Home Vacation Rentals By Owner In Key West, FL

Showing 1100 Of 2059 Vacation Rentals
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Exceptional(4)

$549.0

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Southernmost Beach Resort, 2 Queen Rooms, Beach Access & 3 Onsite Pools

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for 2 separate rooms within a hotel. The price shown in the listing covers all 2 rooms.brbr✦ Each room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Rooms are not adjoining and possibly not next to each other. Spaces are assigned upon arrival based on availability.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $200 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 2

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Bath 2

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Sleep 8

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Exceptional(1)

$267.69

/ Nightly
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Key West Bliss – Stroll to South Beach for a Relaxing and Unforgettable Stay!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bath 1

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Sleep 2

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Exceptional(3)

$267.69

/ Nightly
Hotel

Southernmost Beach Resort, Avalon King, 3 Outdoor Pools & Beach access

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bath 1

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Sleep 2

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$272.25

/ Nightly
Hotel

Unwind in Key West – Minutes from South Beach and a 3 Onsite Swimming Pools

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bath 1

Bath

Sleep 4

Sleeps

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$272.25

/ Nightly
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Avalon 2 Queen Room at Southernmost Beach Resort – 3 Onsite Pools & Beach Access

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bath 1

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Sleep 4

Sleeps

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$254.25

/ Nightly
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Escape to Key West – 3 Onsite Swimming Pools & Steps Away from the Beach

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(1)

$268.88

/ Nightly
Hotel

Relax and Recharge in Key West – Poolside Comfort & Minutes to South Beach!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 220 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

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Bath 1

Bath

Sleep 2

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Exceptional(3)

$268.88

/ Nightly
Hotel

Queen Room at Southernmost Beach Resort – 3 Pools & Minutes from South Beach

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 220 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

Bed

Bath 1

Bath

Sleep 2

Sleeps

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$284.67

/ Nightly
Hotel

Escape to Key West – Poolside Lounging & Easy Access to the Pristine Beach!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 1

Bed

Bath 1

Bath

Sleep 2

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Exceptional(2)

$284.67

/ Nightly
Hotel

Deluxe King Room at Southernmost Beach Resort – Beach Access & Garden Views!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bed

Bath 1

Bath

Sleep 2

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$246.33

/ Nightly
Hotel

Relax and Reconnect in Key West – Refreshing Pool & Access to Beautiful Beaches!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bath 1

Bath

Sleep 2

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Exceptional(2)

$246.33

/ Nightly
Hotel

Duval Gardens King Room at Southernmost Beach Resort – Minutes to South Beach

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 250 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Bed

Bath 1

Bath

Sleep 2

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$1255.54

/ Nightly
Hotel

Key West Retreat – Perfect for Poolside Relaxation & Serene Garden Views!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 2000 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 3

Bed

Bath 3

Bath

Sleep 6

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$1255.54

/ Nightly
Hotel

Residence at Southernmost Beach Resort – Prime South Beach Access & Lush Gardens

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 2000 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
Bed 3

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Bath 3

Bath

Sleep 6

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Exceptional(74)

$433.74

/ Nightly
Private Vacation Home

BLUE BUNGALOW ~ 2 Bedroom Townhome in Truman Annex Community with Pool!

