50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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7,933 Vacation rentals

(32) 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. 1 hour 41 minutes

from $120 / night

(27) 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 $110 / night

$766 - $938 / week

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from $110 / night

(47) Excellent 

63

Villa rental in Westridge

Orlando / Westridge

4 8 3 nights min

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

from $132 / night

$858 - $905 / week

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from $132 / night

(36) Very Good 

56

Vacation villa with shared pool in Sunrise Lakes

Orlando / Sunrise Lakes

4 10 Min stay varies

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

from $135 / night

$910 - $1,225 / week

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avg. 3 hours 21 minutes

from $135 / night

(19) Excellent 

30

Vacation condo with indoor pool in Orlando

Central Florida / Orlando

3 8 5 nights min

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

from $95 / night

$625 / week

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avg. 3 hours 53 minutes

from $95 / night

(20) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

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

from $139 / night

$891 - $1,089 / week

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from $139 / night

(49) 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 $132 / night

$891 / week

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from $132 / night

(2) Excellent 

42

Vacation villa in Orlando

Central Florida / Orlando

7 14 Min stay varies

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

from $129 / night

$903 / week

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avg. 2 hours 51 minutes

from $129 / night

(5) Excellent 

14

Villa rental in Westridge

Orlando / Westridge

4 8 7 nights min

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

from $144 / night

$1,008 / week

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avg. 50 minutes

from $144 / night

(70) 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 $119 / night

$832 - $1,122 / week

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avg. 1 hour 33 minutes

from $119 / 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 $99 / night

$740 - $918 / week

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avg. 3 hours 45 minutes

from $99 / 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 $126 / night

$878 - $1,017 / week

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avg. 2 hours 48 minutes

from $126 / night

(8) Very Good 

91

Orlando Vacation villa rental

Central Florida / Orlando

6 12 4 nights min

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

from $210 / night

$1,330 - $1,700 / week

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avg. 2 hours 8 minutes

from $210 / night

(1) Excellent 

16

Vacation home with indoor pool in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
House located in the Bella Vida Resort. gated community clubhouse with heated pool, soccer field, playgroud, games room, gym, jacuzzi. The house has four bedrooms, private pool and all the accessories. Internet, wi-fi, cable TV, TV set in all rooms, Blu-ray. A half mile …see more

from $99 / night

$693 / week

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avg. 2 hours 1 minutes

from $99 / night

(31) Excellent 

Certificate of Excellence

64

Vacation villa with swimming pool in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
*Rainbows End* luxury 3 bed 3 bath vacation Villa. Conservation views. Large private Pool & Spa. The pool and spa can be heated by prior arrangement and for additional cost. Loads FREE extras: PC with high speed internet, Games Room with Pool Table (new for 2013) and T …see more

Certificate of Excellence

from $119 / night

$726 - $858 / week

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avg. 1 hour 43 minutes

from $119 / night

(35) 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 you stay at …see more

from $90 / night

$629 - $740 / week

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avg. 2 hours 22 minutes

from $90 / night

(19) Very Good 

Certificate of Excellence

55

Vacation home with shared pool, golf nearby in Orlando

Central Florida / Orlando

3 6 Min stay varies

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

Certificate of Excellence

from $100 / night

$700 / week

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Responds fast!
avg. 22 minutes

from $100 / night

(18) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $172 / night

$1,188 / week

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from $172 / night

(32) Excellent 

53

Orlando Vacation villa rental

Central Florida / Orlando

5 8 Min stay varies

  • 5 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Be Our Guest at Jenny's luxury villa, in the sort after area of Sandy Ridge near Championsgate just off the Interstate 4 (I4). Very easy to get any where. It's in a secluded position overlooking beautiful conservation land. With a 30' x 15' south facing pool and spa, …see more

from $163 / night

$984 - $1,175 / week

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avg. 1 hour 58 minutes

from $163 / night

(27) Excellent 

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

from $159 / night

$1,089 - $1,360 / week

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avg. 3 hours 14 minutes

from $159 / night

(14) Very Good 

47

Vacation villa in Orlando

Central Florida / Orlando

3 6 Min stay varies

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

from $118 / night

$759 - $1,182 / week

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avg. 1 hour 51 minutes

from $118 / night

(33) Excellent 

Certificate of Excellence

17

Westridge Vacation villa rental

Orlando / Westridge

4 8 Min stay varies

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

Certificate of Excellence

from $198 / night

$924 - $1,056 / week

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from $198 / night

(20) 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 $93 / night

$647 - $906 / week

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Responds fast!
avg. 1 hour 29 minutes

