this property. It is ideal for families who want all the comforts of home whilst away on holidays. Everything you need is here. Washing machine, dryer, cooker all very easy to use. Plenty of spa
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from £82 / night

£575 - £650 / week

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Responds fast!
avg. 3 hours 20 minutes

from £82 / night

(24) Excellent 

Certificate of Excellence

59

Holiday townhouse with shared pool in Kissimmee

Kissimmee / Trafalgar Village

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
“excellent” my wife and two friends stayed here in may for 10 days. one word excellent. the house is only about 25 mins from all the parks. the location is incredibly quiet with onsite security. 3 bedrooms + 3bathrooms a large living area gives plenty
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Certificate of Excellence

from £45 / night

£360 - £840 / week

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Responds fast!
avg. 2 hours 39 minutes

from £45 / night

26

Holiday apartment in Tavernier

Key Largo / Tavernier

4 12 Min stay varies

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

from £258 / night

£1806 / week

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from £258 / night

(37) Very Good 

20

Holiday home in Kissimmee

Kissimmee / Crescent Lakes

4 11 3 nights min

  • 4 bedrooms
  • Sleeps 11
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Amazing property!” This property really is as amazing as the photos show! Andy offers great communication before, during and after the stay, and it really is a fantastic place to stay. We visited Universal Studios and Wet'n'Wild and it's about a 20
…see more

from £99 / night

£675 / week

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from £99 / night

(26) Excellent 

25

Holiday villa in Davenport

Davenport / Westhaven

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Fabulous villa, highly recommended.” This is a beautiful villa in a great location. The villa is spacious, light, well equipped, and tastefully furnished. It is a very relaxing home to simply enjoy and switch off in. We also enjoyed the larger commun
…see more

from £108 / night

£750 - £850 / week

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from £108 / night

(6) Excellent 

14

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
“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 - £995 / week

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Responds fast!
avg. 3 hours 23 minutes

from £85 / night

(10) Excellent 

Certificate of Excellence

37

Home rental in Orlando with indoor pool

Central Florida / Orlando

5 12 Min stay varies

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

Certificate of Excellence

from £127 / night

£945 - £1717 / week

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Responds fast!
avg. 48 minutes

from £127 / night

(2) Very Good 

32

Holiday villa with golf nearby in Inverness

Florida / Inverness

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 43 km
  • Swimming pool

from £70 / night

£487 - £708 / week

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Responds fast!
avg. 36 minutes

from £70 / 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 £175 / night

£1191 - £2461 / week

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from £175 / night

(44) Excellent 

24

Villa rental in Davenport with golf nearby

Davenport / Lake Wilson Preserve

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Comfortable villa, great location!” 165 Robin Road, Davenport, Florida is a very comfortable 4 bed villa with 2 of the bedrooms being ensuite and an option to use the family bathroom as a 3rd ensuite. There are plenty of crockery and cutlery to cater
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from £75 / night

£450 - £595 / week

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from £75 / night

(12) Excellent 

Certificate of Excellence

92

Holiday villa with golf nearby in Davenport

Davenport / Highlands Reserve Golf Course

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Superb!” We had a lovely stay and really didn't want to leave. The villa was spacious, clean and comfortable and the surrounding area quiet and peaceful. The beds were clean and the pool provided a relaxing end to the busy days. The view over the g
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Certificate of Excellence

from £85 / night

£510 - £650 / week

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from £85 / night

(2) Excellent 

26

Holiday villa in Siesta Key

Florida / Siesta Key

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £160 / night

£820 - £1520 / week

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Responds fast!
avg. 3 hours 42 minutes

from £160 / night

(22) Excellent 

18

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“As good as it gets” From the first contact with the owner to our last day at the villa was excellent. The villa décor and facilities were just what we hoped for and more. From our location it was only a short trip to the theme parks eating out or shop
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from £68 / night

£475 / week

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from £68 / night

(20) Excellent 

21

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
“Spacious, family-friendly with a great pool. Would definitely return!” This is a great house! Really spacious with good sized bedrooms and lovely open plan kitchen/diner and lounge. Kids loved the pool and games room. Villa is ideally situated close t
…see more

from £70 / night

£450 - £525 / week

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Responds fast!
avg. 2 hours 14 minutes

from £70 / night

(24) Excellent 

19

Holiday home with golf nearby in Davenport

Davenport / Cypress Pointe

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa” Just returned from fantastic 2 weeks staying in this wonderful villa. The villa is on a lovely quiet gated community and very close to Disney. Supermarket pharmacy and restuarants are few minutes by car. The rooms are all large and
…see more

from £120 / night

£720 - £840 / week

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from £120 / night

(31) Very Good 

23

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
“Great place to stay” Great location really close to Disney parks. Communication with owners was great with lots of information with directions to condo and everything we needed to know while we were staying in the condo. Clean and modern and great ame
…see more

from £35 / night

£219 - £375 / week

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Responds fast!
avg. 3 hours 27 minutes

from £35 / night

(14) Very Good 

26

Holiday villa with swimming pool in Davenport

Davenport / Tivoli Manor

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very clean, quiet villa” After a few initial problems on day one (safe being locked and front door key snapping off in lock) we had a fantastic holiday staying at this villa. It is set in a quiet area, at times a much needed escape from the busy Orlan
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from £70 / night

£455 - £500 / week

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Responds fast!
avg. 2 hours 11 minutes

from £70 / night

(16) Very Good 

Certificate of Excellence

46

Holiday villa in Four Corners

Central Florida / Four Corners

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 138 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £75 / night

£525 - £595 / week

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from £75 / night

(11) Excellent 

Certificate of Excellence

26

Holiday home in Fort Myers

Fort Myers / South Fort Myers

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Our perfect holiday” We and our family [ total of 6 ] arrived at the Halcyon Days Villa and immediately knew we had made the correct choice.It is a wonderful place to stay,very spacious with a great layout of rooms and a high standard of facilities.It
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Certificate of Excellence

from £95 / night

£660 - £799 / week

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Responds fast!
avg. 3 hours 23 minutes

from £95 / 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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Responds fast!
avg. 2 hours 32 minutes

from £78 / 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

(23) Excellent 

16

Orlando holiday villa rental

Orlando / Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Oasis away from but close to Disney World” We were looking for a home away from home for our 3 week trip to Disney and other parks in the Orlando region and found the perfect holiday home. The house was an easy 20 minute drive from the Magic Kingdom o
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from £97 / night

£630 - £700 / week

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from £97 / night

(22) Very Good 

26

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“very homely” Excellent location Close to airport.all parks and amenities. Would recommend this villa to anybody. Equipped with everything. Home from Home
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from £53 / night

£375 - £725 / week

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Responds fast!
avg. 3 hours 56 minutes

from £53 / night

35

Holiday apartment rental

Florida / Miami Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £236 / night

£1567 - £1788 / week

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from £236 / night

(5) Very Good 

74

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

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

from £125 / night

£949 - £1108 / week

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Responds fast!
avg. 3 hours 58 minutes

from £125 / 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 £84 / night

£588 - £780 / week

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from £84 / night

30

Villa rental in Cape Coral with golf nearby

Southwest Gulf Coast / Cape Coral

3 6 7 nights min

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

from £151 / night

£1018 - £1726 / week

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from £151 / night

1