Kissimmee apartment or villa with a private pool area | Holiday Lettings

Close

View larger map

Price per night

Price per night

to

Bedrooms

Bathrooms

Location

  • United States
  • Florida
  • Central Florida
  • Kissimmee

Location

  • All locations
  • Bass Lakes Estate (1)
  • Bellavida Resort (18)
  • Calabria, Orlando (2)
  • Chatham Park (1)
  • Compass Bay (1)
  • Country Creek (2)
  • Creekside (2)
  • Crescent Lakes (14)
  • Crystal Cove Resort (5)
  • Cumbrian Lakes (17)
  • Doral Woods (9)
  • Eagle Pointe (8)
  • Emerald Isle Kissimmee (53)
  • Encantada Resort (5)
  • Formosa Gardens (7)
  • Hamilton's Reserve (2)
  • Indian Creek (14)
  • Indian Point (3)
  • Indian Ridge (5)
  • Indian Ridge Oaks (4)
  • Kissimmee City (21)
  • Lake Berkley (24)
  • Liberty Village (2)
  • Lindfields (17)
  • Oak Island Cove (4)
  • Oak Island Harbor (2)
  • Paradise Palms (30)
  • Remington (2)
  • Rolling Hills at Formosa (3)
  • Seasons Resort (11)
  • Sunset Lakes (11)
  • Terra Verde Resort (9)
  • The Hamlets (3)
  • Trafalgar Village (4)
  • Tuscany, Florida (2)
  • Veranda Palms (7)
  • Villasol (2)
  • Westside (4)
  • Windsor Hills Resort (24)
  • Windsor Palms (15)
  • Winward Cay (4)

More

Less

Also consider

Emerald Isle Kissimmee
63 properties
Kissimmee City
38 properties
Villas Windsor Hills Resort
32 properties
Villas Paradise Palms
31 properties
Lake Berkley
29 properties
Villas Windsor Palms
26 properties
Lindfields
21 properties
Terra Verde Resort
20 properties
Bellavida Resort
20 properties
Cumbrian Lakes
20 properties
Crescent Lakes
15 properties
Villas Indian Creek
15 properties
Regal Oaks
12 properties
Compass Bay
12 properties
Sunset Lakes
12 properties
Venetian Bay Villages
12 properties
Seasons Resort
12 properties
Villas Formosa Gardens
11 properties
Eagle Pointe
10 properties
Encantada Resort
9 properties
Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

1,451 Holiday homes

Filters applied: Private pool (1,451)

Travellers going to Kissimmee are booking December dates now. Secure your holiday home today and have the perfect trip.

(20) Very Good 

1 / 24

Bay Head Villa, Great 3 Bedroom near Golf Courses and Theme Parks

Central Florida / Kissimmee

3 bedroomsSleeps 87 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Luxury 3 bed 2 bath villa can sleep 8. Large 30ft fully heated secluded pool. Only 15 minutes from airport & theme parks & 1 hour from Kenedy space centre & cocoa beach. Also 1 hour from Bush Gardens & clearwater beach to the west coast. Surounded by beautiful golf cour  …see more

from £50 / night

£350 - £725 / week

Book Book View

from £50 / night

(26) Excellent 

1 / 24

DORAL WOODS SECLUDED VILLA - Doral Woods villa sleeps 8

Kissimmee / Doral Woods

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
AS A RESPONSIBLE OWNER, THE CALENDER FOR THIS PROPERTY IS ALWAYS KEPT UP TO DATE.See my Doral Woods video below and check out the latest updates, links & recommendations on my Doral Woods Florida Villa Facebook page.There's nothing quite like coming home to th  …see more

from £100 / night

£700 - £945 / week

Book Book View

from £100 / night

(4) Excellent 

1 / 42

St. Andrews Villa, Spacious and Charming Getaway

Kissimmee / Formosa Gardens

7 bedroomsSleeps 16Min stay varies

  • 7 bedrooms
  • Sleeps 16
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
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 £213 / night

