50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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Vista Cay
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2,864 Vacation rentals

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(23) Excellent 

16

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

from $122 / night

$788 - $875 / week

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from $122 / night

(11) Excellent 

26

Orlando Vacation villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Amazingly beautiful Privately Owned 5 bed 3 bath home with gorgeous private south west facing 30ft swimming pool and spa with HEATING INCLUDED ALL YEAR ROUND !! A huge covered lanai for lovely outside dining and stunning views over conservation areas. With over 3500sq  …see more

from $188 / night

$1313 - $2188 / week

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from $188 / night

(23) Very Good 

22

Villa rental in Orlando

Central Florida / Orlando

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
The villa is a large two story 5 bedroom, 3.5 bathroom luxury villa with high vaulted ceilings in the main living area, fully air conditioned and/or heated throughout. All rooms have ceiling fans, and the villa has a large screened deck and swimming pool area, multiple  …see more

from $172 / night

$1200 / week

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from $172 / night

(43) Excellent 

47

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. Please view our personal website, WWW.FLORIDAVILLABOOKERS.COM where YOU CAN SEE OUR WALK THROUGH VIDEO, PRODUCED IN APRIL 2016.  …see more

from $117 / night

$813 - $932 / week

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from $117 / night

(26) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
The Isles at Cay Commons will entice you with its Tuscan themed condominiums conveniently located less than a mile from International Drive and the Orlando Convention Centre, with the I4 less than 5 minutes drive. You are truly in the “Heart of Orlando” when  …see more

from $83 / night

$578 - $630 / week

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from $83 / night

(6) Excellent 

49

Vacation villa in Orlando

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Vista Park is superbly located within easy reach of all the attractions that Orlando has to offer.This 6/7 Bedroom 7 Bath home features three full master suites on the upper floor and one queen suite on the ground floor, luxury bathrooms, bedrooms and living areas. The  …see more

from $138 / night

$1374 - $1724 / week

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from $138 / night

(12) Excellent 

50

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 ho  …see more

from $82 / night

$569 / week

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from $82 / night

(55) Excellent 

77

Vacation villa in Orlando

Orlando / Orange Tree

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
''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  …see more

from $119 / night

$844 - $1119 / week

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from $119 / night

(5) Very Good 

26

Vacation villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 cl  …see more

from $169 / night

$1182 - $1663 / week

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from $169 / night

(12) Excellent 

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

from $148 / night

$744 - $1025 / week

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from $148 / night

(14) 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 Flo  …see more

from $113 / night

$869 - $1032 / week

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from $113 / night

(21) Very Good 

12

Vacation villa rental

Central Florida / Orlando

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Goofyspad is the ideal base camp for families holidaying in Orlando. Set in the idyllic settings of a quiet community which features large lakes, tennis courts, basketball courts and more, ideal for walks or maybe even some alligator spotting. Our large 6 bed villa  …see more

from $138 / night

$963 / week

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from $138 / night

(6) 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 $185 / night

$1295 - $1750 / week

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from $185 / night

(5) Very Good 

21

Vacation villa with golf nearby in Orlando

Central Florida / Orlando

3 12 6 nights min

  • 3 bedrooms
  • Sleeps 12
  • 6 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
The resort is located just in front of Sea World and besides Universal Studios, over I4 Highway. It has all kind of water and earth amenities, like pools, mini golf, basketball, volleyball and tenis courts, bicycle and boats rental, gameroom and playground. In addit  …see more

from $230 / night

$1610 / week

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from $230 / night

(39) Very Good 

37

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
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 $110 / night

$615 - $860 / week

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from $110 / night

(16) 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 $95 / night

$663 - $850 / week

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from $95 / night

(22) Excellent 

27

Vacation apartment with golf nearby in Vista Cay

Orlando / Vista Cay

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our "Heart of Orlando" brand new Condo. This fabulous 2 Bed/2 Bath Executive Condo can easily accommodate 6 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms this property offers privacy and spa  …see more

from $107 / night

$744 - $840 / week

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from $107 / 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 $104 / night

