Villas with pools; vacation rentals with private pools

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46,750 Vacation rentals

(5) Excellent 

38

Vacation villa with swimming pool in Trevinano

Acquapendente / Trevinano

5 9 Min stay varies

  • 5 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 72 mi
  • Swimming pool
Casale Galli is a luxury, extremely well renovated country villa that provides a fabulous, spacious site for a perfect holiday. It is an expansive house providing a high standard of accommodation. Tasteful furnishings blend beautifully with the Tuscan architecture and t …see more

from $406 / night

$2,825 - $4,913 / week

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from $406 / night

15

Rethymnon Vacation villa rental

Rethymnon Prefecture / Rethymnon

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 6 mi
  • Swimming pool
  • Child friendly
ERONDAS Cretan Country Villas are located at a secluded spot, 25 km eastward of the city of Rethymno and constitute an ideal destination-choice for a memorable, relaxing vacation in the Cretan countryside, just 6 km and 10 km away respectively from the lovely sandy beac …see more

from $234 / night

$1,634 / week

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from $234 / night

41

ChampionsGate Vacation villa rental

Central Florida / ChampionsGate

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This home is situated in the prestigious new Champions Gate development, close to Disney and Reunion and just off Highway 27 and Highway 192. A quick drive to Disney (12 miles), and only a few minutes from Interstate 4 to get to Universal, this is the ideal base for a g …see more

from $230 / night

$1,610 / week

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avg. 2 hours 18 minutes

from $230 / night

33

Vacation villa with swimming pool in Paramonas

Corfu / Paramonas

4 16 Min stay varies

  • 4 bedrooms
  • Sleeps 16
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Cosambeli is ideally located on the coast of Paramonas Beach and it is a mere 80 meters from the beach. There are magnificent sea views and being on the west coast of the island, guests have the opportunity to view amazing sunsets. The villa is on two floors, eac …see more

from $467 / night

$3,611 - $5,674 / week

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avg. 2 hours 11 minutes

from $467 / night

41

Vacation villa with swimming pool in ChampionsGate

Central Florida / ChampionsGate

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa. You will …see more

from $321 / night

$2,247 / week

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avg. 2 hours 18 minutes

from $321 / night

18

Four Corners Vacation villa rental

Central Florida / Four Corners

6 12 4 nights min

  • 6 bedrooms
  • Sleeps 12
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the g …see more

from $269 / night

$1,883 / week

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avg. 2 hours 18 minutes

from $269 / night

(1) Excellent 

14

Maroulas Vacation villa rental

Rethymnon / Maroulas

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning
Villa Saint George situated in Maroulas in the Crete Region. A private overflow swimming pool, a children's pool and a garden are available. You can fire up the barbecue for a tasty meal. The property (80 m2) is on the 1st floor, features 2 separate bedrooms, 2 bathroom …see more

from $135 / night

$946 / week

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from $135 / night

47

Vacation villa with swimming pool in Rose Hall

Montego Bay / Rose Hall

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning
One of the most glamorous villas in Jamaica!! On site gym,  Butler service, A perfect wedding venue! Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Use of Sunrise Beach, Hib …see more

from $1,357 / night

$9,500 - $23,900 / week

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from $1,357 / night

29

Vacation villa with swimming pool in Davenport

Central Florida / Davenport

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This gorgeous brand new 5 bedroom, 4 bath vacation home rental in the beautiful Solterra Resort, Davenport, Florida! There is enough space for the entire family in this open, spacious,1 story Disney area vacation villa paradise. The location could not be any better. O …see more

from $216 / night

$1,512 / week

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avg. 2 hours 18 minutes

from $216 / night

19

Vacation villa with swimming pool in Kissimmee

Central Florida / Kissimmee

10 20 5 nights min

  • 10 bedrooms
  • Sleeps 20
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Sonoma Resort is conveniently located next to "The Loop", a premier shopping and entertainment mecca. In addition, the excitement of Disney World, Universal Studios and Sea World as well as upscale brand outlets, malls and numerous championship golf courses are only min …see more

from $431 / night

$3,017 / week

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avg. 2 hours 18 minutes

from $431 / night

34

Vacation villa in ChampionsGate

Central Florida / ChampionsGate

5 12 6 nights min

  • 5 bedrooms
  • Sleeps 12
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Enjoy a vacation of fun with your family at this spacious townhome that's located on the popular ChampionsGate Resort - just minutes from the Walt Disney World® Resort theme parks and all Orlando has to offer. This stylish 5 bedroom townhome is a great choice for …see more

