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3,863 Holiday homes

Filters applied: City breaks

(1) Excellent 

22

Holiday home letting

Southwest Gulf Coast / Port Charlotte

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children age 5+

from £67 / night

£397 - £676 / week

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from £67 / night

29

Holiday farmhouse in Williamsburg

Virginia / Williamsburg

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £158 / night

£1103 / week

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Responds fast!
avg. 3 hours 6 minutes

from £158 / night

(8) Very Good 

30

Fort Myers Beach holiday home let

Fort Myers Beach / Estero Island

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool

from £236 / night

£1575 - £2363 / week

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from £236 / night

(4) Excellent 

17

Holiday home with golf nearby in Kissimmee

Kissimmee / Terra Verde Resort

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 30 km
  • Swimming pool
“Golf vacation in beautiful surroundings” Terre Verde Resort is a beautiful resort with a luxurious club house with all amenities, pool, pool-bar, fitness center surrounding i relatively large pond. Nice playground. Short distance (15 min) to Disney a
…see more

from £70 / night

£490 / week

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from £70 / night

(7) Excellent 

48

Villa rental in Kissimmee

Kissimmee / Emerald Isle Kissimmee

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Exceeded Expectations” We just got back (May 2013) from a stay at Emerald Magic 6 bedroom villa at Emerald Island Resorts and had a wonderful stay. The house was even better then expected when we arrived. Nice welcoming touches everywhere. Lots of tow
…see more

from £186 / night

£1339 - £1812 / week

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Responds fast!
avg. 52 minutes

from £186 / night

(2) Very Good 

51

Holiday villa in Kissimmee

Kissimmee / Hamilton's Reserve

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 85 km
  • Swimming pool

from £119 / night

£729 - £827 / week

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from £119 / night

(1) Average 

8

Ski apartment to rent in New York City

New York City / Chelsea

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Ski
  • Car not necessary

from £126 / night

£882 / week

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from £126 / night

19

Holiday apartment in Long Island City

Queens / Long Island City

2 12 1 night min

  • 2 bedrooms
  • Sleeps 12
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £63 / night

£436 / week

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from £63 / night

32

Holiday apartment in Miami Beach

Florida / Miami Beach

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £299 / night

£2048 / week

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from £299 / night

28

Holiday apartment with swimming pool, golf nearby in Miami Beach

Florida / Miami Beach

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £141 / night

£906 - £1363 / week

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Responds fast!
avg. 1 hour 15 minutes

from £141 / night

(33) Excellent 

Certificate of Excellence

77

Holiday condo with golf nearby in Kissimmee

Kissimmee / Windsor Palms

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 117 km
  • Swimming pool
  • Child friendly
“Excellent accommodation” I was nervous not using a tour operator but Sue's communication really reassured me. On arrival was easy and the accommodation was to a great high standard. Located in Kissimmee but a short distance to where we wanted
…see more

Certificate of Excellence

from £74 / night

£460 - £695 / week

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Responds fast!
avg. 1 hour 13 minutes

from £74 / night

(30) Excellent 

30

Orlando holiday villa rental

Orlando / Orange Tree

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“overall a wonderful experience” Hi, Mark. In a word … my comment would be "overall a wonderful experience." The house was perfect, staff was perfect, décor -- perfect. The place was well cleaned, appointed with everything we would expect at home. You
…see more

from £142 / night

£993 - £1378 / week

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Responds fast!
avg. 2 hours 34 minutes

from £142 / night

(2) Very Good 

18

Kissimmee holiday condo rental

Central Florida / Kissimmee

3 8 5 nights min

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

from £78 / night

£546 / week

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Responds fast!
avg. 3 hours 49 minutes

from £78 / night

32

Brooklyn holiday apartment rental

New York / Brooklyn

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £154 / night

£1075 / week

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from £154 / night

(17) Excellent 

24

Villa rental in Punta Gorda with indoor pool, golf nearby

Southwest Gulf Coast / Punta Gorda

3 6 6 nights min

  • 3 bedrooms
  • Sleeps 6
  • 6 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“recommendation is not enough” We chose this villa for 2 weeks or rest and relaxation. We got that in spades.The villa is fantastic, with all you will need for a holiday / break that you will need and more besides. It is a beautiful home in an equally
…see more

