We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Villas in Key West

Destination
Revenue impacts this sort order. Learn more

Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 km
122 rentals in Key West.
Key West Suites Hotel 205, holiday rental in Key West
Key West Suites Hotel 205, holiday rental in Key West
Key West Suites Hotel 205, holiday rental in Key West

Key West Suites Hotel 205

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Island Suite @ KW Vacation, holiday rental in Key West

Island Suite @ KW Vacation

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Eleanor's Place in Key West Old Town - Dogs Ok, holiday rental in Key West
Eleanor's Place in Key West Old Town - Dogs Ok, holiday rental in Key West
Eleanor's Place in Key West Old Town - Dogs Ok, holiday rental in Key West

Eleanor's Place in Key West Old Town - Dogs Ok

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West

Clean Apartment in Old Town Key West (Best Downtown Locations)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, holiday rental in Key West
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, holiday rental in Key West
OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D, holiday rental in Key West

OLD TOWN, 2 Bedrm, Pool, Fully Equipped Kitchen, Wrap around private porch, W/D

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West
Clean Apartment in Old Town Key West (Best Downtown Locations), holiday rental in Key West

Clean Apartment in Old Town Key West (Best Downtown Locations)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
One-bedroom time share suite in the heart of Old Key West, holiday rental in Key West
One-bedroom time share suite in the heart of Old Key West, holiday rental in Key West
One-bedroom time share suite in the heart of Old Key West, holiday rental in Key West

One-bedroom time share suite in the heart of Old Key West

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sunshine suit (2/2 apartment), holiday rental in Key West
Sunshine suit (2/2 apartment), holiday rental in Key West
Sunshine suit (2/2 apartment), holiday rental in Key West

Sunshine suit (2/2 apartment)

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Key West Suites Hotel unit 201, holiday rental in Key West
Key West Suites Hotel unit 201, holiday rental in Key West
Key West Suites Hotel unit 201, holiday rental in Key West

Key West Suites Hotel unit 201

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sweet Caroline Seaport Floor 2, holiday rental in Key West
Sweet Caroline Seaport Floor 2, holiday rental in Key West
Sweet Caroline Seaport Floor 2, holiday rental in Key West

Sweet Caroline Seaport Floor 2

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, holiday rental in Key West
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, holiday rental in Key West
The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P, holiday rental in Key West

The Oasis: Stylishly Updated 1BR Home Convenient to Duval St & Beaches, Shared P

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Shipyard-1/2 Block Duval Street, holiday rental in Key West
Shipyard-1/2 Block Duval Street, holiday rental in Key West
Shipyard-1/2 Block Duval Street, holiday rental in Key West

Shipyard-1/2 Block Duval Street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
A Change in Latitudes - TRUMAN ANNEX, holiday rental in Key West
A Change in Latitudes - TRUMAN ANNEX, holiday rental in Key West
A Change in Latitudes - TRUMAN ANNEX, holiday rental in Key West

A Change in Latitudes - TRUMAN ANNEX

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Truman Annex-Steps to Famous Duval Street, holiday rental in Key West
Truman Annex-Steps to Famous Duval Street, holiday rental in Key West
Truman Annex-Steps to Famous Duval Street, holiday rental in Key West

Truman Annex-Steps to Famous Duval Street

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ocean Vista, holiday rental in Key West
Ocean Vista, holiday rental in Key West
Ocean Vista, holiday rental in Key West

Ocean Vista

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort, holiday rental in Key West
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort, holiday rental in Key West
Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort, holiday rental in Key West

Key West, Private Beach, Fishing Pier, Old Town, Galleon Resort

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths, holiday rental in Key West
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths, holiday rental in Key West
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths, holiday rental in Key West

Sunrise Suite Key West 2 Bed Rooms 2 Full Baths

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Private, heated pool.  Private yard., holiday rental in Key West
Private, heated pool.  Private yard., holiday rental in Key West
Private, heated pool.  Private yard., holiday rental in Key West

Private, heated pool. Private yard.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Historic Carriage House, holiday rental in Key West
Historic Carriage House, holiday rental in Key West
Historic Carriage House, holiday rental in Key West

