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

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30,677 Holiday homes

Filters applied: Swimming pool

(11) Excellent 

24

Villa rental in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 5 km
  • Swimming pool
  • Child friendly
“Cape Coral relaxation” The villa is well set up in a convenient location. The outlook from the pool overlooking the canal is perfect. The pool area and villa are comfortably set up with everything that was needed for a great break. Unfortunately we di
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from £125 / night

£875 / week

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from £125 / night

(1) Excellent 

18

Holiday villa rental

Lake County / Clermont

4 10 Min stay varies

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

from £100 / night

£700 - £1034 / week

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from £100 / night

(5) Excellent 

40

Holiday apartment in Miami Beach

Florida / Miami Beach

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £374 / night

£2612 - £3150 / week

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from £374 / night

(4) Excellent 

39

Haines City holiday villa rental

Haines City / Calabay Parc at Tower Lake

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £60 / night

£430 - £550 / week

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from £60 / 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
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from £150 / night

£1050 / week

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from £150 / night

(17) Excellent 

42

Holiday villa with swimming pool, golf nearby in Haines City

Haines City / Calabay Parc at Tower Lake

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 120 km
  • Swimming pool

from £79 / night

£550 - £750 / week

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from £79 / night

(2) Average 

22

Holiday villa accommodation

Central Florida / Orlando

5 12 Min stay varies

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

from £205 / night

£830 / week

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from £205 / night

(50) Excellent 

36

Holiday villa in Davenport

Davenport / Sunridge Woods

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Home from Home” I cannot speak highly enough of Sunset Villa Florida. The location was perfect, close enough to the parks without it being on top of us and very near supermarkets, petrol stations and really good eateries Ian & Coral have created such
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from £65 / night

£450 - £525 / week

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from £65 / night

(29) Excellent 

24

Kissimmee holiday villa rental

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“FANTASTIC VILLA.....GREAT COMMUNICATION WITH OWNER” Lovely villa, spacious enough for 8 people and fully equipped. The location is lovely too, very quiet, with regular landscaping and nice views. The villa is approximately 2-3 miles from lots of res
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from £90 / night

£650 - £820 / week

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from £90 / night

(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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from £90 / night

(26) Excellent 

34

Villa rental in Davenport with swimming pool

Davenport / The Manors South at Westridge

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Just the two of us.” This was our 4th time staying at this villa and the first time for just the two of us on our own and it was as perfect as ever. Everything was catered for as usual. It's In a great location with shops, bars and restaurants close b
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from £68 / night

£450 - £700 / week

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from £68 / night

(8) Excellent 

24

Sanibel Island holiday home rental

Southwest Gulf Coast / Sanibel Island

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Great accomodation on Sanibel Island” We were very lucky to find this beautiful house on Sanibel Island. It is extremely well kept and ticks all the boxes-swimming pool, 5 minute walk to the beach, spacious and clean. Everything works well and is of
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from £116 / night

£924 - £1154 / week

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from £116 / night

(3) Excellent 

16

Holiday villa in Kissimmee

Kissimmee / Indian Creek

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Great Florida Villa in a Perfect Location” Myself & my Family spent a lot of time looking on website at Villas for our Florida Holiday, hoping to find a Good deal with the right location near to all the Attractions and a villa that would be suitabl
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from £116 / night

£808 / week

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from £116 / night

(1) Very Good 

29

Holiday condo rental

Florida / Miami Beach

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £108 / night

£693 - £847 / week

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from £108 / night

(14) Excellent 

20

Holiday condo in Davenport

Davenport / Bahama Bay Resort

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Resort was beautiful and we loved the condo” We enjoyed our vacation, it was awesome resort our condo was just beautiful. It had lots of space very clean, staff was really friendly loved the pool and beach area as well. We loved the location close to
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from £66 / night

£458 / week

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from £66 / night

(4) Excellent 

34

Davenport holiday condo rental

Davenport / Bahama Bay Resort

3 8 3 nights min

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

from £45 / night

£315 - £490 / week

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from £45 / night

(1) Excellent 

36

Holiday townhouse with swimming pool in Orlando

Orlando / Encantada

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool

from £89 / night

£577 / week

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from £89 / 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
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from £65 / night

£455 - £895 / week

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from £65 / night

24

Holiday villa in Haines City

Haines City / Southern Dunes

4 8 3 nights min

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

from £85 / night

£550 / week

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from £85 / night

(13) Excellent 

28

Holiday villa with golf nearby in Haines City

Haines City / Southern Dunes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Absolutely amazing villa :-)” This was my second visit to this villa and yet again it did not disappoint. There is absolutely nothing to fault, everything you could possibly need or want is supplied for you, we didn't even need to buy ponchos, which u
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from £108 / night