from £158 / night

£1300 / week

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from £158 / night

32

Holiday villa in Four Corners

Central Florida / Four Corners

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 97 km
  • Swimming pool
  • Child friendly

from £83 / night

£551 - £867 / week

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Responds fast!
avg. 2 hours 1 minutes

from £83 / night

(34) Excellent 

37

Holiday villa with shared pool in Orlando

Central Florida / Orlando

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 0 km
  • Swimming pool
  • Child friendly
“Amazing all round, Location is perfect! Could not fault..” Perfect is all i really have to say here. The owners are amazingly friendly and helpful. And keep in contact, they really show that they care! The villas location is spot on, right where you w
…see more

from £123 / night

£851 - £1103 / week

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Responds fast!
avg. 2 hours 35 minutes

from £123 / night

(1) Excellent 

31

Holiday home with golf nearby in Orlando

Central Florida / Orlando

5 12 Min stay varies

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

from £304 / night

£1985 - £3020 / week

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Responds fast!
avg. 1 hour 45 minutes

from £304 / night

19

Holiday apartment with golf nearby in Miami Beach

Florida / Miami Beach

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Ask owner if suitable for children

from £670 / night

£4686 / week

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from £670 / night

26

Holiday home with swimming pool in Orlando

Central Florida / Orlando

6 12 Min stay varies

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

from £158 / night

£1103 / week

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from £158 / night

(9) Excellent 

36

Holiday home rental

Kissimmee / Crescent Lakes

5 13 3 nights min

  • 5 bedrooms
  • Sleeps 13
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £80 / night

£475 - £745 / week

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from £80 / night

(6) Very Good 

Certificate of Excellence

10

Holiday apartment in New York City

New York / New York City

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Air conditioning
  • Ask about pets
“Upper East side apartment (77th St)” Location, location, location! Lovely 1bed in building from the late 1800s. Okay so the floor bows slightly in the middle but this place has it all! Perfect for 4 guests. Lovely bedroom, and a pull out couch bed for
…see more

Certificate of Excellence

from £150 / night

£945 - £2184 / week

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Responds fast!
avg. 2 hours 28 minutes

from £150 / night

(19) Excellent 

Certificate of Excellence

36

Sarasota holiday apartment rental

Southwest Gulf Coast / Sarasota

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“I wish I would have found this place sooner” We have had to visit Sarasota regularly over the last 4 years and I wish I would have found Coastal Manor sooner. I would have rather stayed here then our "regular hotel" . So glad I searched out a differ
…see more

Certificate of Excellence

from £119 / night

£764 / week

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from £119 / night

4

New York City holiday studio rental

New York City / Lower East Side

Studio 4 4 nights min

  • Studio
  • Sleeps 4
  • 4 nights min
  • Nearest beach 25 km
  • Child friendly
  • Car not necessary

from £157 / night

£1097 / week

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from £157 / night

(2) Very Good 

15

Washington DC holiday hotel apartment rental

District of Columbia / Washington DC

3 9 3 nights min

  • 3 bedrooms
  • Sleeps 9
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Air conditioning
“Great location, great value” Great location - we were able to walk to the city centre. We were there in the winter and the house was very warm. Very flexible on allowing a later check out which we really appreciated.
…see more

from £252 / night

£1759 / week

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Responds fast!
avg. 1 hour 59 minutes

from £252 / night

(1) Very Good 

28

Holiday apartment with swimming pool in Miami Beach

Florida / Miami Beach

3 12 Min stay varies

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

from £260 / night

£1814 / week

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Responds fast!
avg. 1 hour 15 minutes

from £260 / night

(4)  

28

Holiday apartment rental

Florida / Miami Beach

2 6 Min stay varies

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

from £130 / night

£906 - £1363 / week

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Responds fast!
avg. 2 hours 15 minutes

from £130 / night

(1) Excellent 

21

Holiday villa in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £157 / night

