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

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30,714 Holiday homes

Filters applied: Swimming pool

(12) Excellent 

24

Holiday townhouse with shared pool, golf nearby in Davenport

Davenport / Regal Palms

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Highly Impressed” My family and I stayed at this property over Christmas week. We LOVED it! The check in process was quick, simple, and on site. A big plus! The home itself was incredibly CLEAN, spacious, and well equipped with linens, towels, and kit
…see more

from £70 / night

£393 - £520 / week

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from £70 / night

16

Holiday villa in Fort Myers

Fort Myers / South Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool

from £100 / night

£550 - £1250 / week

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from £100 / night

26

Tavernier holiday apartment rental

Key Largo / Tavernier

6 18 Min stay varies

  • 6 bedrooms
  • Sleeps 18
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £346 / night

£2418 / week

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from £346 / night

(1) Excellent 

21

Holiday villa rental

Florida / Port Saint Lucie

3 7 7 nights min

  • 3 bedrooms
  • Sleeps 7
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £231 / night

£1616 - £2693 / week

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from £231 / night

(53) Excellent 

Certificate of Excellence

51

Holiday villa in Orlando

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
“Brilliant chill out villa” Seven of us, all in our 50's rented Villa Isabella for 5 days before heading out on the Monsters of Rock cruise from Tampa. The location was brilliant, directions superb and the Villa itself cannot be faulted. It had everyt
…see more

Certificate of Excellence

from £67 / night

£445 - £1084 / week

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from £67 / night

(20) 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
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from £105 / night

£635 - £825 / week

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from £105 / night

(9) Excellent 

27

Villa rental in Davenport with golf nearby

Central Florida / Davenport

5 10 Min stay varies

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

from £66 / night

£539 - £1050 / week

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from £66 / night

(3) Excellent 

100

Holiday home in Kissimmee

Kissimmee / Paradise Palms

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Nearest beach 103 km
  • Swimming pool
  • Child friendly

from £93 / night

£647 / week

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from £93 / night

(5) Average 

35

Holiday home with indoor pool in Davenport

Central Florida / Davenport

6 14 3 nights min

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £116 / night

£808 / week

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from £116 / night

(15) Very Good 

Certificate of Excellence

46

Holiday villa in Four Corners

Central Florida / Four Corners

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 138 km
  • Swimming pool
  • Child friendly

Certificate of Excellence

from £75 / night

£525 - £595 / week

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from £75 / night

(13) 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
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from £150 / night

£1050 - £1750 / week

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from £150 / night

85

Holiday villa with swimming pool in Kissimmee

Kissimmee / Sunset Lakes

5 12 Min stay varies

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

from £95 / night

£665 - £1000 / week

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from £95 / night

(16) 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 £70 / night

£500 - £689 / week

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from £70 / night

23

Holiday villa letting

Southwest Gulf Coast / Rotonda West

4 8 30 nights min

  • 4 bedrooms
  • Sleeps 8
  • 30 nights min
  • Swimming pool
  • Air conditioning
  • Private garden

from £183 / night

£1276 / week

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from £183 / night

(3) Excellent 

22

Holiday home with golf nearby in Orlando

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Nearest beach 95 km
  • Swimming pool
  • Child friendly

from £135 / night

£792 - £1230 / week

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from £135 / night

26

Holiday apartment rental

Florida Keys / Key Largo

6 18 Min stay varies

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

from £374 / night

£2612 / week

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from £374 / night

27

Holiday apartment with swimming pool, golf nearby in Miami

Florida / Miami

1 5 Min stay varies

  • 1 bedroom
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £115 / night

£713 - £1261 / week

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from £115 / 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
…see more

from £70 / night

£485 / week

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from £70 / night

21

Orlando holiday home rental

Central Florida / Orlando

6 12 Min stay varies

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

from £177 / night

£1234 - £1341 / week

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from £177 / night

(2) Excellent 

54

Kissimmee holiday home rental

Central Florida / Kissimmee

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £327 / night

£1847 - £3231 / week

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from £327 / night

(2) Excellent 

24

Holiday villa with indoor pool in Bradenton

Southwest Gulf Coast / Bradenton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £90 / night

