Villas with a pool Florida | Apartments to rent with swimming facilities | Holiday Lettings

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20,814 Holiday homes

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(32) Excellent 

23

Davenport holiday villa rental

Davenport / West Stonebridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 141 km
  • Swimming pool
“Champagne Villa - Amazing house and an excellent value!” My wife and I booked this villa for the first time and it was perfect! We found that it was very well equipped, extremely clean and a real value for the cost. The location is perfect for just  …see more

from £65 / night

£425 - £550 / week

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from £65 / night

(43) Excellent 

39

Kissimmee holiday villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Beautiful villa in an excellent location” I stayed at Disney Davella for one week with my husband and parents. There are two excellent master bedrooms which made it perfect for us (with a bathroom off each) and an extra toilet downstairs as well. Th  …see more

from £90 / night

£595 - £850 / week

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from £90 / 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

Featured properties

(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

(15) Very Good 

56

Holiday villa with golf nearby in Davenport

Davenport / Florida Pines

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Having just undergone a complete refurb this villa is in as new condition everything inside the villa all furniture, flooring, appliances are all brand new even the pool has been re tiled and resurfaced,Pool heat available at £15 per night, recommend Oct-mar<br  …see more

from £65 / night

£450 - £650 / week

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from £65 / night

(19) Very Good 

68

Holiday villa in Kissimmee

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Thanks” This was a great Vila with everything you needed and in a good area to base yourself, if any c ok militants a bit dated  …see more

from £100 / night

£450 - £540 / week

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from £100 / 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

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 £122 / night

£814 / week

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from £122 / night

(36) 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
“Wonderful place to spend your hollidays with your family” Wonderful villa to stay in a group of 6. The house was well equipped and very good conditions. The location of the house was very convenient (there is a wallmart just 1 mille away and not that  …see more

from £80 / night

£495 - £505 / week

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from £80 / 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

(12) Excellent 

31

Holiday villa rental

Davenport / The Sanctuary at West Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 138 km
  • Swimming pool
  • Child friendly
“Perfect villa, Perfect location, Perfect holiday.” Like my title says, this villa is situated perfectly for all the attractions, shops and anything else you might want to make your holiday perfect. Only an hours drive to St Pete`s beach from Champions  …see more

from £75 / night

£525 - £575 / week

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from £75 / 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

(13) Excellent 

20

Villa rental in Davenport with golf nearby

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 km
  • Swimming pool
  • Child friendly
“A real treat” As soon as we walked into the Villa at Solana we knew we were in for a treat. The Villa was spotlessly clean and beautifully furnished with all new appliances. After spending a week all cramped into one Disney hotel room it was great t  …see more

from £74 / night

£513 - £757 / week

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from £74 / night

(5) 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
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great place to stay.” Although we were only a small group of people (3) we always look for somewhere nice to stay and certainly found that in Magic Villa Orlando. Always difficult to book somewhere you don't know, but from the start, the helpful owner  …see more

from £72 / night

£500 - £800 / week

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from £72 / 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

(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

(15) Excellent 

15

Orlando holiday villa rental

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Best Holiday Ever” had a wonderful time in your villa i would recommend it to all my friends & family,didn't want for anything the villa was well looked after pool area was to die for when u've had a long day at the theme parks the jacuzzi was very  …see more

from £76 / night

£530 - £680 / week

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from £76 / night

(3) Excellent 

13

Orlando holiday villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Westridge, Davenport,Orlando, near Disney and other theme parks. Nearest beaches approx. 50 miles away. Pool, Spa..Solar heated..Child friendly..ideal for that relaxing break in lovely Florida sunshine..so close to Disney you can return midday for a relaxing swim  …see more

from £72 / night

£490 / week

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from £72 / 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

