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Heated pool
Wireless Internet
Air conditioning
Swimming pool

Private pool
Private indoor pool
Washing machine
Jacuzzi or hot tub
Garden
Internet access
DVD player
Fireplace
Private tennis court
Cot available
Sauna
Sea view
Safe
Dishwasher
Satellite TV
Children's pool
Private outdoor pool (unheated)
Private outdoor pool (heated)
Shared indoor pool
Shared outdoor pool (unheated)
Shared outdoor pool (heated)
Clothes dryer
Cribs
Ceiling Fans
Games room
Table tennis
Pool or snooker table
Fax machine
Video player
Bicycles available
Boat available
Stove
Solarium or roof terrace
TV
Central heating
Stereo system
Kettle
Toaster
Iron
Hair dryer
Fridge
Staffed property
Freezer
Microwave
Linen provided
Towels provided
Climbing frame
Swing set or jungle gym
Trampoline
Private fishing lake or river
Housekeeping Included

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Pets
Pets allowed
Parking
Car not required

Children under 5
Smoking allowed
Non-Smoking property
Smoking - Ask
Elevator access
Wheelchair adapted
Wheelchair accessible

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Beach or lakeside relaxation
City breaks
Skiing – property near ski resort
Walking trips

Tennis in town
Nightlife
Water sports
Horse riding
Fishing
Cycling trips
Golf course on site or within 15 min walk
Mountain Views
Beach or lakeside relaxation
Golf within 30mins drive
Lakefront
Waterfront

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2,267 Houses

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staySky Suites

Windermere condo

1 bedroom
1 bathroom

sleeps 4

Match: Heated pool

All filters match

Price per night from

$1,285

Great rentals within 20 miles that match your search

beautiful 4 bedroom apartment

Orlando apartment

4 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$339

Vacation of Champions has unparalleled luxury awaits in this 6-bedroom pool home

ChampionsGate villa

6 bedrooms
6 bathrooms

sleeps 14

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$240

Disney’s Elegant Magical Getaway

Celebration condo

3 bedrooms
2 bathrooms

sleeps 7

Match: Heated pool

All filters match

Price per night from

$184

Moon Valley is a very spacious 6 bed/6bath pool home in the ChampionsGate Resort

ChampionsGate villa

6 bedrooms
6 bathrooms

sleeps 12

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$223

Champions Luxury is a 7 bedroom pool villa in resort with club, bar/restaurant

ChampionsGate villa

7 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$247

BRAND NEW Furnished Paradise near Disney at Solana Resor!

ChampionsGate house

4 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$178

Palm Key Villa is a large 7 bedroom villa with pool in the Emerald Island Resort

Four Corners villa

7 bedrooms
5 bathrooms

sleeps 14

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$192

Castaway Getaway comfortable 4 bedroom 4 bath private pool home with Games Room

Kissimmee house

4 bedrooms
3 bathrooms

sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$117

Luxury 7BR Villa near Disney World with Game Room, Home Theater, and Pool/Spa

Reunion house

7 bedrooms
5 bathrooms

sleeps 16

Match: Heated pool

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Price per night from

$364

Star Lake View - 4 bedroom pool home, with pool close to Disney attractions

Four Corners villa

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$148

Mickeys Haven, handicapped accessible pool home with 6 bedrooms near Disney

Four Corners villa

6 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$192

Villa Paradiso a 6 bedroom 5 bathroom pool home the family will remember forever

Four Corners villa

6 bedrooms
5 bathrooms

sleeps 12

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$179

Timeless Memories, 10 mins to Walt Disney World, pool and spa and with game room

Four Corners villa

6 bedrooms
6 bathrooms

sleeps 14

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$179

The Blue Royale

ChampionsGate apartment

3 bedrooms
2 bathrooms

sleeps 10

Match: Heated pool

All filters match

Price per night from

$172

Orlando BeachHouse ❤️ Expanded pool deck w/HotTub Recent renos, close to Disney!

