Villas with a pool Orlando Disney Area | Apartments to rent with swimming facilities

Close

View larger map

Also consider

Orlando Disney Area
2,943 properties

Orlando Disney Area

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,937 Holiday homes

Filters applied: Swimming pool

(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
“Wow! Superb” All i can say is wow! From the moment we walked in. A very spacious 3 bedroom condo, plenty of space for our party of 4 adults and 2 children. Master bedroom very large with walk in closest and massive ensuite, 2nd double and twin up ot  …see more

from £158 / night

£1101 / week

Book View

from £158 / night

(13) Excellent 

26

Holiday villa in Orlando

Central Florida / Orlando

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fabulous, beyond our expectations” A fabulous property and a very responsive owner. Very large home with beautiful layout, plenty of baths and bedrooms and a wonderful large pool and hot tub. We and our friends and family really did not want to lea  …see more

from £161 / night

£1124 / week

Book View

from £161 / night

(15) Excellent 

32

Holiday villa with swimming pool in Orlando

Orlando / Orange Tree

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“fantastic orlando holiday!” Great location and nice area to stay. Clean, tidy villa very spaciuos and bright . Excellent pool and spa. Owners were very helpful.  …see more

from £86 / night

£600 - £745 / week

Book View

from £86 / night

21

Orlando holiday home rental

Central Florida / Orlando

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Fully furnished and equipped 5 bedroom 4 bathroom fully air-conditioned villa 10 minutes from Disney World and close to many championship golf courses. This home is perfect for one or two families, for a business group or for a golf group. This home has a two story of  …see more

from £135 / night

£945 / week

Enquire View

from £135 / night

(24) 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.  …see more

from £97 / night

£650 - £847 / week

Book View

from £97 / night

(4) Excellent 

13

Orlando holiday villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Westridge, Davenport,Orlando, near Disney and other theme parks. Nearest beaches approx. 50 miles away. Pool, Spa..Solar heated..Child friendly..ideal for that relaxing break in lovely Florida sunshine..so close to Disney you can return midday for a relaxing swim  …see more

from £72 / night

£490 / week

Book View

from £72 / night

(21) Excellent 

24

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“5* amazing! Comfortable Thanks..” I couldn't fault anything clean, tidy, home from home. Thanks very much Wendy would diff return again. We rented car while there which made trips easier. Quick check in no hassle. Didn't use pool, bar, fitness room et  …see more

from £120 / night

£695 - £750 / week

Enquire View

from £120 / night

(28) Very Good 

21

Orlando holiday home rental

Orlando / Sunrise Lakes

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Nearest beach 114 km
  • Swimming pool
  • Child friendly
“It was a home away from home.” The house was beautiful and very spacious. The pictures on the website does not do it justice. We loved it and was very pleased with everything.  …see more

from £178 / night

£646 - £4355 / week

Book View

from £178 / night

(6) Excellent 

30

Holiday condo with indoor pool in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Excellent spot, close to Disney and other attractions” My family stayed here for a week in May and we enjoyed the rental home so much we extended an extra two nights! Beautiful home with everything we needed to be comfortable for a fantastic price. We  …see more

from £77 / night

£505 - £706 / week

Book View

from £77 / night

(21) Very Good 

12

Holiday villa rental

Central Florida / Orlando

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
“A home away from home” My 3rd time at Goofy Pad and it's as good as ever, cable TV in every room, fast free Wi-Fi, great pool and all of the other creature comforts you would have at home. A nice quiet location but it's very easy to get to all of the  …see more

from £110 / night

£770 / week

Book View

from £110 / night

(2) Excellent 

36

Central Florida / Orlando

5 12 Min stay varies

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

 …see more

from £142 / night

£992 - £1976 / week

Book View

from £142 / night

25

Villa rental in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautifully furnished executive home on gated community near Disney. Welcome to our beautiful Orlando villa set in a gated community within a quiet Cul-de-Sac. 10 minutes from Disney with Championsgate golf, shopping and restaurants nearby. Just up the 27 is a Walmart f  …see more

from £83 / night

£580 - £875 / week

Book View

from £83 / night

(10) Very Good 

13

Orlando holiday villa rental

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our vacation home is located 10 minutes drive from Disney World on a quiet estate. Only 5 minutes to a large selection of restaurants and shops, yet blissfully peaceful. The heated pool is ideal for young and old to enjoy, and the large yard allows for ball games, if yo  …see more

from £97 / night

£621 / week

Book View

from £97 / 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

Enquire View

from £86 / night

(12) Excellent 

23

Orlando holiday villa rental

Central Florida / Orlando

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 80 km
  • Swimming pool
  • Child friendly
“Lovely house with great pool in a convenient and safe location” Stayed here for 2 weeks when we did the Orlando vacation. The house was a great base for Disney and the other parks. Nicely furnished with everything you could want. Really a home from ho  …see more

