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Search results; Over 1,000 homes in Maitland

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Guest favourite

Home in Maitland

Bonheur Ala Maison

3 bedrooms, 4 beds, 2 private bathrooms

1–6 Oct

$1,829 SGD for 5 nights

,

4.85 out of 5 average rating, 167 reviews

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Guest favourite

Home in Winter Park

Luxury Designer Home • Downtown,Universal & Disney

4 bedrooms, 4 beds, 3.5 bathrooms

3–8 Oct

$2,384 SGD for 5 nights

5.0 out of 5 average rating, 8 reviews

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Home in Altamonte Springs

The Altamonte Playground: Large Renovated Home

4 bedrooms, 5 beds, 2 bathrooms

7–12 Dec

$1,031 SGD for 5 nights

Free cancellation

New place to stay

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Superhost

Home in Winter Park

Charming Winter Park Retreat

3 bedrooms, 3 beds, 2 bathrooms

10–15 Oct

$1,472 SGD for 5 nights

Free cancellation

New place to stay

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Featured hotel

Hotel in Winter Park

Parlor king

1 bedroom, 1 king bed, 1 bathroom

4–9 Oct

$2,707 SGD for 5 nights

+$376 SGD Airbnb credit

5.0 out of 5 average rating, 3 reviews

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Top guest favourite

Home in Orlando

Stylish & Cozy King Bed Retreat @ Baldwin Park

2 bedrooms, 2 beds, 2 bathrooms

12–17 Oct

$1,220 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 65 reviews

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Guest favourite

Home in Maitland

Cozy two bedroom, large backyard

2 bedrooms, 3 beds, 1 bathroom

5–11 Nov

$871 SGD for 6 nights

Free cancellation

5.0 out of 5 average rating, 5 reviews

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Flat in Orlando

Private Bamboo Oasis Apartment in College Park

1 bedroom, 2 beds, 1 bathroom

11–18 Oct

$1,524 SGD for 7 nights

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Guest favourite

Room in Orlando

Orlando Comfort

2 beds, 1 bathroom

4–9 Oct

$693 SGD for 5 nights

5.0 out of 5 average rating, 6 reviews

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Top guest favourite

Guest house in Orlando

1924 Spanish Carriage House Lower

1 bedroom, 2 beds, 1 bathroom

8–13 Oct

$1,254 SGD for 5 nights

Free cancellation

4.98 out of 5 average rating, 155 reviews

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Guest favourite

Room in Orlando

Stylish Private bd/bth. 5% wkly/10% mthly discount

1 queen bed, 1 bathroom

9–14 Nov

$482 SGD for 5 nights

Free cancellation

5.0 out of 5 average rating, 14 reviews

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Guest favourite

Room in Oviedo

Modern Oviedo Stay | Cozy & Peaceful Nature Suite

1 queen bed, 1 bathroom

24–29 Oct

Book early to save

Free cancellation

5.0 out of 5 average rating, 7 reviews

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Guest favourite

Home in Longwood

The Lakefront Brantley House

3 bedrooms, 3 beds, 2.5 bathrooms

1–8 Oct

$2,257 SGD for 7 nights

Free cancellation

5.0 out of 5 average rating, 24 reviews

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Top guest favourite

Bungalow in Orlando

Den on Daniels

1 bedroom, 1 bed, 1 bathroom

4–9 Oct

$971 SGD for 5 nights

4.98 out of 5 average rating, 147 reviews

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Guest house in Orlando

The Serene Suite Orlando

1 bedroom, 1 queen bed, 1 bathroom

1–6 Oct

$503 SGD for 5 nights

Free cancellation

New place to stay

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Top guest favourite

Guest house in Orlando

The Sacred Space Downtown Orlando Milk District

1 bedroom, 1 queen bed, 1 bathroom

3–8 Oct

$900 SGD for 5 nights

5.0 out of 5 average rating, 271 reviews

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Home in Orlando

"The Clar" by EVRH

2 bedrooms, 2 queen beds, 2 bathrooms

31 Oct – 5 Nov

$1,193 SGD for 5 nights

Free cancellation

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Top guest favourite

Guest house in Orlando

Detached suite in Mills 50 food paradise

1 bedroom, 1 queen bed, 1 bathroom

5–10 Oct

Extended stay discount

Free cancellation

5.0 out of 5 average rating, 144 reviews

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Guest house in Winter Park

Cute & Quaint Private Guesthouse with 1 bed/1 bath

1 bedroom, 1 bed, 1 bathroom

1–6 Oct

$748 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews