Holiday rentals in Kissimmee, Florida, USA - Holiday villas to rent - Book direct

Top destinations

Kissimmee
269 Properties

Davenport
207 Properties

New York City
136 Properties

Orlando
43 Properties

Miami Beach
41 Properties

Haines City
36 Properties

Clermont, Orlando
31 Properties

Cape Coral
27 Properties

Rotonda West
22 Properties

Naples, FL
21 Properties

Key Largo
18 Properties

Champions Gate
15 Properties

Bradenton
14 Properties

Clearwater
14 Properties

Englewood
14 Properties

Marco Island
12 Properties

Sarasota
12 Properties

Cape Cod
8 Properties

Springhill
8 Properties

Punta Gorda Isles
6 Properties

Holiday homes in Kissimmee (17)

Featured properties
of 17 homes

    of

Villa | 6 bedrooms | Sleeps 12

Situated on the luxury Bellavida resort, this beautiful property has been designed and built to be a spectacular home. With 6 bedrooms and 5 1/2 bathrooms this is the perfect choice for all families and holiday makers in Orlando Florida! All bedrooms are en-suite, ...

£150–£185 / night

£1050–£1295 / week

1 night min stay

1 review

View

Key info:

  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

    of

House | 6 bedrooms | Sleeps 12

Spacious 3400 ft, 6 bedoomed home, non smoking, sleeps 12, free wifi,games room,south facing swimming pool,secluded large corner plot. Free wifi, 6 bedrooms,south facing pool, secluded large corner plot , very comfortable home, games room.

£161–£1130 / night

£1130–£2373 / week

1 night min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

    of

Villa | 6 bedrooms | Sleeps 12

Villa Lazy Days is a 6 bedroom luxury Disney area vacation home located on a 5 star gated community overlooking the lake. Furnished to a high standard with private pool, spa & games area. Approx. 4 miles from Disney and only 20 minutes to most other main attractions. The club house offers a pool / spa / gym / volleyball beach court / kids area / internet, all free of charge.

£135–£245 / night

£1060–£1380 / week

1 night min stay

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

    of

Villa | 6 bedrooms | Sleeps 12

Luxury 6 bedroom villa on exclusive gated resort with conservation view, private pool and spa, free wifi. Only 15 minutes drive to Disney. This Villa is the perfect place to stay to enjoy your Disney vacation.

£83–£141 / night

£580–£985 / week

3 nights min stay

View

Key info:

  • Nearest beach 50 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire

    of

Villa | 6 bedrooms | Sleeps 14

Cumbrian Villa is in a beautifully gated community nestled on a 120 acre conservation area. The perfect place to end up after a long day at the theme parks, shopping or the beach. The quiet setting takes you out of the hustle and bustle & into a relaxing atmosphere. Trails, fishing, soccer field, playground & our private South facing pool & spa. Pets welcome.

£84–£161 / night

£587–£1129 / week

4 nights min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • May take pets – please enquire

    of

House | 6 bedrooms | Sleeps 13

We set out to achieve a truly beautiful and exciting luxurious home, not a basic 'rental villa'. With impressive vital statistics this huge 4184sq ft 6 bedroom, 6 bathroom home overlooking a sparkling lake, with a sun drenched south facing pool and spa is perfect! Check out our availability calendar we are booking up fast...book now while you can!

£143–£195 / night

£999–£1365 / week

5 nights min stay

4 reviews

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

    of

Villa | 6 bedrooms | Sleeps 14

Large 6 Bedroom, 5 Bathroom, Luxury Villa nr. Disneyworld (easily sleeps 14) with 3 King Size Beds, plus private Swimming Pool, High Speed Internet, fully equipped Kitchen and Games Room. Access to community ammenities; Club House, Pool, Cinema and Gym is included. Our home is fully air-conditioned and is equipped with comfort necessary to make your stay truly memorable.

£171 / night

£1200 / week

7 nights min stay

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

    of

Manor house | 6 bedrooms | Sleeps 14

Minnie's Mansion is one of the most luxurious villas located in new and prestigious Emerlad Island Resort. This grandly furnished 6 bed, 4.5 bath sleeps up to 14 guests and includes magnificent facilities to make your stay magical such as heated oversized (30x14ft) pool. Furnished 6 bed, 4.5 bath sleeps up to 14 guests, heated oversized (30x14ft) pool.