Historic Carriage House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy, holiday rental in Key West
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy, holiday rental in Key West
Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy, holiday rental in Key West

Cozy Key West Hideaway with a Pool, Digital Workspace, and Privacy

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
'Little Paradise' Historic Seaport Old Town Key West , holiday rental in Key West
'Little Paradise' Historic Seaport Old Town Key West , holiday rental in Key West
'Little Paradise' Historic Seaport Old Town Key West , holiday rental in Key West

'Little Paradise' Historic Seaport Old Town Key West

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Tree House Old Town 2 Bedroom MONTHLY Rental, holiday rental in Key West
The Tree House Old Town 2 Bedroom MONTHLY Rental, holiday rental in Key West
The Tree House Old Town 2 Bedroom MONTHLY Rental, holiday rental in Key West

The Tree House Old Town 2 Bedroom MONTHLY Rental

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Comfy Family Home in a Gorgeous Gated Community, holiday rental in Key West
Comfy Family Home in a Gorgeous Gated Community, holiday rental in Key West
Comfy Family Home in a Gorgeous Gated Community, holiday rental in Key West

Comfy Family Home in a Gorgeous Gated Community

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Tropical Old Town Bungalow: Charming 2nd Floor Unit, Private Spa/Shared Pool, Ne, holiday rental in Key West
Tropical Old Town Bungalow: Charming 2nd Floor Unit, Private Spa/Shared Pool, Ne, holiday rental in Key West
Tropical Old Town Bungalow: Charming 2nd Floor Unit, Private Spa/Shared Pool, Ne, holiday rental in Key West

Tropical Old Town Bungalow: Charming 2nd Floor Unit, Private Spa/Shared Pool, Ne

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp, holiday rental in Key West
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp, holiday rental in Key West
Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp, holiday rental in Key West

Cocktails & Dreams: Modern 2nd Floor Condo, Steps from Duval St, Seaport, Waterp

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea, holiday rental in Key West
Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea, holiday rental in Key West
Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea, holiday rental in Key West

Ella Varela: Gorgeous Conch Cottage in Key West's Heart, Close to Old Town & Bea

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, holiday rental in Key West
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, holiday rental in Key West
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!!  SLEEPS 2-4, 3 BLKS TO BEACH, holiday rental in Key West

LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lovely 2 bedroom, 2 bath condo at La Brisa., holiday rental in Key West
Lovely 2 bedroom, 2 bath condo at La Brisa., holiday rental in Key West
Lovely 2 bedroom, 2 bath condo at La Brisa., holiday rental in Key West

Lovely 2 bedroom, 2 bath condo at La Brisa.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, holiday rental in Key West
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, holiday rental in Key West
Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry, holiday rental in Key West

Ambrosia - OLD TOWN/HISTORIC SEAPORT, large POOL, wrap around porch, washer/dry

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to, holiday rental in Key West
Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to, holiday rental in Key West
Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to, holiday rental in Key West

Truman's Treasure: Beautifully Updated 2nd Floor Condo, Perfectly Convenient to

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Southernmost Beauty, holiday rental in Key West
Southernmost Beauty, holiday rental in Key West
Southernmost Beauty, holiday rental in Key West

Southernmost Beauty

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Nature's Boutique, holiday rental in Key West
Nature's Boutique, holiday rental in Key West
Nature's Boutique, holiday rental in Key West

Nature's Boutique

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
White Ibis: Charming 2BR Key West Home, Pool, Ideal for Downtown & Beach Fun, Do, holiday rental in Key West
White Ibis: Charming 2BR Key West Home, Pool, Ideal for Downtown & Beach Fun, Do, holiday rental in Key West
White Ibis: Charming 2BR Key West Home, Pool, Ideal for Downtown & Beach Fun, Do, holiday rental in Key West

White Ibis: Charming 2BR Key West Home, Pool, Ideal for Downtown & Beach Fun, Do

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D, holiday rental in Key West
The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D, holiday rental in Key West
The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D, holiday rental in Key West

The Pinder House: Discover Key West Charm at Historic Eyebrow Home, Steps from D

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Sunrise at Seaside Condo 2 Bedroom, holiday rental in Key West
Sunrise at Seaside Condo 2 Bedroom, holiday rental in Key West
Sunrise at Seaside Condo 2 Bedroom, holiday rental in Key West

Sunrise at Seaside Condo 2 Bedroom

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach, holiday rental in Key West
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach, holiday rental in Key West
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach, holiday rental in Key West

Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Key West Gulf front Home with private dock and pool.  , holiday rental in Key West
Key West Gulf front Home with private dock and pool.  , holiday rental in Key West
Key West Gulf front Home with private dock and pool.  , holiday rental in Key West

Key West Gulf front Home with private dock and pool.