Key West, Florida, United States

PICTURE PERFECT…brSwaying palms and a picturesque white picket fence outline this tropical retreat luring you in to your escape from reality. Unbeatable location with all the desired amenities, this home is perfect for your island destination. br***PRIMARY GUEST MUST BE AT LEAST 25 YEARS OF AGEbrbrDETAILS AND AMENITIES…brEnjoy an open floor plan on the lower level beginning with a fully equipped kitchen showcasing stainless steel appliances and a convenient bar top with seating for 2. An indoor dining table for 4 allows for family meals together enjoying your fresh catch of the day! Steps ahead lies the living area for your day's end lounging and card night. Tile floors on the first level and natural lighting all around this fresh space creates a tropical ambiance for your island retreat. brbrSLEEPING ARRANGEMENTS…brTravel up the staircase to find two guest bedrooms. The master king suite comes equipped with tv, an en suite full bathroom with a shower and an adjoining office space with a writing table for those working remotely. Steps down the hallway is another full bathroom with a shower/tub combo and washer/dryer set. Following the bathroom is the second guest bedroom with a queen bed, tv and French doors that open up to a balcony with seating for 2 that overlooks the lush, tropical community. There are additional sleeping arrangements on the full size sofa sleeper downstairs and a convenient powder room nearby. brbrOUTDOOR LIVING…brA private and covered outdoor space with dining for 6 and an electric grill makes for an enjoyable mealtime together relishing the evening's island breeze. A convenient side gate into the back patio makes for frequent bike trips around town. This home is a short walking distance to the Truman Annex community pool as well as all the island’s main attractions to include Ft. Zachary State Park and the Truman Little White House. brbrPARKING...brThis home does offer parking for one vehicle, but oversized trucks and extra large SUV's are not permitted and will have to park outside of this community. Maximum vehicle length is 18 feet. The parking spot is a short walking distance from the home.brbrPETS...brThis is not a pet friendly home.brbrMULTI MONTH RESERVATIONS... brFor monthly reservations, the following fees will be added PER MONTH: brMid-stay cleanbrPet fee (if applicable)brPool/hot tub heating fee (if applicable)brbrBOOKING DATES... brThis home is only available as a monthly rental (28 night minimum). We prefer to book by the calendar month (first day of the month to the last). We may consider alternate dates if the calendar allows or if the owner will make an exception.brbrCONCIERGE SERVICES...brEnjoy our concierge service to assist you with planning activities for your trip, from bike/scooter/golf cart rentals to any excursion you can think of including snorkeling and sunset cruises, jet ski rentals, parasailing, kayaking, fishing, paddle boarding and much more. They can also have your fridge stocked with all the necessities in advance of your arrival!brbrCANCELLATION...brBookings canceled at least 30 days before the start of stay will receive a 100% refund. Bookings canceled at least 14 days before the start of stay will receive a 50% refund.brbrPARADISE IS WAITING…
Bed 2

Bed

Bath 2

Bath

Sleep 6

Sleeps

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Exceptional(6)

$254.25

/ Nightly
Hotel

Classic King Room at Southernmost Beach Resort – Minutes from South Beach!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 300 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Exceptional(1)

$261.0

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Hotel

Key West Getaway – Enjoy a Perfect Stay with Easy Access to South Beach!

Key West, Florida, United States

Make your first stop at the impressive monument at the corner of South!brbrThis listing is for a room within a hotel.brbr✦ Your room is 330 sq. ft, equipped with complimentary toiletries, high definition TV, available with Standard cable.brbr✦ Cleaning services included in the nightly price.brbrThere are a few additional details to know before you book:brbr✦ The minimum age required for check-in is 21 years old.brbr✦ Please ensure you have a valid ID for check-in, as it is mandatory for entry.brbr———————————————brbrGuest Access:brDuring your stay, you will have access to the property and amenities according to the following schedule:brbr✦ Check-in is available from 04:00 pm. If you expect to arrive later, please let us know as soon as possible to make the necessary arrangements.brbr✦ You may keep your luggage at the front desk if you arrive early.brbr✦ Public or shared fitness center is available, available in the property.brbr✦ Outdoor shared pool available all year, opened from 11:00AM to 10:00PM.brAdditional features:br • Heated poolbrbr✦ Paid parking lot – 1 space(s), available for $53.75 per day.brbr———————————————brbrOther Things to Note:brThere are several additional things to note:brbr✦ A credit/debit card is required at check-in for a $100 per night refundable deposit, returned after check-out if no damages occur.brbr✦ A mandatory resort fee of $73.13 per night will be collected upon check-in, not included in the daily rate.brbr✦ Pets are not allowed.brbr✦ We use multi-unit listings, so rooms are similar but may have small differences.brbr✦ The maximum number of days that you may book per reservation is only 28 days.
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Exceptional(74)

