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

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30,526 Holiday homes

Filters applied: Swimming pool

(15) Excellent 

26

Holiday villa in Naples

Southwest Gulf Coast / Naples

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
“Incredible” This house was great and it's location was perfect. My family and I had an incredible time and plan on doing it again.
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from £110 / night

£770 - £1662 / week

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from £110 / night

(2) Very Good 

18

Holiday villa with shared pool, golf nearby in Kissimmee

Kissimmee / Orange Lake Resort

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
“Perfect family spot.” At the time of our check in our wonderful vacation began. The villa was classically appointed. Everything was spotless and functional. The lush landscape was a fitting tropical backdrop for the winding river. All common a
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from £171 / night

£1200 / week

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from £171 / night

(8) Excellent 

21

Holiday villa in Davenport

Davenport / Sandy Ridge

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Wonderful House and Great service” We stayer at Mickey's Place for 15 days and it was great. The house was big and Wonderful. Very clean and had everything we wanted. The toys in de garage was Great for the kids and the wassing machine and dryer were
…see more

from £95 / night

£510 - £540 / week

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from £95 / night

29

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 8 km
  • Swimming pool

from £120 / night

£835 - £1227 / week

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from £120 / night

(5) Excellent 

Certificate of Excellence

36

Holiday villa with golf nearby in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic Florida holiday villa” We had a fantastic stay at the Summer Breeze villa. The villa is beautiful and spacious, with its own pool. The villa is located in a small community of similar properties. The community is well maintained and safe. Th
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Certificate of Excellence

from £99 / night

£685 - £795 / week

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from £99 / night

(1) Excellent 

55

Holiday condo with shared pool in Kissimmee

Kissimmee / Cane Island

2 6 3 nights min

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

from £38 / night

£250 - £458 / week

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from £38 / night

(7) Very Good 

26

Kissimmee holiday villa rental

Central Florida / Kissimmee

7 16 Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Great Disney Vacation” The house was great but does need some repairs. The ironing board could not be used the leg was broken in half. The living room furniture is very worn and needs to be replaced and when my husband went to open the refrigerator d
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from £70 / night

£485 / week

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from £70 / night

(9) Excellent 

57

Penthouse rental in Orlando with golf nearby

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 60 km
  • Swimming pool
“Perfect accommodation for all parks” Stayed here this August for three weeks, with my husband and two sons, aged 19 and 15. Great apartment with great view from all rooms over lake( great for alligator spotting). Easy access to both pools, within walk
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from £74 / night

£512 / week

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from £74 / night

18

Hernando holiday villa rental

Florida / Hernando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Swimming pool

from £174 / night

£1193 / week

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from £174 / night

(18) Very Good 

Certificate of Excellence

70

Orlando holiday villa rental

Orlando / The Retreat Legacy Park

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Really lovely villa” This is a really lovely spacious villa, all rooms immaculate,. It is also very convenient for Disney and Orlando attractions. We would not hesitate in recommending this home, a special thanks to David and Nola for their prompt att
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Certificate of Excellence

from £108 / night

£707 - £882 / week

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from £108 / night

(5) Excellent 

44

Holiday villa with golf nearby in Kissimmee

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very nice villa in a quiet and peaceful area.” The villa was very tidy and well maintained. The location was excellent, being very close to a supermarket and to Kissimmee. It was also an ideal location for all the excellent theme parks. We certainly w
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from £95 / night

£585 - £595 / week

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from £95 / night

7

Holiday condo with shared pool in New Smyrna Beach

Florida / New Smyrna Beach

2 5 5 nights min

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

from £80 / night

£500 / week

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from £80 / night

64

Holiday villa in Kissimmee

Kissimmee / Lindfields

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Swimming pool
  • Air conditioning
  • Private garden

from £69 / night

£483 / week

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from £69 / night

(9) Excellent 

88

Kissimmee holiday villa rental

Kissimmee / Bellavida Resort

6 14 5 nights min

  • 6 bedrooms
  • Sleeps 14
  • 5 nights min
  • Nearest beach 111 km
  • Swimming pool
  • Child friendly
“Our vacation in Florida 2014” The location of the property was ideally suited for our planned vacation. The size and facilities were extremely good and especially with 6 adults & 4 children it worked perfectly with each family. The kitchen lent itsel
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from £174 / night

£1217 - £1449 / week

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from £174 / night

16

Home letting in Cape Coral

Southwest Gulf Coast / Cape Coral

3 6 7 nights min

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

from £95 / night

£664 / week

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from £95 / night

(1) Excellent 

18

Holiday home in Port Saint Lucie

Florida / Port Saint Lucie

5 12 2 nights min

  • 5 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Swimming pool

from £154 / night

£1000 / week

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from £154 / night

40

Holiday townhouse in Davenport

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 135 km
  • Swimming pool
  • Child friendly

from £65 / night

£410 - £500 / week

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from £65 / night

(21) Very Good 

Certificate of Excellence

10

Kissimmee holiday villa accommodation

Central Florida / Kissimmee

4 9 4 nights min

  • 4 bedrooms
  • Sleeps 9
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £65 / night

