50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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9,680 Vacation rentals

(37) 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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Responds fast!
avg. 46 minutes

from $120 / 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 $131 / night

$817 - $928 / week

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from $131 / 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 $125 / night

$869 - $1,007 / week

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avg. 1 hour 9 minutes

from $125 / night

(9) Very Good 

Certificate of Excellence

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

Certificate of Excellence

from $210 / night

$1,330 - $1,700 / week

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avg. 1 hour 41 minutes

from $210 / night

(8) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $150 / night

$1,050 / week

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avg. 1 hour 11 minutes

from $150 / night

(31) Excellent 

Certificate of Excellence

47

Vacation villa with swimming pool in Orlando

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 129 mi
  • Swimming pool
  • Child friendly
A lovely, spacious family friendly villa located in the popular community of Orange Tree - ONLY A 15 MINUTE DRIVE TO DISNEY! A SPACIOUS , FAMILY FRIENDLY VILLA ON A LARGE CORNER PLOT WITH A SOUTH FACING POOL AND SUNNY POOL DECK. Our spacious and relaxing villa is air …see more

Certificate of Excellence

from $104 / night

$752 - $1,039 / week

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Responds fast!
avg. 1 hour 33 minutes

from $104 / night

(12) Excellent 

33

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 $105 / night

$729 - $1,107 / week

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from $105 / night

(3) Very Good 

48

Vacation villa rental

Central Florida / Orlando

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our privately owned Florida home is a luxury 4 Bedroom, 3 Bathroom, Spacious accommodation with 2000sqft of living space for up to 10 people plus an infant. We are conveniently located on Highway 27, on the Delightful Glenbrook Resort Development. Disney world …see more

from $162 / night

$1,134 / week

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from $162 / night

(2) Excellent 

41

Vacation home with indoor pool in Orlando

Central Florida / Orlando

3 8 4 nights min

  • 3 bedrooms
  • sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Encantada Resort is a gated community of homes, a safe environment for leisure and extremely well located, 4.5 miles / 7.5 km from the Disney Complex. The condominium has parking, wi-fi in common areas, games room, swimming pools, gym, bar & restaurant, clubhouse open 2 …see more

from $90 / night

$630 / week

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from $90 / night

(35) 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 $85 / night

$588 - $1,229 / week

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Responds fast!
avg. 25 minutes

from $85 / night

(10) 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 …see more

Certificate of Excellence

from $92 / night

$906 - $1,699 / week

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Responds fast!
avg. 28 minutes

from $92 / night

(2) Excellent 

72

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Located on highlands reserve Golf Course and Close to all main Orlando and Florida attractions such as Disney World 15 mins, Sea World / Discovery Cove / Aquatica / Gatorland 25 mins, Universal Studios 35 mins, Wet n Wild aqua park 30 mins, Champions gate golf (designed …see more

from $98 / night

$732 - $909 / week

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avg. 3 hours 49 minutes

from $98 / night

(22) Excellent 

Certificate of Excellence

40

Vacation villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • sleeps 8
  • 5 nights min
  • Nearest beach 128 mi
  • Swimming pool
  • Child friendly
Welcome to our 4 Bedroom Villa privately owned family home in Orlando, Florida. Our villa is situated within a quiet residential, gated community, at Westridge. Located only 40 minutes drive from Orlando International Airport, our villa is within easy reach of all the …see more

Certificate of Excellence

from $125 / night

$875 / week

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Responds fast!
avg. 2 hours 53 minutes

from $125 / night

(21) 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 $138 / night

$909 - $1,111 / week

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from $138 / night

(20) Excellent 

Certificate of Excellence

18

Vacation home in Orlando

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to Our Fun Florida villa, this is our luxurious executive villa on the privately owned resort of Glenbrook, Orlando Florida. Our stunningly designed, fully air conditioned, four bedroom villa, comes complete with beautifully designed furniture and sleeps 8 comfo …see more

Certificate of Excellence

from $105 / night

$915 - $1,144 / week

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Responds fast!
avg. 2 hours 28 minutes

from $105 / 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 $149 / night

$1,200 / week

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from $149 / night

(4) Very Good 

13

Orlando Vacation villa rental

Orlando / Sunset Ridge, Orlando

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Orange View Villa has it's own heated swimming pool, you don't even have to leave the villa to have a great time. The pool has steps into the shallow end for the younger kids and can even be fenced off to prevent them wandering by the pool unsupervised. There ar …see more

from $124 / night

$846 / week

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from $124 / 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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avg. 3 hours 30 minutes

