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Key West, FL Apartments and Holiday Rentals
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116 rentals
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Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
96 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Casa Del Sol, a Key West Vacation (Truman Annex)
108 reviews
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
9 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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BIG POOL! Across Street from Beach! SEASIDE PLACE, Key West - 5/5 w/parking
42 reviews
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 12
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Simonton Studio, an Old Town get-away for 2
179 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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The Mermaids House, Historic Old Town Key West
36 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
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Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
44 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Henry's Piece Of Paradise On The Ocean In Key West
37 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Harbor Walk Hideaways
22 reviews
Private Room
4 bedrooms
3 bathrooms
Sleeps 8
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Oceanfront 2 Bedroom 2 Bath Condo Key West Florida
17 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Sunrise at Seaside Condo 2 Bedroom
39 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 5
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Duval Balcony - Street Suite
16 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Artist Cottage in Truman Annex
13 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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KEY WEST and 3 Bikes or Walk Everywhere! 2 Porches, Pool, Parking & WIFI
17 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Quiet, Quaint And Conveniently Located!
167 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
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Tee by the Sea - Luxury 2/2 1/2 with huge pool, parking and 7 Bikes FREE
67 reviews
Condo/Apartment
2 bedrooms
3 bathrooms
Sleeps 6
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Less than two blocks from the famous Duval St shuffle
77 reviews
Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 4
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New Listing Family Friendly
9 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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YKNOT CHARTERS, ON AND OFF DOCK CHARTERS
30 reviews
Holiday Rental House
0 bedrooms
1 bathroom
Sleeps 6
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Anchor Drop in Key West is a modern elegance with luxury finishes.
5 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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6 bedroom Duval Street Compound - Pool, Hot Tub, 2 parking spots - A++ Location
4 reviews
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 16
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Island vibe, Downtown Nightlife, Sunset
5 reviews
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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Comfy Family Home in a Gorgeous Gated Community
4 reviews
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Conch House - Sleeps 5
6 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
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2 Bedroom, 2 Bath Condo with private balcony and Close to the Ocean
17 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Steps from Duval 1 Bedroom Townhouse in great complex Hidden secret
13 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
5 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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The Tree House Old Town 2 Bedroom MONTHLY Rental
7 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 7
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Top floor, two bedroom,two bath condo with private balcony,close to the Ocean
4 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Conch Haven Old Town 1/1 MONTHLY Rental
6 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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BOOK NOW CONTEMPORARY LUXURY WITH STUNNING OCEAN VIEWS AMAZING VALUE
3 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean Vista
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Cigar House - Sleeps 4
2 reviews
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
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HISTORIC KEY WEST - Turtle House - Sleeps 6
3 reviews
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Seaside Condo 2 pools. sunny, quiet, near Old Town
2 reviews
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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Sunshine suit (2/2 apartment)
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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HISTORIC KEY WEST - Main House - Sleeps 8
5 reviews
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
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Shipyard-1/2 Block Duval Street
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
1 review
Holiday Rental House
2 bedrooms
3 bathrooms
Sleeps 6
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Key West Suites Hotel unit 201
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 6
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Ohana Paradise At Historic Seaport ,Old Town, Key West. Private Home.
1 review
Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
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Luxuriously upgraded Condo with Salty Breezes and Exquisite Sunrises
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Deluxe One Bedroom Condo
1 review
Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
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A Change in Latitudes - TRUMAN ANNEX
1 review
Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
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BOOK TODAY AND ENJOY YOUR KEY WEST ISLAND OASIS CONDO ON THE OCEAN
2 reviews
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 4
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'Little Paradise' Historic Seaport Old Town Key West
1 review
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Sizzling Summer and Fall Specials for your ocean view Key West Oasis
1 review
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Ocean Breezes, Morning Sunrises, Excellent nightly rental condo on the ocean.
1 review
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Amazingly Transformed in 2022 Luxurious renovation Fantastic Ocean View
1 review
Condo/Apartment
2 bedrooms
2 bathrooms
Sleeps 6
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Eleanor's Place in Key West Old Town - Dogs Ok
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
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Showing results 1-50 of 116
Frequently Asked Questions about Key West
Do any holiday rentals in Key West have a pool?
Yes, here are some popular holiday rentals in Key West that have a pool:
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
See all holiday rentals with a pool in Key West on Tripadvisor
Do any holiday rentals in Key West have internet access?
Yes, here are some popular holiday rentals in Key West that have internet access:
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
See all holiday rentals in Key West on Tripadvisor
What are the best pet friendly rentals in Key West?
The best pet friendly rentals in Key West are:
LA DOLCE VITA, OLD TOWN KEY WEST!! STEPS TO DUVAL!! SLEEPS 2-4, 3 BLKS TO BEACH
New Listing Family Friendly
Tiki Too Townhouse, 2 blocks from Duval,Pool, Bikes
See all pet friendly holiday rentals in Key West on Tripadvisor
What are some great rentals in Key West that are kid friendly?
Some of the most popular kid friendly rentals in Key West are:
Sunrise Suite Key West 2 Bed Rooms 2 Full Baths
Key West Beachfront Luxury 2/2 Condo A212 No Hurricane Damage
Key West Townhouse in stunning 5 Star Resort * Close to Duval Street and beach
See all kid friendly holiday rentals in Key West on Tripadvisor