Best Vacation Villas Rentals in Key West, FL

Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere

8 guests · 3 bedrooms · 3 baths

Pool · Kitchen / Kitchenette · Air conditioner

Experience vacation in Key West with our Villa, Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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4.9

Outstanding(130 Reviews)

Secret Villa I @ Old Town with Private Pool, close to Duval!

6 guests · 3 bedrooms · 3 baths

Garden · Pool · Kitchen / Kitchenette

When traveling to Key West, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $1,063 per night.

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5.0

Outstanding(118 Reviews)

Secret Villa II @ Old Town: with Private Pool, close to Duval!

6 guests · 3 bedrooms · 3 baths

Garden · Pool · Kitchen / Kitchenette

Villa in Key West, for $1,065 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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4.3

Excellent(263 Reviews)

Rose Lane Villas

Garden · Pool · Pets allowed

Soak up the beauty of Key West in our Villa, Rose Lane Villas. With a range of amenities such as Air conditioner, Internet / Wifi and Pets allowed, you'll feel right at home.

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4.8

Outstanding(348 Reviews)

Key West Villas

Pool · Kitchen / Kitchenette · Air conditioner

Looking for a memorable stay in Key West? Our Villa might just be what you're looking for. Enjoy amenities including Air conditioner, Dishwasher and Internet / Wifi, and more during your stay.

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4.9

Outstanding(70 Reviews)

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

16 guests · 6 bedrooms · 7 baths

Pool · Kitchen / Kitchenette · Air conditioner

Nestled in Key West, this Villa is perfect for your next vacation. Enjoy Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking's top-rated amenities, including Air conditioner, Dishwasher and Internet / Wifi, and more.

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5.0

Outstanding(34 Reviews)

Two Bedroom Two Bath Balcony Villa Steps from Duval!

6 guests · 2 bedrooms · 2 baths

Pool · Air conditioner · Internet / Wifi

This Villa for $529 in Key West, is perfect for your next (business stay, family stay, couples stay, getaway vacation, etc.)

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5.0

Outstanding(30 Reviews)

Admirals Gold - Private Key West Luxury Villa

8 guests · 4 bedrooms · 4 baths

Garden · Pool · Kitchen / Kitchenette

Experience vacation in Key West with our Villa, Admirals Gold - Private Key West Luxury Villa. Enjoy amenities such as Air conditioner, Dishwasher and Internet / Wifi, and more.

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4.9

Outstanding(31 Reviews)

Two Bedroom Two Bath Poolside Villa Steps from Duval!

6 guests · 2 bedrooms · 2 baths

Pool · Air conditioner · Internet / Wifi

This Villa in Key West, is the right price for your (business stay, family stays, couples stay, getaway vacation, etc.) today!

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5.0

Outstanding(11 Reviews)

Poolside Studio Villa Steps from Duval!

2 guests · 1 bath

Pool · Air conditioner · Internet / Wifi

Experience the best of Key West with this Villa available for $349. This property is equipped with amenities including Air conditioner, Internet / Wifi and Laundry, and more.

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4.9

Outstanding(10 Reviews)

Oceanfront Property - 2BR/2BA - Near Smather's Beach - Poolside Bar and Grill

6 guests · 2 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Experience the best of Key West with this Villa available for $572. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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4.7

Outstanding(9 Reviews)

Pilar's Cottage by Brightwild | Studio w/Pool!

4 guests · 1 bedroom · 1 bath

Garden · Pool · Pets allowed

Indulge in a peaceful retreat at Pilar's Cottage by Brightwild | Studio w/Pool!, our elegant Villa in Key West. Enjoy amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.

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Explore Villas with the most popular amenities in Key West

Vacation rentals with air conditioning in Key West

5.0

Outstanding(7 Reviews)

Loft Villa Steps from Duval!

4 guests · 1 bath

Pool · Air conditioner · Internet / Wifi

Looking for the perfect place to call home during your trip to Key West? This Villa offers a comfort and style with top-notch amenities, including Air conditioner, Internet / Wifi and Laundry, and more.

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5.0

Outstanding(6 Reviews)

One Bedroom Deck Villa Steps from Duval!

4 guests · 1 bedroom · 1 bath

Pool · Air conditioner · Internet / Wifi

Looking for a Villa in Key West, this Villa for $349 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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5.0

Outstanding(2 Reviews)

Pilar Cottage by Brightwild

Pool · Pets allowed · Kitchen / Kitchenette

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4.7

Outstanding(6 Reviews)

Off street PRKING/ close by-Community POOL-Truman Annex Splash Pad & park

6 guests · 3 bedrooms · 3 baths

Garden · Pool · Pets allowed

Looking for a Villa in Key West, this Villa for $248 per night for your business stay, family stay, couples stay, getaway vacation, on your next trip.

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5.0

Outstanding(4 Reviews)

Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.

6 guests · 2 bedrooms · 2 baths

Garden · Pool · Kitchen / Kitchenette

Looking to create some memories in Key West? Look no further than our Villa, Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.. Enjoy top-rated amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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1 bedroom, desk, iron/ironing board, WiFi

3.8

Good(5 Reviews)

African Queen by Brightwild | GREAT Suite

4 guests · 1 bedroom · 1 bath

Garden · Pool · Pets allowed

Villa in Key West, for $312 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

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5.0

Outstanding(3 Reviews)

Atlantis House Banyan Suite, close to beach, off-street parking, renovated

2 guests · 1 bedroom · 1 bath

Garden · Kitchen / Kitchenette · Air conditioner

This attractive Villa in Key West, $426 per night for your (business stay, family stay, couples stay, getaway vacation, etc.)

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5.0

Outstanding(3 Reviews)

CEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths

10 guests · 5 bedrooms · 5 baths

Pool · Kitchen / Kitchenette · Air conditioner

Enjoy the best of Key West in our Villa, CEASAR'S PARADISE - A MODERN LUXURY RETREAT W/ 4+ Bedrooms/ 5.5 Baths. A stunning property with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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5.0

Outstanding(3 Reviews)

Harborwalk Hideaways by Brightwild |Prime Location

14 guests · 4 bedrooms · 3 baths

Garden · Pool · Pets allowed

Enjoy the best of Key West in our Villa, Harborwalk Hideaways by Brightwild |Prime Location. A stunning property with amenities including Air conditioner, Internet / Wifi and Pets allowed, and more.

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5.0

Outstanding(2 Reviews)

VILLA BELLA - AN EXCEPTIONAL 5/4 ISLAND HOME-Convenient to Old Town

12 guests · 5 bedrooms · 5 baths

Garden · Pool · Kitchen / Kitchenette

Experience the best of Key West with this Villa available for $611. This property is equipped with amenities including Air conditioner, Dishwasher and Internet / Wifi, and more.

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Luxury Villa with Large Pool in Exclusive Area 5 min from Beach

6 guests · 3 bedrooms · 3 baths

Garden · Pool · Pets allowed

Are you ready to indulge in a relaxing getaway? Our Villa in Key West has everything you need for a rejuvenating stay. Treat yourself to Luxury Villa with Large Pool in Exclusive Area 5 min from Beach's exceptional amenities, such as Air conditioner, Dishwasher and Internet / Wifi.

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5.0

Outstanding(1 Review)

Poolside Queen Room Steps from Duval!

2 guests · 1 bedroom · 1 bath

Pool · Air conditioner · Internet / Wifi

Soak up the beauty of Key West in our Villa, Poolside Queen Room Steps from Duval!. With a range of amenities such as Air conditioner, Internet / Wifi and Laundry, you'll feel right at home.

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