from $93 / night

(11) 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 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 L …see more

from $192 / night

$1,340 / week

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avg. 3 hours 45 minutes

from $192 / night

(15) 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, Shing …see more

from $95 / night

$665 / week

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avg. 2 hours 29 minutes

from $95 / night

(54) Excellent 

34

Orlando Vacation villa rental

Orlando / Orange Tree

5 10 Min stay varies

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

from $148 / night

$1,037 - $1,122 / week

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avg. 2 hours 14 minutes

from $148 / night

(54) 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 $86 / night

$601 / week

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avg. 1 hour 32 minutes

from $86 / 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

(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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avg. 2 hours 42 minutes

from $190 / night

(9) Very Good 

Certificate of Excellence

25

Villa rental in Orlando with swimming pool

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $119 / night

$790 - $1,316 / week

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Responds fast!
avg. 2 hours 18 minutes

from $119 / night

(28) Excellent 

Certificate of Excellence

21

Villa rental in Orlando with swimming pool

Central Florida / Orlando

5 8 7 nights min

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

Certificate of Excellence

from $114 / night

$799 - $1,109 / week

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Responds fast!
avg. 3 hours 15 minutes

from $114 / night

(1) Excellent 

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 villa has 6 bed/5.5 bathrooms with …see more

from $180 / night

$1,050 - $1,895 / week

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from $180 / night

30

Vacation villa with swimming pool, golf nearby 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 The Ideal Villa in Orlando, 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 will not be disappointed! Our recently purchased, gorgeous new 4 bed/3 bath villa with …see more

from $125 / night

$750 - $1,360 / week

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from $125 / night

(13) Excellent 

Certificate of Excellence

38

Vacation villa in Orlando

Central Florida / Orlando

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our Prices Always Include: * Free Solar Pool Heating * Free Fast Wi-Fi Internet Access * Free use of the personal safe * Free Cot, Highchair & buggy * Free local and US/Canadian National phone calls * Free HD Digital TV with flat screen TV's * Free late check-out (when …see more

Certificate of Excellence

from $93 / night

$594 - $792 / week

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Responds fast!
avg. 2 hours 45 minutes

from $93 / night

(17) Excellent 

Certificate of Excellence

39

Vacation home in Orlando

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
House of high standard, well decorated. 6 bedrooms, a TV room, 2 living rooms, kitchen. Board games Private pool with chairs, umbrellas. (Rate of 30 USD per day to heat pool), The Resort has SolTerra Club House with gym, BBQ, Spa, Heated pool Water slide, cabins, games …see more

Certificate of Excellence

from $190 / night

$1,330 / week

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Responds fast!
avg. 2 hours 1 minutes

from $190 / night

(12) Excellent 

21

Vacation villa in Orlando

Orlando / Sunrise Lakes

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
We are part of the Sun Rise Lakes Development, situated just off Highway 192, only 10 minutes drive from Disneyworld, a 30 minute drive from SeaWorld,and Universal Studios, and only a hour away from Florida's spectacular beaches! BlueLakeView is surrounded by ma …see more

from $123 / night

$858 - $1,056 / week

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from $123 / night

(17) 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 34 minutes

from $125 / night

(8) 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 $179 / night

$891 - $924 / week

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from $179 / night

(2) Excellent 

18

Vacation condo rental

Central Florida / Orlando

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Stunning! All new! Incredibly spacious, beautifully decorated and tastefully furnished with top quality pieces and a touch of Bling! Located on the 2nd floor, just a 1 building from the clubhouse and main pool, and steps from the lake path with a partial lake view fro …see more

from $225 / night

$1,575 / week

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avg. 1 hour 48 minutes

from $225 / night

16

Vacation villa with shared pool, golf nearby in Orlando

Central Florida / Orlando

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0 mi
  • Swimming pool
  • Child friendly
This family friendly resort is next door to Walt Disney World® Resort and nearby Orlando attractions. Enjoy the spacious villa complete with living room and washer/dryer. And save money by preparing great family meals in your kitchen that includes tableware and cookware …see more

from $197 / night

$1,055 - $1,583 / week

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from $197 / night