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Key West Vacation Rentals with Hot Tubs

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242 rentals in Key West.
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Seaside Place Key West FL 5 Bedroom House 4 Baths, vacation rental in Key West

Seaside Place Key West FL 5 Bedroom House 4 Baths

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Craig & Cindy Key West 3 Bedroom Waterfront Beachside Resort Condo, vacation rental in Key West

Craig & Cindy Key West 3 Bedroom Waterfront Beachside Resort Condo

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Sunrise at Seaside Condo 2 Bedroom, vacation rental in Key West

Sunrise at Seaside Condo 2 Bedroom

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sunrise Suite Key West 2 Bed Rooms 2 Full Baths, vacation rental in Key West

Sunrise Suite Key West 2 Bed Rooms 2 Full Baths

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'Oceanside Oasis' * Kings Pointe: Direct Ocean Views & 3 BR'S, vacation rental in Key West

'Oceanside Oasis' * Kings Pointe: Direct Ocean Views & 3 BR'S

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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PRIVATE HOME IN OLD TOWN - 3BR & 3.5 BATHS, vacation rental in Key West

PRIVATE HOME IN OLD TOWN - 3BR & 3.5 BATHS

3 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Casa Del Sol, a Key West Vacation (Truman Annex), vacation rental in Key West

Casa Del Sol, a Key West Vacation (Truman Annex)

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida, vacation rental in Key West

Oceanfront 2 Bedroom 2 Bath Condo Key West Florida

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Harbour Place 115 in Truman Annex Key West, vacation rental in Key West

Harbour Place 115 in Truman Annex Key West

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Artist Cottage in Truman Annex, vacation rental in Key West

Artist Cottage in Truman Annex

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach, vacation rental in Key West

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

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Real World MTV House Key West, vacation rental in Key West

Real World MTV House Key West

10 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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** Steps from Duval 1 Bedroom Townhouse in great complex Hidden secret **, vacation rental in Key West

** Steps from Duval 1 Bedroom Townhouse in great complex Hidden secret **

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Truman Annex Best Location in Town, vacation rental in Key West

Truman Annex Best Location in Town

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Henry's Piece Of Paradise On The Ocean In Key West, vacation rental in Key West

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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Amelia Home, vacation rental in Key West

Amelia Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Isle Of View II, vacation rental in Key West

Isle Of View II

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Casa Grande, vacation rental in Key West

Casa Grande

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Harbor Walk Hideaways, vacation rental in Key West

Harbor Walk Hideaways

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Castle on An Island  Your Santuary Retreat   Key West   Sleeps up to 20, vacation rental in Key West

A Castle on An Island Your Santuary Retreat Key West Sleeps up to 20

8 bedrooms
8 bathrooms
Sleeps 20
Match: Sleeps
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Tranquility, vacation rental in Key West

Tranquility

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Conch Wind, vacation rental in Key West

Conch Wind

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Key West Charming, vacation rental in Key West

Key West Charming

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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The Dolphin House, vacation rental in Key West

The Dolphin House

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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A Barefoot Retreat, vacation rental in Key West

A Barefoot Retreat

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Shipyard Treasure, vacation rental in Key West

Shipyard Treasure

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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2 bedroom Condo Presented Key West Style, vacation rental in Key West

2 bedroom Condo Presented Key West Style

2 bedrooms
2 bathrooms
Sleeps 5
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Sunshine Daydream: Private Home 1/2 Block Off Duval in Gallery District -, vacation rental in Key West

Sunshine Daydream: Private Home 1/2 Block Off Duval in Gallery District -

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool, vacation rental in Key West

'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi, vacation rental in Key West

Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access, vacation rental in Key West

Sunset and Ocean View in Key West's Truman Annex with 2 Bikes and Pool Access

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Secret Villa I * Old Town with Private Pool, close to Duval!, vacation rental in Key West

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

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Conch Get Enough!  - Key West's Old Town Truman Annex, vacation rental in Key West

Conch Get Enough! - Key West's Old Town Truman Annex

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Tom's Chicken Coop:  Nice Ocean View, Pool, Renovated, Close to Beach, vacation rental in Key West

Tom's Chicken Coop: Nice Ocean View, Pool, Renovated, Close to Beach

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!, vacation rental in Key West

'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Key West Beachfront Luxury 2/2 Condo  A212 No Hurricane Damage, vacation rental in Key West

Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Truman Annex: The Plantation SELF CATERING  beautifully landscaped rear patio, vacation rental in Key West

Truman Annex: The Plantation SELF CATERING beautifully landscaped rear patio

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Secret Villa II * Old Town: Beautiful Home w/ Private Pool, 2 blocks to Duval!, vacation rental in Key West

Secret Villa II * Old Town: Beautiful Home w/ Private Pool, 2 blocks to Duval!