£114–£129 / night

£800–£900 / week

Short stays welcome

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

    of

Villa | 6 bedrooms | Sleeps 12

Luxury, lakeview, air-conditioned, Orlando villa with 6 beds, 4 baths, heated pool & spa and games room. Great location for Orlando theme parks, designer shopping malls and the beach. Direct TV showing all televised Premiership and International football matches. Clubhouse, tennis court, boat dock, children's play area, basketball, nature walks, communal pool & spa.

£100–£114 / night

£700–£800 / week

Short stays welcome

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 55 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning

    of

Villa | 6 bedrooms | Sleeps 10

Dream Palace is a Prestigious 6 Bed 5.5 bath Luxury villa with one of the largest extended Pool & Deck area's with spa on the community. This elite 4184 sq ft home is the largest villa style on the BellaVida community with Stunning Lake Views in Orlando's Newest Resort. This Villa has all the comforts of home so make your Dreams a reality in our villa Dream Palace.

£121–£186 / night

£850–£1300 / week

4 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

    of

Villa | 6 bedrooms | Sleeps 14

New 2010 Luxury 5 Star, South facing 6 Bed 4 bath Villa. 2 Miles from Dsney. Free calls, Loc, national & international, Free WiFi. Private heated Pool & Spa. Tvs in all rms. Your own games Rm with 42" Lcd & Xbox 360, air hockey, pool tab, foosball & electronic darts. Free Club house with Pool/Jacuzzi , Free tennis courts, Putting green, Basket ball & BBQ area, water slides.

£111–£220 / night

£775–£1250 / week

3 nights min stay

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 80 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning

    of

Villa | 6 bedrooms | Sleeps 12

New 2010 - 2 miles to Disney - Luxury 6 bedroom, 4 bath - South facing private Palm Tree lined pool & spa. No expense spared, LCD flat screen TVs in every room, premium & HD cable, Sony BluRay players, Nintendo Wii, Xbox 360, iHome alarm clocks and Bose sound system. Free wi/fi internet and Harley Davidson themed games room with professional pool table and foosball table.

£178–£215 / night

£1250–£1503 / week

Short stays welcome

View

Key info:

  • Nearest beach 116 km
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

    of

House | 6 bedrooms | Sleeps 14

NEW for 2012 XBOX KINECT!! Balcony overlooking lake & fountain 6 bed.three en suite,family bathroom,downstairs shower room, 56''TV combo, TV PC wii wifi.360 video tour on website. Larger than standard plot,fenced at sides,not overlooked in a quiet cul de sac. Pool/jacuzzi screened,coloured lights,long lanai,2 sets tables chairs,6 loungers,side tables,drinks fridge.

£71–£157 / night

£500–£1100 / week

1 night min stay

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • Air conditioning
  • No pets allowed

    of

Villa | 6 bedrooms | Sleeps 12

Privately owned Luxurious vacation rental 2 miles from Disney, 6 Bed, 4 Bath, fully air conditioned within Windsor Hills, Orlandos Premier Gated Vacation Resort. Private swimming pool and top of the range furnishings and appliances throughout. A minimum 10% ... Laundry room with washer/dryer. Linens and towels provided. Fully equipped kitchen, refrigerator, ...

£unknown / week

1 review

View

Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
  • Private garden

    of

Villa | 6 bedrooms | Sleeps 12

6bd luxury villa, Games Room, private pool/spa, BBQ. Disney & Golf only a short drive. Whole area surrounded by conservation & lakes this is an ideal peaceful spot after a hard day at the parks & cul-de-sac location much safer for kids. South facing Private Pool/Spa with full lake view & free Wifi Internet - full 360 video on our website.

£75–£105 / night

£525–£735 / week

1 night min stay

1 review

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed

Orlando Kissimmee is a great location for a family holiday, with easy access to Florida's big attractions - Disney World, Busch Gardens and Universal Studios. There are also rides through the Florida Everglades and plenty of children-friendly activities to keep everyone happy. The area has some excellent beaches, amongst them Clearwater Beach and Daytona Beach.