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Key West Vacation Rentals

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854 rentals in Key West.
Pool, Laundry, and grilling area, vacation rental in Key West
Pool, Laundry, and grilling area, vacation rental in Key West
Pool, Laundry, and grilling area, vacation rental in Key West

Pool, Laundry, and grilling area

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Southern Skies, Stylish Home in Old Town Key West, vacation rental in Key West
Southern Skies, Stylish Home in Old Town Key West, vacation rental in Key West
Southern Skies, Stylish Home in Old Town Key West, vacation rental in Key West

Southern Skies, Stylish Home in Old Town Key West

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Room 2 (1 Queen Bed & Single Sleeper Sofa), vacation rental in Key West
Room 2 (1 Queen Bed & Single Sleeper Sofa), vacation rental in Key West
Room 2 (1 Queen Bed & Single Sleeper Sofa), vacation rental in Key West

Room 2 (1 Queen Bed & Single Sleeper Sofa)

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool, vacation rental in Key West
Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool, vacation rental in Key West
Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool, vacation rental in Key West

Waterfront Resort, Fantasy Fest, Private Beach, Boat Docks, Sleeps 6, Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!, vacation rental in Key West
Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!, vacation rental in Key West
Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!, vacation rental in Key West

Tropical Dream! Pool, Restaurant, Bar, Gym, Bike Rental, Parking!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Windward Point Beachfront Resort, Hot Tub, Pool, vacation rental in Key West
Windward Point Beachfront Resort, Hot Tub, Pool, vacation rental in Key West
Windward Point Beachfront Resort, Hot Tub, Pool, vacation rental in Key West

Windward Point Beachfront Resort, Hot Tub, Pool

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Breezy Key West First-Floor Condo w/ Pool Access, vacation rental in Key West
Breezy Key West First-Floor Condo w/ Pool Access, vacation rental in Key West
Breezy Key West First-Floor Condo w/ Pool Access, vacation rental in Key West

Breezy Key West First-Floor Condo w/ Pool Access

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval, vacation rental in Key West
Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval, vacation rental in Key West
Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval, vacation rental in Key West

Casa Bella Petite le Bleu - Luxury Key West Cottage w Pool - 2 Blocks Off Duval

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days., vacation rental in Key West
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days., vacation rental in Key West
Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days., vacation rental in Key West

Crystal blue seas, Island Breezes, Morning Sunrises & Key West Island days.

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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KEY WEST PARADISE- YOUR HAPPY PLACE, vacation rental in Key West
KEY WEST PARADISE- YOUR HAPPY PLACE, vacation rental in Key West
KEY WEST PARADISE- YOUR HAPPY PLACE, vacation rental in Key West

KEY WEST PARADISE- YOUR HAPPY PLACE

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing-Golf Course Charmer!, vacation rental in Key West
New Listing-Golf Course Charmer!, vacation rental in Key West
New Listing-Golf Course Charmer!, vacation rental in Key West

New Listing-Golf Course Charmer!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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**CASA AVILA * OLD TOWN** Private Home & Pool + LAST KEY SERVICES…, vacation rental in Key West
**CASA AVILA * OLD TOWN** Private Home & Pool + LAST KEY SERVICES…, vacation rental in Key West
**CASA AVILA * OLD TOWN** Private Home & Pool + LAST KEY SERVICES…, vacation rental in Key West

**CASA AVILA * OLD TOWN** Private Home & Pool + LAST KEY SERVICES…

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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MERMAID COVE - A collection of four units on Duval, vacation rental in Key West
MERMAID COVE - A collection of four units on Duval, vacation rental in Key West
MERMAID COVE - A collection of four units on Duval, vacation rental in Key West

MERMAID COVE - A collection of four units on Duval

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath, vacation rental in Key West
Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath, vacation rental in Key West
Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath, vacation rental in Key West

Craig & Cindy Key West Poolside Coral Hammock Royal Palm House 2 bdrm 2.5 bath

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise, vacation rental in Key West
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise, vacation rental in Key West
Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise, vacation rental in Key West

Oceanview at 1800 Atlantic, short walk to Smathers Beach wish Island Paradise

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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MOONDANCE condo at La Brisa across Smather's Beach, vacation rental in Key West
MOONDANCE condo at La Brisa across Smather's Beach, vacation rental in Key West
MOONDANCE condo at La Brisa across Smather's Beach, vacation rental in Key West

