50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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9,671 Vacation rentals

(12) Excellent 

34

Vacation villa in Orlando

Orlando / Sunrise Lakes

4 8 7 nights min

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

from $122 / night

$850 - $1,046 / week

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from $122 / night

(37) 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. 46 minutes

from $120 / night

(29) 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 double bed & en-suite. Ceiling fans in …see more

from $189 / night

$1,295 - $1,520 / week

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avg. 42 minutes

from $189 / night

(9) Very Good 

Certificate of Excellence

91

Orlando Vacation villa rental

Central Florida / Orlando

6 12 4 nights min

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

Certificate of Excellence

from $210 / night

$1,330 - $1,700 / week

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Responds fast!
avg. 1 hour 41 minutes

from $210 / night

(21) Excellent 

34

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

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

from $137 / night

$907 - $1,109 / week

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from $137 / night

(55) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $147 / night

$1,026 - $1,111 / week

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avg. 2 hours 38 minutes

from $147 / night

(22) Excellent 

30

Vacation condo with indoor pool in Orlando

Central Florida / Orlando

3 8 5 nights min

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

from $95 / night

$625 / week

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from $95 / night

(24) Very Good 

Certificate of Excellence

70

Orlando Vacation villa rental

Orlando / The Retreat Legacy Park

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunseekersvilla is nestled just minutes away from championship golf courses and the fun-in-the-sun of Disney at Legacy Park, and will leave you with memories to treasure for a lifetime. Located near to Mickey and his friends, this 5 bedroom and 4.5 bathroom elegant Orla …see more

Certificate of Excellence

from $142 / night

$924 - $1,153 / week

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Responds fast!
avg. 56 minutes

from $142 / night

(50) Excellent 

30

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Luxury Villa, Peaceful Views over Lake & Conservation South facing Private Pool & Jacuzzi Spa ... ... ... ... ... GREAT REVIEWS !! NO REAR NEIGHBOURS! Just Lake and Trees, INTERNET ACCESS Games Room: Air Hockey, Pool Table, Football, Table Tennis, 42" Flatscreen …see more

from $131 / night

$817 - $928 / week

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from $131 / night

(36) 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 $196 / night

$915 - $1,046 / week

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from $196 / 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 $125 / night

$869 - $1,007 / week

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avg. 1 hour 9 minutes

from $125 / night

(2) Very Good 

44

Vacation villa with swimming pool, golf nearby in Orlando

Central Florida / Orlando

6 16 min stay varies

  • 6 bedrooms
  • sleeps 16
  • min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Come and relax with your family and friends at our beautifully decorated large vacation home. It features 6 bedrooms, 5.5 bathrooms, and almost all of the bedrooms have their own bathrooms. With 2 living areas and a fully equipped kitchen, it's perfect for your family t …see more

from $150 / night

$835 - $2,650 / week

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from $150 / night

(10) Very Good 

Certificate of Excellence

26

Vacation home with swimming pool in Orlando

Central Florida / Orlando

4 10 min stay varies

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

Certificate of Excellence

from $92 / night

$906 - $1,699 / week

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Responds fast!
avg. 28 minutes

from $92 / night

21

Vacation home in Orlando

Central Florida / Orlando

3 6 min stay varies

  • 3 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful 3 bedroom home has a king master bedroom, a queen and a twin room. There is a family room with a further sitting room. Formal dining area, fully equipped kitchen with further dining area. The lovely private pool area is great for relaxing at the end of a …see more

from $118 / night

$1,176 - $1,359 / week

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from $118 / night

(24) Excellent 

26

Vacation villa in Orlando

Central Florida / Orlando

6 13 min stay varies

  • 6 bedrooms
  • sleeps 13
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
By now, you have looked at 100s of villas in the Disney area. So why this one? Well, it is new, 15 mins from Disney World, luxuriously furnished, with seven HD TVs all with DVR, two entertainment areas, a private pool with jacuzzi, a games room with pool table, table te …see more

from $149 / night

$1,200 / week

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from $149 / night

(8) Excellent 

Certificate of Excellence

20

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

Certificate of Excellence

from $150 / night

$1,050 / week

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Responds fast!
avg. 1 hour 11 minutes

