Vacation rentals in Winter Garden, FL

Best Vacation rentals and Airbnb offers in Winter Garden, FL

Modern Private Room With Private Entrance

Holiday Home, Winter Garden

Modern Private Room With Private Entrance is a holiday home in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Modern Private Room With Private Entrance

Modern Private Room With Private Entrance is a holiday home in Winter Garden, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $635.

From$68/night

Show›

Private Cozy Studio

B & B, Winter Garden

Private Cozy Studio is a b & b in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Private Cozy Studio

Private Cozy Studio is a b & b in Winter Garden, 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 wifi, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $617.

From$73/night

Show›

2nd Floor Studio Downtown Winter Garden

Apartment, Winter Garden

2nd Floor Studio Downtown Winter Garden is a apartment in Winter Garden, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About 2nd Floor Studio Downtown Winter Garden

2nd Floor Studio Downtown Winter Garden is a apartment in Winter Garden, with 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: kitchen, with kitchen, parking, free parking, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $781.

From$81/night

Show›

Centrally Located Cozy studio with High WiFi speed and AC

Apartment, Winter Garden

Centrally Located Cozy studio with High WiFi speed and AC is a apartment in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Centrally Located Cozy studio with High WiFi speed and AC

Centrally Located Cozy studio with High WiFi speed and AC is a apartment in Winter Garden, 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, parking, free parking, fireplace, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $746.

From$82/night

Show›

Browse Vacation Rentals with a Pool in Winter Garden, FL

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

“Modern Studio Orlando | Full Kitchen, Near Epic & Universal Parks”

Apartment, Winter Garden

“Modern Studio Orlando · Full Kitchen, Near Epic & Universal Parks” is a apartment in Winter Garden, with pool access and kitchen access. This stay gives travelers a comfortable base for…

Read more

About “Modern Studio Orlando | Full Kitchen, Near Epic & Universal Parks”

“Modern Studio Orlando · Full Kitchen, Near Epic & Universal Parks” is a apartment in Winter Garden, with pool access 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: pool, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $738.

From$69/night

Show›

-Modern attached en-suite -shared pool -Orlando

Apartment, Winter Garden

-Modern attached en-suite -shared pool -Orlando is a apartment in Winter Garden, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About -Modern attached en-suite -shared pool -Orlando

-Modern attached en-suite -shared pool -Orlando is a apartment in Winter Garden, with pool access 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $686.

From$78/night

Show›

3315-Magic Studio/Condo near Universal

Apartment, Winter Garden

3315-Magic Studio/Condo near Universal is a apartment in Winter Garden, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About 3315-Magic Studio/Condo near Universal

3315-Magic Studio/Condo near Universal is a apartment in Winter Garden, with pool 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, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $940.

From$83/night

Show›

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Holiday Home, Winter Garden

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka is a holiday home in Winter Garden, with pool access, kitchen access, and room for a group. This stay gives…

Read more

About Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka is a holiday home in Winter Garden, with pool access, kitchen access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $766.

From$84/night

Show›

Best Winter Garden, FL vacation rentals with parking

Find vacation rentals that make arriving by car easier.

Happy Home

Homestay, Winter Garden

Happy Home is a homestay in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

Read more

About Happy Home

Happy Home is a homestay in Winter Garden, 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 wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $591.

From$51/night

Show›

Cozy Studio Private Entrance 30 Minute From Disney and Universal Studio All new

Apartment, Winter Garden

Cozy Studio Private Entrance 30 Minute From Disney and Universal Studio All new is a apartment in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the…

Read more

About Cozy Studio Private Entrance 30 Minute From Disney and Universal Studio All new

Cozy Studio Private Entrance 30 Minute From Disney and Universal Studio All new is a apartment in Winter Garden, 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 wifi, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $759.

From$85/night

Show›

Dtwn Winter Garden Home: 12 Mi to Disney!

Holiday Home, Winter Garden

Dtwn Winter Garden Home: 12 Mi to Disney! is a holiday home in Winter Garden, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Dtwn Winter Garden Home: 12 Mi to Disney!

Dtwn Winter Garden Home: 12 Mi to Disney! is a holiday home in Winter Garden, 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 wifi, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,663.

From$142/night

Show›

House 2 Bedrooms /2 full bathrooms Downtown Winter Garden

Holiday Home, Winter Garden

House 2 Bedrooms /2 full bathrooms Downtown Winter Garden is a holiday home in Winter Garden, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable…

Read more

About House 2 Bedrooms /2 full bathrooms Downtown Winter Garden

House 2 Bedrooms /2 full bathrooms Downtown Winter Garden is a holiday home in Winter Garden, with parking, kitchen access, 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: kitchen, with kitchen, parking, free parking, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,480.