MOONDANCE condo at La Brisa across Smather's Beach

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools, vacation rental in Key West
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools, vacation rental in Key West
Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools, vacation rental in Key West

Ocean View Balcony 2 Queen Suite at Oceans Edge Resort, Marina Access, 6 Pools

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Topsail Cottage, vacation rental in Key West
Topsail Cottage, vacation rental in Key West
Topsail Cottage, vacation rental in Key West

Topsail Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Relax in Romantic Lodge w/ Pool Minutes from Vibrant Duval Street, vacation rental in Key West
Relax in Romantic Lodge w/ Pool Minutes from Vibrant Duval Street, vacation rental in Key West
Relax in Romantic Lodge w/ Pool Minutes from Vibrant Duval Street, vacation rental in Key West

Relax in Romantic Lodge w/ Pool Minutes from Vibrant Duval Street

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Pool View 3BR Residence | Beachside Resort, vacation rental in Key West
Pool View 3BR Residence | Beachside Resort, vacation rental in Key West
Pool View 3BR Residence | Beachside Resort, vacation rental in Key West

Pool View 3BR Residence | Beachside Resort

Condo/Apartment
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Seaside Retreat: Inviting Bungalows with Turkish Robes and Pool, vacation rental in Key West
Seaside Retreat: Inviting Bungalows with Turkish Robes and Pool, vacation rental in Key West
Seaside Retreat: Inviting Bungalows with Turkish Robes and Pool, vacation rental in Key West

Seaside Retreat: Inviting Bungalows with Turkish Robes and Pool

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6, vacation rental in Key West
WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6, vacation rental in Key West
WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6, vacation rental in Key West

WINTER WEEK - KEY WEST - 2 Bedroom 2 Bathrooms Sleeps 6

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Poolside Breeze a Tropical Retreat has a wrap around Balcony best location, vacation rental in Key West
Poolside Breeze a Tropical Retreat has a wrap around Balcony best location, vacation rental in Key West
Poolside Breeze a Tropical Retreat has a wrap around Balcony best location, vacation rental in Key West

Poolside Breeze a Tropical Retreat has a wrap around Balcony best location

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunset Harbor - Old Town Key West Location - Beautiful Property, vacation rental in Key West
Sunset Harbor - Old Town Key West Location - Beautiful Property, vacation rental in Key West
Sunset Harbor - Old Town Key West Location - Beautiful Property, vacation rental in Key West

Sunset Harbor - Old Town Key West Location - Beautiful Property

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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2 BR Spacious Suite w/ Living Area and Balcony | Outdoor Pools, vacation rental in Key West
2 BR Spacious Suite w/ Living Area and Balcony | Outdoor Pools, vacation rental in Key West
2 BR Spacious Suite w/ Living Area and Balcony | Outdoor Pools, vacation rental in Key West

2 BR Spacious Suite w/ Living Area and Balcony | Outdoor Pools

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!, vacation rental in Key West
Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!, vacation rental in Key West
Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!, vacation rental in Key West

Abuela's at Casa Antigua | Historic Monthly Rental in the Heart of Old Town!

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Serene Bungalow in Key West: Poolside Refreshers & Relaxing Amenities, vacation rental in Key West
Serene Bungalow in Key West: Poolside Refreshers & Relaxing Amenities, vacation rental in Key West
Serene Bungalow in Key West: Poolside Refreshers & Relaxing Amenities, vacation rental in Key West

Serene Bungalow in Key West: Poolside Refreshers & Relaxing Amenities

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Villa Paradiso: A unique mid-town paradise, vacation rental in Key West
Villa Paradiso: A unique mid-town paradise, vacation rental in Key West
Villa Paradiso: A unique mid-town paradise, vacation rental in Key West

Villa Paradiso: A unique mid-town paradise

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings, vacation rental in Key West
Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings, vacation rental in Key West
Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings, vacation rental in Key West

Spacious Garden View Suite Perfect for Couples | Breathtaking Surroundings

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stunning Hideaway: Charming Bungalows near Ernest Hemingway Home, vacation rental in Key West
Stunning Hideaway: Charming Bungalows near Ernest Hemingway Home, vacation rental in Key West
Stunning Hideaway: Charming Bungalows near Ernest Hemingway Home, vacation rental in Key West

Stunning Hideaway: Charming Bungalows near Ernest Hemingway Home

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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LA CASA CUBANA * Cuban Club Suites, vacation rental in Key West
LA CASA CUBANA * Cuban Club Suites, vacation rental in Key West
LA CASA CUBANA * Cuban Club Suites, vacation rental in Key West