from $150 / night

(34) Very Good 

Certificate of Excellence

24

Vacation villa in Orlando

Central Florida / Orlando

4 8 7 nights min

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

Certificate of Excellence

from $111 / night

$752 - $915 / week

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Responds fast!
avg. 2 hours 12 minutes

from $111 / night

(35) Excellent 

84

Orlando Vacation villa accommodation

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to your perfect holiday home.... Villa Prestige! Time to make yourself at home... Welcome to our prestigious 5 bedroom, 2 storey villa situated on the most enviable plot in the sought after gated community of Highgate Park. On a corner plot, our South-West fac …see more

from $85 / night

$588 - $1,229 / week

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Responds fast!
avg. 25 minutes

from $85 / night

(26) Excellent 

Certificate of Excellence

53

Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Nearest beach 125 mi
  • Swimming pool
  • Child friendly
Our home is a detached four bedroom villa with private pool and Jacuzzi , situated in Weston Hills a quiet residential gated community set in natural surroundings. Weston Hills is located within easy reach of all Orlando's top attractions, ideally situated for a holiday …see more

Certificate of Excellence

from $105 / night

$731 / week

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Responds fast!
avg. 1 hour 20 minutes

from $105 / night

(16) Excellent 

51

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

$1,113 / week

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Responds fast!
avg. 3 hours 2 minutes

from $95 / night

(26) Excellent 

Certificate of Excellence

35

Vacation villa in Orlando

Central Florida / Orlando

4 9 7 nights min

  • 4 bedrooms
  • sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Executive Villa, Large Heated Outdoor Screened Pool, Kitchen/Family room with access to pool area Large open plan lounge and dining area Master Bedroom with ensuite toilet, bath & shower 3 further generous sized bedrooms, 1x Double with extra Single & 2x doubles. Famil …see more

Certificate of Excellence

from $105 / night

$732 / week

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Responds fast!
avg. 2 hours 6 minutes

from $105 / night

(32) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $109 / night

$758 - $941 / week

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from $109 / 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 $98 / night

$732 - $909 / week

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Responds fast!
avg. 3 hours 49 minutes

from $98 / night

(4) Excellent 

Certificate of Excellence

45

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
Palm Oasis Orlando, is a luxury 4 bedroom Villa in Davenport, FL. Decorated and furnished to a high standard, it comes with private pool, games room, flat screen tv's, free wifi, air conditioning and cable TV. There are flat screen tv's in the bedrooms. As you walk …see more

Certificate of Excellence

from $92 / night

$628 - $1,144 / week

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Responds fast!
avg. 58 minutes

from $92 / night

(59) Excellent 

Certificate of Excellence

45

Villa rental in Orlando

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our beautiful new home in the exclusive Glenbrook Resort, Florida, only a few minutes from Disney World. If you plan to rent a villa near to Disney World, then our privately owned home offers you the utmost in luxury and convenience. Our executive vill …see more

Certificate of Excellence

from $130 / night

$1,085 - $1,225 / week

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Responds fast!
avg. 3 hours 8 minutes

from $130 / night

(3) Very Good 

48

Vacation villa rental

Central Florida / Orlando

4 10 3 nights min

  • 4 bedrooms
  • sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our privately owned Florida home is a luxury 4 Bedroom, 3 Bathroom, Spacious accommodation with 2000sqft of living space for up to 10 people plus an infant. We are conveniently located on Highway 27, on the Delightful Glenbrook Resort Development. Disney world …see more

from $162 / night

$1,134 / week

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from $162 / night

48

Vacation home with golf nearby in Orlando

Central Florida / Orlando

9 22 min stay varies

  • 9 bedrooms
  • sleeps 22
  • min stay varies
  • Child friendly
⭐Check a virtual 360° Tour of this property⭐: http://www.transported.co/t/sOCY7ty5 TYPE: VILLA | GRAND COLLECTION: YES | BEDS: 9 | BATHS: 5 | POOL: YES | SPA: YES | GAMEROOM: YES | SLEEPS: 22 This cozy home located in the heart of the resort community Champions Gate i …see more

