50 Best United States Estates on Holiday Lettings - Vacation rentals

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120,131 Vacation rentals

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(43) 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
5 night gap in December for just £450 - a saving of £75 from the advertised price. 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,  …see more

from $110 / night

$726 - $1037 / week

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from $110 / night

35

Vacation apartment rental

Florida / Coral Gables

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Bedroom 02 02 01 Full Baths and Toilet, Ritz Carlton Apartment for rent weekly or monthly, located right on Coconut Grove. Fully furnished for up to 6 people. It includes: Free parking, internet, cable, swimming pool, gym and much more! Department 02 bedrooms, 02 bathro  …see more

from $151 / night

$1000 / week

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from $151 / night

(27) 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 $80 / night

$556 - $897 / week

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from $80 / night

Featured properties

(23) Excellent 

24

United States Vacation villa rental

Central Florida / Kissimmee

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $92 / night

$641 - $732 / week

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from $92 / night

(32) Excellent 

23

United States Vacation villa rental

Davenport / West Stonebridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 141 mi
  • Swimming pool
If you are looking for privacy, space, home from home comforts and your very own pool there is no better alternative than a villa. Our luxury executive villa is situated in a small residential development only a 12 minute drive from Walt Disney World and only a 3 min dr  …see more

from $80 / night

$519 - $671 / week

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from $80 / 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 $179 / night

$1595 - $2216 / week

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from $179 / night

23

Apartment rental in United States

Broward County / Hollywood

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
Beach property right at beach side, 2 bedrooms / 2 bathrooms apartment – sleeps 6, Hollywood , Intercostal and beach side views. Bedrooms: 2 Bathrooms: 2 View: Intracostal and beach side Beds: King, 2 Full (double) Living Area: 1170 SF Large furnished  …see more

from $200 / night

$990 - $1890 / week

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from $200 / night

(23) Excellent 

24

Vacation condo with golf nearby in United States

Orlando / Vista Cay

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • 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 $81 / night

$564 - $615 / week

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from $81 / night

10

Vacation apartment in New Jersey

New Jersey / Ewing

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
Welcoming guests in our cozy private finished basement studio apartment 5 min-TCNJ & Rider University 15 min-Princeton University 45 min-Philly 1 hour-NYC 5min-Frontier Airline Trenton Airport 5 min-train station to both Philly and NYC Beautiful clawfoot tub and s  …see more

from $36 / night

$210 / week

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from $36 / night

(36) 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 $98 / night

$604 - $617 / week

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from $98 / night

(13) Excellent 

25

Vacation villa in United States

Southwest Gulf Coast / Cape Coral

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Swimming pool
Our newly remodeled Villa has about 2,000 sq.ft. Living area with 1,100 sq.ft. Generous pool area. You will be love the heated pool with the separate Scandinavian style SPA (Jacuzzi). Within only 3 minutes by boat you’ll reach the high-speed areas on Caloosahatche  …see more

from $140 / night

$981 - $1276 / week

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from $140 / night

(11) Very Good 

24

Vacation villa in United States

Davenport / Tuscan Ridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxurious, bright & spacious. This Florida vacation property has its own South facing private pool & hot-tub. Located on the exclusive Tuscan Ridge resort, it's the perfect vacation spot to explore the many attractions Florida has to offer. Come & e  …see more

from $115 / night

$795 - $1051 / week

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from $115 / night

(24) 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 $75 / night

$519 - $641 / week

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from $75 / night

(19) Very Good 

68

Vacation villa in United States

Kissimmee / Lindfields

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Luxurious Detached Villa- 5 Bedrooms - 3 Baths - (Sleeps 12)Simply the best location! Just a ten-minute drive from the Disney Theme parks but set in the quiet haven of the prestigious Lindfields Estate. This luxury villa sleeps up to 12 people and is beautifully  …see more