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Key West Found, vacation rental in Key West

Key West Found

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Linger Longer, vacation rental in Key West

Linger Longer

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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The Mermaids House, Historic Old Town Key West, vacation rental in Key West

The Mermaids House, Historic Old Town Key West

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Attitude Key West (2 Bikes and Wireless Internet), vacation rental in Key West

Attitude Key West (2 Bikes and Wireless Internet)

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Tropical Escape, vacation rental in Key West

Tropical Escape

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Key West Casa, vacation rental in Key West

Key West Casa

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Duval Sea Turtle, vacation rental in Key West

Duval Sea Turtle

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval, vacation rental in Key West

'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!, vacation rental in Key West

'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Key West Gem - Large, Bright 2 BR Condo on Ocean w/ Olympic-size Pool, vacation rental in Key West

Key West Gem - Large, Bright 2 BR Condo on Ocean w/ Olympic-size Pool

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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'SOUTHERNMOST BELLE'~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!, vacation rental in Key West

'SOUTHERNMOST BELLE'~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Atlantis House Master Suite, vacation rental in Key West

Atlantis House Master Suite

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Key West Vacation Rentals and Condos
Browse through the list of beachfront house rentals in the Florida Keys and you’ll start to feel the warm breeze. You’ll sense the cool sand under your feet and taste the spike of a margarita. Everyone and everything on the island of Key West seems to go at its own pace, which makes it a wondrous vacation destination for families and friends of all ages. House and condo rentals abound – penthouse beach villas on the sandy shoreline, inland cottages in the bustling Old Town district, even fully equipped yachts are available for stay!
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Key West Vacation Rentals and Condos
Browse through the list of beachfront house rentals in the Florida Keys and you’ll start to feel the warm breeze. You’ll sense the cool sand under your feet and taste the spike of a margarita. Everyone and everything on the island of Key West seems to go at its own pace, which makes it a wondrous vacation destination for families and friends of all ages. House and condo rentals abound – penthouse beach villas on the sandy shoreline, inland cottages in the bustling Old Town district, even fully equipped yachts are available for stay!
Where To Rent a Vacation Home in Key West
Vacation rentals in Key West can be found all over town, but knowing what each area offers will help you decide on the perfect place. Condo rentals in Old Town will put you in the center of the action – steps from the famous Duval Street, with numerous restaurants, bars, boutiques, souvenir shops and major attractions. Luxurious, modern house rentals on the beach offer more privacy and relaxation. 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.
Many House Rentals Near Attractions and Activities For All Ages
Key West vacation rentals scatter the whole island, so you’ll always be close to family fun and adventure. Fury Water Adventures offers jet skis, kayaking, parasailing, boating and some of the best snorkeling and diving excursions you’ll ever find. Fishermen will marvel at the eclectic aquatic life in the crystal-blue waters, while families can take the kids to the Florida Keys Eco-Discovery Center, with interactive and dynamic sea exhibits – all just steps away from the island’s spacious, family-friendly condo rentals. Enjoy the romance of paradise on a sunset dinner cruise to wind down from a busy day on the beach or in town.
Key West Bars and Restaurants
Bustling nightlife and gastronomy surround the house rentals in the Historic Seaport neighborhood. Start your night with frozen daiquiris at the famous Lazy Gecko before moving to the award-winning Italian restaurant La Trattoria on the legendary Duval Street. A visit to Key West wouldn’t be complete without trying the conch fritters. And we recommend you indulge in as many different versions of key lime pie as possible. 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.
Book a Key West Vacation Rental For Your Next Trip
Vacation rentals in Key West are the perfect way to experience the island like a local. Traipse down Duval Street to take in the culture, enjoy the family-friendly attractions with your children and loved ones and relax on the white-sand beaches with a margarita in hand. Whichever way you vacation, TripAdvisor has the best deals on house rentals, condo rentals, and beach homes in Key West.