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From $218 per night (USD)
HomeAway
**CONCH IN THE TREETOPS @ 1800 ATLANTIC** Beach Condo / Pool + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This freshly renovated condo is located at 1800 Atlantic Blvd on the beach, just steps from the ocean and sand in your t ...
From $218 per night (USD)
HomeAway
From $382 per night (USD)
VRBO
**THE SMILING IBIS @ OLD TOWN** Home & Pool Near Duval + LAST KEY SERVICES...
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy ...
From $382 per night (USD)
VRBO
From $214 per night (USD)
HomeAway
Shipyard 106-2 1 Bedroom newly renovated Condo
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit ...
From $214 per night (USD)
HomeAway
From $507 per night (USD)
VRBO
"LADY ADMIRAL" ~ Sweet cottage & guest house with private pool off Duval
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
8
A SWEET SURPRISE JUST OFF DUVAL... Private single family home with off street parking totaling three bedrooms, two and h ...
From $507 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
Villa Luna @ the Truman Annex
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
The Foundry are Bostonian style, 3 level townhouses that have been refurbished with tropical flair. Vaulted ceilings gre ...
From $300 per night (USD)
HomeAway
From $218 per night (USD)
VRBO
**SOUTHERNMOST VISTAS @ SOUTHERNMOST POINT** Stunning Views & Pool + LAST KEY SERVICES...
Bedrooms:
4.5
Bathrooms:
4
Sleeps:
8
If you're looking for a truly unforgettable vacation experience in Key West, SOUTHERNMOST VISTAS is for you! This brand ...
From $218 per night (USD)
VRBO
From $174 per night (USD)
HomeAway
**HERE COMES THE SUN @ CASA MARINA** Home / Large Pool + LAST KEY SERVICES…
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
Imagine being so excited to wake up every morning and watch the sun peak through the palm trees to meet you for another ...
From $174 per night (USD)
HomeAway
From $284 per night (USD)
VRBO
"Check Out Our Low-Low Summer Rates !" -OCEAN FRONT! 90 FT BALCONY- Ocean
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
MINIMUM BOOKING for 28 DAYS !!!!.) Please contact owner for stays less than 28 days before you book !!!!. ) In Key We ...
From $284 per night (USD)
VRBO
From $83 per night (USD)
HomeAway
Azalea Isle @ the Key West Golf Club
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Azalea Isle*****PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY*****The amenities include two community pools, a gym, and a sn ...
From $83 per night (USD)
HomeAway
From $50 per night (USD)
VRBO
Rose Lane Villas - Villa Grande - 3 bedrooms - Downtown Key West
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $50 per night (USD)
VRBO
From $491 per night (USD)
HomeAway
**JASMINE JEWEL @ THE ANNEX** Lush Private Home & Pool + LAST KEY SERVICES…
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Hidden amongst the thick of Old Town Key West, within Truman Annex, Key West's most exclusive gated community, lives a ' ...
From $491 per night (USD)
HomeAway
From $343 per night (USD)
VRBO
Above it All in Mills Place @ the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
IMMACULATE RETREAT STEPS FROM IT ALL...Recently updated and redecorated, this beautifully designed and appointed Truman ...
From $343 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Henry's Penthouse on the Ocean in Key West (weekly / nightly rentals)
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
Spectacular ocean views from this condo located on the top floor with 1350 sq ft of fabulous living space and a 45 ft pr ...
From $100 per night (USD)
HomeAway
From $150 per night (USD)
VRBO
Angela Cottage: A hideaway in Old Town
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
28 DAY MINIMUM RENTAL This cute cottage just off of Frances Street is a great hideaway, still in Old Town, but a good c ...
From $150 per night (USD)
VRBO
From $2059 per night (USD)
HomeAway
Seaport Treasure Estate ~ Three Key West Historic Seaport Properties.
Bedrooms:
7.5
Bathrooms:
6
Sleeps:
12
An exceptional degree of creativity is displayed in this detailed renovation that artfully intertwines 3 dwellings: two ...
From $2059 per night (USD)
HomeAway
From $395 per night (USD)
VRBO
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Sunday to Sunday WEEK available to book. Welcome to your own private sanctuary, complete with old-fashioned screen-en ...
From $395 per night (USD)
VRBO
From $240 per night (USD)
HomeAway
~ STEAMPLANT #211 ~ World Class Luxury Condo w/ Amazing Views & Rooftop Pool
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
THE PROPERTY: Welcome to Steamplant 211! Two Level, 5 Star Luxury Residence with breathtaking panoramic views of Key Wes ...
