Walking holiday villas and apartments Florida | Holiday Lettings

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1,231 Holiday homes

Filters applied: Walking holidays

Travellers going to Florida are booking July dates now. Secure your holiday home today and have the perfect trip.

(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

from £125 / night

£932 - £1389 / week

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from £125 / night

(16) Very Good 

17

Holiday villa in Kissimmee

Kissimmee / Seasons Resort

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great House, Perfect Location!” House was in great shape. Had everything needed. Pool was perfect. Near everything needed. Shopping, minutes from the theme parks. Payment plan was perfect for people on a budget. Owner very responsive. We hope to rent  …see more

from £60 / night

£360 - £700 / week

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from £60 / night

(26) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • 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

Featured properties

(45) 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
“Excellent well equipped villa-very spacious and extremely clean” Well situated for all Disney Parks close to supermarket and several restaurants. We were a party of 7 with 2 children who adored the pool and jacuzzi. We felt the villa was exceptionally  …see more

from £100 / night

£595 - £925 / week

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from £100 / night

(27) Very Good 

18

Kissimmee holiday townhouse rental

Kissimmee / Venetian Bay Villages

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
“Great location and facilites” This house gave us everything we needed for a great holiday. Clean, well equipped and in a pleasant area. Pools and public areas very well kept. Would recommend for couples and families alike. Six adults would be easily a  …see more

from £46 / night

£322 - £371 / week

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from £46 / night

(31) Excellent 

23

Holiday home with swimming pool in Kissimmee

Kissimmee / Oak Island Cove

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“***AWSOME VILLA*** fabulous holiday!” We stayed in this villa for 2 weeks in September and had a fantastic time, we were a family of 8 and everyone of us thoroughly enjoyed every minute. Can't fault anything about this property... It was big enough fo  …see more

from £100 / night

£600 - £700 / week

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from £100 / night

(8) 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) Very Good 

28

Villa rental in Naples with golf nearby

Naples / Lely Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 13 km
  • Swimming pool

from £133 / night

£928 - £1492 / week

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from £133 / night

(34) Excellent 

31

Home letting in Davenport with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool
“Outstanding property, warm friendly support” We booked this property well in advance for a trip of a lifetime, so we carefully read all the excellent reviews and can heartily confirm that it has lived up to every expectation. The decor is luxurious a  …see more

from £142 / night

£888 - £1009 / week

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from £142 / night

(11) 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  …see more

from £145 / night

£1015 - £1750 / week

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from £145 / night

(11) Excellent 

37

Holiday villa with swimming pool in Davenport

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Quiet Location with lakes, but spot on for attractions” We stayed in May and were very please with the temperature and the location. Bridgewater Crossing is very quiet, with a few houses and lots of lakes. The house is in a very peaceful corner and ba  …see more

from £85 / night

£395 - £595 / week

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from £85 / night

(5) Very Good 

21

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

3 12 6 nights min

  • 3 bedrooms
  • Sleeps 12
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great vacation” This is a resort in Orlando, close to Universal Studios, Sea World, and Disney World. The apartments make you feel at home and have all the comfort you expect at your own place. There are many sports available if you want to stay at th  …see more

from £186 / night

£1299 / week

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from £186 / night

(20) Very Good 

30

Apartment rental in Florida with golf nearby

Florida / Clearwater

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Very Enjoyable Stay” We had a great stay at Lake Tarpon Villas. The condo was extremely clean when we arrived and was very comfortable. Everything you needed was in the condo and made our stay very enjoyable. The location was perfect for us as it was  …see more

from £55 / night

£300 / week

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from £55 / 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

(6) Excellent 

21

Kissimmee holiday home rental

Kissimmee / Trafalgar Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 50 km
  • Swimming pool
“Fabulous home away from home” Ten of us stayed in this Villa, consisting 3 children, 2 teenagers and 5 adults. We had plenty of room for all of us as it's such a large property. The Villa was very well equipped with everything we needed and spotlessly  …see more

from £121 / night

£932 / week

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from £121 / 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 - £725 / week

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from £86 / night

(5) Very Good 

38

Holiday bungalow in Davenport

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 70 km
  • Swimming pool

from £50 / night

£400 - £550 / week

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from £50 / night

(7) Very Good 

32

Holiday villa in Davenport

Central Florida / Davenport

6 14 1 night min

  • 6 bedrooms
  • Sleeps 14
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Spacious, comfortable house” House and furnishings somewhat dated but everything else positive. Well equipped, lots of room, kids loved the pool, location good - Highway 192 just 3 or 4 minutes away, supermarkets within same time, good value for renta  …see more

from £95 / night

£499 - £1599 / week

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from £95 / night

(7) Very Good 

39

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
“A perfect villa in a perfect location” From the moment we walked into the villa we felt at home. This is by far the best villa we have stayed in on the US27. The location for parks is ideal and is also nice and quiet after a long day. The pool is scre  …see more