From$153/night

Show›

Best Pet-Friendly Vacation Rentals in Winter Garden, FL

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

New 1 Bedroom suite with full kitchen, living room and bathroom

Apartment, Winter Garden

New 1 Bedroom suite with full kitchen, living room and bathroom is a apartment in Winter Garden, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

Read more

About New 1 Bedroom suite with full kitchen, living room and bathroom

New 1 Bedroom suite with full kitchen, living room and bathroom is a apartment in Winter Garden, with pet-friendly space, kitchen access, 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 wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $758.

From$80/night

Show›

Charming 1-bedroom apartment with pool, WiFi, AC centrally located!

Apartment, Winter Garden

Charming 1-bedroom apartment with pool, WiFi, AC centrally located! is a apartment in Winter Garden, with pool access, kitchen access, and room for a group. This stay gives travelers a…

Read more

About Charming 1-bedroom apartment with pool, WiFi, AC centrally located!

Charming 1-bedroom apartment with pool, WiFi, AC centrally located! is a apartment in Winter Garden, with pool access, kitchen access, 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, pool, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,097.

From$115/night

Show›

Modern Central Florida Home Ideal for Short or Extended Stays!

Holiday Home, Winter Garden

Modern Central Florida Home Ideal for Short or Extended Stays! is a holiday home in Winter Garden, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

Read more

About Modern Central Florida Home Ideal for Short or Extended Stays!

Modern Central Florida Home Ideal for Short or Extended Stays! is a holiday home in Winter Garden, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,208.

From$128/night

Show›

House with large deck, walking distance to Historic Downtown Winter Garden

Holiday Home, Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden is a holiday home in Winter Garden, with pet-friendly space, outdoor space, and kitchen access. This stay gives…

Read more

About House with large deck, walking distance to Historic Downtown Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden is a holiday home in Winter Garden, with pet-friendly space, outdoor space, 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 wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,689.

From$183/night

Show›

Best Winter Garden, FL vacation rentals with a kitchen

Compare stays with kitchen access for longer trips and easier meals.

Landing Incredible 2BD Clubhouse Game Room

Apartment, Winter Garden

Landing Incredible 2BD Clubhouse Game Room is a apartment in Winter Garden, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

Read more

About Landing Incredible 2BD Clubhouse Game Room

Landing Incredible 2BD Clubhouse Game Room is a apartment in Winter Garden, with 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 wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,066.

From$122/night

Show›

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

Guest House, Winter Garden

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR is a guest house in Winter Garden, with parking, kitchen access, and room for a group. This stay gives travelers…

Read more

About 2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR

2 Minutes to Universal Studios Theme Parks - Central, Relaxing and Chic 1BR is a guest house in Winter Garden, with parking, kitchen access, 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 wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $782.

From$82/night

Show›

Comfortable Studio Stay on Small Farm

Apartment, Winter Garden

Comfortable Studio Stay on Small Farm is a apartment in Winter Garden, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Comfortable Studio Stay on Small Farm

Comfortable Studio Stay on Small Farm is a apartment in Winter Garden, 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 cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $816.

From$82/night

Show›

SHADOW WOOD - King Size Private Suite Sleeps 4, Near Universal, I-Drive, Disney

Apartment, Winter Garden

SHADOW WOOD - King Size Private Suite Sleeps 4, Near Universal, I-Drive, Disney is a apartment in Winter Garden, with kitchen access and room for a group. This stay gives travelers a…

Read more

About SHADOW WOOD - King Size Private Suite Sleeps 4, Near Universal, I-Drive, Disney

SHADOW WOOD - King Size Private Suite Sleeps 4, Near Universal, I-Drive, Disney is a apartment in Winter Garden, with kitchen access 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, kitchen, with kitchen, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $913.

From$90/night

Show›

Our Favorite Family-Friendly Vacation Rentals in Winter Garden, FL

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

Dtwn Winter Garden Home: 12 Mi to Disney!

Cottage, Winter Garden

Dtwn Winter Garden Home: 12 Mi to Disney! is a cottage in Winter Garden, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Dtwn Winter Garden Home: 12 Mi to Disney!

Dtwn Winter Garden Home: 12 Mi to Disney! is a cottage in Winter Garden, with 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,684.

From$132/night

Show›

Walkable Winter Garden Bungalow: 3 Blocks to Dtwn

Cottage, Winter Garden

Walkable Winter Garden Bungalow: 3 Blocks to Dtwn is a cottage in Winter Garden, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Walkable Winter Garden Bungalow: 3 Blocks to Dtwn

Walkable Winter Garden Bungalow: 3 Blocks to Dtwn is a cottage in Winter Garden, with 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 wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,177.

From$132/night

Show›

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

Cottage, Winter Garden

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

Read more

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 Winter Garden, 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 wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,190.

From$138/night

Show›

Walk to Dtwn: Winter Garden Home w/ Patio

Cottage, Winter Garden

Walk to Dtwn: Winter Garden Home w/ Patio is a cottage in Winter Garden, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

Read more

About Walk to Dtwn: Winter Garden Home w/ Patio

Walk to Dtwn: Winter Garden Home w/ Patio is a cottage in Winter Garden, 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 wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,456.

From$163/night

Show›