£1491 - £1944 / week

Book Book View

from £213 / night

(20) Excellent 

1 / 18

Beautiful Lakeside Villa With Pool & WiFi

Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
A beautiful lakeside American Villa with a private pool with wonderful views of the lake, wildlife and woodland area. No back-to-back villas here!. Thousands of £'s spent recently on upgrading the villa with new facilities.The Villa is Located just off Poinci  …see more

from £61 / night

£425 - £495 / week

Enquire Enquire View

from £61 / night

(42) Excellent 

1 / 40

Disney Davella - Luxury Villa - Pool and Jacuzzi

Kissimmee / Westside

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
September gap 22nd -29th 2016 only £695. 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  …see more

from £90 / night

£650 - £795 / week

Book Book View

from £90 / night

(14) Excellent 

1 / 46

Diamond Villa- Amazing Vacation Rental in Kissimme

Kissimmee / Formosa Gardens

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
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 £119 / night

£830 - £1085 / week

Book Book View

from £119 / night

(17) Excellent 

1 / 51

Luxury Lake View Orlando Villa - Heated Pool & Spa

Kissimmee / Villasol

6 bedroomsSleeps 127 nights min stay

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Nearest beach 55 km; Swimming pool;
Ideally located close to Walt Disney World, this gloriously furnished, luxurious rental holiday villa, offers an easy drive to major attractions such as Walt Disney World, Magic Kingdom, EPCOT, Animal Kingdom, Typhoon Lagoon, Blizzard Beach, Downtown Disney, Pleasure Is  …see more

from £99 / night

£0 / week

Book Book View

from £99 / night

(60) Excellent 

1 / 24

Lakeside Villa Orlando, Luxury Villa with pool

Kissimmee / Bass Lakes Estate

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
Orlando Florida is the perfect holiday destination for all ages with sunshine all year round. It hosts the world's greatest theme parks and most, including Disney World, are very conveniently located to our villa within 15 minutes drive. Beautiful beaches are only 40 mi  …see more

from £70 / night

£465 - £580 / week

Book Book View

from £70 / night

(11) Excellent 

1 / 23

A stunning pool home in Kissimmee, Disney Paradi

Kissimmee / Windsor Palms

4 bedroomsSleeps 9Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 £100 / night

£635 - £735 / week

Book Book View

from £100 / night

(6) Very Good 

1 / 20

Fantastic Vacation Home on Candy Palm Rd at Paradise Palms

Kissimmee / Paradise Palms

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Paradise Palms is situated in one of the best area's in Kissimmee, only minutes from Disney, Universal Studios, Island of Adventure and sea world. With its terrific shopping malls and fantasic restaurants this is the place to stay.Only a Couple of minutes we also h  …see more

from £83 / night

£560 - £940 / week

Book Book View

from £83 / night

(31) Excellent 

1 / 41

Sonshines Florida Villa, Peaceful Getaway & Pool

Central Florida / Kissimmee

3 bedroomsSleeps 64 nights min stay

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £80 / night

£495 - £505 / week

Book Book View

from £80 / night

(4) Excellent 

1 / 20

Secret Key Villa for up to 8 guests - Emerald Isle Kissimmee villa sleeps 8

Kissimmee / Emerald Isle Kissimmee

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Nearest beach 120 km; Swimming pool; Great for children of all ages ;
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 and close to  …see more

from £75 / night

£525 - £665 / week

Book Book View

from £75 / night

(4) Excellent 

1 / 30

Disney Family Villa - Private Pool & Jacuzzi

Kissimmee / Seasons Resort

5 bedroomsSleeps 103 nights min stay

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 charge. All loc  …see more

from £105 / night

£695 - £945 / week

Book Book View

from £105 / night

(4) Excellent 

1 / 24

Stunning Lake View, South Facing Pool & Spa

Central Florida / Kissimmee

3 bedroomsSleeps 83 nights min stay

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Everything you need for the perfect family holiday in Florida. This is a beautiful family holiday home for up to 8 people. The south-facing pool has a spa pool and wonderful views of natural woodland and the lakeside. It's convenient for all the shops and restaurants  …see more

from £79 / night

£499 - £525 / week

Book Book View

from £79 / night

(3) Very Good 

1 / 45

Sunset - Kissimmee house sleeps 8

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Sunset is a true Florida home. Light, airy, spacious and tastefully decorated. Conveniently located in the quiet community of Chatham Park just minutes from Disney and all other central Florida attractions.Sunset offers for FREE for it's guests:High speed wireles  …see more

from £92 / night

£0 / week

Enquire Enquire View

from £92 / night

(19) Very Good 

1 / 12

Sunrise Villa Florida - Lindfields villa sleeps 8

Kissimmee / Lindfields

3 bedroomsSleeps 8Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 £61 / night