from $122 / night

$549 - $659 / week

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from $122 / night

(3) Excellent 

16

Vacation villa in United States

Southwest Gulf Coast / Venice

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
3 Bedroom Villa in quiet and secure neighbourhood in Sarasota County with private heated pool, free parking and garage and private beach. Close to our private beach and many public beaches and 9 beautiful golf courses. Very close to Venice Village and all the best ame  …see more

from $110 / night

$732 - $854 / week

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from $110 / night

(21) Very Good 

17

Central Florida Vacation villa rental

Clermont / Greater Groves

5 12 3 nights min

  • 5 bedrooms
  • Sleeps 12
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Tangerine Villa is a stylish Floridian Home which is luxuriously equipped to the highest standards. This spacious, single-story home of four to five bedrooms with three bathrooms offers accommodation for up to ten people. The villa is fully air conditioned and has its o  …see more

from $122 / night

$549 - $659 / week

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from $122 / night

(17) 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 - $901 / week

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from $85 / night

(7) Excellent 

21

Vacation villa in United States

Davenport / Sandy Ridge

4 10 5 nights min

  • 4 bedrooms
  • Sleeps 10
  • 5 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
There are 2 master bedrooms (both ensuite) and 2 twin bedrooms, which share a family bathroom. All bedrooms have cable TV. The spacious lounge / dining room has a sofa bed, cable TV, DVD, Playstation 2 & Internet access (wifi). The fully fitted kitchen has an oven,  …see more

from $110 / night

$610 - $653 / week

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from $110 / night

(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

(23) Excellent 

16

Central Florida Vacation villa rental

Orlando / Westridge

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • 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 $119 / night

$769 - $793 / week

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from $119 / night

(3) Very Good 

28

Vacation villa with shared pool in United States

Central Florida / Kissimmee

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This fabulous villa gives our guests a real home from home experience. It is furnished for relaxation with comfy furniture, carpeted floors & it's own private pool that can be heated. Overview of Villa • Private Pool with Lanai • Recently Refurbish  …see more

from $115 / night

$776 - $945 / week

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from $115 / night

(7) Very Good 

20

Vacation villa rental

Kissimmee / Emerald Isle Kissimmee

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
A luxurious 4 bedroom, 3 bathroom vacation villa features a large private south facing pool and spa with conservation view plus fully air conditioned rooms and tv's and dvd's in living room and all bedrooms. The home is on the superb Emerald Island Resort an  …see more

from $92 / night

$641 - $812 / week

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from $92 / night

(18) Very Good 

17

Vacation villa in Central Florida

Kissimmee / Kissimmee City

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
A 3 bedroomed villa which sleeps 6. Approximately 3 miles Disney. Own screened swimming pool with large decking area with gas barbecue with patio furniture and loungers. The villa inside is decorated with blinds and window pelmets. 3 TV's all with cable, VCR and  …see more

from $60 / night

$365 - $671 / week

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from $60 / night

(5) Excellent 

49

Vacation villa in United States

Central Florida / Orlando

6 14 Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Vista Park is superbly located within easy reach of all the attractions that Orlando has to offer.This 6/7 Bedroom 7 Bath home features three full master suites on the upper floor and one queen suite on the ground floor, luxury bathrooms, bedrooms and living areas. The  …see more

from $131 / night

$1341 - $2366 / week

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from $131 / night

(15) Excellent 

15

Central Florida 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 $93 / night

$647 - $830 / week

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from $93 / night

(6) Excellent 

44

Vacation villa in United States

Davenport / Westhaven

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
This beautiful 4 bedroom, 3 bathroom villa is situated within a gated community, The Hamlet of Westhaven in Davenport. The villa comprises of its own private swimming pool and games room. It is situated approximatley 15 minutes from Walt Disney World and 25 minutes from  …see more

from $79 / night

$549 - $702 / week

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from $79 / night

(13) Very Good 

22

Vacation villa with swimming pool in United States

Davenport / Tivoli Manor

4 8 6 nights min

  • 4 bedrooms
  • Sleeps 8
  • 6 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
ONE DREAM COUNTLESS MEMORIES. Our villa has 4 bedrooms (2 masters both with Queen sized beds and en suite shower rooms, and 2 further bedrooms each with twin beds and sharing a family bathroom) so sleeps 8 comfortable. FREE HIGH SPEED INTERNET ACCESS UP TO 75Mbps WITH W  …see more