from $220 / night

$1,540 / week

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avg. 2 hours 18 minutes

from $220 / night

32

Vacation villa rental

Central Florida / ChampionsGate

9 22 4 nights min

  • 9 bedrooms
  • Sleeps 22
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Experience space and comfort everyone craves while on vacation at this large nine-bedroom home in the modern ChampionsGate Resort, just minutes from all of the theme parks and attractions of Orlando! This home boasts luxury amenities and decor, a games room, pri …see more

from $239 / night

$1,673 / week

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Responds fast!
avg. 2 hours 18 minutes

from $239 / night

26

ChampionsGate Vacation villa rental

Central Florida / ChampionsGate

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This brand new Executive Villa features 4 bedrooms, 3 bathrooms (three master suites), with private pool and Spa and is located in the exclusive, upscale resort community of the Dales at West Haven, the newest trending gated community off Ronald Reagan Pkwy and I-4, nex …see more

from $216 / night

$1,512 / week

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avg. 2 hours 18 minutes

from $216 / night

12

Vacation villa with swimming pool in ChampionsGate

Central Florida / ChampionsGate

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa. You will …see more

from $321 / night

$2,247 / week

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Responds fast!
avg. 2 hours 18 minutes

from $321 / night

30

Vacation villa rental

Central Florida / Four Corners

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
About our Villa and Location The prestigious Highlands Reserve Golf & Leisure Community is the location of our truly luxurious executive villa. This much sought after location is ideal, be it the fun and excitement of the many theme parks or the challenge of the award w …see more

from $216 / night

$1,512 / week

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avg. 2 hours 18 minutes

from $216 / night

(12) Excellent 

27

Vacation villa with swimming pool in Prinos

Rethymnon Prefecture / Prinos

4 10 7 nights min

  • 4 bedrooms
  • Sleeps 10
  • 7 nights min
  • Beach/lakeside relaxation
  • Nearest beach 2 mi
  • Swimming pool
Villa Joanna is a generously proportioned (200sqm) and a perfectly clean modern villa, which can accommodate up to 10 people in beds. Peacefully positioned, in a beautiful gently rolling countryside of olives groves and in a set of very large and pleasant low-walled ga …see more

from $234 / night

$1,634 - $2,923 / week

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from $234 / night

26

ChampionsGate Vacation villa rental

Central Florida / ChampionsGate

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the impressive resort community of ChampionsGate featuring the world-class Oasis Clubhouse. When you’re planning your next vacation to sunny central Florida, make sure to reserve this stunning 8 bedroom, 5 bathroom home with private pool and spa. As you see, …see more

from $321 / night

$2,247 / week

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avg. 2 hours 18 minutes

from $321 / night

28

Vacation villa with swimming pool in Loughman

Central Florida / Loughman

11 22 5 nights min

  • 11 bedrooms
  • Sleeps 22
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
The El Dorado features 11 bedrooms, 9.5 baths, bonus room and, 2-car garage. This impressive 4,792 square foot home offers a first floor Master Suite with Master Bath along with 2 guest bedrooms and secondary bath. The El Dorado includes a large, open-concept li …see more

from $458 / night

$3,206 / week

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avg. 2 hours 18 minutes

from $458 / night

24

Four Corners Vacation villa rental

Central Florida / Four Corners

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful and extremely well maintained villa has a fully equipped kitchen, laundry room, free wireless internet access and cable TV, a covered lanai with a screened pool. Some of the amenities include: large flat-screen TVs in the living room and in all bedrooms, …see more

from $230 / night

$1,610 / week

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avg. 2 hours 18 minutes

from $230 / night

6

Vacation villa with swimming pool in Loughman

Central Florida / Loughman

5 10 6 nights min

  • 5 bedrooms
  • Sleeps 10
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Welcome to the SINGLE FAMILY HOME of your dreams. This new 5 bedroom and 5 bathroom lavish home located in beautiful Solterra Resort meets all the criteria for a memorable vacation. Guests will enjoy space and luxury in this professionally decorated home with 2 l …see more

from $220 / night

$1,540 / week

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Responds fast!
avg. 2 hours 18 minutes

from $220 / night

18

Vacation villa with swimming pool in Four Corners

Central Florida / Four Corners

7 14 4 nights min

  • 7 bedrooms
  • Sleeps 14
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the g …see more

from $269 / night

$1,883 / week

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avg. 2 hours 18 minutes

from $269 / night

(5) Excellent 

Certificate of Excellence

20

Vacation villa rental

Famagusta District / Ayia Napa

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Swimming pool
Villa Sofia is situated within the quiet residential area of Ayia Thekla only 200m from Sirens beach. Moreover the famous party-town of Ayia Napa is just a 5 min drive. My place offer the best of two worlds, family-friendly enviroment, close to organised blue flags beac …see more

