50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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9,087 Vacation rentals

(47) Excellent 

63

Villa rental in Westridge

Orlando / Westridge

4 8 3 nights min

  • 4 bedrooms
  • sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is in Davenport, about 20 minutes drive from the major theme parks – Disney, Universal, Sea World, etc – and backs on to the beautiful Florida nature reserve. The villa is modern and beautifully furnished, providing a spacious and luxurious base for your Flori …see more

from $128 / night

$827 - $871 / week

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avg. 3 hours 31 minutes

from $128 / night

(19) Excellent 

30

Vacation condo with indoor pool in Orlando

Central Florida / Orlando

3 8 5 nights min

  • 3 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Modern town-house condo near Disney. Built in July 2014. Main floor: kitchen, living room, queen bedroom with ensuite, & lanai. 2nd floor: Master bedroom (King), 2nd bedroom (twins), 2 bathrooms. Kitchen: fully-equiped, granite counters, SS appliances, table/chairs …see more

from $95 / night

$625 / week

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avg. 3 hours 25 minutes

from $95 / night

(9) Very Good 

Certificate of Excellence

26

Vacation home with swimming pool 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

Certificate of Excellence

from $96 / night

$881 - $1,653 / week

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from $96 / night

(35) Excellent 

Certificate of Excellence

15

Orlando Vacation 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 pool is ideal for young and old to enjoy, and the large yard allows for ball games, if you still …see more

Certificate of Excellence

from $120 / night

$770 - $850 / week

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avg. 51 minutes

from $120 / night

(55) Excellent 

34

Orlando Vacation villa rental

Orlando / Orange Tree

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 127 mi
  • Swimming pool
  • Child friendly
5 bedroom and 4 bathrooms makes Heron Villa an ideal choice for a large family,two families or smaller parties wishing to enjoy the space. We have advertised on this site for 10 years. With over 2000sq ft of luxurious,air conditioned comfort it gives everyone the sp …see more

from $143 / night

$998 - $1,081 / week

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avg. 2 hours 30 minutes

from $143 / night

(50) Excellent 

30

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Luxury Villa, Peaceful Views over Lake & Conservation South facing Private Pool & Jacuzzi Spa ... ... ... ... ... GREAT REVIEWS !! NO REAR NEIGHBOURS! Just Lake and Trees, INTERNET ACCESS Games Room: Air Hockey, Pool Table, Football, Table Tennis, 42" Flatscreen …see more

from $128 / night

$795 - $903 / week

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from $128 / night

(31) Excellent 

15

Orlando Vacation villa rental

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our 5 bedroom, 3-bathroom villa was built in July 2004 and is located in the Silver Creek Community. Quietly situated in a new tranquil development off Highway 27 just 1-mile from the interchange at Highway 192, the villa is ideally situated for the areas many theme par …see more

from $106 / night

$738 - $903 / week

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from $106 / night

(34) Excellent 

84

Orlando Vacation villa accommodation

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to your perfect holiday home.... Villa Prestige! Time to make yourself at home... Welcome to our prestigious 5 bedroom, 2 storey villa situated on the most enviable plot in the sought after gated community of Highgate Park. On a corner plot, our South-West fac …see more

from $83 / night

$581 - $1,199 / week

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avg. 1 hour 32 minutes

from $83 / night

(37) Excellent 

Certificate of Excellence

25

Vacation villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
REFURBISHED FOR THE 2014 SEASON Sunsplash Villa is located in one of the best areas around Disney quietly located off Highway 27 and close to all local amenities.With almost 2400 sq. ft. of living accommodation,air conditioning throughout and furnished to a high …see more

Certificate of Excellence

from $130 / night

$850 - $1,200 / week

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from $130 / night

(7) Excellent 

20

Orlando Vacation villa rental

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Anne's Florida Villa is a beautiful 4 bedroom villa on a select community only 40 minutes from Orlando International Airport. Disney World is 20 minutes away and other attractions 30 to 40 minutes drive away. The heated south facing swimming pool ensuring summer and wi …see more

from $101 / night

$700 - $763 / week

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avg. 1 hour 22 minutes

from $101 / night

(25) Excellent 

Certificate of Excellence

35

Vacation villa in Orlando

Central Florida / Orlando

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 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 doubles. Famil …see more

