50 Best United States Estates on Holiday Lettings - Vacation rentals

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122,455 Vacation rentals

(14) Excellent 

30

United States Vacation villa rental

Clermont / Greater Groves

4 10 4 nights min

  • 4 bedrooms
  • Sleeps 10
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroomed, 2 king, 2 twin (1 Disney themed). Extra large bathroom/bath tub in ensuite. Family lounge area with large leather corner sofa seats 8-10 . Patio furniture for 10 on extra large lanai. Fans outside on lanai. Fans in all major rooms/bedrooms as well as full a …see more

from $103 / night

$704 - $884 / week

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from $103 / night

(4) Excellent 

13

United States Vacation villa rental

Orlando / Westridge

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Set on a private raised plot in the secluded and peaceful area known as Westridge, this luxurious villa set well back from Highway 27 is just 15 mins from Disney and the theme parks, has close access to supermarkets and golf courses and has a Southwest facing lanai offe …see more

from $93 / night

$628 / week

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from $93 / night

(56) Excellent 

77

Vacation villa in United States

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 $128 / night

$896 - $1159 / week

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from $128 / night

(56) Excellent 

60

Villa rental in United States

Kissimmee / Indian Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxury executive home located at the head of a quiet cul-de-sac on Indian Ridge, 10 mins from the Disney Main Gate. The spacious, air-conditioned accommodation (2000sqft) comprises 4 bedrooms (2 doubles, 2 twin "character" rooms), 2 bathrooms (1 en-suite), 2 lounges (o …see more

from $116 / night

$608 - $928 / week

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from $116 / night

(2) Excellent 

37

Vacation villa with golf nearby in Central Florida

Central Florida / Davenport

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Living Room The lounge area is a large and comfortable area which consists of 3 seater and a 2 seater sofa along with chair and pedestal. Patio doors to the poolside and for entertainment there's a huge Cinema Surround LCD TV with dvd player, Hifi radio and cd playe …see more

from $77 / night

$488 - $620 / week

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from $77 / night

(12) Excellent 

50

Vacation villa rental

Central Florida / Orlando

4 8 Min stay varies

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

from $103 / night

$717 / week

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from $103 / night

(9) Excellent 

28

Vacation villa in United States

Kissimmee / Windsor Hills Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous 5 Bed/5 Bath Executive Villa with Games Room can easily accommodate 10 guests in absolute comfort. Fully air conditioned and with the added luxury of ceiling fans in all rooms the property offers total privacy and space to relax and enjoy your holiday of a …see more

from $167 / night

$1165 - $1536 / week

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from $167 / night

(27) Very Good 

12

Villa rental in Central Florida with swimming pool

Kissimmee / Lindfields

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunrise Villa is a luxurious villa close to all major attractions in a quiet, private & gated community in the town of Kissimmee. Our rate is from £400 per week .We are only 25 minutes from the airport & a stones throw away from Walt Disney World Orlando. Sunrise Villa …see more

from $79 / night

$544 - $768 / week

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from $79 / night

(5) Excellent 

24

United States Vacation villa rental

Haines City / Calabay Parc at Tower Lake

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Magicvillaorlando is situated on the secure gated community of Calabay Parc at Tower Lake.The Villa has four bedrooms, 2 of which have a king size bed,1 of which as a double size bed, 1 of which as 2 single beds.All four bedrooms have en suite bathrooms.The villa as a l …see more

from $101 / night

$704 - $1024 / week

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from $101 / night

(40) Very Good 

37

Central Florida 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 $120 / night

$800 - $980 / week

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from $120 / night

16

Southwest Gulf Coast / Cape Coral

3 4 7 nights min

  • 3 bedrooms
  • Sleeps 4
  • 7 nights min
  • Swimming pool
  • Air conditioning
  • Pet friendly

from $101 / night

$700 - $1126 / week

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from $101 / night

(3) Excellent 

45

Florida Vacation townhouse rental

Florida / Old Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
4 Bedrooms / 3 bathrooms - ground floor comprising covered entrance porch, entrance foyer, kitchen, dining area, great room, covered terrace, ground floor double bedroom with bathroom. Stairs leading to - First floor comprising master bedroom with walk in wardrobes and …see more

from $77 / night

$538 - $807 / week

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from $77 / night

(22) Excellent 

27

Vacation apartment with golf nearby in Central Florida

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 $109 / night

$762 - $861 / week

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from $109 / night

(24) Excellent 

28

Condo rental in United States

Florida / St. Petersburg

2 6 4 nights min

  • 2 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 12 mi
  • Swimming pool
Luxury waterside condo apartment on Florida's Gulf Coast (St. Petersburg) sleeps up to 6 Beautiful apartment in tranquil setting, right on the waterfront with spectacular, open water views over the Big Bayou. Watch the dolphins swim past your private terrace while the …see more