£450 / week

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from £65 / 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
…see more

from £116 / night

£924 - £1154 / week

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from £116 / night

(1) Excellent 

17

Holiday villa rental

Central Florida / Kissimmee

5 12 Min stay varies

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

from £120 / night

£725 - £1120 / week

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from £120 / night

(22) Excellent 

24

Holiday townhouse rental

Kissimmee / Encantada Resort

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 50 km
  • Swimming pool
  • Child friendly
“Really nice” Nice house good location, we really liked the option of being able to use the pool at the house or the two large pools by the clubhouse. Would certainly stay again.
…see more

from £100 / night

£680 - £950 / week

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from £100 / night

(1) Excellent 

28

Holiday condo in Orlando

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Fantastic Condo - Definately 5 Star if not more” Well what can I say. We stayed at the Vista Cay on the 30th July for 2 weeks, we are a family of 3 our son is 7 yrs old. The condo is absolutely gorgeous very spacious with beautiful top quality furnish
…see more

from £162 / night

£1131 / week

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from £162 / night

(2) Excellent 

21

Holiday villa with golf nearby in Davenport

Davenport / West Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 km
  • Swimming pool
  • Child friendly

from £80 / night

£500 - £675 / week

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from £80 / night

(3) Very Good 

23

Holiday villa with swimming pool in Kissimmee

Central Florida / Kissimmee

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £123 / night

£869 - £1277 / week

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from £123 / 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

18

Bethany Beach holiday condo rental

Delaware / Bethany Beach

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £135 / night

£924 - £2270 / week

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from £135 / night

(30) Excellent 

Certificate of Excellence

21

Holiday villa in Kissimmee

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Mrs” Just back from a 2 week stay at this villa. It is one of the best we have stayed in. Perfect location, near lots of our favourite restaurants, disney etc. The pool gets sun all day and has loads of outdoor space. The pool and Jacuzzi heat actuall
…see more

Certificate of Excellence

from £83 / night

£575 - £625 / week

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from £83 / night

(7) Very Good 

23

Holiday villa in Englewood

Southwest Gulf Coast / Englewood

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“Great villa, very well appointed and close to excellent beaches” This is the second time we have stayed at this villa, which says all you need to know! The villa is located in an easy to find location within a quiet residential area. It is spacious, w
…see more

from £81 / night

£512 - £635 / week

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from £81 / night

19

Kissimmee holiday villa rental

Kissimmee / Indian Creek

4 8 4 nights min

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

from £130 / night

£910 / week

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from £130 / night

(24) 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
“Home from home!” Beautiful clean villa, well equipped, spacious and extremely relaxing and comfortable. Nice added touches i.e. the games room and security at the gate. The gardens and pool area kept clean and tidy. Fantastic communication from owner
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from £70 / night

£485 - £570 / week

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from £70 / night

(5) Very Good 

9

Holiday villa rental

Rotonda West / Rotonda Lakes

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Swimming pool
“Mrs” One of the best accommadations we have ever stayed in. From the moment we stepped through the door we felt right at home. Lovely secluded area , but with amenities close by perfect for a relaxing vacation. Would also like to add that Moira the Ow
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from £80 / night

£500 / week

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from £80 / night

12

Hilton Head holiday condo rental

Coastal South Carolina / Hilton Head

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Swimming pool

from £104 / night

£674 / week

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from £104 / night

(4) Very Good 

Certificate of Excellence

23

Villa letting in Orlando with swimming pool

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 132 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £80 / night

£598 - £997 / week

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from £80 / night

(7) Excellent 

21

Bradenton holiday villa rental

Southwest Gulf Coast / Bradenton

4 8 14 nights min

  • 4 bedrooms
  • Sleeps 8
  • 14 nights min
  • Beach / lakeside relaxation
  • Nearest beach 10 km
  • Swimming pool
“A wonderful holiday in a top class villa in a tranquil, beautiful setting.” Thank you Robin for letting us 4 "girls" have the use of your wonderful villa for 10 days. This is our third time in Florida and this villa is probably the overall best yet as
…see more

from £115 / night

£799 / week

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from £115 / 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

24

Holiday villa in Kissimmee

Kissimmee / Emerald Isle Kissimmee

4 10 3 nights min

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

from £85 / night

£595 - £735 / week

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from £85 / night

(8) Excellent 

24

Holiday villa in Kissimmee

Kissimmee / Kissimmee City

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 120 km
  • Swimming pool
  • Child friendly

from £110 / night

£549 - £1590 / week

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from £110 / night

(1) Excellent 

19

Holiday apartment in Sarasota

Southwest Gulf Coast / Sarasota

3 6 7 nights min

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

from £63 / night

£440 / week

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from £63 / night

(4) Excellent 

100

Davenport holiday home rental

Davenport / Champions Gate

5 15 Min stay varies

  • 5 bedrooms
  • Sleeps 15
  • Min stay varies
  • Nearest beach 128 km
  • Swimming pool
  • Child friendly
“Very nice home” The house was well maintained, clean and very spacious. Our kids enjoyed the pool and game room. The only negative we saw was how close the homes were to one another. There is little to no privacy, especially in the back yard. Othe
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from £162 / night

£1131 / week

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from £162 / night

(9) Excellent 

Certificate of Excellence

17

Holiday villa in Kissimmee

Central Florida / Kissimmee

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £120 / night

£840 / week

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from £120 / night

1