from $360 / night

$2,400 - $2,800 / week

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avg. 1 hour 8 minutes

from $360 / night

(9) Very Good 

26

Vacation villa rental

Central Florida / Orlando

5 10 min stay varies

  • 5 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 149 mi
  • Swimming pool
  • Child friendly
Vacations are precious. So, of course, you want the best. The best location, the best accommodation, and the best service. Now you've found the best place! One of the biggest benefits of 'Sandpipers' is that it's private and secluded, yet so close to the action. …see more

from $183 / night

$1,281 / week

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from $183 / night

(21) 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 $92 / night

$641 - $897 / week

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Responds fast!
avg. 1 hour 54 minutes

from $92 / night

(12) Very Good 

Certificate of Excellence

29

Vacation home with swimming pool in Orlando

Central Florida / Orlando

4 10 min stay varies

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

Certificate of Excellence

from $98 / night

$686 - $1,699 / week

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Responds fast!
avg. 28 minutes

from $98 / night

(2) Excellent 

41

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

(9) Very Good 

33

Villa rental in Orlando

Central Florida / Orlando

6 12 min stay varies

  • 6 bedrooms
  • sleeps 12
  • min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Orlando Heaven, our luxurious executive 6 bedroom/4 bathroom villa which is located in a tranquil haven within minutes of Disney World and all the other attractions Orlando has to offer. The villa offers almost 3000 sq feet of luxurious living space and sleeps 12 people …see more

from $215 / night

$1,500 - $1,800 / week

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from $215 / night

(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

(9) Excellent 

Certificate of Excellence

20

Orlando Vacation villa rental

Central Florida / Orlando

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Anne's Florida Villa is a beautiful 4 bedroom villa on a select community only 40 minutes from Orlando International Airport. Disney World is 20 minutes away and other attractions 30 to 40 minutes drive away. The heated south facing swimming pool ensuring summer and wi …see more

Certificate of Excellence

from $104 / night

$719 - $784 / week

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Responds fast!
avg. 52 minutes

from $104 / night

(30) Very Good 

21

Orlando Vacation home rental

Orlando / Sunrise Lakes

4 10 min stay varies

  • 4 bedrooms
  • sleeps 10
  • min stay varies
  • Nearest beach 114 mi
  • Swimming pool
  • Child friendly
If you are looking to rent a house in Florida, less than 15 minutes from Disney yet also convenient for you to experience everything else that Florida has to offer then you need look no further. Floridabluesky is a modern four bedroom family home on the Sunrise L …see more

from $195 / night

$1,300 - $1,650 / week

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Responds fast!
avg. 3 hours 30 minutes

from $195 / night

(10) 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 $118 / night

$782 - $1,303 / week

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Responds fast!
avg. 2 hours 45 minutes

from $118 / night

(27) Excellent 

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 $255 / night

$1,784 - $1,960 / week

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Responds fast!
avg. 2 hours 54 minutes

from $255 / night

(24) Excellent 

Certificate of Excellence

52

Villa rental in Orlando

Central Florida / Orlando

8 17 min stay varies

  • 8 bedrooms
  • sleeps 17
  • 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 less …see more

Certificate of Excellence

from $294 / night

$2,058 / week

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Responds fast!
avg. 31 minutes

from $294 / night

(27) Very Good 

Certificate of Excellence

15

Orlando Vacation villa rental

Central Florida / Orlando

4 8 min stay varies

  • 4 bedrooms
  • sleeps 8
  • min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
After a fun filled day at the area theme parks such as Walt Disney World® Resort, Universal Orlando®, or Worlds of Discovery's Sea World,Aquatica,and Discovery Cove you can relax and enjoy the pool while bubbling away in the spa. The kids can splash and play in the pool …see more

Certificate of Excellence

from $118 / night

$641 - $928 / week

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Responds fast!
avg. 2 hours 7 minutes

from $118 / night

(37) Excellent 

Certificate of Excellence

25

Vacation villa in Orlando

Central Florida / Orlando

5 10 5 nights min

  • 5 bedrooms
  • sleeps 10
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
REFURBISHED FOR THE 2014 SEASON Sunsplash Villa is located in one of the best areas around Disney quietly located off Highway 27 and close to all local amenities.With almost 2400 sq. ft. of living accommodation,air conditioning throughout and furnished to a high …see more

Certificate of Excellence

from $130 / night

$850 - $1,200 / week

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from $130 / night