Loughman villa

4 bedrooms
2 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$264

Mickeys Retreat is a very nice 6 bedroom contemporary pool home with games room

ChampionsGate villa

6 bedrooms
6 bathrooms

sleeps 12

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$247

Immaculate 4 bed / 3 bath pool & spa home

Kissimmee house

3 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$115

Gorgeous 3 bedroom Townhouse - Near Disney

Orlando house

3 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$104

4984 Village! Home right next door

Kissimmee house

4 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$115

Minnies Townhouse is a nice 3 bedroom/3 bath townhome with pool in Windsor Palms

Four Corners villa

3 bedrooms
3 bathrooms

sleeps 6

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$93

Pixar Movie Playhouse, fabulous 4-bed/3 bth pool home with 120-inch home theater

Orlando villa

4 bedrooms
2 bathrooms

sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$148

Orlando vacation rental just minutes outside Unversal studios, Sea World, Disney

Celebration apartment

3 bedrooms
2 bathrooms

sleeps 6

Match: Heated pool

All filters match

Price per night from

$136

Lux Stay Vacation in style fully furnished unit with rental car

Kissimmee apartment

1 bedroom
1 bathroom

sleeps 6

Match: Heated pool

All filters match

Price per night from

$213

Family Friendly Disney Villa (4 Miles from Disney)

Reunion villa

4 bedrooms
3 bathrooms

sleeps 8

Match: Heated pool

All filters match

Price per night from

$183

Catch the Blue Wave 6bedroom Reunion Resort with Golf and Water Park Access

Reunion house

6 bedrooms
7 bathrooms

sleeps 17

Match: Heated pool

All filters match

Price per night from

$775

Endless Summer - Beautiful 5 bedroom townhome with pool in the Solterra Resort

ChampionsGate villa

5 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$161

Mickeys Magic Pad the perfect Disney getaway - 6 bed/6 bath - Sleeps 15

ChampionsGate villa

6 bedrooms
6 bathrooms

sleeps 15

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$267

Closest to Disney, spacious 5 bedroom/4 bathroom villa with pool and game room

Four Corners villa

5 bedrooms
4 bathrooms

sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$247

Oasis of Solterra, enjoy all the best family comforts, very popular 5 bed villa

ChampionsGate villa

5 bedrooms
5 bathrooms

sleeps 10

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$195

Disney Dreaming - new 10 bedroom home with pool & game room in Windsor Island

Four Corners villa

10 bedrooms
8 bathrooms

sleeps 24

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$493

Luxury 3 Bed Villa, private pool, free Gas BBQ on Lake Berkley resort (ref 10)

Kissimmee house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 minutes

Match: Heated pool

All filters match

Price per night from

$155

Mickeys Escape - Fabulous 5 bed townhouse with plunge pool in ChampionsGate

ChampionsGate townhouse

5 bedrooms
4 bathrooms

sleeps 11

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$162

Tropical Nights - Gorgeous 8 bedroom villa with pool & games room, sleeps 16

ChampionsGate villa

8 bedrooms
5 bathrooms

sleeps 16

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$278

Family 3 bedroom villa on Lake Berkley resort, close to Disney (ref 22)

Buena Ventura Lakes house

3 bedrooms
2 bathrooms

sleeps 6

Responds fast! avg. 3 minutes

Match: Heated pool

All filters match

Price per night from

$144

Isle of Tranquility - perfect rental with 4 bed/3 bath. pool and games room

Four Corners villa

4 bedrooms
3 bathrooms

sleeps 8

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$148

Paradise at Providence - modern 4 bedroom/3.5 bath pool home, enjoy total luxury

Orlando villa

4 bedrooms
4 bathrooms

sleeps 8

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$221

Disney Backstage Villa is a private 4 bed/3 bath villa with pool and games room

Four Corners villa

4 bedrooms
3 bathrooms

sleeps 9

Responds fast! avg. 3 hours 19 minutes

Match: Heated pool

All filters match

Price per night from

$156

Viewing 38 of 2,267
rentals in Windermere

Also consider

Four Corners 1,951 properties
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Haines City 45 properties
Intercession City 29 properties
Bay Lake 28 properties
The Villages 27 properties
Pine Castle 24 properties
Poinciana 14 properties
Lakeland 13 properties
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Oviedo 10 properties
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Naples Park 47 properties
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Seminole 14 properties
Bal Harbour 14 properties
Doral 10 properties
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Windermere Rentals

Per night

2,267 Houses

Viewing 38 of 2,267rentals in Windermere

Also consider

Viewing 38 of 2,267
rentals in Windermere