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Casa Sol: Discover This Charming, Pet-Friendly Key West Conch House in the Heart, holiday rental in Key West
Casa Sol: Discover This Charming, Pet-Friendly Key West Conch House in the Heart, holiday rental in Key West
Casa Sol: Discover This Charming, Pet-Friendly Key West Conch House in the Heart, holiday rental in Key West

Casa Sol: Discover This Charming, Pet-Friendly Key West Conch House in the Heart

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t, holiday rental in Key West
Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t, holiday rental in Key West
Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t, holiday rental in Key West

Salt Ponds Sanctuary: Your Tranquil Escape, Shared Pool/Hot Tub & Proximity to t

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House, holiday rental in Key West
Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House, holiday rental in Key West
Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House, holiday rental in Key West

Margaritaville: Live Like a Local in Old Town Key West! Dog-Friendly Conch House

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
NEW LISTING!  40’ Luxury Catamaran Yacht!, holiday rental in Key West
NEW LISTING!  40’ Luxury Catamaran Yacht!, holiday rental in Key West
NEW LISTING!  40’ Luxury Catamaran Yacht!, holiday rental in Key West

NEW LISTING! 40’ Luxury Catamaran Yacht!

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool, holiday rental in Key West
Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool, holiday rental in Key West
Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool, holiday rental in Key West

Ananda - Discover Your Blissful Getaway, Steps from Smathers Beach, Shared Pool

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Key West Bayfront Paradise - House and Private Pool!  Steps from shops and food, holiday rental in Key West
Key West Bayfront Paradise - House and Private Pool!  Steps from shops and food, holiday rental in Key West
Key West Bayfront Paradise - House and Private Pool!  Steps from shops and food, holiday rental in Key West

Key West Bayfront Paradise - House and Private Pool! Steps from shops and food

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Living On the Hook in Key West Harbour, holiday rental in Key West
Living On the Hook in Key West Harbour, holiday rental in Key West
Living On the Hook in Key West Harbour, holiday rental in Key West

Living On the Hook in Key West Harbour

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Nassau Suite just steps to Duval Tropical oasis  quiet location Downtown, holiday rental in Key West
Nassau Suite just steps to Duval Tropical oasis  quiet location Downtown, holiday rental in Key West
Nassau Suite just steps to Duval Tropical oasis  quiet location Downtown, holiday rental in Key West

Nassau Suite just steps to Duval Tropical oasis quiet location Downtown

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Artist Cottage, holiday rental in Key West
Artist Cottage, holiday rental in Key West
Artist Cottage, holiday rental in Key West

Artist Cottage

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Conch Haven Old Town 1/1 MONTHLY Rental, holiday rental in Key West
Conch Haven Old Town 1/1 MONTHLY Rental, holiday rental in Key West
Conch Haven Old Town 1/1 MONTHLY Rental, holiday rental in Key West

Conch Haven Old Town 1/1 MONTHLY Rental

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Studio Blue, holiday rental in Key West
Studio Blue, holiday rental in Key West
Studio Blue, holiday rental in Key West

Studio Blue

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu, holiday rental in Key West
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu, holiday rental in Key West
Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu, holiday rental in Key West

Lotus Blossom: Discover Paradise, 3BR Home W/ Tropical Courtyard, Hot Tub & Minu

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Henry's Piece Of Paradise On The Ocean In Key West, holiday rental in Key West
Henry's Piece Of Paradise On The Ocean In Key West, holiday rental in Key West
Henry's Piece Of Paradise On The Ocean In Key West, holiday rental in Key West

Henry's Piece Of Paradise On The Ocean In Key West

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
Check-in
Check-out
Payment Protection
Showing results 1-50 of 122
Frequently Asked Questions about Key West