Vacation rentals in Windermere, FL

Best vacation rentals and Airbnb offers in Windermere, FL

10 ★ 1 reviews

Suite Near Universal Studios w Pool & Hot Tub

Apartment, Windermere

Suite Near Universal Studios w Pool & Hot Tub is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Suite Near Universal Studios w Pool & Hot Tub

Suite Near Universal Studios w Pool & Hot Tub is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free parking.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $722.

From$80/night

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9 ★ 145 reviews

Century Millenia

Apartment, Windermere

Century Millenia is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Century Millenia

Century Millenia is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,676.

From$201/night

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Premier Resort Condos Near Disney & Universal

Apartment, Windermere

Premier Resort Condos Near Disney & Universal is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Premier Resort Condos Near Disney & Universal

Premier Resort Condos Near Disney & Universal is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free parking.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $794.

From$90/night

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Near Disney cozy quiet place, up to 2 rooms with queen bed up to 4 people

Homestay, Windermere

Near Disney cozy quiet place, up to 2 rooms with queen bed up to 4 people is a homestay in Windermere, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Near Disney cozy quiet place, up to 2 rooms with queen bed up to 4 people

Near Disney cozy quiet place, up to 2 rooms with queen bed up to 4 people is a homestay in Windermere, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free parking, kitchen, with kitchen, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $390.

From$45/night

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Family-friendly vacation rentals in Windermere, FL

Plan a trip with stays that give families more room to spread out.

Pool View Suite Near Universal for 6

Villa, Windermere

Pool View Suite Near Universal for 6 is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Pool View Suite Near Universal for 6

Pool View Suite Near Universal for 6 is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and game room.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $849.

From$90/night

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Staysky Suite Near Universal & I-drive

Villa, Windermere

Staysky Suite Near Universal & I-drive is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Staysky Suite Near Universal & I-drive

Staysky Suite Near Universal & I-drive is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and game room.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $966.

From$105/night

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Modern Studio at The Enclave Near Universal

Villa, Windermere

Modern Studio at The Enclave Near Universal is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern Studio at The Enclave Near Universal

Modern Studio at The Enclave Near Universal is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and kids playground.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,009.

From$105/night

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Staysky Suite Near Universal & Disney Parks

Villa, Windermere

Staysky Suite Near Universal & Disney Parks is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Staysky Suite Near Universal & Disney Parks

Staysky Suite Near Universal & Disney Parks is a villa in Windermere, with parking and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and game room.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,108.

From$123/night

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Pet-friendly vacation rentals in Windermere, FL

Bring your pet along with stays that welcome four-legged travelers.

8 ★ 1 reviews

Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens

Apartment, Windermere

Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives…

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About Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens

Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $2,303.

From$270/night

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Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

Apartment, Windermere

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers…

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About Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,434.

From$167/night

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Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Apartment, Windermere

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives…

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About Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym is a apartment in Windermere, with pet-friendly space, pool access, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free parking, pet friendly, and pets friendly.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,990.

From$212/night

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Vacation rentals with a pool in Windermere, FL

Add a pool to the search when you want an easy place to cool off between outings.

Modern Studio on I-Drive: parking + pool included

Apartment, Windermere

Modern Studio on I-Drive: parking + pool included is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Modern Studio on I-Drive: parking + pool included

Modern Studio on I-Drive: parking + pool included is a apartment in Windermere, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, hot tub, and free parking.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $810.

From$91/night

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2BR Suite Near Universal Pool & Gym Access

Villa, Windermere

2BR Suite Near Universal Pool & Gym Access is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2BR Suite Near Universal Pool & Gym Access

2BR Suite Near Universal Pool & Gym Access is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and game room.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,307.

From$148/night

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2BR Near Universal With Pool & Free Parking

Villa, Windermere

2BR Near Universal With Pool & Free Parking is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About 2BR Near Universal With Pool & Free Parking

2BR Near Universal With Pool & Free Parking is a villa in Windermere, with pool access, parking, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, family friendly, and kids playground.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,406.

From$153/night

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Vacation rentals with parking in Windermere, FL

Find vacation rentals that make arriving by car easier.

9 ★ 2 reviews

16 Mi to Disney: Cottage w/ Deck in Winter Garden

Cottage, Windermere

16 Mi to Disney: Cottage w/ Deck in Winter Garden is a cottage in Windermere, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 16 Mi to Disney: Cottage w/ Deck in Winter Garden

16 Mi to Disney: Cottage w/ Deck in Winter Garden is a cottage in Windermere, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, kitchen, with kitchen, and free wifi.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,340.

From$157/night

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16 Mi to Disney: Cottage w/ Deck in Winter Garden

Holiday Home, Windermere

16 Mi to Disney: Cottage w/ Deck in Winter Garden is a holiday home in Windermere, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area,…

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About 16 Mi to Disney: Cottage w/ Deck in Winter Garden

16 Mi to Disney: Cottage w/ Deck in Winter Garden is a holiday home in Windermere, with outdoor space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, and heating.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,289.

From$130/night

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Modern Studio Near Universal & I-drive

Villa, Windermere

Modern Studio Near Universal & I-drive is a villa in Windermere, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending…

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About Modern Studio Near Universal & I-drive

Modern Studio Near Universal & I-drive is a villa in Windermere, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free parking, free wifi, accessible, and accessible parking.

Sat, Oct 31 - Sat, Nov 7 · 7 nights · total from $1,107.

From$125/night

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