£647 - £797 / week

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from £108 / night

(5) Excellent 

15

Anna Maria Island holiday cottage rental

Florida / Anna Maria Island

1 3 4 nights min

  • 1 bedroom
  • Sleeps 3
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Quaint cottage in nice area” I've written this review after coming across the cottage again whilst browsing this website. I realised that I hadn't written a review after our stay. This little cottage is perfect for a couple. It's in a lovely part o
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from £104 / night

£727 - £835 / week

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from £104 / night

(6) Excellent 

24

Holiday villa with golf nearby in Kissimmee

Kissimmee / Bellavida Resort

6 12 3 nights min

  • 6 bedrooms
  • Sleeps 12
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Comfortable, smart, spacious, well equipped villa.” We stayed as two family groups comprising 8 Adults and 2 kids. The accommodation was flexibly arranged and everyone could find there own space when they wanted it. The villa's own pool and hot tub w
…see more

from £165 / night

£1155 / week

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from £165 / night

19

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 3 nights min

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

from £100 / night

£700 / week

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from £100 / night

31

Holiday apartment with swimming pool, golf nearby in Tampa

Florida / Tampa

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Car not necessary

from £189 / night

£1320 / week

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from £189 / night

(12) Very Good 

62

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
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from £59 / night

£413 / week

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from £59 / night

18

Heritage Oaks Golf and Country Club holiday bungalow rental

Sarasota / Heritage Oaks Golf and Country Club

2 4 30 nights min

  • 2 bedrooms
  • Sleeps 4
  • 30 nights min
  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Swimming pool

from £104 / night

£727 / week

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from £104 / night

(3) Very Good 

9

Villa rental in Clermont

Clermont / Clear Creek

5 10 4 nights min

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

from £95 / night

£647 - £690 / week

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from £95 / night

(23) Very Good 

Certificate of Excellence

12

Holiday villa rental

Central Florida / Orlando

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“My Favourite Orlando Rental” I've holidayed to Orlando previously with my family and stayed in different villas each time. Although we had a great time and had no real problems, I'm forced to compare these with Goofy's Pad. There is NO COMPARISON!! It
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Certificate of Excellence

from £105 / night

£735 / week

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from £105 / night

15

Holiday villa in Hernando

Florida / Hernando

4 6 3 nights min

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

from £131 / night

£916 / week

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from £131 / 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 £447 / night

£2885 / week

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from £447 / night

(7) Excellent 

21

Villa rental in Davenport with golf nearby

Central Florida / Davenport

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Christmas vacation” this was a beautiful villa a lot more than we expected the location is perfect and the owners were exceptional I highly recommend to anyone
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from £65 / night

£395 - £580 / week

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from £65 / 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 £108 / night

£712 - £808 / week

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from £108 / night

(2) Excellent 

72

Orlando holiday villa rental

Central Florida / Orlando

4 8 Min stay varies

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

from £45 / night

£315 / week

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from £45 / night

14

Holiday home rental

Georgia / Eatonton

3 8 2 nights min

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

from £400 / night

£2800 / week

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from £400 / night

(8) 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

(11) Very Good 

37

Rotonda West holiday villa rental

Southwest Gulf Coast / Rotonda West

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A comfortable retreat away from home” We have stayed at several properties in Rotonda West and this villa matches them all; in fact the setting overlooking the canal is the best we have experienced. We holiday in Florida every Spring - last year we h
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from £66 / night

£460 - £700 / week

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from £66 / night

(26) Very Good 

56

Holiday villa with shared pool in Orlando

Orlando / Sunrise Lakes

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
“Amazing stay” We stayed here in Oct 2014 and had a fantastic time. The house was perfect, very clean and spacious and the pool was amazing backed on to a lake. There were plenty of local restaurants nearby and Disney and universal were in easy reach.
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from £93 / night

£620 - £862 / week

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from £93 / night

(47) Excellent 

21

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
“Fantastic!” We Stayed at Doral Woods villa in May 16. The villa is equipped with everything you need and is spotlessly clean. Beautiful pool & garden the best villa we have ever stayed in! Highly recommend also the owners are so helpful and attentive
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from £130 / night

£895 - £995 / week

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from £130 / night

(3) Excellent 

Certificate of Excellence

13

Villa rental in Orlando

Orlando / Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Holidays!!!” I rent this house for Christmas vacation with my family, we were a group of 7 people including 4 teenagers. The house was clean and extremely well equipped, the game room was a blessing for those times when we wanted to rest from th
…see more

Certificate of Excellence

from £97 / night

£674 / week

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from £97 / night

17

Villa rental in Rotonda West

Southwest Gulf Coast / Rotonda West

3 6 2 nights min

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

from £154 / night

£1070 / week

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from £154 / night

1