from $118 / night

$736 - $768 / week

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from $118 / night

(5) Very Good 

38

Vacation bungalow in United States

Central Florida / Davenport

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 70 mi
  • Swimming pool
This fully equipped Executive detached pool villa has 4 bedrooms, 3 baths, open plan great room with dining area kitchen and breakfast nook. The pool and jacuzzi have large deck area with a fan. The property offers two double en suite bedrooms and two twin bedrooms. Gam …see more

from $64 / night

$512 - $704 / week

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from $64 / night

(19) Excellent 

24

Holiday villa rental with swimming pool

Lake County / Clermont

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 130 mi
  • Swimming pool
SEE OUR UPDATED IMPRESSIVE GUEST BOOK REVIEWS !! RELAX- The home is fully air-conditioned throughout with sliding patio doors to the private pool area from the lounge and master bedroom too! With a well-appointed dining room, living room, large family room, g …see more

from $85 / night

$700 - $900 / week

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from $85 / night

(20) Excellent 

24

Vacation villa in Southwest Gulf Coast

Southwest Gulf Coast / Fort Myers Beach

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Island setting. 4 Bed, 2.5 Bath Villa, 8 minutes stroll from the lovely Fort Myers Beach.33 Foot Infinity Pool with massage jets giving onto canal (dolphin+manatee visits). Extensive south facing Patio/Deck/Pool area with barbecue.Sleeps up to 8. Beach Equipment + Caddi …see more

from $228 / night

$1596 - $2216 / week

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from $228 / night

(44) Excellent 

54

Vacation condo in United States

Davenport / Bahama Bay Resort

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.3 mi
  • Swimming pool
The award-winning Four-Star Bahama Bay Resort near Disney Orlando is a beautiful, Caribbean-style gated, holiday community that boasts a club house, spa, restaurants, and a private beach area to make the perfect holiday. Can be combined with a week on the Gulf Coast in …see more

from $91 / night

$631 - $693 / week

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from $91 / night

(17) Excellent 

22

Vacation villa with golf nearby in United States

Rotonda West / Broadmoor

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
This privately own Villa is rented directly from its U.K. owners with no agents or commissions. It is maintained in lovely condition by the owners and their local professional management company who are always available should you need help or advice. This …see more

from $85 / night

$589 - $640 / week

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from $85 / night

(13) Excellent 

26

Vacation villa in United States

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 / week

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from $149 / night

(2) Excellent 

15

United States Vacation villa accommodation

Kissimmee / Emerald Isle Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 90 mi
  • Swimming pool
Just as the name suggests, Emerald Island Resort is truly a tropical oasis. Nestled within a protected wetland, a unique vacation destination. Emerald Island is located minutes from Walt Disney World and the myriad other resorts and activities that bring millions to Or …see more

from $185 / night

$1296 / week

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from $185 / night

(19) Excellent 

16

Vacation home rental

Lake County / Clermont

2 4 4 nights min

  • 2 bedrooms
  • Sleeps 4
  • 4 nights min
  • Nearest beach 92 mi
  • Swimming pool
  • Child friendly
Small, detached "House 99" on one floor, Mediterranean roofing. Located between Clermont and Groveland, quiet, sunny position in the countryside, by the lake, by the canal. Great view from the house on the lake, on the garden with its palm trees, oaks and relaxing view …see more

from $140 / night

$880 - $1040 / week

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from $140 / night

(9) Very Good 

36

United States Vacation villa rental

Haines City / Southern Dunes

4 8 4 nights min

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
4 bedroom, 3 bathroom luxury villa with private pool and games room located on Southern Dunes golf course. Southern Dunes is a gated community located South of Orlando on Highway 27. Community amenities include a large public swimming pool and tennis courts, plus a cham …see more

from $80 / night

$544 / week

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from $80 / night

(47) Excellent 

21

Vacation villa in United States

Kissimmee / Doral Woods

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is set in one acre of private fenced garden with a children's play area and 20 x 30 wood BBQ decking and 28 x 14 private heated pool with spa. Relax on the private sundeck we have plenty of comfy chairs . There is seating for 8 for dining around the pool an …see more

from $167 / night

$1146 - $1274 / week

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from $167 / night

(26) Excellent 

24

Vacation condo with golf nearby in United States

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 $85 / night

$592 - $646 / week

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from $85 / night

(4) Very Good 

12

United States Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Our luxury 4 Bed, 3.5 Bath villa is situated in the exclusive, secure gated community of Cumbrian Lakes. Set in a prime position backing onto a conservation area (over 200 acres) not overlooked, secluded and peaceful. Conveniently situated just off 192 and all …see more

from $111 / night

$796 / week

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from $111 / night

(14) Excellent 

25

Vacation villa with golf nearby in United States

Davenport / Sandy Ridge

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
DISNEY Vacation Villa 5 Bedroom 15 Mins to DISNEY, FREE WiFi This very bright and airey home has everything you want from a Florida Disney vacation villa, just turn up with your suitcases and your vacation/holiday starts here. The living room and formal dining area al …see more

