50 Best United States Estates on Holiday Lettings - Vacation rentals

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117,846 Vacation rentals

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(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 $90 / night

$625 - $1000 / week

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from $90 / night

(21) 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
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
An ideal location for all the great Orlando attractions. If you want theme parks, play golf or relax or all three our superb villa is in a prime location. Only 20 - 30 mins from all the major theme parks, but there are many other local attractions you can visit the new  …see more

from $82 / night

$563 - $750 / week

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from $82 / night

(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 $100 / night

$688 - $863 / week

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from $100 / night

Featured properties

(10) Excellent 

22

United States Vacation villa rental

Davenport / Watersong Resort

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 80 mi
  • Swimming pool
This stunning Orlando Vacation home provides spacious ensuite accommodation for up to 12 guests. Situated on the prestigious Watersong gated community, the villa looks out on beautiful conservation and lake views.The house is furnished to a very high standard an  …see more

from $155 / night

$1155 - $1722 / week

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from $155 / 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 ho  …see more

from $82 / night

$569 / week

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from $82 / night

(8) 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 $163 / night

$1138 - $1500 / week

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from $163 / night

(28) Very Good 

24

Vacation condo with golf nearby in Central Florida

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 106 mi
  • Swimming pool
  • Child friendly
A perfect location for all that central Florida has to offer, for Mickey fans, serious shoppers, sun worshippers, delicious dining, space shuttle launches, big thrills and spills, airboat adventures, palm trees and pina-coladas! All in the fantastic Sunshine State! Win  …see more

from $44 / night

$274 - $469 / week

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from $44 / night

(23) Very Good 

22

Villa rental in United States

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 $172 / night

$1200 / week

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from $172 / night

(19) Excellent 

29

Central Florida Vacation villa rental

Davenport / Marbella Resort

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Situated in a gated community in a peaceful location in Davenport, the Villa benefits from its own private pool & jacuzzi, the pool has shallow end perfect for the children. The villa consists of one twin, one double and two master queen suites, both with en-suites  …see more

from $81 / night

$563 - $625 / week

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from $81 / 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 spa  …see more

from $107 / night

$744 - $840 / week

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from $107 / night

(34) Excellent 

31

Home rental in United States with shared pool, golf nearby

Davenport / Highlands Reserve Golf Course

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 120 mi
  • Swimming pool
Our luxury single story 4 bedroom / 3 bathroom Orlando Vacation Villa sits on a very large lot, features a Mediterranean style Private Pool and is situated at the 'championship green' exclusive golf resort of Highlands Reserve, it even offers you unobstructed  …see more

from $175 / night

$1100 - $1250 / week

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from $175 / night

(23) Excellent 

23

Vacation villa in United States

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-suit  …see more

from $195 / night

$1280 - $1625 / week

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from $195 / 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"  …see more

from $119 / night

$788 - $907 / week

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from $119 / night

(55) 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  …see more

from $119 / night

$844 - $1119 / week

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from $119 / 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.  …see more

from $77 / night

$532 - $750 / week

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from $77 / night

(6) Very Good 

33

Villa rental in Central Florida

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

(5) Excellent 

52

Villa rental in United States

Central Florida / Orlando

8 16 Min stay varies

  • 8 bedrooms
  • Sleeps 16
  • 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  …see more

from $303 / night

$4227 / week

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from $303 / night

(16) Very Good 

17

Vacation villa in Central Florida

Kissimmee / Seasons Resort

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to our home on Seasons. It is a St Vincent model built by Park Square Homes and is 2765 Sq. Foot of Executive quality. It is a luxurious 5 Bedroom – 4 Bathroom Villa, which has 2 Master Suites and 3 other Bedrooms - which comfortably sleep 10 with ease, a  …see more

from $75 / night

$450 - $875 / week

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from $75 / night

(4) 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 i  …see more

from $106 / night

$738 - $1725 / week

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from $106 / night

(25) Excellent 

24

Vacation villa in Central Florida

Davenport / Westhaven

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Cead Mile Failte- a hundred thousand welcomes. The Hamlet at West Haven says Quality, from the minute you leave Ronald Reagan Parkway and enter the first of two tree-lined avenues.Whether you have spent the day at one of the many theme parks or ventured further to Kenne  …see more

from $125 / night

$875 - $1063 / week

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from $125 / night

(43) Excellent 

47

United States 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 $117 / night

$813 - $932 / week

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from $117 / 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 $83 / night

$575 - $625 / week

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from $83 / night

(28) Excellent 

48

United States Vacation villa rental

Davenport / Loma Linda

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
A beautiful 4-bedroom family-owned villa with fantastic private pool area, situated just minutes from Florida's main attractions. Just minutes from tourist hotspots, shopping outlets, golf courses and not too far from the superb Floridian beaches, we hope that our  …see more

from $69 / night

$482 - $622 / week

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from $69 / night

(18) Excellent 

21

Central Florida Vacation villa rental

Davenport / West Stonebridge

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Sunshine Villa is located just off the highway 27 in Davenport. Quiet and peaceful, yet only fifteen minutes from the parks and attractions. It is just 5 minutes from many championship golf courses. Supermarkets, restaurants, shopping malls and bank facilities are just  …see more

