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World: United States: Florida: The Florida Keys: Key West Vacation Rentals

Key West Vacation Rentals

This section features the following homes, villas, cabins, cottages or condos listed below. Please click on the description to view any of the Key West rentals you see listed for more information. Vacation rentals in Key West, Florida are added and updated every week, so please bookmark us and visit again. Be sure to check out Sugarloaf Key (14 miles), Cudjoe Key (19 miles), Summerland Key (22 miles), Ramrod Key (24 miles), Little Torch Key (25 miles), and Big Pine Key (28 miles) for additional vacation rental choices. Notice a problem with our distances? Report it here.

Photo's available Pets? please inquire Swimming pool Jacuzzi Availability Calendar
Min Rate Max Rate Per Property Type Beds Baths Pets Pool Jacuzzi
Sort By  ->
 Type Bed Bath Sleeps Rates or Community Property Name
 Studio 0 1 5 $750-$850 USD/wk Executive Suite. Work Play & Deduct Your Stay
 House 1 1 2 $1800-$3500 USD/mth Tropical Conch Cottage
 Condo 1 1 2 $950-$950 USD/wk The Galleon Resort
 Condo 1 1 2 $1000-$1450 USD/wk Galleon Resort at Affordable Rates
 Condo 1 1 4 $3600-$5500 USD/mth Luxury One Bedroom Unit in the Shipyard of the Truman Annex
 Condo 1 1 4 $2400-$6400 USD/mth Delightful Deluxe Condo-july-aug special
 Condo 1 1 4 $1850-$2150 USD/mth great poolside oldtown location
 Condo 1 1 5 $1700-$2400 USD/wk One of a Kind Condo at the Galleon Resort & Marina
 Villa 2 1 4 $750-$1800 USD/wk Truman Annex Shipyard with Tropical Garden
 Condo 2 1 4 $1200-$1800 USD/wk Garden Level Condo in the Truman Annex
 Condo 2 1 4 $1200-$2200 USD/wk Villa Nomade
 Condo 2 1 6 $950-$2800 USD/mth A Paradise Vacation
 Townhome 2 1½ 4 $1900-$3300 USD/mth Fantastic Townhouse On Lagoon Pool
 Townhome 2 1½ 5 $1500-$3000 USD/wk Key West Vacation Rental Old Town Luxury Townhome
 Townhome 2 2 4 $1250-$1800 USD/wk "Last Minute June& Specials"Truman /Duval Tropical Hideaway
 Condo 2 2 4 $2400-$5000 USD/mth Penthouse at Sunset Marina
 Condo 2 2 4 $900-$1850 USD/wk Island Retreat Condo
 Condo 2 2 4 $1800-$4400 USD/wk "Old Town Oasis" @ Truman Annex: Spacious Oceanfront Condo
 House 2 2 4 $1100-$2000 USD/wk "Island Retreat" located in OldTown Key West
 Condo 2 2 4 $650-$3300 USD/wk Ocean View Paradise
 House 2 2 4 $4000-$7000 USD/mth Luxury Old Town Home, Quiet Lane, Pool-Free WiFi
 Condo 2 2 4 $650-$1750 USD/wk Ocean Breeze Paradise
 Condo 2 2 5 $1550-$2600 USD/wk Henry s Piece Of Paradise On The Ocean In Key West
 Townhome 2 2 5 $1600-$2500 USD/wk Truman Annex Townhouse-August and September Availability
 Condo 2 2 5 $1300-$2000 USD/wk The Perch in the Shipyard of Truman Annex
 Townhome 2 2 6 $1350-$1950 USD/wk Old Town Truman & Duval Condo
 Condo 2 2 6 $1750-$2700 USD/wk Henry's Penthouse On the Ocean In Key West
 Condo 2 2 6 $1000-$2300 USD/wk Tropical Escape - Come visit the warmth!
 Condo 2 2 6 $1050-$2450 USD/wk Tropical Island Getaway, Poolside Luxury Condo
 Condo 2 2 6 $1800-$2500 USD/wk Tropical Paradise on the Atlantic Ocean
 Townhome 2 2 6 $1750-$2200 USD/wk A Touch of Bermuda in Key West
 Condo 2 2 6 $1200-$1800 USD/wk Sunrise, Sunshine, Seaside
 Condo 2 2 6 $2500-$3000 USD/mth Sunset Views in Key West Marina
 Condo 2 2 6 $1100-$1550 USD/wk Luxury Modern Condo at the Beach
 Townhome 2 2 6 $1000-$2000 USD/wk Baya House - a great Old Town location
 Duplex 2 2 6 $3000-$8000 USD/mth Garden Cottages in Paradise
 Townhome 2 2 6 $1800-$2500 USD/wk Mermaid's Dream
 Condo 2 2 6 $2100-$3750 USD/wk Luxury Oceanfront 2Br Condo 1800 Atlantic
 Condo 2 2 6 $2800-$3000 USD/wk Hyatt Vacation Club condo
 House 2 2 6 $1750-$3500 USD/wk A Private Place in the Heart of Key West
 Condo 2 2 8 $2750-$3850 USD/wk Waterfront 2/2 Penthouse Loft in Old Town
 Condo 2 2 8 $1100-$2800 USD/wk Luxury Beachfront Condo
 House 2 2½ 4 $2500-$3800 USD/mth KW-Two Bedroom Townhome in Key Cove
 House 2 2½ 4 $5000-$7000 USD/mth Luxury house in Key West
 Townhome 2 2½ 6 $1200-$1800 USD/wk Castaway Duval street Townhome
 Townhome 2 2½ 6 $1150-$1750 USD/wk Tropical Breeze Duval Street Townhome
 House 2 2½ 6 $2500-$4500 USD/mth Key West Paradise!
 House 2 2½ 6 $2200-$4000 USD/wk Amelia House, Elegant home, only one block to Duval St
 House 2 2½ 6 $2200-$4000 USD/wk Tropical Dreaming, A True Key West Feel
 Townhome 2 2½ 6 $1800-$2800 USD/wk Hemingway's Hideaway
 Condo 2 3 6 $1950-$3500 USD/wk Azure Vista
 House 3 1½ 6 $1800-$4000 USD/wk athenahouse
 Cottage 3 1½ 6 $1800-$2300 USD/wk Babalu Cottage Steps to Duval Street
 House 3 2 4 $1500-$2500 USD/wk Captain's Cottage - Historical Conch Cottage
 House 3 2 6 $1300-$1500 USD/wk Key West Ocean-front Vacation Home Rental
 Condo 3 2 6 $1700-$2500 USD/wk "Oceanfront Oasis" @ Kings Pointe: Direct Ocean Views, 3 BR'
 House 3 2 6 $2700-$3350 USD/wk Historic Conch Cottage --"Casa Louisa"
 House 3 2 6 $1200-$1800 USD/wk Palm Breeze Waterfront Home
 House 3 2 6 $3500-$7500 USD/mth Old Town Historical Home
 House 3 2 8 $3750-$4800 USD/wk Voted Nicest Rental Home in Lower Keys!!
 House 3 2 8 $2100-$2500 USD/wk Private Home on Swimming/Boating CANAL w/DOCK & Jacuzzi
 House 3 2 8 $3200-$5000 USD/wk Bahama Dreaming, Charming renovated Old Town Conch House
 House 3 2½ 6 $4000-$6000 USD/mth "Great House" on Golf Course
 House 3 2½ 6 $1600-$5000 USD/mth Key West Canal Front Home
 House 3 2½ 8 $6000-$10000 USD/mth “Roger’s Retreat” @ The Sanctuary: 3BR's, Private Pool.
 House 3 3 6 $1500-$6000 USD/mth Frances House
 House 3 3 6 $3000-$5000 USD/wk The English House
 Townhome 3 3 8 $1200-$2800 USD/wk CoralHammock13
 Townhome 3 3 8 $1500-$2000 USD/wk Sunset Palm - Paradise at a Great Price
 Villa 3 3½ 6 $4000-$9000 USD/mth Casa Marina's "NEW" Chez Kay Suite
 House 4 2 8 $5500-$8500 USD/mth Southern Comforts-Oceanfront home with heated pool
 Apartment 4 2 8 $2650-$3500 USD/wk Key West Hideaways - Seaport Suite
 House 4 2 8 $5500-$8500 USD/mth Dos Casas -Beautiful Two House Compound in Old Town Key West
 House 4 3 8 $6000-$8500 USD/mth Tropical Retreat
 House 4 3½ 8 $7000-$8000 USD/wk **Private Island** Dock, Pool, "Melody Key" Summer Special!
 House 4 4½ 10 $6000-$11000 USD/mth Cranes Nest - wtrfrnt 4/4.5 private resort w/ pool & jacuzzi
 House 5 6 10 $3900-$12000 USD/mth Key West Vacation at its Best!
 House 6 4 16 $2200-$3550 USD/wk Oceanview Secluded Private Estate with Lush Tropical Garden
 House 6 6 13 $6000-$8000 USD/wk Villa Al Mar
Found 79 properties