Certificate of Excellence

from $145 / night

$1,015 / week

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avg. 1 hour 5 minutes

from $145 / night

45

Vacation villa with swimming pool in Tourlos

Mykonos / Tourlos

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
With its XXL dimensions the 195m² M-Four Villa will appeal to those who appreciate the comfort of large spaces and good company! While you enjoy the last rays of the sun in your private pool sipping a cool drink, the children of the house will be already eating in the s …see more

from $1,843 / night

$12,895 / week

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from $1,843 / night

22

Four Corners Vacation villa rental

Central Florida / Four Corners

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This beautiful 6 bedroom 5.5 bath vacation rental home, there is room for everyone so might as well have some company. This relaxing haven boasts of a kitchen, dining area, breakfast nook, game room, family room, patio and a pool that are waiting to pamper guests just l …see more

from $230 / night

$1,610 / week

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avg. 2 hours 18 minutes

from $230 / night

58

Vacation villa with swimming pool in ChampionsGate

Central Florida / ChampionsGate

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa. You will …see more

from $321 / night

$2,247 / week

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Responds fast!
avg. 2 hours 18 minutes

from $321 / night

25

Villa rental in Herceg-Novi with swimming pool

Herceg-Novi Municipality / Herceg-Novi

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Nearest beach 3 mi
  • Swimming pool
  • Child friendly
Modern and newly refurbished, this 5 bedroom villa with large private swimming pool; is situated in the village of Podi, close to Herceg Novi on a hillside overlooking Boka Bay. Excellent for families with kids or large groups of friends, the Villa is spacious, well equ …see more

from $240 / night

$1,680 / week

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from $240 / night

35

Vacation villa with swimming pool in Loughman

Central Florida / Loughman

5 10 5 nights min

  • 5 bedrooms
  • Sleeps 10
  • 5 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Look no further – This is the perfect house for your vacation! This 5 bedroom, 3 bathroom, one story home features one living room and one family room, a formal dining area that seats 8, fully equipped kitchen with separate breakfast nook that seats 4. …see more

from $177 / night

$1,239 / week

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avg. 2 hours 18 minutes

from $177 / night

27

Villa rental in Mykonos Town with swimming pool

Mykonos / Mykonos Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 0.5 mi
  • Swimming pool
  • Air conditioning
2016 & 17 Winner at World Luxury Hotel Awards - Blue Villas Collection - Best Serviced Luxury Villas in Europe GUESTS LOVE THIS VILLA BECAUSE Private pool with view | Mini bar in all bedrooms | Wind protected location WHAT WE OFFER BlueVillas Award Winning Concierge S …see more

from $1,201 / night

$8,408 - $17,271 / week

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from $1,201 / night

36

Vacation villa in ChampionsGate

Central Florida / ChampionsGate

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
This home is situated in the prestigious new Champions Gate development, close to Disney and Reunion and just off Highway 27 and Highway 192. A quick drive to Disney (12 miles), and only a few minutes from Interstate 4 to get to Universal, this is the ideal base for a g …see more

from $230 / night

$1,610 / week

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Responds fast!
avg. 2 hours 18 minutes

from $230 / night

18

Four Corners Vacation villa rental

Central Florida / Four Corners

7 14 4 nights min

  • 7 bedrooms
  • Sleeps 14
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the g …see more

from $269 / night

$1,883 / week

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Responds fast!
avg. 2 hours 18 minutes

from $269 / night

24

Vacation villa in Platanias

Chania Prefecture / Platanias

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Nearest beach 1 mi
  • Swimming pool
  • Child friendly
The Villas are built in a rich colorful stone that emphasizes on the Cretan architecture in today's modern world. Sun flooded areas, high ceilings, spacious rooms and large patio windows are widely offered. Meticulously combining stone, marble, wood, glass, earth and me …see more