from £87 / night

£609 - £679 / week

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from £87 / night

(22) Very Good 

26

Holiday villa with golf nearby in Davenport

Central Florida / Davenport

5 12 1 night min

  • 5 bedrooms
  • Sleeps 12
  • 1 night min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Big one floor in Davenport” In one bedroom were my wife and I. In a second bedroom were my parents. In another my sister and her husband. In another my two boys. In another my daughter and my niece. All of us were very well acomodated. The house is v  …see more

from £70 / night

£490 - £770 / week

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from £70 / night

(6) Excellent 

13

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic place just paradise!” Every thing about this villa is top rate beautiful pool and spa area very well equipped kitchen etc.bedrooms very spacious and very comfortable could not find any negatives will for sure be going back to this lovely hom  …see more

from £89 / night

£605 - £1009 / week

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from £89 / night

(13) Excellent 

26

Holiday villa in Cape Coral

Southwest Gulf Coast / Cape Coral

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Excellent Villa, Fantastic Location” This is probably the best villa we've stayed in out of all those we've ever rented. It is located on a quiet residential street with everything you'd ever need within within a mile or so. A car is a must to get out  …see more

from £73 / night

£525 - £1085 / week

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from £73 / night

(8) Very Good 

20

Holiday townhouse in Kissimmee

Kissimmee / Paradise Palms

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly

from £94 / night

£610 - £940 / week

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from £94 / night

(16) Excellent 

42

Palm Harbor holiday apartment rental

Florida / Palm Harbor

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool
“Lovely villa, home from home” Just returned today fromTarpon Springs, The villa is a lovely size and has all the amenties required for a relaxing stay. The rooms are very big and the balcony has a very pleasant view of the marina. Head out in the suns  …see more

from £70 / night

£395 / week

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from £70 / night

(2) Excellent 

15

Kissimmee holiday villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool

from £150 / night

£1045 / week

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from £150 / night

(1) Excellent 

20

Boynton Beach holiday villa rental

Florida / Boynton Beach

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £162 / night

£968 - £1130 / week

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from £162 / night

(5) 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
“Even better than expected.” We just had 2 weeks at this amazing house with ages ranging from 18 up to 50s. . I can't fault it in anyway. The owner Valerie was so helpful at the time of booking and the people that looked after the house were also ver  …see more

from £75 / night

£575 - £900 / week

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from £75 / 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

(10) Very Good 

21

Holiday apartment with shared pool in Miami Beach

Florida / Miami Beach

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Car not necessary

from £57 / night

£566 - £653 / week

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from £57 / night

(18) Excellent 

28

Villa rental in Kissimmee

Kissimmee / Doral Woods

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“A truly amazing place to stay!” If you are looking at this page, thinking about renting this villa, just do it, you'll have no regrets. We stayed for 3 weeks in July/August and had a fantastic time. It was the perfect villa for us (a family of 2 adul  …see more

from £64 / night

£445 - £525 / week

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from £64 / night

(11) Very Good 

27

Holiday studio in Florida

Florida / Miami Beach

Studio 4 1 night min

  • Studio
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.7 km
  • Child friendly
“Great location, an absolute gem.” Super happy with the apartment. We stayed for 10 days in September and had the best trip ever. We hired a car so wanted somewhere with parking - there was always space available on the street outside and Martin sorted  …see more

from £81 / night

£565 / week

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from £81 / night

(9) Very Good 

63

Kissimmee holiday home rental

Kissimmee / Coral Cay

4 7 Min stay varies

  • 4 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“A Nice Stay!!!!” We really loved it and we wish if we would have stayed. Beautiful scenic, nice backyard overlooking the lake. The pool was nice with a hot pool  …see more

from £59 / night

£413 / week

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from £59 / night

(44) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

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

from £95 / night

£630 - £725 / week

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from £95 / night

(55) Excellent 

77

Holiday villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect” We were lucky enough to stay here for three weeks in October and from the beginning everything was perfect. Sandy was extremely helpful and a pleasure to deal with, we especially appreciated her checking in with us during Hurricane Matthew to  …see more

from £95 / night

£675 - £895 / week

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from £95 / night

(2) Very Good 

24

Holiday condo with shared pool in Sunny Isles Beach

Florida / Sunny Isles Beach

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Swimming pool

from £105 / night

£734 / week

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from £105 / 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

(5) Very Good 

29

Villa rental in Kissimmee with swimming pool

Central Florida / Kissimmee

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £150 / night

£1050 - £1330 / week

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from £150 / 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 £110 / night

£760 - £925 / week

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from £110 / night

(10) Very Good 

16

Holiday townhouse with shared pool in Davenport

Davenport / Legacy Park

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great townhouse - excellent value for money” We stayed here last month and had a fantastic time. The townhouse is in an area we know well and is ideal for the parks, shopping and restaurants - Disney is approx. 15 mins, SeaWorld 25 mins. Townhouse i  …see more

from £65 / night

£320 / week

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from £65 / night

(17) Excellent 

42

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £79 / night

£550 - £820 / week

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from £79 / night