from $195 / night

(2) Very Good 

44

Vacation 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 mi
  • Swimming pool
  • Child friendly
Come and relax with your family and friends at our beautifully decorated large vacation home. It features 6 bedrooms, 5.5 bathrooms, and almost all of the bedrooms have their own bathrooms. With 2 living areas and a fully equipped kitchen, it's perfect for your family t …see more

from $150 / night

$835 - $2,650 / week

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from $150 / night

(22) 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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from $95 / 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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Responds fast!
avg. 3 hours 59 minutes

from $135 / night

(27) Very Good 

Certificate of Excellence

15

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
After a fun filled day at the area theme parks such as Walt Disney World® Resort, Universal Orlando®, or Worlds of Discovery's Sea World,Aquatica,and Discovery Cove you can relax and enjoy the pool while bubbling away in the spa. The kids can splash and play in the pool …see more

Certificate of Excellence

from $118 / night

$641 - $928 / week

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Responds fast!
avg. 2 hours 7 minutes

from $118 / night

(9) Very Good 

16

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
The Dream House is a beautiful 4 bedroom 3 bath two story home in the Abbey Subdivision. The Abbey is a peaceful gated community situated with only 57 other homes. The location is perfect for all central Florida attractions, with Walt Disney World only a six mile drive. …see more

from $177 / night

$882 - $915 / week

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from $177 / 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 - $1,520 / week

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avg. 42 minutes

from $189 / night

(3) Excellent 

12

Vacation condo in Orlando

Central Florida / Orlando

2 4 3 nights min

  • 2 bedrooms
  • sleeps 4
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Our condo is located inside the Floridays Orlando Resort ON the world famous International Drive, where you'll find the amenities of a world-class luxury hotel. The lushly landscaped 20-acre property offers holidaymakers everything they need to relax and unwind after a …see more

from $157 / night

$1,098 / week

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Responds fast!
avg. 2 hours 6 minutes

from $157 / night

(12) 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 …see more

Certificate of Excellence

from $98 / night

$686 - $1,699 / week

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Responds fast!
avg. 28 minutes

from $98 / 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 $160 / night

$1,077 / week

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avg. 2 hours 51 minutes

from $160 / 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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avg. 3 hours 28 minutes

from $159 / 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 $157 / night

$1,098 / week

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Responds fast!
avg. 3 hours 57 minutes

from $157 / night

(32) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $109 / night

$758 - $941 / week

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from $109 / night

(55) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $147 / night

$1,026 - $1,111 / week

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Responds fast!
avg. 2 hours 38 minutes

from $147 / night

(59) 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 8 minutes

from $130 / night

(4) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $92 / night

$628 - $1,144 / week

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Responds fast!
avg. 58 minutes

from $92 / night

(1) Good 

11

Vista Cay Vacation villa rental

Orlando / Vista Cay

1 4 7 nights min

  • 1 bedroom
  • sleeps 4
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Studio Villa is at Westgate Lakes Resort, just 2 mile from Universal Studios. The villa is lovely and accommodates up to 4 guests in a king bed and a queen sleeper sofa. It also has a kitchenette with mini refrigerator, microwave, toaster and coffee maker, a jet …see more

from $78 / night

$540 / week

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from $78 / 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 speed …see more

from $116 / night

$749 - $1,165 / week

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Responds fast!
avg. 1 hour 3 minutes

from $116 / night

(9) Very Good 

26

Vacation villa rental

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 149 mi
  • Swimming pool
  • Child friendly
Vacations are precious. So, of course, you want the best. The best location, the best accommodation, and the best service. Now you've found the best place! One of the biggest benefits of 'Sandpipers' is that it's private and secluded, yet so close to the action. …see more

from $183 / night

$1,281 / week

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from $183 / night

(2) Excellent 

33

Vacation villa with swimming pool in Orlando

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury 4 bedroom villa near to Maingate Disney Area & Golf Courses. Just off US27/US192 in a secure gated prestigious community. Tennis court and children’s playground on the community. Property has two master ensures, one ground floor. one king size room and one twi …see more

from $118 / night

$820 / week

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from $118 / night

(24) Very Good 

Certificate of Excellence

70

Orlando Vacation 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
Sunseekersvilla is nestled just minutes away from championship golf courses and the fun-in-the-sun of Disney at Legacy Park, and will leave you with memories to treasure for a lifetime. Located near to Mickey and his friends, this 5 bedroom and 4.5 bathroom elegant Orla …see more

Certificate of Excellence

from $142 / night

$924 - $1,153 / week

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Responds fast!
avg. 56 minutes

from $142 / 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

(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 $92 / night

$641 - $897 / week

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Responds fast!
avg. 1 hour 54 minutes

from $92 / night