LA CASA CUBANA * Cuban Club Suites

Condo/Apartment
1 bedroom
2 bathrooms
Sleeps 6
Match: Sleeps
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Close to the Nearest Beach! Four Amazing Rooms w/ Pool View, vacation rental in Key West
Close to the Nearest Beach! Four Amazing Rooms w/ Pool View, vacation rental in Key West
Close to the Nearest Beach! Four Amazing Rooms w/ Pool View, vacation rental in Key West

Close to the Nearest Beach! Four Amazing Rooms w/ Pool View

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 16
Match: Sleeps
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Thirsty Mermaid - Large 4/3 Pool Home, vacation rental in Key West
Thirsty Mermaid - Large 4/3 Pool Home, vacation rental in Key West
Thirsty Mermaid - Large 4/3 Pool Home, vacation rental in Key West

Thirsty Mermaid - Large 4/3 Pool Home

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Key West Escape, vacation rental in Key West
Key West Escape, vacation rental in Key West
Key West Escape, vacation rental in Key West

Key West Escape

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Banyon Resort, Beach, Pool, Hot Tub, In Town, vacation rental in Key West
Banyon Resort, Beach, Pool, Hot Tub, In Town, vacation rental in Key West
Banyon Resort, Beach, Pool, Hot Tub, In Town, vacation rental in Key West

Banyon Resort, Beach, Pool, Hot Tub, In Town

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps, vacation rental in Key West
Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps, vacation rental in Key West
Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps, vacation rental in Key West

Key West Island Rendezvous - Private Compound Steps Off Duval w/Pool - Sleeps

Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer/Dryer, vacation rental in Key West
Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer/Dryer, vacation rental in Key West
Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer/Dryer, vacation rental in Key West

Comfortable Home with Private Pool, Central AC, WiFi, and Private Washer/Dryer

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub, vacation rental in Key West
Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub, vacation rental in Key West
Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub, vacation rental in Key West

Key West, Galleon Resort, Marina, In Town, Pool, Hot Tub

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!, vacation rental in Key West
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!, vacation rental in Key West
ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!, vacation rental in Key West

ATLANTIC BREEZE ~ 2B/2BA Renovated Retreat w/ Pool, Fitness Area & Beach!

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Oceans Edge Key West Resort, Hotel & Marina!, vacation rental in Key West
Oceans Edge Key West Resort, Hotel & Marina!, vacation rental in Key West
Oceans Edge Key West Resort, Hotel & Marina!, vacation rental in Key West

Oceans Edge Key West Resort, Hotel & Marina!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly, vacation rental in Key West
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly, vacation rental in Key West
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly, vacation rental in Key West

Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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THREE ARCHES IN PARADISE~ A Mediterranean marvel in a walkable location!, vacation rental in Key West
THREE ARCHES IN PARADISE~ A Mediterranean marvel in a walkable location!, vacation rental in Key West
THREE ARCHES IN PARADISE~ A Mediterranean marvel in a walkable location!, vacation rental in Key West

THREE ARCHES IN PARADISE~ A Mediterranean marvel in a walkable location!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Coconut Beach Resort, Great Location, Hot Tub!, vacation rental in Key West
Coconut Beach Resort, Great Location, Hot Tub!, vacation rental in Key West
Coconut Beach Resort, Great Location, Hot Tub!, vacation rental in Key West

Coconut Beach Resort, Great Location, Hot Tub!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent, vacation rental in Key West
Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent, vacation rental in Key West
Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent, vacation rental in Key West

Mariner's Oasis at Sunset Marina- 2bed 2 bath condo w/boat slip for rent

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Uptown quiet cottage close to beaches, restaurant & shopping., vacation rental in Key West
Uptown quiet cottage close to beaches, restaurant & shopping., vacation rental in Key West
Uptown quiet cottage close to beaches, restaurant & shopping., vacation rental in Key West

Uptown quiet cottage close to beaches, restaurant & shopping.