Certificate of Excellence

from $102 / night

$712 / week

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Responds fast!
avg. 2 hours 33 minutes

from $102 / night

(13) Excellent 

19

Vacation 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
Please send us an enquiry BEFORE making a reservation as availability often changes (and occasionally we can offer you a better rate). Luxury Lakeside Villa - 10 mins to Disney. 3 Bedrooms, 2 bathrooms, sleeps 8 (with Sofa Bed) This is a beautiful professionally dec …see more

from $110 / night

$750 - $995 / week

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from $110 / night

(20) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Ashland Palms – A truly luxurious and spacious executive 4 Bedroom, 3 Bathroom villa in an ideal location to enjoy the many superb Orlando attractions as well as a tranquil haven where you can relax in the south facing pool & spa in the glorious Florida Sun. …see more

from $134 / night

$859 - $1,049 / week

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from $134 / night

(38) Very Good 

56

Vacation villa with shared pool in Sunrise Lakes

Orlando / Sunrise Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury Florida vacation rental villa has been designed and furnished to the highest standard to give guests the luxurious holiday they deserve. It has a 28' heated pool with a lake view. We provide free phone calls (US/Canada) so you can tell everyone what a wonderf …see more

from $135 / night

$910 - $1,225 / week

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avg. 3 hours 42 minutes

from $135 / night

(5) Excellent 

20

Villa rental in Westridge

Orlando / Westridge

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
The fabulous views over the conservation area coupled with the incredible peace and tranquillity make this the perfect place to relax. Soak up the sun on the pool deck while the water gently trickles from the spa into the sparkling pool below. Settle down in the shade u …see more

from $150 / night

$1,050 / week

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avg. 1 hour 29 minutes

from $150 / night

(11) Excellent 

39

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our Local Management Company is Homes of America. Our luxury villa comes complete with all the expected modern amenities including 4 bedrooms (2 Master Suites), 3 bathrooms (2 en-suite) a fully fitted kitchen, air conditioning and heating through-out, games room (inclu …see more

from $121 / night

$846 - $979 / week

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avg. 1 hour 33 minutes

from $121 / night

(1) Excellent 

20

Villa accommodation in Orlando

Central Florida / Orlando

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Highgate Villa is a LUXURY villa. We have a large corner lot with true conservation views so there is nobody overlooking you. The sunny south west facing extended pool, spa and deck with conservation views, really offer a tranquil and private place to relax after a day …see more

from $175 / night

$1,200 / week

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from $175 / night

(2) Excellent 

42

Vacation villa in Orlando

Central Florida / Orlando

7 14 min stay varies

  • 7 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxuriously appointed 7 bedroom 3600 sq ft villa close to attractions. Fantastic villa - great location - super value for money Florida Star is a very well located, well equipped luxurious villa. Straightforward booking process and excellent support from Management Co …see more

from $149 / night

$1,043 / week

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avg. 3 hours 20 minutes

from $149 / night

(12) Excellent 

21

Vacation 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
We are part of the Sun Rise Lakes Development, situated just off Highway 192, only 10 minutes drive from Disneyworld, a 30 minute drive from SeaWorld,and Universal Studios, and only a hour away from Florida's spectacular beaches! BlueLakeView is surrounded by many lak …see more

from $119 / night

$829 - $1,021 / week

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from $119 / night

(11) Very Good 

Certificate of Excellence

29

Vacation home with swimming pool 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

Certificate of Excellence

from $133 / night

$926 - $1,653 / week

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from $133 / night

(36) Excellent 

Certificate of Excellence

17

Westridge Vacation villa rental

Orlando / Westridge

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
With a south and west facing pool you are guaranteed the maximum sunshine available here in sunny Florida, but there is also enough shade if you want to cool down a little. Having two sitting areas, Jasmine Villa has enough room for everyone to be able to lounge in comf …see more