from £100 / night

£700 / week

Book View

from £100 / night

(12) Excellent 

20

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 96 km
  • Swimming pool
“FABULOUS” The condo is wonderful. Everything you need and more is in the condo. The rooms are large and the beds are really comfortable. It is quite, peaceful, and extremly clean. The pool is very large. It is convenient to International Drive, which  …see more

from £113 / night

£791 - £960 / week

Enquire View

from £113 / night

(15) Excellent 

35

Holiday villa in Orlando

Central Florida / Orlando

4 11 7 nights min

  • 4 bedrooms
  • Sleeps 11
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Executive Villa, Large Heated Outdoor Screened Pool, Kitchen/Family room with access to pool area Large open plan lounge and dining area Master Bedroom with ensuite toilet, bath & shower 3 further generous sized bedrooms, 1x Double with extra Single & 2x double  …see more

from £80 / night

£560 / week

Book View

from £80 / night

(6) Very Good 

47

Holiday villa in Orlando

Central Florida / Orlando

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 118 km
  • Swimming pool
  • Child friendly
Autumn Glen is a luxury holiday villa within a safe and secure gated community. Perfectly positioned for exploring all that Orlando has to offer and the surrounding areas of Florida including Tampa, St. Petersburg and the Space Coast.<br />Located minutes from Dis  …see more

from £77 / night

£500 - £825 / week

Book View

from £77 / night

(2) Average 

26

Holiday home in Orlando

Central Florida / Orlando

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Oak Island Cove is located just 2 miles from Disney, LOCATION LOCATION. Oak Island Cove is within walking distance of local amenities. REFURBISHED TO A VERY HIGH STANDARD in November 2014 this 4 bed 3 bath villa with private South East facing pool/spa with landscaped ga  …see more

from £78 / night

£546 - £1100 / week

Book View

from £78 / night

(15) Very Good 

38

Holiday villa in Orlando

Central Florida / Orlando

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our Villa, available to rent, is a beautiful, luxury, 4 bedroom, 3 bath, private pool heated if required at a daily cost. home situated at Orange Tree, Orlando, a prestigious development surrounded by orange groves. Disney World is only a 20 minute drive away and all o  …see more

from £65 / night

£455 - £686 / week

Book View

from £65 / 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
Villa in Highlands Reserve, Davenport, Florida Orlando/Kissimmee, USAHighly Desirable Golf Community, Close To Disney And Local ShopsSleeps 8 (4 Bedrooms)  …see more

from £67 / night

£469 / week

Book View

from £67 / night

(2) Excellent 

29

Holiday condo rental

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 100 km
  • Swimming pool
This 2001 sqft, 3 bedroom, 2 bath, plus a cosy den/office, spacious, comfortable condo offers plenty of space and privacy for your group to spread out. Plus, it offers the best location possible for visiting all of Orlando's popular attractions including Disney, U  …see more

from £146 / night

£1017 / week

Book View

from £146 / night

(5) Very Good 

33

Villa rental in Orlando

Central Florida / Orlando

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa offers the highest quality surroundings to enjoy your holiday of a lifetime in Orlando !! We have rented our property to holiday makers just like you since February 2006 and have many return guests. <br />Our villa has been visited by Holiday Lettings in  …see more

from £150 / night

£1045 - £1412 / week

Book View

from £150 / night

24

Villa rental in Orlando with golf nearby

Central Florida / Orlando

4 9 3 nights min

  • 4 bedrooms
  • Sleeps 9
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a fantastic privately owned 4 bedroom 3 & 1/2 bathroom Townhouse situated within 'The Regal Palms Resort and Spa', Orlando. Our Villa is privately managed and owned and one of a few in the 'Premium Plus' range, so you can expect a higher  …see more

from £125 / night

£875 / week

Book View

from £125 / night

(3) Excellent 

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

from £101 / night

£706 / week

Book View

from £101 / night

(6) Excellent 

19

Holiday villa in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Stunning 4 Bed Villa with beautiful lake view. Amazing sunsets.<br />Eagle Pointe is a safe community located just south of Highway 192 in Kissimmee .  …see more

from £89 / night

£605 - £803 / week

Book View

from £89 / 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
6 Bedroom 4 Bath South Facing Pool, Game Room,DSL, Disney Kids Rooms Exceptional 6 bedroom 4 Bath pool home in one of the most sought after gated resorts in the Disney area. Our villa is just 2 miles from Disney's main entrance making it an ideal location for your  …see more

