50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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Vista Cay
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1,822 Vacation rentals

(61) 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 very much a ho …see more

from $148 / night

$1026 - $1200 / week

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Responds fast!
avg. 1 hour 43 minutes

from $148 / night

(6) 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 close to the action. …see more

from $175 / night

$1220 - $1716 / week

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from $175 / night

(17) 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 $142 / night

$871 - $1065 / week

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from $142 / night

(8) 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 $142 / night

$1418 - $1779 / week

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from $142 / night

(25) 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-suite. Ceiling fans …see more

from $189 / night

$1280 - $1590 / week

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Responds fast!
avg. 2 hours 9 minutes

from $189 / night

(7) Very Good 

22

Vacation villa accommodation

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • 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 $265 / night

$1071 / week

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from $265 / night

(45) Very Good 

11

Vacation condo in Orlando

Central Florida / Orlando

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Our condo is located inside the Floridays Orlando Resort ON the world famous International Drive, where you'll find the amenities of a world-class luxury hotel. The lushly landscaped 20-acre property offers holidaymakers everything they need to relax and unwind after a …see more

from $220 / night

$1536 / week

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Responds fast!
avg. 1 hour 33 minutes

from $220 / night

(4) Very Good 

29

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 $104 / night

$723 - $1677 / week

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Responds fast!
avg. 3 hours 21 minutes

from $104 / night

(6) 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 a …see more

from $158 / night

$1063 / week

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from $158 / night

(20) 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 $84 / night

$587 - $1213 / week

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Responds fast!
avg. 3 hours 9 minutes

from $84 / 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 $128 / night

$894 - $994 / week

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from $128 / 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, table te …see more

from $149 / night

$1043 - $1758 / week

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from $149 / night

(49) Excellent 

41

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 $120 / night

$839 - $1026 / week

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Responds fast!
avg. 1 hour 42 minutes

from $120 / night

(9) 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 $84 / night

$581 - $774 / week

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Responds fast!
avg. 2 hours 59 minutes

from $84 / night

(38) 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 $84 / night

$587 / week

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Responds fast!
avg. 1 hour 31 minutes

from $84 / night

(20) 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 $102 / night

$710 - $878 / week

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Responds fast!
avg. 1 hour 39 minutes

from $102 / night

(10) 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

(23) 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 space to rela …see more

from $110 / night

$768 - $867 / week

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from $110 / night

(15) 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/chairs …see more

from $95 / night

$625 - $875 / week

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from $95 / night

(28) 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 f …see more

Certificate of Excellence

from $104 / night

$710 - $839 / week

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Responds fast!
avg. 25 minutes

from $104 / 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

(27) 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 you stay at …see more

from $86 / night

$596 - $651 / week

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Responds fast!
avg. 3 hours 29 minutes

from $86 / night

(5) Excellent 

16

Orlando Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $175 / night

$871 - $903 / week

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from $175 / night

(31) Excellent 

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

from $130 / night

$850 - $1200 / week

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from $130 / night

(6) Very Good 

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 $104 / night

$894 - $1677 / week

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Responds fast!
avg. 3 hours 51 minutes

from $104 / night

(16) Excellent 

Certificate of Excellence

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 holiday …see more

Certificate of Excellence

from $104 / night

$723 / week

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Responds fast!
avg. 27 minutes

from $104 / night

(1) Excellent 

24

Vacation villa in Orlando

Central Florida / Orlando

4 8 5 nights min

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

from $128 / night

$894 / week

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from $128 / night

(12) Excellent 

Certificate of Excellence

55

Vacation home with shared pool, golf nearby in Orlando

Central Florida / Orlando

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $85 / night

$700 / week

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Responds fast!
avg. 1 hour 45 minutes

from $85 / night

(46) Excellent 

27

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 $129 / night

$871 - $1000 / week

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from $129 / night

(3) Excellent 

22

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

from $175 / night

$1029 - $1599 / week

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from $175 / night

(1) Very Good 

34

Vacation apartment in Orlando

Central Florida / Orlando

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
This beautiful brand new 3 bedroom 2 bathroom 2100sf corner condo, just one building from the main pool and clubhouse, is brand new and completely remodeled with dark wood floors in the living area, new carpets in the 3 bedrooms, all new paint, appliances and furnishing …see more

from $195 / night

$1365 / week

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from $195 / night

(30) 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 $180 / night

$1260 - $1750 / week

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Responds fast!
avg. 2 hours 25 minutes

from $180 / night

(5) Excellent 

Certificate of Excellence

36

Vacation villa with golf nearby in Orlando

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
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 $128 / night

$884 - $1026 / week

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Responds fast!
avg. 3 hours 57 minutes

from $128 / 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 by ma …see more

from $111 / night

$774 - $968 / week

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from $111 / 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 $108 / night

$749 - $1129 / week

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from $108 / night

(30) 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 $120 / night

$805 - $1190 / week

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Responds fast!
avg. 2 hours 59 minutes

from $120 / night

(59) Excellent 

Certificate of Excellence

56

Vacation villa in Orlando

Orlando / Orange Tree

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 100 mi
  • Swimming pool
With over 100 bookings and more than 50 great reviews we are one of the most-booked and best reviewed Orlando Holiday Villas on TripAdvisor! Providing you with a great place to stay for your vacation is our number one priority. Situated on an oversize plot in the heart …see more

Certificate of Excellence

from $107 / night

$704 - $1569 / week

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from $107 / night

(27) Excellent 

53

Orlando Vacation villa rental

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • 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 $136 / night

$936 - $1007 / week

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from $136 / night

(19) Very Good 

10

Vacation hotel apartment in Orlando

Central Florida / Orlando

1 6 3 nights min

  • 1 bedroom
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Hawthorn Suites Lake Buena Vista offers space and comfort combined with great value that make this a perfect location for families whilst visiting all that Orlando has to offer. We have two apartments at this location so don't hesitate to contact us for availability fo …see more

from $100 / night

$698 / week

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from $100 / night

30

Vacation home with indoor pool in Orlando

Central Florida / Orlando

3 8 4 nights min

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

from $90 / night

$630 / week

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from $90 / night