£1095 / week

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Responds fast!
avg. 3 hours 37 minutes

from £157 / night

24

Home rental in Orlando with swimming pool

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £150 / night

£1048 / week

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from £150 / night

(4) Excellent 

24

New York City holiday apartment rental

New York / New York City

2 9 Min stay varies

  • 2 bedrooms
  • Sleeps 9
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Air conditioning
“AWESOME RENTAL!” Awesome apartment in a great location. Apartment is fully equipped with all you need for a stay in New York City. The area has changed!! There were tons of new restaurants and nightclubs. The vibe was great and the people were grea
…see more

from £256 / night

£1733 - £2552 / week

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from £256 / night

(19) Very Good 

84

Orlando holiday villa accommodation

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Could not have been better” We stayed for 2 weeks with our 2 children and the in-laws. It was utterly splendid. I owned a villa for 4 years just down the road from here, and have stayed in many others. This was the best by a mile. It even topped mi
…see more

from £65 / night

£455 - £895 / week

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Responds fast!
avg. 3 hours 53 minutes

from £65 / night

(14) 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 £140 / night

£980 - £1750 / week

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from £140 / night

25

Holiday apartment with swimming pool, golf nearby in Miami Beach

Florida / Miami Beach

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £433 / night

£2670 - £4040 / week

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Responds fast!
avg. 1 hour 15 minutes

from £433 / night

(3) Average 

13

Holiday apartment with shared pool, golf nearby in Melbourne

Brevard County / Melbourne

2 6 14 nights min

  • 2 bedrooms
  • Sleeps 6
  • 14 nights min
  • Nearest beach 7 km
  • Swimming pool
  • Child friendly
“Perfect base” My spouse and me stayed here in April of 2016 and were really excited. Robert explained everything in detail to us beforehand so that it was a breeze finding this nice place. It is easy to reach from the airport and quite centrally loca
…see more

from £71 / night

£465 / week

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Responds fast!
avg. 3 hours 20 minutes

from £71 / night

(7) Excellent 

28

Orlando holiday condo rental

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Fabulous Penthouse *****” Another excellent stay at the Vista Cay complex, however this appartment is far superior to any of the other condos Ive stayed at ! Massive floorspace sleeping 8 of us comfortably, beautiful furnishings and such helpful owner
…see more

from £154 / night

£1075 / week

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Responds fast!
avg. 2 hours 44 minutes

from £154 / night

(11) Excellent 

21

Davenport holiday villa rental

Davenport / Highlands Reserve Golf Course

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent family house on golf course” We have just returned from our third stay in this excellent house. Although it is situated on a golf course, we have never been disturbed in the pool area by stray balls or golfers looking for balls. The house is
…see more

from £103 / night

£717 / week

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Responds fast!
avg. 3 hours 7 minutes

from £103 / night

28

Holiday apartment with swimming pool, golf nearby in Treasure Island

Florida / Treasure Island

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £458 / night

£2953 / week

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Responds fast!
avg. 1 hour 15 minutes

from £458 / night

(15) Excellent 

21

Holiday villa with golf nearby in Kissimmee

Kissimmee / Windsor Hills Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa, great location!” Dunestone is a very smart, spacious and well-positioned villa in a great gated community. So close to Disney and only mins from the I-4 allowing easy access to all of Orlando's attractions. The owners were a pleasure
…see more

from £180 / night

£1260 - £1925 / week

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from £180 / night

(1) Very Good 

20

Condo rental in Kissimmee with golf nearby

Kissimmee / Kissimmee City

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £71 / night

£469 - £611 / week

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Responds fast!
avg. 3 hours 52 minutes

from £71 / night

23

Holiday apartment in New York City

New York / New York City

1 4 30 nights min

  • 1 bedroom
  • Sleeps 4
  • 30 nights min
  • Child friendly
  • Air conditioning
  • Private garden

from £197 / night

£1378 / week

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Responds fast!
avg. 3 hours 33 minutes

from £197 / night