£425 - £550 / week

Book Book View

from £61 / night

(18) Excellent 

1 / 22

Villanirvana, Ideal Kissimmee Vacation Retreat

Kissimmee / Veranda Palms

4 bedroomsSleeps 84 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 4 nights min stay
Key info: Nearest beach 84 km; Swimming pool; Great for children of all ages ;
Stunning four bedroom holiday home with private pool ideally located on Veranda Palms Resort. 4 bedroom, 3 bathroom villa is situated on the impressive Veranda Palms Resort in Orlando. The resort is set in a sprawling conservation area with beautiful lakes and woodlan  …see more

from £107 / night

£750 - £906 / week

Book Book View

from £107 / night

1 / 40

Homely 4BR with 2 Master Suites, Kissimmee

Central Florida / Kissimmee

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Air conditioning;
Ready to have your dream Florida vacation? You're gonna need a dream house!This vacation villa has 4 bedrooms, 3 bathrooms, and is totally teeming with luxury! Get ready to dive into the exclusive community of Hamilton's Reserve, which offers extreme privacy a  …see more

from £100 / night

£688 - £917 / week

Book Book View

from £100 / night

(14) Very Good 

1 / 18

Magical Memories, Pet-Friendly Home with WiFi

Central Florida / Kissimmee

3 bedroomsSleeps 6Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
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 givin  …see more

from £60 / night

£420 - £500 / week

Book Book View

from £60 / night

(15) Very Good 

1 / 68

Gorgeous Palm Villa with a Pool and free WiFi!!

Kissimmee / Lindfields

5 bedroomsSleeps 121 night min stay

  • 5 bedrooms
  • Sleeps 12
  • 1 night min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
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 furnish  …see more

from £70 / night

£410 - £495 / week

Book Book View

from £70 / night

(22) Excellent 

1 / 56

Dolphin Villa at Doral Woods, includes WiFi and Ga

Kissimmee / Doral Woods

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Over 9 Years listed with Holiday Lettings. 5 STAR Trip Advisor Reviews, Perfect Location and Discounts for bookings over 2 weeks and FREE food arrival pack as standard to all our guests! Fully Air Conditioned + Paddle fans in all bedrooms, lounge & Lanai, Free Wireless  …see more

from £125 / night

£750 - £950 / week

Book Book View

from £125 / night

(11) Very Good 

1 / 17

Seasons Villa, Superb Getaway with Balcony, Hot Tub, Gameroom

Kissimmee / Seasons Resort

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 Priv  …see more

from £60 / night

£360 - £550 / week

Book Book View

from £60 / night

(8) Excellent 

1 / 46

Magical Vacations Pool Villa with A/c'd Games Room

Kissimmee / Indian Point

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
Indian Point is an attractive and peaceful residential development only ten minutes drive from the Disney World theme parks and centrally located within easy reach of the other Orlando attractions. US192, famous for its glittering array of attractions, restaurants and s  …see more

from £75 / night

£525 - £700 / week

Book Book View

from £75 / night

(10) Excellent 

1 / 27

South Facing Luxury Villa Rental in Kissimmee

Kissimmee / Indian Ridge

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 110 km; Swimming pool; Great for children of all ages ;
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 £75 / night

£525 - £650 / week

Book Book View

from £75 / night

(1) Excellent 

1 / 15

The Emerald Dolphin, Kissimmee Rental with WiFi, Hot Tub and Pool

Kissimmee / Emerald Isle Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 90 km; 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 Orla  …see more

from £142 / night

£989 - £1230 / week

Book Book View

from £142 / night

(8) Excellent 

1 / 18

Stunning Sunset Villa includes WiFi, Grill, Gameroom

Kissimmee / Cumbrian Lakes

4 bedroomsSleeps 83 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min stay
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 £80 / night

