Monthly Vacation Rentals

Monthly Vacation Rentals

1 Bedroom

Casita Mango

Monthly Vacation Rentals

Vacation Home

1 Bedroom / 1 Bath

Accommodates 2 People Only

$3500 to $5500

2 Bedrooms

Lost Weekend

Monthly Vacation Rentals

Vacation Home

2 Bedrooms / 2 Baths

Accommodates 6 People

$4500 to $7500

3 Bedrooms

Ole Olivia!

Monthly Vacation Rentals

Vacation Home

4 Bedrooms / 3.5 Baths

Accommodates up to 6 People

$10000 to $18000

4 + Bedrooms

Tropical Retreat

Monthly Vacation Rentals

Vacation Home

4 Bedrooms / 3 Baths

Accommodates 8 People

$4500 to $9500

Carey’s Cottage

Monthly Vacation Rentals

Vacation Cottage

1 Bedroom / 1 Bath

Accommodates 2 to 4 People

$4500 to $6500

Lagniappe

Vacation Home

2 Bedrooms / 2 Baths

Accommodates 4 People

$5000 to $7500

Maison du Calais

Monthly Vacation Rentals

Vacation Home

3 Bedrooms / 2.5 Baths

Accommodates 6 People

$6000 to $9000

Tropical Hideaways

Monthly Vacation Rentals

Vacation Home

4 Bedrooms / 2 Baths

Accommodates 8 People

$7500 to $10000

Esperanza Suite

Monthly Vacation Rentals

Vacation Home

1 Bedrooms / 2 Baths

Accommodates 4 People

$4000 to $6000

Blue Sun

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Vacation Home

3 Bedrooms / 2 Baths

Accommodates 6 People

From $6500 to $10000

Casa Dulce

Monthly Vacation Rentals

Vacation Home

3 Bedrooms / 1.5 Baths

Accommodates 6 to 8 People

$4500 to $7500

Grand Dame

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Vacation Cottage

4 Bedroom / 4.5 Bath

Accommodates 10 People

From $7500 to $12000

The Key West Treehouse

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Vacation Home

1 Bedrooms / 2 Baths

Accommodates 2 People

From $3500 to $5500

Palm Cottage

Vacation Home

2 Bedrooms / 2 Baths

Accommodates 6 People

$4000 to $6500

Casa Cayo Hueso

Vacation Home

3 Bedrooms / 2 Baths

Accommodates up to 8 People

$4000 to $7500

Finisterre

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Vacation Home

4 Bedrooms / 4 Baths

Accommodates 8 People

From $7500 to $12000

Olivia’s Nest

Key West Nightly Vacation Rentals

Vacation Suite

1.5 Bedroom / 1 Bath

Accommodates 2 to 4 People

$3000 to $5500

Key West Conch

Vacation Home

3 Bedrooms / 1.5 Baths

Accommodates 6 People

$4000 to $6500

Palm Alley

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Vacation Home

4 Bedrooms / 4 Baths

Accommodates 8 People

From $7500 to $12000

Concha Cabana

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Vacation Home

2 Bedroom / 2 Bath

Accommodates up to 4 People

From $5000 to $8000

Artist’s Retreat

Monthly Vacation Rentals

Vacation Home

3 Bedrooms / 2 Baths

Accommodates 6 People

$6500 to $10000

Grand Dame

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Vacation Cottage

4 Bedroom / 4.5 Bath

Accommodates 10 People

From $7500 to $12000

The Cultured Pearl

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Vacation Home

3 Bedrooms / 2 Baths

Accommodates 6 People

From $5000 to $7500

Sawyer’s Escape

Monthly Vacation Rentals

Vacation Home

3 Bedrooms / 2 Baths

Accommodates 6 People

$6000 to $10500

Pineapple Cottage

Monthly Vacation Rentals

Vacation Home

3 Bedrooms / 2.5 Baths

Accommodates 6 People

$6000 to $9500

Bahama Breeze

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Vacation Home

3 Bedrooms / 2 Baths

Accommodates 6 People

$5000 to $11000

 

Love Shack

Vacation Home

3 Bedrooms / 2 Baths

Accommodates 4 People

$5000 to $8000

Dragonfly

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Vacation Home

3 Bedrooms / 3 Baths

Accommodates up to 6 People

From $6000 to $10000