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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KEY LIME COTTAGE - an adorable Monthly rental, vacation rental in Key West
KEY LIME COTTAGE - an adorable Monthly rental, vacation rental in Key West
KEY LIME COTTAGE - an adorable Monthly rental, vacation rental in Key West

KEY LIME COTTAGE - an adorable Monthly rental

Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Heart of Old Town getaway, perfect romantic retreat - near the action, vacation rental in Key West
Heart of Old Town getaway, perfect romantic retreat - near the action, vacation rental in Key West
Heart of Old Town getaway, perfect romantic retreat - near the action, vacation rental in Key West

Heart of Old Town getaway, perfect romantic retreat - near the action

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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A contemporary island gem that was formerly used as a bottling plant,, vacation rental in Key West
A contemporary island gem that was formerly used as a bottling plant,, vacation rental in Key West
A contemporary island gem that was formerly used as a bottling plant,, vacation rental in Key West

A contemporary island gem that was formerly used as a bottling plant,

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Key West, Hyatt Condo, 4 nights ONLY, in Sun, Jan 26, out Thurs, Jan 30, 2025, vacation rental in Key West
Key West, Hyatt Condo, 4 nights ONLY, in Sun, Jan 26, out Thurs, Jan 30, 2025, vacation rental in Key West
Key West, Hyatt Condo, 4 nights ONLY, in Sun, Jan 26, out Thurs, Jan 30, 2025, vacation rental in Key West

Key West, Hyatt Condo, 4 nights ONLY, in Sun, Jan 26, out Thurs, Jan 30, 2025

Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Summer Breeze: Spectacular View, the Beach, Pool and all the Amenities. 2BR/2BA, vacation rental in Key West
Summer Breeze: Spectacular View, the Beach, Pool and all the Amenities. 2BR/2BA, vacation rental in Key West
Summer Breeze: Spectacular View, the Beach, Pool and all the Amenities. 2BR/2BA, vacation rental in Key West

Summer Breeze: Spectacular View, the Beach, Pool and all the Amenities. 2BR/2BA

Condo/Apartment
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Showing results 1-50 of 854
Frequently Asked Questions about Key West






Key West Vacation Rentals
Great deals on vacation rentals make Key West a favorite beach getaway spot for all types of travelers. It’s a laid-back beach town with a twist of eccentricity—along with a diverse dining scene and, of course, famous (one might even say infamous) nightlife. From luxury beach houses to budget cottages, you’ll find it in Key West… and our Key West vacation rental reviews will help you book with confidence.
Where to rent in Key West, Florida
Vacation rentals in Key West can be found all over town. Renting in Old Town (the historic district) will put you in the center of the action—steps from restaurants, bars, boutiques, souvenir shops and major attractions. Live like a local and catch an ocean breeze on your verandah (a typical feature of “conch” architecture). Or how about a modern apartment rental near Duval Square? If you’re craving privacy and relaxation, though, consider a Key West vacation rental away from the center of town—enjoy oceanfront views away from the hustle and bustle. No matter where you make your home base, if you rent a moped or scooter in Key West, you’ll find it easy to get around without a rental car.
Key West Bars and Restaurants
Forget paying a premium for mediocre room service in a hotel—book a vacation rental home in Key West and put that money toward excellent meals in restaurants. (Or, if you’re patterning your vacation after Ernest Hemingway, your bar tab.) Be sure to try the conch fritters. And we recommend trying as many different versions of key lime pie as possible—after all, you do want to find the best key lime pie in Key West, right? Parrotheads (you know who you are) should make a beeline to Jimmy Buffet’s Margaritaville Café, where you can order up your very own Cheeseburger in Paradise.
Sightseeing and Activities in Key West
Now that you’ve found a great vacation house in Key West, what are you going to do with yourself during your vacation? Beach bums will naturally gravitate toward, well, the beach (try Smathers Beach or Fort Taylor Beach)… but there are plenty of other options if you want a more cerebral or active vacation. Hemingway’s house (complete with seven-toed cats descended from his own beloved pets) is a must-see for any literature buff, and you’ll find plenty of secondhand bookstores in town too. Historians will want to explore Henry Truman’s Little White House (located right on Front Street), as well as Fort Zachary Taylor Historic State Park. And definitely don’t leave town without taking in at least one sunset in Mallory Square. Not surprisingly, many of the best things to do in Key West take place out on the water. If you’re new to saltwater fishing, try a fishing charter excursion. A local captain can take you to the best spots for tarpon, marlon, tuna and grouper. Rent a Jet Ski and tour the coastline, or take a charter sunset cruise. Feel like a bit of gambling? You’ll find plenty of casino cruises in Key West as well. They’ll take you out to international waters, where you’re free to hit the slot machines.
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