50 Best United States Estates on Holiday Lettings - Vacation rentals

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119,321 Vacation rentals

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(36) Excellent 

22

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 $81 / night

$527 - $682 / week

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from $81 / night

(8) Excellent 

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 $93 / night

$651 - $825 / week

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from $93 / night

(26) 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 $76 / night

$527 - $744 / week

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from $76 / night

Featured properties

(30) Excellent 

21

Vacation villa with golf nearby in United States

Davenport / Aylesbury, Davenport

4 10 3 nights min

  • 4 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
The overall theme of the property provides a spacious cleaness and relaxed living environment. Perfect for a family, with easy access to Orlando's attractions and the benefit of a lovely private pool area and lanai with the safety and peacefulness of the cul-de-sa  …see more

from $60 / night

$414 / week

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from $60 / 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 $81 / night

$565 / week

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from $81 / 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 $248 / night

$1595 - $2215 / week

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from $248 / night

(20) 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 $133 / night

$930 - $1116 / week

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from $133 / night

(6) Excellent 

21

Central Florida Vacation home rental

Kissimmee / Trafalgar Village

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 50 mi
  • Swimming pool
# Lake view, a beautiful view over one of the many small lakes in the area. # Set on an oversized lot, the villa offers wonderful privacy # Private Heated Pool & Spa with views over the lake. # Free internet and local calls # Our wonderfully spacious 5 bedroom home  …see more

from $151 / night

$1156 / week

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from $151 / 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 - $900 / week

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from $85 / night

(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
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 $124 / night

$738 - $1110 / week

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from $124 / 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 $124 / night

$558 - $670 / week

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from $124 / 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 $89 / night

$620 - $992 / week

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from $89 / night

(25) 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 $82 / night

$573 - $625 / week

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from $82 / night

(16) 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 $87 / night

$558 - $682 / week

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from $87 / 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 $62 / night

$434 - $614 / week

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from $62 / night

(42) 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 $43 / night

$631 - $694 / week

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from $43 / night

(20) 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 $124 / night

$558 - $670 / week

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from $124 / night

(30) Excellent 

10

United States Vacation villa rental

Davenport / The Manors South at Westridge

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
For full details click on the advertisers link to own website below.Luxury spacious private villa with own pool situated on a lovely, well maintained gated community, ideally situated for Walt Disney World. It is only 30 mins from Universal Studios and Sea World). Shou  …see more

from $89 / night

$620 - $744 / week

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from $89 / 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 $112 / night

$862 - $1023 / week

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from $112 / night

(24) Excellent 

24

Vacation villa in United States

Rotonda West / Rotonda Lakes

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 10 mi
  • Swimming pool
Pine Tree Villa was completely refurbished for Jan 2011, a new Swimming Pool and deck with Bug Screen was built to the rear of the Villa. The Villa is set in a location surrounded by Pine trees, Palmetto's and natural vegetation with no properties to the sides  …see more

from $106 / night

$614 - $806 / week

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from $106 / 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 $100 / night

$614 - $639 / week

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from $100 / night

(11) Excellent 

24

Villa accommodation in United States

Kissimmee / Cumbrian Lakes

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 60 mi
  • Swimming pool
  • Child friendly
Our villa is situated just 10 minutes from Disney and all its attractions and 5 minutes to shops and restaurants.Private heated pool fully screened and safety fence.Open plan lounge and formal dining area Fully fitted kitchen making preparing meals and snack  …see more

from $87 / night

$596 - $738 / week

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from $87 / 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

$1156 - $1723 / week

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from $155 / night

(29) 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 $81 / night

$565 - $912 / week

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from $81 / 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 $186 / night

$1296 / week

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from $186 / night

(17) 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 $178 / night

$1240 - $1612 / week

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from $178 / night

(9) Excellent 

21

Villa rental in United States with swimming pool

Central Florida / Orlando

5 8 7 nights min

  • 5 bedrooms
  • Sleeps 8
  • 7 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
This is a beautifully furnished, luxury villa situated in the family friendly resort of Glenbrook. Our 5 bedroom, 4 bathroom home sleeps 8 people and is located close to all major attractions and many exclusive golf courses. Easy access to Highway 192 means you have num  …see more

from $147 / night

$738 - $1017 / week

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from $147 / night

(19) Excellent 

65

Apartment rental in Massachusetts

Massachusetts / Boston

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Contemporary One Bedroom, One Bath fully furnished condominium home (711 SF) at a Luxury Condominiums Building at the Boston/Charlestown historic Navy Yard, on the waterfront of Boston Harbor, situated right on the freedom trail and historic attractions such as the USS  …see more

from $149 / night

$851 - $1595 / week

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from $149 / 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 $105 / night

$732 - $1712 / week

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from $105 / night

(13) Excellent 

27

Holiday villa with swimming pool in Davenport

Central Florida / Orlando

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • 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 $118 / night

$751 - $899 / week

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from $118 / night

(36) 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 $111 / night

$616 - $860 / week

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from $111 / night

(2) Very Good 

31

Vacation villa in Central Florida

Central Florida / Orlando

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
PLEASE NOTE THIS VILLA IS AVAILABLE FOR MINIMUM OF 5NIGHTS Stunning 5 bedroom villa, sleeps 10, in Highlands Reserve Championship Golf Community and the perfect location for visiting Disney World (only a 15minute drive). This spacious 3500 square foot two storey home  …see more

from $139 / night

$973 / week

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from $139 / 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

$1101 - $1251 / week

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from $175 / 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 $185 / night

$1296 - $1854 / week

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from $185 / night

(8) Very Good 

14

Bungalow rental in United States

Central Florida / Davenport

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Nearest beach 65 mi
  • Swimming pool
  • Child friendly
This superb single story home comprises 2 master bedrooms each with en-suite bathroom and an additional 2 bedrooms sharing a third bathroom, ideal for two families with two children. The fully fitted kitchen has everything a home needs, and the living and dining areas a  …see more

from $75 / night

$490 - $583 / week

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from $75 / night

(42) 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 $110 / night

$768 - $924 / week

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from $110 / night

(8) 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 $112 / night

$620 - $670 / week

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from $112 / 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 $82 / night

$571 - $620 / week

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from $82 / night

(22) Very Good 

39

United States Vacation villa rental

Davenport / Lake Wilson Preserve

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 120 mi
  • Swimming pool
  • Child friendly
Our self-catering villa is located at Lake Wilson Preserve, a small and quiet development of Mediterranean style homes with red tile roofs and block paved driveways near Champions Gate. Ideally based for not only the Disney parks, being one of the closest developments,  …see more

from $76 / night

$527 - $676 / week

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from $76 / 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 $82 / night

$574 / week

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from $82 / night