$725 - $1094 / week

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from $104 / night

(6) 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  …see more

from $108 / night

$750 - $907 / week

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from $108 / night

(2) Excellent 

16

Orlando Vacation villa rental

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
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 $121 / night

$844 / week

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from $121 / night

(23) Very Good 

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  …see more

from $100 / night

$625 - $813 / week

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from $100 / night

(5) Excellent 

52

Villa rental in Orlando

Central Florida / Orlando

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This luxury villa is perfectly situated just 30 minutes from Orlando International airport, 15 minutes from Disney World and within driving distance of Orlando's best themeparks! Situated in a secure gated community, the villa is located opposite the main clubhouse  …see more

from $300 / night

$4193 / week

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from $300 / night

(12) Very Good 

15

Orlando Vacation villa rental

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • 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 pla  …see more

from $113 / night

$575 - $744 / week

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from $113 / night

(31) Excellent 

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

from $82 / night

$569 - $919 / week

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from $82 / night

(43) Very Good 

11

Vacation condo in Orlando

Central Florida / Orlando

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 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 aft  …see more

from $125 / night

$875 / week

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from $125 / night

22

Vacation villa accommodation

Central Florida / Orlando

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • 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 $149 / night

$1038 - $1125 / week

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from $149 / night

(4) Excellent 

13

Orlando Vacation villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set on a private raised plot in the secluded and peaceful area known as Westridge, this luxurious villa set well back from Highway 27 is just 15 mins from Disney and the theme parks, has close access to supermarkets and golf courses and has a Southwest facing lanai offe  …see more

from $90 / night

$613 / week

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from $90 / night

(7) Excellent 

28

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
Welcome to our beautiful 2100 sqft condo located in fully gated and secured Vista Cay Resort on Universal Blvd. Our vacation home has been designed by professional Interior designers to ensure that our guests experience sheer luxury and comfort. The light, bright, top  …see more

from $195 / night

$1365 / week

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from $195 / night

(12) Excellent 

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

from $125 / night

$875 / week

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from $125 / night

(5) Excellent 

18

Vacation home in Orlando

Central Florida / Orlando

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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

from $94 / night

$719 - $1125 / week

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from $94 / night

(21) Excellent 

24

Vacation 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
Vista Cay Resort LOCATION LOCATION! This luxurious, stylish condo is situated within a gated resort & less than one mile from INTERNATIONAL DRIVE and just 15 mins FROM ORLANDO INT AIRPORT.. It offers first class furnishings and decor, including a fully equippe  …see more

from $150 / night

$869 - $938 / week

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from $150 / night

(1) Excellent 

46

Central Florida / Orlando

5 12 Min stay varies

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

 …see more

from $179 / night

$1253 / week

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from $179 / night

(3) Very Good 

31

Vacation villa in Orlando

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 (o  …see more

from $140 / night

$980 / week

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from $140 / night

(3) Very Good 

23

Villa rental in Orlando with swimming pool

Central Florida / Orlando

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 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

from $119 / night

$789 - $1247 / week

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from $119 / night

(8) Excellent 

30

Vacation 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
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/cha  …see more

from $95 / night

$625 - $875 / week

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from $95 / night

(23) 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 full size bed & en-suit  …see more

from $195 / night

$1280 - $1625 / week

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from $195 / night

(5) Excellent 

37

Central Florida / Orlando

5 12 Min stay varies

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

 …see more

from $165 / night

$1150 - $2450 / week

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from $165 / night

(7) Very Good 

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 $109 / night

$762 - $849 / week

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from $109 / night

26

Vacation home rental

Central Florida / Orlando

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This stunning 4 bedroom and 3 bathroom private pool vacation home is ideally situated in Vizcay Resort, Davenport, just a 15 minute drive to Disney! Boasting TWO Master Suites, ideal for two families. Relax and unwind in your own private poolside, a great way to rech  …see more

from $128 / night

$875 - $1407 / week

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from $128 / night

(18) Very Good 

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

from $135 / night

$884 - $1103 / week

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from $135 / night

1