Certificate of Excellence

from $192 / night

$893 - $1,021 / week

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from $192 / night

(9) Very Good 

31

Vacation villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5 NIGHTS. (There is an additional £90 cleaning fee for 7 nights or less) Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only …see more

from $156 / night

$1,048 / week

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Responds fast!
avg. 3 hours 39 minutes

from $156 / night

(56) Excellent 

Certificate of Excellence

45

Villa rental in Orlando

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our beautiful new home in the exclusive Glenbrook Resort, Florida, only a few minutes from Disney World. If you plan to rent a villa near to Disney World, then our privately owned home offers you the utmost in luxury and convenience. Our executive vill …see more

Certificate of Excellence

from $130 / night

$1,085 - $1,225 / week

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Responds fast!
avg. 3 hours 29 minutes

from $130 / night

(24) Excellent 

26

Vacation villa in Orlando

Central Florida / Orlando

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
By now, you have looked at 100s of villas in the Disney area. So why this one? Well, it is new, 15 mins from Disney World, luxuriously furnished, with seven HD TVs all with DVR, two entertainment areas, a private pool with jacuzzi, a games room with pool table, table te …see more

from $179 / night

$1,253 / week

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from $179 / night

(15) Very Good 

24

Vacation villa in Orlando

Central Florida / Orlando

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Nearest beach 118 mi
  • Swimming pool
  • Child friendly
We have three generously sized bedrooms of which one is ensuite, a spacious living area and a fully equipped kitchen with all the mod-cons. Should you wish to stay in touch with friends, family or the office back home, for your convenience Autumn Glen has a high …see more

from $114 / night

$731 - $1,138 / week

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Responds fast!
avg. 1 hour 43 minutes

from $114 / night

(29) Excellent 

23

Vacation villa in Orlando

Orlando / Orange Tree

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two bedrooms en suite with twin rooms sharing (Jack & Jill). Oversized corner lot. Plenty of space for relaxation. Kitchen with breakfast area & separate formal dining. Master bedroom with King bed & en-suite. Second Master with double bed & en-suite. Ceiling fans in …see more

from $189 / night

$1,295 - $1,545 / week

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avg. 51 minutes

from $189 / night

(32) Excellent 

Certificate of Excellence

64

Vacation 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
*Rainbows End* luxury 3 bed 3 bath vacation Villa. Conservation views. Large private Pool & Spa. The pool and spa can be heated by prior arrangement and for additional cost. Loads FREE extras: PC with high speed internet, Games Room with Pool Table (new for 2013) and T …see more

Certificate of Excellence

from $115 / night

$700 - $827 / week

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Responds fast!
avg. 1 hour 32 minutes

from $115 / night

(19) Very Good 

22

Vacation villa accommodation

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Toscana, is a stunning spacious 5 bedroom, 4 bathroom villa, with its own beautiful pool, set on the new Tuscan Hills Resort. This beautiful villa, set on a gated community, and backing onto the forest, makes it an ideal place to holiday with your family. The pool …see more

from $262 / night

$1,059 / week

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from $262 / night

(30) Excellent 

Certificate of Excellence

21

Villa rental in Orlando with swimming pool

Central Florida / Orlando

5 8 7 nights min

  • 5 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a beautifully furnished, luxury villa situated in the family friendly resort of Glenbrook. Our 5 bedroom, 4 bathroom home sleeps 8 people and is located close to all major attractions and many exclusive golf courses. Easy access to Highway 192 means you have num …see more

Certificate of Excellence

from $110 / night

$770 - $1,068 / week

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from $110 / night

(9) Excellent 

Certificate of Excellence

32

Vacation home with golf nearby in Orlando

Central Florida / Orlando

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Nearest beach 95 mi
  • Swimming pool
  • Child friendly
Only 15 minutes from Magic Kingdom's main gate, Citrus Palms at Sunrise Lakes is a luxurious, 6 bedroom, 3 bathroom, two-story villa. It enjoys wonderful lake views from the private, south-facing, 30-foot by 15-foot pool and spa, screened with shrubs and tropical plants …see more

Certificate of Excellence

from $159 / night

$1,099 - $1,699 / week

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Responds fast!
avg. 3 hours 39 minutes

from $159 / night

(21) Very Good 

Certificate of Excellence

55

Vacation home with shared pool, golf nearby in Orlando

Central Florida / Orlando

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Beautiful house in a quiet and typical American neighborhood, with all calmness for rest and very close to all the tourist attractions of Orlando, FL, USA. Still brand new, built at the end of 2014, with a complete club house just across the street for you and your fami …see more

