50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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9,684 Vacation rentals

(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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Responds fast!
avg. 1 hour 40 minutes

from $210 / 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 $77 / night

$883 - $1,655 / week

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Responds fast!
avg. 24 minutes

from $77 / night

(38) 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. 40 minutes

from $120 / 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

(6) Excellent 

Certificate of Excellence

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
Florida Star is a luxury family owned holiday home. Purchased from new the villa has become a much loved part of our family life, and something we try to enjoy as much as possible. We therefore take great care in ensuring that it is maintained and equipped to the high …see more

Certificate of Excellence

from $129 / night

$903 / week

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Responds fast!
avg. 2 hours 15 minutes

from $129 / 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 $261 / night

$1,057 / week

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from $261 / night

(33) Excellent 

Certificate of Excellence

15

Orlando Vacation villa rental

Central Florida / Orlando

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • 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 $106 / night

$739 - $917 / week

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from $106 / 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

(15) 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 $118 / night

$823 - $1,076 / 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 $138 / night

$900 - $1,123 / week

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Responds fast!
avg. 1 hour 20 minutes

from $138 / 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

(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 $152 / night

$1,064 / week

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Responds fast!
avg. 2 hours 53 minutes

from $152 / 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

$1,049 / week

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avg. 2 hours 52 minutes

from $156 / night

(39) 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 - $1,295 / week

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avg. 3 hours 12 minutes

from $135 / 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 $128 / night

$860 - $1,051 / week

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from $128 / night

(36) 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

$580 - $1,248 / week

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Responds fast!
avg. 49 minutes

from $83 / 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

(60) 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

$1,155 - $1,295 / week

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Responds fast!
avg. 2 hours 51 minutes

from $130 / night

(32) Excellent 

30

Orange Tree Vacation villa rental

Orlando / Orange Tree

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
If you are looking for 'high end' accommodation, this is the vacation home for you! We have one strong and abiding theme which runs through every aspect of renting our Orlando vacation home. It is one which stands for genuine high quality and great value for money. We …see more

from $190 / night

$1,330 - $1,680 / week

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Responds fast!
avg. 2 hours 52 minutes

from $190 / 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

(26) 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

$709 / week

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Responds fast!
avg. 1 hour 38 minutes

from $102 / 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 $172 / night

$860 - $892 / week

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from $172 / 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

$796 - $904 / week

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from $128 / night

(28) Excellent 

Certificate of Excellence

56

Orlando Vacation villa rental

Central Florida / Orlando

5 12 min stay varies

  • 5 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES** ***FREE NATIONAL AND INTERNATIONAL LANDLINE PHONE CALLS*** Sleeps a maximum 12 guests, with a maximum of 8 guests over the age of 14 years old As you enter our lovely home, you will be impressed with the soar …see more

Certificate of Excellence

from $166 / night

$1,082 - $1,337 / week

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Responds fast!
avg. 1 hour 26 minutes

from $166 / night

(10) Very Good 

Certificate of Excellence

25

Villa rental in Orlando with swimming pool

Central Florida / Orlando

4 8 4 nights min

  • 4 bedrooms
  • sleeps 8
  • 4 nights min
  • Nearest beach 132 mi
  • Swimming pool
  • Child friendly
This villa is ideally positioned to enjoy what Florida has to offer. Disney and all Orlando attractions are just minutes away from our villa making it easy to reach Magic Kingdom Park, Epcot, SeaWorld, Universal Studios, LEGOLAND, or many of the superb shopping Malls an …see more

Certificate of Excellence

from $114 / night

$757 - $1,262 / week

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Responds fast!
avg. 2 hours 57 minutes

from $114 / night

(23) 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

(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 $178 / night

$1,285 - $1,595 / week

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from $178 / night

(33) Excellent 

Certificate of Excellence

56

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: wifi, Games Room with Pool Table (new for 2013) and Talking Dartboard, 4 x c …see more

Certificate of Excellence

from $125 / night

$701 - $828 / week

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Responds fast!
avg. 1 hour 10 minutes

from $125 / 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 $109 / night

$927 - $1,655 / week

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Responds fast!
avg. 24 minutes

from $109 / 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 28 minutes

from $159 / night

(56) Excellent 

Certificate of Excellence

21

Vacation villa rental

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This 2-storey 4 bedroom villa is located in the tranquil and idyllic community of Silver Creek, about one mile north of the famous highway 192 on Highway 27 which forms the main artery of the tourist community in Orlando/Kissimmee area making it an extremely convenient …see more

Certificate of Excellence

from $83 / night

$576 / week

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Responds fast!
avg. 2 hours 37 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

(36) Very Good 

Certificate of Excellence

24

Vacation villa in Orlando

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Nearest beach 70 mi
  • Swimming pool
  • Child friendly
Beautiful and luxuriously furnished 4 bedroom villa in the prestigious Glenbrook Resort located within 15 minutes of Walt Disney World. The extra large (30'x15') screened pool and deck are not overlooked, facing onto open conservation lands. The pool deck benefits from …see more

Certificate of Excellence

from $108 / night

$728 - $886 / week

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Responds fast!
avg. 3 hours 14 minutes

from $108 / night

(26) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $102 / night

$709 / week

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Responds fast!
avg. 46 minutes

from $102 / night

(32) Excellent 

Certificate of Excellence

19

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

$771 - $1,070 / week

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from $110 / 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 $115 / night

$650 - $904 / week

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Responds fast!
avg. 1 hour 44 minutes

from $115 / night

(14) Excellent 

Certificate of Excellence

38

Vacation villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 135 mi
  • Swimming pool
  • Child friendly
This stunning villa with private pool and spa is situated in a family-friendly community with play area and basketball court. We are located just a short drive from DisneyWorld and within easy access of SeaWorld and Universal Studios. Our villa has been tastefully f …see more

Certificate of Excellence

from $124 / night

$860 - $1,081 / week

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Responds fast!
avg. 3 hours 33 minutes

from $124 / night

(71) Excellent 

Certificate of Excellence

77

Vacation villa in Orlando

Orlando / Orange Tree

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 128 mi
  • Swimming pool
  • Child friendly
''Sunny Days" Villa is the perfect place to wake each day. Open the doors from your master bedroom, step out on to the pool deck and breathe in the fresh scent of orange blossom.This four bedroom, three bathroom, luxury villa which sleeps eight people is very much a ho …see more

Certificate of Excellence

from $115 / night

$802 - $1,019 / week

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Responds fast!
avg. 27 minutes

from $115 / night

(9) 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

(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 3 minutes

from $195 / night

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