from $88 / night

$563 - $688 / week

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from $88 / night

(28) 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 $113 / night

$788 - $1025 / week

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from $113 / night

(19) Excellent 

24

United States Vacation villa rental

Haines City / Southern Dunes

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our home on this gated community is very well maintained, has everything you could need and is in a peaceful part of the estate, not back to back with another villa. Our Guests are not woken up with golf course maintenance or have falling leaves onto screening of pool  …see more

from $75 / night

$482 - $550 / week

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from $75 / night

(13) Excellent 

23

United States Vacation villa rental

Kissimmee / Windsor Palms

4 9 7 nights min

  • 4 bedrooms
  • Sleeps 9
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Windsor Palms is a fabulous resort style community and has all the facilities that you would expect from its 5 star status all completely free when you stay at Disney Paradise. It is one of the closest communities to Disney located along Formosa Gardens Boulevard just  …see more

from $115 / night

$800 - $875 / week

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from $115 / night

(49) 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 minut  …see more

from $63 / night

$438 - $619 / week

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from $63 / night

(17) Very Good 

18

Central Florida Vacation villa rental

Central Florida / Kissimmee

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Our villa is furnished to the highest standard and has the WOW factor. The villa has recently been tiled from the Great Room to the Living Room and new carpets in all the bedrooms.From the large hallway it opens up to the large Great room with wall to wall mirrors g  …see more

from $82 / night

$563 - $625 / week

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from $82 / 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 $90 / night

$630 - $931 / week

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from $90 / night

(38) Excellent 

39

Villa rental in Central Florida

Central Florida / Kissimmee

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
A stunning property in Kissimmee, Florida with all the home comforts to ensure a truly wonderful vacation. Within 8 minutes drive of Disney Main Gate. LUXURY, STYLE AND COMFORT. Country Creek Estates is a beautiful, well maintained community that offers peace and tranqu  …see more

from $107 / night

$632 - $644 / week

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from $107 / night

(5) Excellent 

32

Vacation home rental

Southwest Gulf Coast / Cape Coral

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 16 mi
  • Swimming pool
This large open concept home offers 2100 square feet of luxury living. The home itself which features beautiful Turkish marble floors throughout offers 3 large bedrooms and two luxury bathrooms. The home's kitchen features high quality Cherry wood cabinetry, a o  …see more

from $129 / night

$900 - $1350 / week

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from $129 / night

(3) Excellent 

58

Central Florida Vacation home rental

Central Florida / Davenport

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This spacious, 5BR, 4BATH, beautifully furnished home has three separate living areas in which to relax, plus a games room and a wonderful south-facing private pool with spa pool. It enjoys a great location just off the I-4 – only 9 miles from Disney. Key feature  …see more

from $157 / night

$1054 - $1462 / week

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from $157 / 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  …see more

from $83 / night

$578 - $630 / week

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from $83 / night

(3) Very Good 

24

Vacation villa in United States

Kissimmee / Tuscany, Florida

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This Italian style one storey villa completed in 2008 has 3 bedrooms a family bathroom and shower room. It is located on the sought after Tuscany development and is perfect for a family holiday to Orlando where you can enjoy the wonderful climate and year round sunshin  …see more

from $68 / night

$475 - $613 / week

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from $68 / night

(16) Excellent 

27

Vacation villa with swimming pool in United States

Kissimmee / Indian Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 110 mi
  • Swimming pool
  • Child friendly
The villa is air conditioned, carpeted and ceramic floor tiled to a very high standard with a family room/dining area, front games room . There are ceiling fans in all rooms for your added comfort. The south facing pool is solar heated and totally enclosed in mesh scree  …see more

from $94 / night

$657 - $782 / week

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from $94 / night

(17) Excellent 

23

United States Vacation villa rental

Kissimmee / Bellavida Resort

6 13 Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Brand new Luxury 6 bedroom with 51/2 bath, fully air-conditioned. It is complete with heated pool and spa on an extended screened- deck area with speaker system, and looks directly onto the lake.With a 'state-of -the -art' alarm system giving you complete pe  …see more

from $187 / night

$1307 - $1869 / week

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from $187 / night

(6) Very Good 

24

Vacation cottage with golf nearby in United States

Cape Cod / New Seabury

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.5 mi
  • Child friendly
Lovely open-plan home furnished in comfortable, casual style. Fully-equipped kitchen with counter seating, dining area and sitting area with TV, flow into second step-down sitting area which opens with sliding glass doors onto deck and back yard. Master bedroom (with  …see more

from $145 / night

$995 - $2695 / week

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from $145 / night

(45) Excellent 

39

Central Florida Vacation villa rental

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
This exclusive luxury property, with beautiful Italian themed fixtures and fittings is set in the highly desirable community of (Tuscany/Calabria) surrounded by small lakes, conservation area and Florida's woodlands. The villa with fully automated Jacuzzi and pool  …see more

from $125 / night

$744 - $1157 / week

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from $125 / night

(13) Excellent 

18

United States Vacation villa rental

Kissimmee / Cumbrian Lakes

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Our villa is south west facing, so when you have had a busy day at the theme parks you can relax with a bbq around the pool, with its covered lania & ceiling fan to watch the sun go down. We have a fully fitted Games room,with pool table, foosball, dart board,Xbox  …see more

from $113 / night

$619 - $782 / week

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from $113 / night

1