Vacation rentals in Key West, FL

Best vacation rentals and Airbnb offers in Key West, FL

10 ★ 5 reviews

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Cottage, Key West

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub! is a cottage in Key West, with pool access, outdoor space, and kitchen access. This stay…

Read more

About Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub!

Atlantic Paradise by Avantstay Great Location w/ Balcony, Outdoor Dining & Shared Pool & Hot Tub! is a cottage in Key West, with pool access, 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: pool, free wifi, kitchen, and with kitchen.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $4,272.

From$441/night

Show›

9 ★ 366 reviews

Caribbean House

B & B, Key West

Caribbean House is a b & b in Key West, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Read more

About Caribbean House

Caribbean House is a b & b in Key West, 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 breakfast, free wifi, parking, ac, and air conditioning.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,064.

From$240/night

Show›

8.2 ★ 1,003 reviews

Amsterdam's Curry Mansion Inn

Guest House, Key West

Amsterdam's Curry Mansion Inn is a guest house in Key West, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

Read more

About Amsterdam's Curry Mansion Inn

Amsterdam's Curry Mansion Inn is a guest house in Key West, 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: free cancellation, pool, free wifi, parking, and van parking.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,840.

From$221/night

Show›

8.2 ★ 834 reviews

Coconut Mallory Resort And Marina By Kees Vacations

Condo, Key West

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Key West, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

Read more

About Coconut Mallory Resort And Marina By Kees Vacations

Coconut Mallory Resort And Marina By Kees Vacations is a condo in Key West, 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: pool, hot tub, free wifi, and condominium.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $1,915.

From$224/night

Show›

Vacation rentals with a pool in Key West, FL

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

Key West's Best

Holiday Home, Key West

Key West's Best is a holiday home in Key West, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

Read more

About Key West's Best

Key West's Best is a holiday home in Key West, 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: pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,068.

From$331/night

Show›

Moonlight Paradise

Holiday Home, Key West

Moonlight Paradise is a holiday home in Key West, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Moonlight Paradise

Moonlight Paradise is a holiday home in Key West, 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, free wifi, and gym.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,042.

From$328/night

Show›

Key West On My Mind

Holiday Home, Key West

Key West On My Mind is a holiday home in Key West, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

Read more

About Key West On My Mind

Key West On My Mind is a holiday home in Key West, 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: pool, hot tub, and free wifi.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $3,047.

From$329/night

Show›

Key West Harbor Inn - Adults Only

B & B, Key West

Key West Harbor Inn - Adults Only is a b & b in Key West, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

Read more

About Key West Harbor Inn - Adults Only

Key West Harbor Inn - Adults Only is a b & b in Key West, 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, free wifi, for couples, and wine or champagne.

Sat, Sep 26 - Sat, Oct 3 · 7 nights · total from $2,678.

From$340/night

Show›