Certificate of Excellence

from $99 / night

$693 / week

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Responds fast!
avg. 46 minutes

from $99 / night

(21) Very Good 

Certificate of Excellence

38

Vacation villa in Orlando

Central Florida / Orlando

4 10 5 nights min

  • 4 bedrooms
  • sleeps 10
  • 5 nights min
  • Nearest beach 100 mi
  • 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

Certificate of Excellence

from $90 / night

$625 - $875 / week

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Responds fast!
avg. 1 hour 20 minutes

from $90 / night

(24) Excellent 

53

Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
Our home is a detached four bedroom villa with private pool and Jacuzzi , situated in Weston Hills a quiet residential gated community set in natural surroundings. Weston Hills is located within easy reach of all Orlando's top attractions, ideally situated for a holiday …see more

from $108 / night

$757 / week

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Responds fast!
avg. 1 hour 14 minutes

from $108 / night

(50) Very Good 

43

Orlando Vacation villa rental

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Affordable comfortable home just ten minutes from Disney. Ideally situated in phase 1 of the resort our home is just a hop skip and a jump away from the fantastic water complex ,clubhouse and restaurant and is extremely popular with repeat guests , some who have …see more

from $90 / night

$600 - $980 / week

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Responds fast!
avg. 49 minutes

from $90 / night

(14) Very Good 

Certificate of Excellence

51

Vacation villa in Orlando

Orlando / Orange Tree

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 100 mi
  • 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, with a spa an …see more

Certificate of Excellence

from $153 / night

$1,068 / week

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from $153 / night

(8) 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
Orlando Heaven, our luxurious executive 6 bedroom/4 bathroom villa which is located in a tranquil haven within minutes of Disney World and all the other attractions Orlando has to offer. The villa offers almost 3000 sq feet of luxurious living space and sleeps 12 people …see more

from $215 / night

$1,500 - $1,800 / week

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from $215 / night

(4) Excellent 

45

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
Palm Oasis Orlando, is a luxury 4 bedroom Villa in Davenport, FL. Decorated and furnished to a high standard, it comes with private pool, games room, flat screen tv's, free wifi, air conditioning and cable TV. There are flat screen tv's in the bedrooms. As you walk …see more

from $91 / night

$617 - $1,113 / week

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Responds fast!
avg. 57 minutes

from $91 / night

(30) Very Good 

21

Orlando Vacation home rental

Orlando / Sunrise Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 114 mi
  • Swimming pool
  • Child friendly
If you are looking to rent a house in Florida, less than 15 minutes from Disney yet also convenient for you to experience everything else that Florida has to offer then you need look no further. Floridabluesky is a modern four bedroom family home on the Sunrise L …see more

from $195 / night

$1,300 - $1,650 / week

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Responds fast!
avg. 3 hours 30 minutes

from $195 / night

(9) Very Good 

91

Orlando Vacation villa rental

Central Florida / Orlando

6 12 4 nights min

  • 6 bedrooms
  • sleeps 12
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
What a great Orlando villa! You just won't want to leave this beautiful 6 bed 4 bath villa! This Orlando vacation home boasts exceptional furnishings throughout. The highest quality in linens, mattresses and appliances, this villa has it all at a super prices, not to b …see more

from $210 / night

$1,330 - $1,700 / week

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Responds fast!
avg. 2 hours 8 minutes

from $210 / night

(15) Excellent 

Certificate of Excellence

23

Orlando Vacation villa rental

Central Florida / Orlando

3 6 3 nights min

  • 3 bedrooms
  • sleeps 6
  • 3 nights min
  • Nearest beach 80 mi
  • Swimming pool
  • Child friendly
As the villa is our own holiday home from home, we have furnished it to create a truly fabulous American atmosphere. Unlike most holiday lets which are furnished with rental in mind, we have chosen luxurious and comfortable furniture and beds to make our own and our gue …see more

Certificate of Excellence

from $147 / night

$1,029 - $1,297 / week

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Responds fast!
avg. 2 hours 47 minutes

from $147 / night