50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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Vista Cay
23 properties
International Drive
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Orlando

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2,857 Vacation rentals

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(28) 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 $80 / night

$560 - $905 / week

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from $80 / night

(6) Excellent 

57

Penthouse rental in Orlando with golf nearby

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
Stay in Orlando's Newest Five-Star Gated Community Vista Cay, located right next door to the Orange County Convention Center right by International Drive/Universal Blvd. Universal Studios, Sea World, and Disney are all within five to ten minute drive. In addition,  …see more

from $96 / night

$671 - $812 / week

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from $96 / night

(8) 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 $146 / night

$732 - $1009 / week

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from $146 / night

Featured properties

(29) Excellent 

70

Villa rental in Westridge

Orlando / Westridge

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 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 fo  …see more

from $97 / night

$677 - $726 / week

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from $97 / night

(34) 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 $111 / night

$621 - $868 / week

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from $111 / night

(15) 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 $94 / night

$652 - $837 / week

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from $94 / night

(16) Excellent 

66

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 of 8 adults. As you enter our lovely home, you will be impressed with the soaring 17ft high ceilings in the spacious hallway and li  …see more

from $160 / night

$923 - $1261 / week

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from $160 / night

(40) Very Good 

11

Vacation condo in Orlando

Orlando / International Drive

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 $123 / night

$861 / week

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from $123 / 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 $111 / night

$769 - $1015 / week

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from $111 / night

(5) 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 $132 / night

$1352 - $2385 / week

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from $132 / night

(4) 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 $93 / night

$646 - $1034 / week

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from $93 / night

(23) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $82 / night

$569 - $620 / week

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from $82 / night

(18) 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 $98 / night

$681 - $791 / week

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from $98 / 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 $185 / night

$1292 - $2153 / week

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from $185 / night

(23) 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 wo  …see more

from $116 / night

$777 - $1049 / week

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from $116 / night

(14) Very Good 

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 So  …see more

from $80 / night

$560 - $1101 / week

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from $80 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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"  …see more

from $117 / night

$745 - $892 / week

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from $117 / night

18

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 $111 / night

$775 / week

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from $111 / night

(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 $120 / night

$775 - $861 / week

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from $120 / night

26

Vacation home in Orlando

Central Florida / Orlando

4 10 Min stay varies

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

from $74 / night

$672 - $1353 / week

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from $74 / night

(42) 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. With over 2000sq ft of luxurious,air conditioned comfort it gives everyone the space to enjoy their holiday. Please view our perso  …see more

from $109 / night

$762 - $917 / week

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from $109 / night

(4) 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 $96 / night

$631 - $883 / week

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from $96 / night

(2) 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 5NIGHTS Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only a 15minute drive). This spacious 3500 square foot two storey home  …see more

from $138 / night

$965 / week

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from $138 / night

(21) Excellent 

23

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 $136 / night

$800 - $923 / week

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from $136 / night

(21) 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 $197 / night

$1291 - $1639 / week

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from $197 / night

(52) 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 $117 / night

$831 - $1101 / week

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from $117 / night

32

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
Welcome to The Ideal Villa at Solana Resort, and thank you for taking the time to visit our site. We know you have lots of choices, but please stay and take a look around - we promise you won't be disappointed! Our recently purchased 6 years old new villa has 6 be  …see more

from $182 / night

$857 - $3176 / week

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from $182 / 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 $80 / night

$560 / week

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from $80 / night

(1) Excellent 

36

Central Florida / Orlando

5 12 Min stay varies

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

 …see more

from $175 / night

$1239 - $1296 / week

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from $175 / 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 $99 / night

$615 - $800 / week

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from $99 / 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 $117 / night

$818 / week

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from $117 / night

25

Vacation townhouse with golf nearby in Orlando

Orlando / Encantada

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Welcome to Encantada Resort in Orlando. A truly tropical paradise in the heart of Central Florida. Make your next stay a truly magical vacation in a luxury vacation town home that will take your breath away.Encantada Resort is centrally located amongst Orlando&rs  …see more

from $121 / night

$801 / week

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from $121 / night

27

Vacation condo with golf nearby in Orlando

Orlando / International Drive

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Vista Cay Resort 2 Bed 2 Bath condo ideally situated next to the fabulous Resort Clubhouse. Stylishly decorated for visitors the apartment features spectacular views of the Pool, Lake Cay and Sea World fireworks! Great location in Ventura Building 9.The condo is  …see more

from $87 / night

$603 - $861 / week

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from $87 / night

(3) 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 $89 / night

$603 / week

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from $89 / night

(7) Very Good 

16

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 $105 / night

$732 - $836 / week

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from $105 / night

17

Vacation home in Orlando

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PRICES INCLUDE EXIT CLEAN, MANAGEMENT, UTILITIES AND STATE TAXES This 5 bedroom 3.5 bathroom home on a new development boasts its own south facing pool with integrated spa, gorgeous view over orange groves, 2 family rooms for relaxing, well equipped games room , fully e  …see more

from $136 / night

$923 - $1476 / week

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from $136 / night

(13) 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, darts an  …see more

from $201 / night

$1405 / week

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from $201 / night

(1) Excellent 

46

Central Florida / Orlando

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

 …see more

from $212 / night

$1483 / week

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from $212 / night

(9) 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 $111 / night

$566 - $732 / week

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from $111 / night

(10) Very Good 

13

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 heated pool is ideal for young and old to enjoy, and the large yard allows for ball games, if yo  …see more

from $121 / night

$777 / week

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from $121 / night