(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 £127 / night

£940 - £1400 / week

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from £127 / night

(12) Excellent 

23

Kissimmee holiday villa rental

Kissimmee / Windsor Palms

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Everything you need..and more” Beautiful open plan villa, lots of room, clean, the sofas are really soft and cosy after a day at the parks. The pool was a definate hit with the kids, as was the games room. The gated community was very friendly and h  …see more

from £92 / night

£640 - £700 / week

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from £92 / night

(25) 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
“A lovely well located place - a real home from home” This was my third visit in 5 years. The Villa is in a fantastic location with both Disney parks and Universal and International Drive a short drive away. It has all the facilities including an amazi  …see more

from £58 / night

£400 - £497 / week

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from £58 / night

(23) Excellent 

24

Kissimmee holiday villa rental

Kissimmee / Lake Berkley

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Fantastic” This holiday was excellent the home was absolutely fab, it was differently home from home The villa we stayed in was pristine and had every little thing you could want and more. It was a pleasure to enter into a home that was spotless. I  …see more

from £70 / night

£485 - £570 / week

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from £70 / 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

(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

(13) Excellent 

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
The Florida Villa Belloccia (Italian:'natural beauty') appeals people who want to enjoy a luxury and modern designed home during their vacation.The exposed location at one of the few oversized water channels of Cape Coral has direct boat access to the Gulf of  …see more

from £114 / night

£797 - £1037 / week

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from £114 / 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

(44) 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

(12) 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
“Just perfect!” An amazing house!!! All of the comforts of home in a great location. Definitely will be staying again!  …see more

from £62 / night

£390 - £500 / week

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from £62 / 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

18

Florida holiday apartment rental

Florida / Miami Beach

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
LOCATION!!! LOCATION!!! LOCATION!!!! great unit, sleeps 8 people, shops, restaurants,parks, public transportation, places of worship. everything at your foot steps. 15 minutes to south beach, 12 miles to both Miami international and fort Lauderdale airports. close to m  …see more

from £73 / night

£509 / week

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from £73 / night

(14) Excellent 

34

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
“Fantastic!!” What a fabulous home. We searched for ages looking for a place for our 'once in a lifetime' holiday and definitely made the right choice. The villa was very clean and maintained to an exceptional standard and provided everything we  …see more

from £90 / night

£625 - £825 / week

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from £90 / night

(17) Excellent 

22

Holiday villa with golf nearby in Rotonda West

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Marbari Villa- 5Star Holiday Villa” We have just returned from a three week trip to Floida staying in this property for the final week of our vacation. We are all agreed that this property was the most well appointed, and comfortable villa we have sta  …see more

from £66 / night

£460 - £500 / week

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from £66 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
LUXURY LAKESIDE VILLA *Great reviews* Private floodlit pool & jacuzzi. Easy drive to parks. Just 10 mins Disney. Child friendly, teenage chillout room, wifi, superb view. No rear neighbours - just lake trees......and Peace!<br />Sunny South Facing Pool with sh  …see more

from £95 / night

£605 - £725 / week

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from £95 / night

(3) Very Good 

20

Holiday villa in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly
“a good place to relax at the end of an energetic day” Martin's Villa was well equipped and spacious, the pool was screened which helped with privacy. It is on an estate with a mix of residents and some holiday makers and is very convenient for a lar  …see more

from £81 / night

£564 / week

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from £81 / night

(17) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 130 km
  • Swimming pool
“Fabulous Excellent Gorgeous” We stayed at Orange Tree Retreat for 2 weeks and it was absolutely brilliant. Great Villa, fabulous location, home from home - loved every minute of our stay. This villa offers everything you could possibly want - it is  …see more

from £70 / night

£570 - £732 / week

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from £70 / night

(21) Very Good 

17

Clermont holiday villa rental

Clermont / Greater Groves

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tangerine Villa is a stylish Floridian Home which is luxuriously equipped to the highest standards. This spacious, single-story home of four to five bedrooms with three bathrooms offers accommodation for up to ten people. The villa is fully air conditioned and has its o  …see more

from £100 / night

£450 - £540 / week

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from £100 / 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

(24) Very Good 

12

Villa rental in Kissimmee with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A great place to relax after a busy day at Disney World” We had a wonderful holiday staying at Sunrise Villa in Lindfields Reserve. The villa is lovely, very well equipped for self catering and is as good as it looks in the photos. The pool area is pa  …see more

from £61 / night

£425 - £525 / week

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from £61 / 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