$361.13

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Condo

Fully renovated Condo with Private Balcony, Shared Pool, Hot Tub and Parking

Key West, Florida, United States

*Brand New Listing* Welcome to Captains Choice The NICEST Unit at Sunrise Suites Resort in Key West- Unit 302.brbrTropical winds, excellent weather, and Key West charm await when you book your stay in this gorgeous completely renovated two bedroom, two bathroom condo Captains Choice. This condo is equipped with BRAND NEW everything from top to bottom with nothing but the finest appliances, fixtures, and furnishings. Enjoy the game or your favorite movie on our new Samsung smart TV's in each bedroom including a 60 inch in the living room. Sit back and enjoy your private balcony, and catch the sunset over the salt ponds while sipping your beverage of choice. Other in-unit amenities include a brand new Keurig machine with pods and full size washer and dryer. Take advantage of some of the amenities located at the resort: Heated community pool, hot tub, gym, and tennis court.brbrSleeping Arrangements -br1 King in Master Bedroombr1 Queen in Spare Bedroombr1 High End full size sleeper sofa in living roombr*All bedding is of high qualitybrbrNearby:brKey West International Airport (2-3 minutes away)brSmathers Beach (along with walking, running, and bike path)brBodhi Spa and WellnessbrSeaside Grocery (convenience store)brGreat restaurants and bars including La Trattoria, Benihana, and Coconut Mallory's Bar. brKey West Golf Club (2 miles)brbrComfort and relaxation await you in this luxurious condo. Our reservation calendar is up to date. Book your reservation today!brbrThis condo is an end unit, located on the 3rd floor (with elevator access)brbrParking: Your booking comes with FREE parking. We have parking Spaces on both sides of the building. We only ask that you do not park under any of the covered parking, as these are reserved spaces. Everything else is first come first served. brbrThank you & enjoy your stay at Captains Choice!
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Exceptional(7)