£495 - £625 / week

Book Book View

from £80 / night

(12) Very Good 

1 / 24

Executive Villa, Pool, Hot tub, WiFi, Games Room

Kissimmee / Windsor Hills Resort

6 bedroomsSleeps 14Min stay varies

  • 6 bedrooms
  • Sleeps 14
  • Min stay varies
Key info: Beach / lakeside relaxation; Nearest beach 80 km; Swimming pool;
A Brand new 2010, '5' Star Luxurious 6 bed, 4 bath fully air conditioned executive Villa in Archfeld Blvd, Windsor Hills Resort, with Free local, National & international call to over 40 destinations & free wireless internet. You also have your own pr  …see more

from £130 / night

£880 - £1400 / week

Book Book View

from £130 / night

(20) Excellent 

1 / 24

Lake Berkley Holiday Villa with FREE pool heating.

Kissimmee / Lake Berkley

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Our home is a luxury 4-bedroom, 3-bathroom home with its own private screened pool. The villa is located in Lake Berkley, a peaceful and gated subdivision situated approximately 10 min from the Walt Disney World entrance and is conveniently located for the other theme p  …see more

from £68 / night

£475 - £570 / week

Book Book View

from £68 / night

(2) Excellent 

1 / 23

Bella Casa our luxury villa (hot tub, pool & wifi)

Kissimmee / Bellavida Resort

6 bedroomsSleeps 12Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 80 km; Swimming pool; Great for children of all ages ;
Visit our owner website at the bottom of the page to view our 360 degree walk-through video: This is a a beautiful Mediterranean style property which has been designed, built and decorated to be the amongst the best. With 6 bedrooms and 5 1/2 bathrooms this is the per  …see more

from £165 / night

£1155 - £1435 / week

Book Book View

from £165 / night

(19) Excellent 

1 / 24

Star Lake Villa close to Disney - Kissimmee villa sleeps 8

Central Florida / Kissimmee

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 100 km; Swimming pool; Great for children of all ages ;
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 Formosa Ga  …see more

from £75 / night

£525 - £575 / week

Book Book View

from £75 / night

(41) Excellent 

1 / 91

La Bella Vita--Family Villa, 6 miles to Disney Pk

Kissimmee / Westside

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Nearest beach 96 km; Swimming pool; Great for children of all ages ;
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 £95 / night

£650 - £790 / week

Book Book View

from £95 / night

(14) Excellent 

1 / 23

"Belleair" - Bellavida Resort villa sleeps 13

Kissimmee / Bellavida Resort

6 bedroomsSleeps 13Min stay varies

  • 6 bedrooms
  • Sleeps 13
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
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 peace of min  …see more

from £169 / night

£1145 - £1445 / week

Book Book View

from £169 / night

(9) Excellent 

1 / 24

Lovely Kissimmee Home with Gameroom and Pool

Kissimmee / Cumbrian Lakes

4 bedroomsSleeps 8Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
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 snacks a joy.King  …see more

from £70 / night

£480 - £595 / week

Book Book View

from £70 / night

(9) Excellent 

1 / 24

My Disney Villa - Calabria - Orlando villa sleeps 10

Kissimmee / Calabria, Orlando

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
My Disney Villa a new villa within the exclusive Calabria community. The 5 bedrooms and 4.5 bathrooms have been finished to a very high standard and the villa offers all the amenities for your perfect holiday. The house overlooks conservation land, an enviable location  …see more

from £140 / night

£0 / week

Book Book View

from £140 / night

(2) Excellent 

1 / 28

Stunning Lake View - Great Views - Close to Disney

Kissimmee / Seasons Resort

6 bedroomsSleeps 143 nights min stay

  • 6 bedrooms
  • Sleeps 14
  • 3 nights min stay
Key info: Swimming pool; Great for children of all ages ; Car advised;
This Kissimmee home offers plenty for all the family – from the jungle-themed kids' TV and entertainment space to the wonderful, sparkling pool overlooking the attractive lake. Plus, it has a good location for access to all of Orlando's amusement parks & attractions.  …see more