Key West, Florida Vacation Rentals and Tourism

If you’re looking for the perfect summer beach house getaway, Key West should be your next destination. From bar hopping to island hopping, it doesn’t get much better than the tropical islands of the Keys and thankfully, Key West vacation rentals welcome you with open arms.

Do you like to kayak? Fish? Scuba dive? Comb the beach? Swim with dolphins? Whatever the case, a Key West private beach rental is the best option for you and your fellow travelers, whether that includes just your significant other or several people. Sunny beaches, a thrilling nightlife, intriguing attractions like the Key West Museum of Art and History, Pirate Soul Museum, and Key West Aquarium, wonderful restaurants and bars, exciting boat tours, and much more, await those who stay in a Key West beach cottage rental, condo, villa, or home.

It’s not an overstatement to say that your Key West summer beach house getaway will be remembered for as long as you live; you’ll want to come back to the tropical paradise again and again! Luckily, a Key West private beach rental offers way more space and amenities than a hotel room, but at a much greater value. So with all your choices for Key West vacation rentals, you can easily have a priceless experience -- without going broke.

If you’re ready to experience one of the most relaxing and magical vacations of your lifetime, then find the Key West beach cottage rental, condo, home or villa that’s ideal for you and your price range.

Sights and tours to see

Key West Museum of Art and History
Pirate Soul Museum
Key West Aquarium
 

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