from $295 / night

$2,064 - $6,835 / week

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from $295 / night

30

Vacation villa with swimming pool in Liznjan

Istria / Liznjan

5 9 7 nights min

  • 5 bedrooms
  • Sleeps 9
  • 7 nights min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Bright and Spacious Villa with A/C, Private Pool, Amazing Sea Views, only 800 Meters from the Beach ! Belinda Villa is located in the edge of seaside village of Liznjan and can accommodate up to 9 persons. Guests staying here will enjoy the bright, spacious, modern des …see more

from $246 / night

$1,720 - $4,299 / week

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from $246 / night

60

Villa rental in ChampionsGate with swimming pool

Central Florida / ChampionsGate

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa. You will …see more

from $321 / night

$2,247 / week

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Responds fast!
avg. 2 hours 18 minutes

from $321 / night

(25) Excellent 

27

Villa rental in Agios Georgios Nilias with swimming pool

Magnesia Region / Agios Georgios Nilias

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 15 mi
  • Swimming pool
  • Child friendly
Villa Thalia - A luxury villa with magnificent Sea view in Pelion that can accommodate up to six (6) people. Villa Thalia indulging and cozy, named after the “flourishing” Muse in Greek mythology, has been carefully designed to provide comfort and privacy with a more c …see more

from $215 / night

$1,505 / week

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avg. 1 hour 18 minutes

from $215 / night

50

Chania Town Vacation villa rental

Chania Prefecture / Chania Town

3 10 Min stay varies

  • 3 bedrooms
  • Sleeps 10
  • Min stay varies
  • Nearest beach 7 mi
  • Swimming pool
  • Child friendly
Situated on the edge of a cliff surrounded by the protected “Saint Matthew” forest our villa Casa Di Goya is offering the most magical location for demanding holidays in Chania city. But the scenery isn’t the only highlight. Overlooking Chania city and the Cretan Sea, …see more

from $369 / night

$3,009 - $6,018 / week

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from $369 / night

32

Vacation villa with swimming pool in Pollenca

Majorca / Pollenca

3 7 5 nights min

  • 3 bedrooms
  • Sleeps 7
  • 5 nights min
  • Nearest beach 4 mi
  • Swimming pool
  • Child friendly
A Charming Country Villa with Private Pool and Fantastic Views to the Tramuntana Mountain Range! Villa Renata is a private secluded country villa with fantastic views to the Tramuntana Mountains and the sea in the distance, It is conveniently positioned and just a 10 m …see more

from $151 / night

$1,050 - $2,585 / week

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from $151 / night

(11) Excellent 

22

Villa rental in Kokkini Hani with swimming pool

Heraklion Prefecture / Kokkini Hani

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 4 mi
  • Swimming pool
Welcome to a new way of luxurious living! Villa Bella Helena combines throughout its three floors and 288 sq m. an elegant holiday living, matched with peerless luxury and style. With a total of 6 bedrooms and 6 bathrooms, a private pool and kid’s pool and a beautiful …see more

from $148 / night

$2,579 / week

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from $148 / night

11

Kissimmee Vacation villa rental

Central Florida / Kissimmee

8 16 4 nights min

  • 8 bedrooms
  • Sleeps 16
  • 4 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Sonoma Resort is conveniently located next to "The Loop", a premier shopping and entertainment mecca. In addition, the excitement of Disney World, Universal Studios and Sea World as well as upscale brand outlets, malls and numerous championship golf courses are only min …see more

from $321 / night

$2,247 / week

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Responds fast!
avg. 2 hours 18 minutes

from $321 / night

(5) Excellent 

41

Vacation villa rental

Aetolia-Acarnania Region / Amfilochia

9 18 Min stay varies

  • 9 bedrooms
  • Sleeps 18
  • Min stay varies
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
Villa Amalia provides the perfect setting for a group of friends, families who want to spend quality time together or even a yoga retreat. Taking the stress out of everyday chores, we provide a cook who will happily cook 3 meals per day, you just pay local prices for th …see more

from $1,228 / night

$4,237 - $15,843 / week

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from $1,228 / night

27

Vacation villa with swimming pool in ChampionsGate

Central Florida / ChampionsGate

5 11 6 nights min

  • 5 bedrooms
  • Sleeps 11
  • 6 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning
Overview This 5 bedroom villa is located at Champions Gate, a prime Central Florida location offering a short distance to Walt Disney World and their on property Oasis water park! Sleeping up to 10 people, there are bedrooms across both floors, including two chil …see more

from $220 / night

$1,540 / week

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avg. 2 hours 18 minutes

from $220 / night