from £115 / night

£795 - £995 / week

Book Book View

from £115 / night

(1) Very Good 

1 / 22

Luxury 4 Bed 3 Bath Private Pool - Encantada Resort townhouse sleeps 10

Kissimmee / Encantada Resort

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Beach / lakeside relaxation; Swimming pool; Great for children of all ages ;
Privacy describes Encantada. Encantada is found along a tree lined entrance with private manned guard 24 hours a day only 9 km to Disney Magic Kingdom, 8km to Animal Kingdom and has everything you need for a magical vacation. Enjoy the private, screened in pools in your  …see more

from £92 / night

£642 - £1146 / week

Book Book View

from £92 / night

(2) Excellent 

1 / 16

Hibiscus Haven (Private Pool Villa) - Indian Creek villa sleeps 8

Kissimmee / Indian Creek

4 bedroomsSleeps 87 nights min stay

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min stay
Key info: Nearest beach 90 km; Swimming pool; Great for children of all ages ;
This superior Executive 4 bedroom villa is only a few short miles from Magic Kingdom,Epcot,Universal Studios (Harry Potter World) and all major attractions. Many homes promise luxury executive accommodation, but just compare with our home before you choose. Our 4 bedroo  …see more

from £123 / night

£855 / week

Book Book View

from £123 / night

(7) Excellent 

1 / 38

Santa Caterina - Charming villa with a Grill and W

Kissimmee / Windsor Hills Resort

5 bedroomsSleeps 10Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car essential;
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 £116 / night

£812 - £1085 / week

Book Book View

from £116 / night

(8) Excellent 

1 / 24

The Haven, with Hot Tub, Mini Gym, Tennis Court

Kissimmee / Doral Woods

4 bedroomsSleeps 10Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
Key info: Swimming pool; Great for children of all ages ; Car advised;
The exclusive woodland setting of Doral Woods is an excellent place for relaxation and yet is within convenient reach of all the action of Disney, Universal, Sea World and Legoland and the other attractions. Be at one with nature in our unspoilt landscape. You can enjoy  …see more

from £74 / night

£470 - £1260 / week

Book Book View

from £74 / night

(6) Very Good 

1 / 45

New Harry Potter & Disney Bedrooms in Fantastic Villa

Kissimmee / Indian Creek

5 bedroomsSleeps 12Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
Key info: Nearest beach 60 km; Swimming pool; Great for children of all ages ;
With a recent makeover and uninterrupted views of the fantastic conservation area to the rear, this villa is located on just about the nearest community to Disney and the fantastic array of amenities the area has to offer. The screened pool area has larger than average  …see more

from £110 / night

£750 - £1200 / week

Book Book View

from £110 / night

Top Destination reviews

Solaz365 - Luxury Rental Home in Kissimmee
Great Experience - Great Value - Great Location

This was the first time my friends and I decided to give renting a vacation home a shot and we were not disappointed. This was truly a great experience from the interaction with the owner prior to making the reservation to the interaction with the o … see more
Superb 4 Bedroom town house 3 miles from Disney
Great value and location

This townhome is great value with a great location at Emerald Island Resort. We had stayed in the local area a number of times previously so know it well, choosing it for its close proximity to Disney. The townhome was clean and well presented on ar … see more
Disney Lakeside Villa with WiFi and a Pool, Kissimmee
Fantastic!

This was like home from home , clean , beautiful furnished,very relaxing, child friendly, lovely veiws from pool ect, can't wait to go back. … see more
Luxury 5 Bedroom Villa in Cumbrian Lakes wuth Bicy
Our Family 4th of July Vacation

I was looking for a place where my family and myself could go to spend time in Florida from where I live in NYC. We chose the perfect location. Check in was simple, directions to the home were easy to understand, and instructions were clearly stated … see more
VIP Villa close to Disney
Fabulous villa in perfect location

We stayed here in Jan 2016. This villa is in awesome location, we reached Disney in under 15 minutes and Universal in about 20 minutes. Best of all Kissimmee Golf Club is a 10 minute drive away. 18 holes for just $30 including golf cart. We have sta … see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page