£577 - £684 / week

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from £90 / night

(10) Excellent 

Certificate of Excellence

26

Holiday home in Fort Myers

Fort Myers / South Fort Myers

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Swimming pool
“Our perfect holiday” We and our family [ total of 6 ] arrived at the Halcyon Days Villa and immediately knew we had made the correct choice.It is a wonderful place to stay,very spacious with a great layout of rooms and a high standard of facilities.It
…see more

Certificate of Excellence

from £95 / night

£660 - £799 / week

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from £95 / 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
…see more

from £90 / night

£495 - £625 / week

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from £90 / night

(6) Very Good 

24

Holiday villa with swimming pool in Clermont

Clermont / Clear Creek

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Great modern villa with lots of extras” We loved the villa from the minute we arrived, clean and easy communication with owner made this a hassle free experience! Has a nice modern feel for US standards and clean. Pool was great and safety net there i
…see more

from £71 / night

£496 / week

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from £71 / night

(14) Very Good 

26

Holiday villa with swimming pool in Davenport

Davenport / Tivoli Manor

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Very clean, quiet villa” After a few initial problems on day one (safe being locked and front door key snapping off in lock) we had a fantastic holiday staying at this villa. It is set in a quiet area, at times a much needed escape from the busy Orlan
…see more

from £70 / night

£455 - £500 / week

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from £70 / 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
  • Air conditioning

from £138 / night

£882 - £1323 / week

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from £138 / night

(26) Excellent 

37

Holiday villa rental

Davenport / The Shire at West Haven

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Luxuary house,excellent location” Everything on web site was true, house was very clean and luxuarious.The house location was great for all thyme parks, within 15 to 20 mins drive. Supermarket/shops and dining were great and close to house, espically
…see more

from £90 / night

£630 / week

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from £90 / night

23

Kissimmee holiday villa rental

Kissimmee / Cumbrian Lakes

5 13 Min stay varies

  • 5 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £105 / night

£784 - £994 / week

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from £105 / 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

(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

(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

(10) Excellent 

29

Holiday villa with golf nearby, tennis court in Clermont

Lake County / Clermont

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous place.!” You always worry when you get something through the internet as pictures could be really deceiving in reality. However this home far exceeded our expectations. Huge, clean and comfortable. Sort of like home away from home. Mr. Kruge
…see more

from £77 / night

£520 - £846 / week

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from £77 / night

(13) Very Good 

Certificate of Excellence

47

Villa rental in Kissimmee with shared pool

Kissimmee / Indian Point

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
“Outstanding Villa - Real Home from Home” Superb villa - really clean, airy and well-decorated with a lovely pool and patio area. Plenty of room for everyone in the 4 bedrooms & especially liked having 3 bathrooms to make leaving for the parks much qui
…see more

Certificate of Excellence

from £66 / night

£460 - £690 / week

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from £66 / night

(2) Excellent 

23

Holiday townhouse with golf nearby in Kissimmee

Kissimmee / Fiesta Key

3 8 3 nights min

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

from £66 / night

£408 - £516 / week

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from £66 / 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 £139 / night

£970 - £1347 / week

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from £139 / night

17

Holiday home letting

Broward County / Fort Lauderdale

3 6 Min stay varies

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

from £150 / night

£924 - £1539 / week

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from £150 / night

15

Villa rental in Fort Myers

Southwest Gulf Coast / Fort Myers

4 8 7 nights min

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

from £90 / night

£650 - £790 / week

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from £90 / night

24

Holiday villa in Orlando

Central Florida / Orlando

4 8 Min stay varies

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

from £100 / night

£700 / week

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from £100 / night

(9) Excellent 

40

Holiday villa in Clermont

Clermont / High Grove

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Perfect home away from home” This was our 2nd year staying at this villa. It is in a lovely gated community where you can relax and enjoy the sun from morning until sunset but are only 15 minutes from Disney or Universal and close to restaurants and s
…see more

from £70 / night

£500 - £630 / week

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from £70 / 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 £423 / night

£2608 - £3947 / week

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from £423 / night

1