50 Best Orlando Vacation rentals on Holiday Lettings - Apartments

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Vista Cay
23 properties
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2,744 Vacation rentals

(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 holiday …see more

from $104 / night

$728 / week

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from $104 / night

(40) 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 $90 / night

$700 - $980 / week

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from $90 / 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 $127 / night

$819 - $910 / week

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from $127 / night

(17) 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 $103 / night

$715 - $884 / week

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from $103 / night

(4) Excellent 

Certificate of Excellence

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

Certificate of Excellence

from $94 / night

$637 / week

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from $94 / night

(23) Excellent 

23

Vacation villa in Orlando

Orlando / Orange Tree

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Two bedrooms en suite with twin rooms sharing (Jack & Jill). Oversized corner lot. Plenty of space for relaxation. Kitchen with breakfast area & separate formal dining. Master bedroom with King bed & en-suite. Second Master with full size bed & en-suite. Ceiling fans …see more

from $189 / night

$1280 - $1590 / week

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from $189 / night

(24) 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 benefits f …see more

from $104 / night

$715 - $845 / week

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from $104 / 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

$601 - $656 / week

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from $86 / night

(46) 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 $121 / night

$845 - $969 / week

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from $121 / night

(22) Excellent 

27

Vacation apartment with golf nearby in Vista Cay

Orlando / Vista Cay

2 6 Min stay varies

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

from $111 / night

$774 - $874 / week

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from $111 / 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 $149 / night

$1043 - $1758 / week

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from $149 / night

(56) 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 $130 / night

$910 - $1177 / week

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from $130 / night

(32) 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 $130 / night

$845 / week

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from $130 / night

(23) Very Good 

22

Villa rental in Orlando

Central Florida / Orlando

5 10 7 nights min

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

from $179 / night

$1248 / week

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from $179 / night

(26) 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 - $1120 / week

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from $120 / 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 $114 / night

$792 - $883 / week

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from $114 / night

(15) 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 $143 / night

$904 - $1073 / week

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from $143 / night

(44) 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 $124 / night

$819 - $943 / week

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from $124 / night

(8) 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 $98 / night

$748 - $1170 / week

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from $98 / night

(12) 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 $96 / night

$625 - $875 / week

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from $96 / night

(44) Very Good 

11

Vacation condo in Orlando

Central Florida / Orlando

2 8 3 nights min

  • 2 bedrooms
  • Sleeps 8
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Car not necessary
Our condo is located inside the Floridays Orlando Resort ON the world famous International Drive, where you'll find the amenities of a world-class luxury hotel. The lushly landscaped 20-acre property offers holidaymakers everything they need to relax and unwind after a …see more

from $130 / night

$910 / week

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from $130 / night

(2) Excellent 

20

Vacation home accommodation

Central Florida / Orlando

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a high standard home, beautifully decorated and within a luxury condominium in an upscale neighborhood of Orlando. The site has Club House with various sports courts, swimming pool and full leisure for the whole family. The Wallmart is adjacent to the condo and …see more

from $140 / night

$980 / week

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from $140 / night

(8) 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
Luxury Lakeside Villa - 10 mins to Disney. 3 Bedrooms, 2 bathrooms, sleeps 8 (with Sofa Bed) This is a beautiful professionally decorated and furnished 3 Bed, 2 Bath Villa located at Lake Berkley Resort. Additional sofa bed means the villa can sleep 8. The Villa has …see more

from $110 / night

$750 - $995 / week

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from $110 / night

(28) 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

(2) 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 $176 / night

$878 - $910 / week

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from $176 / 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 $96 / night

$667 / week

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from $96 / night

(22) Excellent 

24

Vacation condo with golf nearby in Orlando

Orlando / Vista Cay

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 equipped ki …see more

from $156 / night

$904 / week

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from $156 / night

(9) Excellent 

Certificate of Excellence

37

Home rental in Orlando with indoor pool

Central Florida / Orlando

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
The house has 5 bedrooms and 4 bathrooms, 2 suites Master King. The dining room is for 6, but the table is adjustable to 8. The kitchen counter seats 4 more people. All rooms were thought to leave the comfortable and cozy house, so that guests feel at home. Guests have …see more

Certificate of Excellence

from $169 / night

$1050 - $2450 / week

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from $169 / night

(33) 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 $85 / night

$592 - $956 / week

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from $85 / night

(1) Excellent 

28

Orlando Vacation penthouse rental

Central Florida / Orlando

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
Recently remodeled, sleeps up to 6, or 8 with young children. Top floor executive penthouse in Vista Cay, a gated, secure, quiet resort community close to everything. You are walking distance from International Drive and the Orlando Convention Center and just 10 miles …see more

from $159 / night

$1113 / week

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from $159 / night

(2) 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 $267 / night

$1079 / week

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from $267 / night

(13) 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 $195 / night

$1365 - $2275 / week

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from $195 / night

(10) Excellent 

26

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
  • Nearest beach 90 mi
  • Swimming pool
A truly exceptional huge 3 bedroom, 4th floor condo in fabulous Vista Cay Resort, a quiet, safe and secure, gated community located just off International Drive, in the very best location and just minutes from everything Orlando has to offer. Walking distance to the Orl …see more

from $169 / night

$1183 / week

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from $169 / night

(19) Excellent 

75

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

from $93 / night

$650 - $845 / week

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from $93 / night

(23) Very Good 

Certificate of Excellence

12

Vacation villa rental

Central Florida / Orlando

6 12 Min stay varies

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

Certificate of Excellence

from $137 / night

$956 / week

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from $137 / night

(4) Very Good 

Certificate of Excellence

23

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 $104 / night

$778 - $1280 / week

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from $104 / night

(24) Excellent 

46

Vacation villa with swimming pool in Orlando

Orlando / Orange Tree

6 12 5 nights min

  • 6 bedrooms
  • Sleeps 12
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Welcome to our home away from home.... Why not soak up the Florida sunshine poolside, or take a refreshing dip in the private south facing pool! Or if you prefer, unwind beneath the shade of the larger than average lanai (covered patio). After a busy day at the p …see more

from $111 / night

$774 - $1138 / week

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from $111 / night

(1) Excellent 

36

Vacation townhouse with swimming pool in Orlando

Orlando / Encantada

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
Private screened pool, full kitchen amenities, microwave, playground area, DVD, fully furnished, self-catering, clubhouse,community pools, washer dryer, gated, arcade, cyber cafe, sundry shop, fishing,wine bar, gym and more, pool tables, wireless Internet, jacuzzi, secl …see more

from $115 / night

$750 / week

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from $115 / night

(3) Excellent 

13

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 $125 / night

$875 / week

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from $125 / 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 $55 / night

$383 / week

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from $55 / night

1