$2482.88

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Apartment

1 Block to Duval St | Banana's Foster Guesthouse

Key West, Florida, United States

Summary:brPalm trees, sunsets, and the blissful pace of island time will all be yours when you stay at this large historic house on Key West. Banana's Foster Guest House features a heated pool, four private parking spaces, a grill and communal outside area. This 7 bedroom, 7.5 bathroom house is ideal for large groups looking for their next sweet vacation spot!brbrSitting only 1 block from Duval Street, you are steps away from all of the best bars, nightlife, restaurants and more.brbrThe Space:brBanana's Foster Guest House consists of 6 separate units, each with their own private entrance and access code. brbr• Downstairs in the main house, you will find Sweet Caroline - a 2 bed, 2.5 bath home with 2 large king beds in each bedroom, as well as 2 pullout couches in the living room. Sweet Caroline sleeps up to 7 guests.br• Upstairs is Banana Split a 1 bed 1 bath home with a king size bed in the bedroom and queen size pullout couch in the living room, sleeping up to 4 guests. br• Next to Banana Split upstairs, are 2 studios Key Lime Cottage and Creme Brulee, each features a king size bed, kitchenette and private bathroom. The two studios are attached by an outside balcony facing Caroline street.br• Across the courtyard are 2 studios, Sugar Pie Suite and Honey Bun Hideaway each features a king size bed, kitchenette and private bathroom.brbrGuest Access:brOur contactless check-in procedure makes check-in easy. Guests will receive a personalized access code prior to arrival.brbrThe Neighborhood:brPlaced perfectly in-between downtown and the Historic seaport, enjoy attractions like Mallory Square at sunset, Fury’s water adventures for a day at sea, and the Shipwreck and Mel Fisher Maritime Museum for some Key West History.brbrBeing in the heart of everything does come with noise of downtown, but nonetheless an easy and convenient location to experience all Key West has to offer!brbrHalf a block from Duval Street, Banana's Foster Guest House is steps away from Key West's most famous bars and restaurants. Food is at your finger tips with local favorites, such as First Flight, Bagatelle and Two Friend’s patio, less than a 5 minute walk from your front door. Got a sweet tooth Keep an eye out for Kermit’s Key Lime pie shop in the Historic Seaport known for the best key lime pie in Key West, or some homemade fudge and candy from River Street Sweets.brbrForgot something and or need a quick fix Shorty’s Market has all of your last minute necessities for your weekend getaway. Just 2 blocks away, you can also find Fausto’s food market for locally sourced groceries.brbrGetting Around:brOne of the best parts of staying in Key West is how close in proximity you are to everything, this small little 2x4 island offers a variety of ways to get to and from your destination! Don’t feel like walking Peddle your way to breakfast, or take a bike ride along the water at sunset, by renting from Fury or Island Bicycles who offer both pick up & drop off of bike services! Feel like you’re on island time when you rent from Minty’s where you can enjoy exploring Key West on a scooter or golf cart! In addition to these non-traditional modes of transportation, you can also Uber, Lyft or Taxi to your next destination. Pink Taxi is an easy, reliable and affordable way for getting to your rental from the airport. brbrBananas Foster includes 4 private parking spots. The parking spots are located on the Simonton St side of the building.brbrOther Things to Note:brThe Banana's Foster Guest House is on the corner of Caroline Street & Simonton Street and sleeps up to 18 guests. brPrivate parking for up to 4 vehicles is included with your stay. brThis unit is pet friendly! Our requirements are as follows: br•40lb maximum per petbr•$250/per staybr•2 pet maximumbrPlease let us know if you plan on bringing your pet.brPool is private to all guests in the Banana's Foster Guest House.
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Exceptional(125)

$286.29

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Condo

Upscale end unit home @ Truman Annex close to Duval St

Key West, Florida, United States

Now more than ever it is important it is important to choose a home that is thoroughly cleaned and well maintained. We inspect our homes multiple times each month and follow the AHLA Stay Safe Guidelines to ensure your stay is safe and comfortable. You will also find an initial supply of cleaning and paper products along with handsoap and toiletries. The home has a private entrance and contactless Check-In/Out.brbrNeed to stay connected during your trip We offer high speed cable internet.brbrThis upscale home has been meticulously renovated with our guests' complete comfort in mind. Located in the gated community of Truman Annex: a popular and beautifully landscaped community in Old Town Key West. Enjoy the peaceful tropical landscape and pool while only 2 blocks from the excitement of Duval St. We are just outside the entrance to Ft Zachary Taylor State Park and Beach and so close to many of Key West’s popular attractions. After a full day of taking in many of the island's wonderful experiences, come back to all the comforts of home. This open airy home offers a fully furnished kitchen, eating area, living room and bedroom with a queen size bed and full bath. There are televisions in both the bedroom and living room along with wireless internet access. Two sets of French doors bring in lots of light and open to a large balcony where you can enjoy a meal or relax and sip umbrella drinks on the chaise lounges in your own private tropical paradise. Gated parking lot with one reserved space. (For reviews on our other homes, please see Listing # 877318 Sunset on Southard)brbrAmenitiesbrbr- Televisions in bedroom and living areabr- 2 Bicycles for Guests to use during their staybr- Bed Linens, Bath & Beach Towels br- Hairdryerbr- Beach Chairs & Coolerbr- Access to Shipyard Poolbr- Partially covered oversize deckbr- Reserved parking placebr- Secure high speed wireless internet in condobr- Only a few short blocks from Duval Street and Mallory Squarebr- Short walk to the Fort Zachary Taylor State Park Beachbr- Fully equipped Kitchen with Silestone counter and eat in bar- Silverware, Dishes, Cooking Utensils Provided, Stove/Oven, Refrigerator, Microwave, Dishwasher, Coffee Maker & Blender
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