from £185 / night

£1293 - £1575 / week

Book View

from £185 / night

(10) Very Good 

53

Villa rental in Orlando with golf nearby

Central Florida / Orlando

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Pool view of tropical forest, Your private sun filled pool is not overlooked. Wake up to your own unique and exclusive view that is worth a million dollars but costs you far less. Feel the air, smell the flowers, taste the fruit. Your Luxury Villa in paradise awaits you  …see more

from £100 / night

£700 - £2300 / week

Book View

from £100 / night

(1) Excellent 

12

Holiday villa in Orlando

Central Florida / Orlando

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Our Prices Always Include: * Free Solar Pool Heating * Free Fast Wi-Fi Internet Access * Free use of the personal safe * Free Cot, Highchair & buggy * Free local and US/Canadian National phone calls * Free HD Digital TV with flat screen TV's * Free late check-  …see more

from £65 / night

£450 - £600 / week

Book View

from £65 / night

(4) Excellent 

39

Central Florida / Orlando

6 14 Min stay varies

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

 …see more

from £113 / night

£791 / week

Book View

from £113 / night

11

Orlando holiday villa rental

Orlando / Vista Cay

1 4 7 nights min

  • 1 bedroom
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Wonderful and very comfortable Studio Villa at Westgate Resort - Orlando. Bigger than a hotel room, with all the advantages that a luxury resort can offer.  …see more

from £70 / night

£484 / week

Book View

from £70 / night

(7) Excellent 

51

Holiday villa in Orlando

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 km
  • Swimming pool
  • Child friendly
Southern Serenity is located just 15 minutes from Disney in the community of Orange Tree and is ideally located within easy reach of all other Florida's Central attractions, local supermarkets and restaurants.The villa benefits from its own private pool, wi  …see more

from £100 / night

£700 / week

Book View

from £100 / night

(17) Very Good 

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  …see more

from £108 / night

£707 - £882 / week

Book View

from £108 / night

(5) Excellent 

21

Orlando holiday villa rental

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Twin Palms, our family friendly vacation villa. Situated in the lovely community of Glenbrook, the villa has 4 bedrooms and 3.5 bathrooms. Only 25 minutes from Disney and minutes from restaurants and shops.  …see more

from £77 / night

£535 - £685 / week

Enquire View

from £77 / night

(8) Excellent 

26

Holiday condo with golf nearby in Orlando

Orlando / Vista Cay

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 90 km
  • Swimming pool
“Value for money” We were attending Conference in the conferencecenter NeXT to the resort, so perfect for that, and lot better quality and size than hotel. In addition the hosts were very informative and always possible to mail to. all in all, we, (we  …see more

from £137 / night

£955 / week

Book View

from £137 / night

(18) Excellent 

75

Holiday villa with swimming pool in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
“Fantastic villa!” Beautiful villa with everything you could wish for. Well situated for parks and restaurants. Handy tips and information sheets that really help. Gorgeous pool and outlook at the back. A wonderful week. Highly recommended.  …see more

from £72 / night

£500 - £650 / week

Book View

from £72 / night

59

Holiday home with swimming pool, 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
4 Bedrooms*2 Bathrooms Private South Facing Pool - Fully Fenced In and overlooks Conservation Area HDTVs in All Bedrooms and Living Room Free WiFi Free Calls anywhere in USA, Canada, and Perto Rico Game room - Foosball, Air Hockey, Pool Table, Ping Pong. Board Games and  …see more

from £105 / night

£734 / week

Book View

from £105 / night

(28) Excellent 

25

Holiday villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
“Another very enjoyable stay” This was our second visit to Sunsplash Villa. The property as usual met and exceeded all our expectations. Also for this time of year we had the added bonus of the majority of days during our stay having wall to wall sunsh  …see more

from £105 / night

£686 - £968 / week

Book View

from £105 / night

32

Holiday villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

6 16 Min stay varies

  • 6 bedrooms
  • Sleeps 16
  • Min stay varies
  • Nearest beach 90 km
  • Swimming pool
  • Child friendly
Welcome to The Ideal Villa at Solana Resort, and thank you for taking the time to visit our site. We know you have lots of choices, but please stay and take a look around - we promise you won't be disappointed! Our recently purchased 6 years old new villa has 6 be  …see more

from £146 / night

£847 - £2541 / week

Book View

from £146 / night

27

Home rental in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PRICES INCLUDE EXIT CLEAN, STATE TAX, MANAGEMENT AND UTILITIES. NO HIDDEN EXTRAS A luxurious 4 bedroom / 3 bedroom private pool vacation property located close to all the Theme Parks and all the other activities available in and around Orlando. If you are looking for  …see more

from £99 / night

£690 - £1185 / week

Enquire View

from £99 / night