from $80 / night

$519 - $610 / week

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from $80 / night

(9) Excellent 

25

Vacation villa in United States

Davenport / Lake Wilson Preserve

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 90 mi
  • Swimming pool
  • Child friendly
Our luxury 4 bedroomed villa was built in 2005 and remains in excellent condition. It is a wonderful location being close to Disney, Shopping Malls, Restaurants and all of the Orlando attractions. The villa has a beautiful south west facing pool area with 4 loungers a  …see more

from $86 / night

$598 - $940 / week

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from $86 / 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 $103 / night

$720 - $1684 / week

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from $103 / night

(16) Excellent 

27

Vacation villa in United States

Kissimmee / Formosa Gardens

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 100 mi
  • Swimming pool
  • Child friendly
Set in a third of an acre with extensively landscaped gardens and mature palm trees, this spacious (4.000 sq. ft.) luxury home has been professionally furnished and decorated to the highest of standards and enjoys many upgraded facilities including tiling throughout the  …see more

from $148 / night

$1034 - $1342 / week

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from $148 / night

(43) Excellent 

91

Vacation villa in Central Florida

Kissimmee / Westside

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 96 mi
  • Swimming pool
  • Child friendly
La Bella Vita is our newly refurbished Italian-style villa featuring 4 luxury bedrooms and 3.5 bathrooms in the highly desirable Westside community of Calabria and West Tuscany. A perfect location for your family vacation to Disney. It is situated in Kissimmee and jus  …see more

from $129 / night

$885 - $1129 / week

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from $129 / night

(12) Very Good 

17

Vacation villa in Central Florida

Kissimmee / Seasons Resort

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • 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 $74 / night

$440 - $671 / week

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from $74 / night

(18) 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 $97 / night

$675 - $785 / week

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from $97 / night

(7) Excellent 

14

Vacation villa in United States

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 75 mi
  • Swimming pool
  • Child friendly
The villa has 4 bedrooms and 3 bathrooms, and sleeps 8 people comfortably. The south facing pool overlooks a wooded conservation area which provides a secluded location in which to relax. The lanai provides shade during the day, whilst the pool deck allows you to rela  …see more

from $110 / night

$769 - $970 / week

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from $110 / night

(18) Excellent 

56

United States Vacation villa rental

Kissimmee / Crescent Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Welcome to Our Magnificently Luxurious Spacious 4 bedroom Modern Villa in Crescent Lakes Kissimmee Orlando. Our close to Disney home will make your Florida Vacation complete. There is lots of space to chill out and relax after a hard day at Disney or Universa  …see more

from $114 / night

$793 - $1098 / week

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from $114 / night

(14) Excellent 

34

United States 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 Flo  …see more

from $110 / night

$763 - $1007 / week

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from $110 / night

(4) Excellent 

18

Vacation home in United States

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 $92 / night

$641 - $1025 / week

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from $92 / night

(48) Excellent 

36

Vacation villa in Central Florida

Davenport / Sunridge Woods

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Enjoy a taste of the Florida lifestyle in this spacious 3 bed 2 bath villa, set in a great residential area. It nice to return after a busy day at the parks to the peace & quiet of the villa. it is ideal for families/couples looking to relax after days out. Either i  …see more

from $80 / night

$549 - $671 / week

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from $80 / night

(5) Excellent 

30

Vacation villa in United States

Kissimmee / Seasons Resort

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This villa offers all the comforts of home & is a great base for your Disney vacation. The home comes with free wifi & local calls, cable TV, free parking, full laundry facilities & is fully air conditioned. These are provided for guests at no extra char  …see more

from $129 / night

$848 - $1153 / week

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from $129 / night

(13) Excellent 

30

United States Vacation villa rental

Clermont / Greater Groves

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 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 $98 / night

$671 - $842 / week

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from $98 / night