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Estates in Key West

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213 rentals in Key West.
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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

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Key West Beachfront Luxury 2/2 Condo  A212 No Hurricane Damage, holiday 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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Seaside Place Key West FL 5 Bedroom House 4 Baths, holiday 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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6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location, holiday rental in Key West

6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location

6 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Secret Villa I * Old Town with Private Pool, close to Duval!, holiday 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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'LOST SHAKER OF SALT' ~ 3 Bed, 2 Bath Pet Friendly Home with 40' Private Pool, holiday 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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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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Island Hideaway, holiday rental in Key West

Island Hideaway

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sunrise at Seaside Condo 2 Bedroom, holiday rental in Key West

Sunrise at Seaside Condo 2 Bedroom

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida, holiday 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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Artist Cottage in Truman Annex, holiday rental in Key West

Artist Cottage in Truman Annex

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Sunrise At Seaside Condo 2 bedroom 2 bath, holiday rental in Key West

Sunrise At Seaside Condo 2 bedroom 2 bath

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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'LADY ADMIRAL' ~ Sweet cottage & guest house with private pool off Duval, holiday 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 Del Sol, a Key West Vacation (Truman Annex), holiday 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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2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Real World MTV House Key West, holiday rental in Key West

Real World MTV House Key West

10 bedrooms
6 bathrooms
Sleeps 20
Match: Sleeps
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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

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Sunshine Daydream: Private Home 1/2 Block Off Duval in Gallery District -, holiday 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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Condo in Old Town Key West's Truman Annex - Pool, Bicycle, Free Parking and WiFi, holiday 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, holiday 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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Conch Get Enough!  - Key West's Old Town Truman Annex, holiday 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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Harbor Walk Hideaways, holiday rental in Key West

Harbor Walk Hideaways

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Tom's Chicken Coop:  Nice Ocean View, Pool, Renovated, Close to Beach, holiday 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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Truman Annex: The Plantation SELF CATERING  beautifully landscaped rear patio, holiday 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!, holiday 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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'CORAL CABANA' ~ Lush Porch Views of the Pool & Gardens, near Golf Course!, holiday 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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Attitude Key West (2 Bikes and Wireless Internet), holiday rental in Key West

Attitude Key West (2 Bikes and Wireless Internet)

2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Harbour Place 115 in Truman Annex Key West, holiday rental in Key West

Harbour Place 115 in Truman Annex Key West

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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The Mermaids House, Historic Old Town Key West, holiday rental in Key West

The Mermaids House, Historic Old Town Key West

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Majestic Escape near Duval!  Pool, wifi, renovated 2/2 1/2, private courtyard., holiday rental in Key West

Majestic Escape near Duval! Pool, wifi, renovated 2/2 1/2, private courtyard.

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Key West Gem - Large, Bright 2 BR Condo on Ocean w/ Olympic-size Pool, holiday 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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'CASA DE VINO' ~ Excellent Price for an Amazing Townhouse with Pool & Tiki!, holiday 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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Craig & Cindy Key West 3 Bedroom Waterfront Beachside Resort Condo, holiday 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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Conch Haven Old Town 1/1 MONTHLY Rental, holiday rental in Key West

Conch Haven Old Town 1/1 MONTHLY Rental

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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'SOUTHERNMOST BELLE'~ Heated Pool, Gourmet Kitchen & Elegant Large Bedrooms!, holiday 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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Tropical Key West Get Away, holiday rental in Key West

Tropical Key West Get Away

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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'OFF CALL' ~ Rustic, Nautical Decor With King Master Suite & Heated Pool!, holiday rental in Key West

'OFF CALL' ~ Rustic, Nautical Decor With King Master Suite & Heated Pool!

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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A Castle on An Island  Your Santuary Retreat   Key West   Sleeps up to 20, holiday 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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Truman Annex Best Location in Town, holiday rental in Key West

Truman Annex Best Location in Town

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI, holiday rental in Key West

KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Craig & Cindy Key West Truman Annex 212 Fleming House, holiday rental in Key West

Craig & Cindy Key West Truman Annex 212 Fleming House

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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BEST DEAL IN THE KEYS!, holiday rental in Key West

BEST DEAL IN THE KEYS!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Sunshine suit (2/2 apartment), holiday rental in Key West

Sunshine suit (2/2 apartment)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Truman Annex, two blocks from Duval, holiday rental in Key West

Truman Annex, two blocks from Duval

2 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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'TIDES ON SIMONTON' ~ Perfectly located just off Duval and all the fun!, holiday rental in Key West

'TIDES ON SIMONTON' ~ Perfectly located just off Duval and all the fun!

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Key West Oasis - Private Pool, Separate Cottage - Great for Couples & Families, holiday rental in Key West

Key West Oasis - Private Pool, Separate Cottage - Great for Couples & Families

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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'THE QUARTERDECK' ~ Colorful & Comfortable 2Ba/ 1Ba Unit in The Shipyard!, holiday rental in Key West

'THE QUARTERDECK' ~ Colorful & Comfortable 2Ba/ 1Ba Unit in The Shipyard!

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE, holiday rental in Key West

Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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New Listing Family Friendly, holiday rental in Key West

New Listing Family Friendly

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Spacious 3BR/3BA Catamaran as Private Sailing Charter up to 7 nights in Key West, holiday rental in Key West

Spacious 3BR/3BA Catamaran as Private Sailing Charter up to 7 nights in Key West

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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