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Key West, FL Apartments and Holiday Rentals
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Internet or Wifi (823)
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Kid friendly (797)
Pet friendly (329)
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Holiday Rental House (552)
Condominium/Apartment (295)
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Waterfront (126)
Boat Available (63)
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Distance from
5 km
The Ernest Hemingway Home and Museum
Fort Zachary Taylor Historic State Park
Key West Butterfly and Nature Conservatory
Mallory Square
Truman Little White House
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847 rentals
in Key West.
Pool, Laundry, and grilling area
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 6
Match:
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Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Modern Lodge w/ Outdoor Pool Near Attractions Ideal for Family Fun
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Key West Getaway! Pool, Restaurant, Bar, Gym, Parking!
1
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps
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Hemingways Atlantic Retreat overlooks Smathers Beach upgrades galore Key West
96
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
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**SWEET AMERICANA * OLD TOWN** 8BR/8BA Compound + 2 Pools + LAST KEY SERVICES…
9
Holiday Rental House
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8 bedrooms
10 bathrooms
Sleeps 20
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Exclusive Key West Beach Front - 3BR Luxury Condo w/Gym and Pool Access
12
Condo/Apartment
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
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BOOK MARGARITAS IN PARADISE KEY WEST LUXURY MONTHLY CONDO BEST VALUE
4
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
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Conch Cottage/ 722 Simonton St
140
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Speakeasy Inn -Room 1B-1 Queen Bed
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
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Poolside Paradise Monthly Rental 1800 Atlantic -June - Sep $5250 monthly
2
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Custom House Inn | Colorful Suites & Rooftop Vibes on Duval Street!
Condo/Apartment
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5 bedrooms
5 bathrooms
Sleeps 20
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High Tide awaits your next visit upgraded condo close to Smathers Beach
88
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
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Ideal Location! 3 Great Units, Near Beach, Pool and Attractions
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 12
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Pool & Parking, & Near Duval - The Rigby House
Holiday Rental House
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6 bedrooms
7 bathrooms
Sleeps 12
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Double Lot Private Villa and Pool with Direct Boat Entry to Atlantic and Gulf.
1
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
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Sleeps
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Pool View Three Bedroom Residence
Condo/Apartment
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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As seen on
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
17
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Two Suites on Duval - Custom House Inn
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
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Flirty Flamingo Key West
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
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**KESTRAL KOVE * THE GOLF CLUB** Townhome w/ Community Pool + LAST KEY
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 7
Match:
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3 Island-Chic Rooms Offering Private White Sand Beach on Duval St. in Key West
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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As seen on
Waterfront & Heated Pool - Awai's Floating Villa
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Blue Moonshine upgrades throughout modern finishes, close to Smathers Beach
24
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Charming 1-bedroom apartment in Key West with AC, WiFi. Enjoy
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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As seen on
Heron House | Canal Front 3-Bedroom Home w/ Private Boat Docking in Key Haven
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Waterfront Resort, RWO Championship Boat Races, Pool, Hot Tub, Sleeps 6, Hyatt
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Thirsty Mermaid - Large 4/3 Pool Home
10
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Somewhere on the Beach a dream property all amenities included simply amazing
40
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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KEY WEST PARADISE- YOUR HAPPY PLACE
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Harrison's Hideaway-Sleeps up to 4, K & F Sl Sofa!
2
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Comfortable Condo with Pool, Private Balcony, & Beach Access
131
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Key West Home on Golf Course w/ Patio & Grill!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Vibrant Key West Stay w/ Outdoor Pools | Four Rooms w/ Balcony
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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Key West “Blue Zone” Oasis with Pool, Pet Friendly
Holiday Rental House
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2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps
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Cozy home with private pool, BBQ, central AC, enclosed yard
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
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Luxurious 40' Sailing Yacht located in a beautiful resort! VRBO NEW OFFER!
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
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Windward Point Beachfront Resort, Hot Tub, Pool
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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As seen on
Key West Paradise, Conch Hideaway, Island Vibrations, Balmy Ocean Breezes KWF
2
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Sunset Harbor - Old Town Key West Location - Beautiful Property
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Key West Studio Charming resort with WiFi, AC, fitness room
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
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Conch Cove - 3br/3ba with private heated pool and private parking
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful, private, bright one bedroom cottage walk to Duval, Truman
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
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Sleeps
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2 Serene Beachside Accommodations with Enhanced Spa Experience in Key West
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Relax in Style at Windsor Townhomes #4
15
Holiday Rental House
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3 bedrooms
4 bathrooms
Sleeps 6
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Sunset Harbor | Marina | Hot Tub | Pool | Concierge
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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������� ����� Dream Getaway at the Beach House Resort+Amenities. 2BR
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
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As seen on
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
150
Condo/Apartment
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Botanical Island Delight Key West fantastic discounts for Summer & Fall
40
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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PARROTVILLE Townhome in Windward Park by RENT KEY WEST VACATIONS
18
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
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1
2
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Showing results 1-50 of 847
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:
Pool, Laundry, and grilling area
Key West Hyatt Charming 2-bedroom resort with WiFi, AC
Key West Home on Deep Water Canal with Pool at Mile Marker 5, Fisherman's Dream
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:
Pool, Laundry, and grilling area
Key West Hyatt Charming 2-bedroom resort with WiFi, AC
Key West Home on Deep Water Canal with Pool at Mile Marker 5, Fisherman's Dream
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:
Key West Home on Deep Water Canal with Pool at Mile Marker 5, Fisherman's Dream
Perfect Staycation! Close to Local Attractions! Deluxe Room w/ Pool View
Short Drive to the Nearest Beach! Amazing Deluxe Room w/ Amazing Pool View
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:
Key West Hyatt Charming 2-bedroom resort with WiFi, AC
Key West Home on Deep Water Canal with Pool at Mile Marker 5, Fisherman's Dream
Perfect Staycation! Close to Local Attractions! Deluxe Room w/ Pool View
See all kid friendly holiday rentals in Key West on Tripadvisor
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