from $125 / night

$1000 - $1200 / week

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from $125 / night

(6) Excellent 

14

Vacation villa with golf nearby in Southwest Gulf Coast

Southwest Gulf Coast / Rotonda West

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A really fantastic home for that very special holiday. This home is immaculate throughout. The pool faces southwest, is quite secluded and overlooks a golf course and lake through the trees making this a perfect place to relax and enjoy the Florida sunshine. The pool ha …see more

from $109 / night

$736 - $1274 / week

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from $109 / night

(24) Excellent 

46

Vacation villa with swimming pool in United States

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 $109 / night

$762 - $1120 / week

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from $109 / night

(29) Excellent 

24

United States Vacation villa rental

Central Florida / Kissimmee

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Welcome to our 4 bed single storey air conditioned home in Rolling Hills, Kissimee. It is just 10 mins (real time) to Disney Main Gate. It is situated on a part residential, part visitors estate, with lake views at the rear, in a quiet neighbourhood, close to Fo …see more

from $116 / night

$832 - $1050 / week

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from $116 / night

(15) Excellent 

24

United States Vacation home rental

Davenport / Regal Palms

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
REDUCED REPORT FEE FOR BOOKINGS OF 30 DAYS AND OVER DURING OCTOBER-MARCH We fell in love with Regal Palms as soon as we saw the magnificent lazy river, 2 heated pools, waterslide, jacuzzi, sauna, steamroom and fitness centre. Our son did test out the lazy river, waters …see more

from $83 / night

$575 / week

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from $83 / night

(3) Excellent 

28

Vacation villa in Central Florida

Kissimmee / Seasons Resort

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This Kissimmee home offers plenty for all the family – from the jungle-themed kids' TV and entertainment space to the wonderful, sparkling pool overlooking the attractive lake. Plus, it has a good location for access to all of Orlando's amusement parks & attractions. It …see more

from $196 / night

$1296 - $2096 / week

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from $196 / night

(12) Very Good 

28

Villa rental in United States with golf nearby

Naples / Lely Resort

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 13 mi
  • Swimming pool
This beautiful, three bedroom home is both spacious and well-designed. Built in 2003, it provides all the modern amenities you would expect in a family home. It also has a large heated private pool and spa with screened lanai overlooking a tranquil lake. Both pool and l …see more

from $165 / night

$1151 - $1851 / week

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from $165 / night

(49) Excellent 

51

Vacation villa in United States

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 100 Bookings and 44 great reviews we are one of the most-booked Orlando 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 of the prestigious Orange Tree community …see more

from $93 / night

$619 - $1409 / week

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from $93 / night

(5) Excellent 

28

Vacation condo in United States

Florida / Anna Maria Island

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Located in the heart of Anna Maria Island in the sun-drenched community of Holmes Beach is 'Seacrest' where you can enjoy island living at its best in this stunning destination.Our light & roomy 2 bedroom condo (one of only four in a quiet location being in a little cul …see more

from $108 / night

$756 - $1767 / week

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from $108 / night

(13) Excellent 

20

Villa rental in Central Florida with golf nearby

Central Florida / Davenport

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 130 mi
  • Swimming pool
  • Child friendly
Situated within the popular Solana Resort, and close to a local supermarket and restaurants this beautiful 4 bedroom three bathroom villa sleeps up to 8 people and also benefits from an extensive range of resort facilities. Set on a single level, our beautiful an …see more

from $91 / night

$631 - $932 / week

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from $91 / night

(11) Excellent 

24

Vacation windmill rental

Cape Cod / Centerville

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Swimming pool
Fernbrook Windmill comprises a modern fully-serviced house built in a Classic Cape style around the original windmill that served the Fernbrook Estate. The original windmill was built in 1881 to draw fresh water for the Fernbrook Estate. A 'Cape Style' addition was buil …see more

from $1226 / night

$8576 / week

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from $1226 / night

(52) Excellent 

21

Vacation villa with golf nearby in Central Florida

Central Florida / Davenport

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Our villa 'Savannah' is a really lovely 4 bedroom 3 bathroom fully air-conditioned villa with its own South Facing screened pool and patio area, a beautiful home from home on the Secure & prestigious Highgate Park gated community. Close to Disney (10 minutes), Universal …see more

from $68 / night

$480 - $634 / week

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from $68 / night

(13) Excellent 

12

Vacation villa with golf nearby in United States

Davenport / The Manors North at Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 60 mi
  • Swimming pool
Our one story villa has 4 bedrooms and 3 bathrooms is furnished to a very high standard and comes complete with a large covered sun deck and private outdoor swimming pool.It is situated in an exclusive community accessed by a coded security gate ensuring your privacy an …see more

from $80 / night

$500 - $640 / week

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from $80 / night

(28) Excellent 

25

Vacation villa in United States

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 $131 / night

$851 - $1200 / week

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from $131 / night

1