From $240 per night (USD)
HomeAway
From $180 per night (USD)
VRBO
Colony Calypso - A quaint 1 Bedroom Cottage just two blocks to Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
This newly renovated unit is located just two blocks from world famous Duval Street surrounded by coconut palms and bloo ...
From $180 per night (USD)
VRBO
From $449 per night (USD)
HomeAway
Down Island Digs ~ Ideal Location Downtown, Private Pool.
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
You would never know you're just ½ block off downtown Duval Street in Old Town Key West! Everything about this unique Ke ...
From $449 per night (USD)
HomeAway
From $303 per night (USD)
VRBO
Fantastic 3 bedroom floor plan with a large master suite, vaulted ceilings, a private pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Relax and enjoy your vacation in this beautifully appointed ?great home? in the exclusive sanctuary section of the Golf ...
From $303 per night (USD)
VRBO
From $400 per night (USD)
HomeAway
Beautiful Tropical Paradise
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Stunning private residence on corner lot in the Casa Marina District. Updated 2 years ago this beautiful home features 4 ...
From $400 per night (USD)
HomeAway
From $700 per night (USD)
VRBO
5 bedroom rental with a private pool, only steps to Duval Street, CASA GRANDE
Bedrooms:
6.5
Bathrooms:
5
Sleeps:
12
Perfect for an extended family or group of friends, this property offers great amenities including private pool, and clo ...
From $700 per night (USD)
VRBO
From $198 per night (USD)
HomeAway
~ BOHEMIAN HOUSE ~ Newly Renovated "Old Town" Home w/ Pvt Pool. Pets OK!
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
About THE PROPERTY: The Bohemian House is a restored historic home full of delightful surprises! This home is placed ...
From $198 per night (USD)
HomeAway
From $325 per night (USD)
VRBO
200 feet from Duval Street, but quiet and secluded
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Villas Key West is a small, historic property located 200 feet from Duval Street. This is gorgeous two bedroom, two bat ...
From $325 per night (USD)
VRBO
From $94 per night (USD)
HomeAway
William's Loft by AT HOME IN KEY WEST
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
Private outdoor space to enjoy this unique cottage within walking distance of great restaurants and shops. Located in O ...
From $94 per night (USD)
HomeAway
From $409 per night (USD)
VRBO
20% OFF 2020 SALE Villa Rent/28 nts PRKING FREE Ft Zach BCH PASS/ COMM POOL
Bedrooms:
3.5
Bathrooms:
3
Sleeps:
6
SALE 20% OFF month of your choice! I will deduct from price quoted. Old Town -Whitehead St- BEST LOCATION -On Whitehea ...
From $409 per night (USD)
VRBO
From $100 per night (USD)
HomeAway
Beautifully restored 2 bed apartment in historic Old Town neighborhood.
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Located on one of the best streets in Old Town you are just three blocks from the Harbor….home to the freshest seafood r ...
From $100 per night (USD)
HomeAway
From $275 per night (USD)
VRBO
A serene, peaceful retreat in the heart of Old Town Key West.
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Open the door to Villa Serena and find yourself transported to a peaceful sanctuary. Recently renovated in February 201 ...
From $275 per night (USD)
VRBO
From $357 per night (USD)
HomeAway
Tropical Paradise on the Atlantic Ocean
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Make our home your dream vacation destination in fun-filled tropical Key West, Florida. '1800 Atlantic' is Key West's p ...
From $357 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Beautiful Key West Townhome
Bedrooms:
3
Bathrooms:
2
Sleeps:
6
Come on in, relax and enjoy our wonderful slice of paradise. Over 2,000 square feet of luxurious living space. Our two b ...
From $200 per night (USD)
VRBO
From $240 per night (USD)
HomeAway
~ THE STEAMPLANT 210 ~ Luxurious Condo w/ Breathtaking Views & Rooftop Pool
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
THE PROPERTY: Welcome to Steamplant 210! Two Level, 5 Star Luxury Residence with breathtaking panoramic views of Key Wes ...
From $240 per night (USD)
HomeAway
From $185 per night (USD)
VRBO
Orange Blossom Suite - Nightly rental one half block off World Famous Duval St
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Welcome to sweet paradise! Located at 510 Petronia, the 'Orange Blossom Suite' is in close proximity to all the fun-fill ...
From $185 per night (USD)
VRBO
From $80 per night (USD)
HomeAway
A Palm Tree Paradise @ the Key West Golf Club
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
A Palm tree Paradise***PLEASE NOTE THIS IS A MONTHLY RENTAL ONLY***Stay on the only 18-hole golf club in the Florida Key ...
From $80 per night (USD)
HomeAway
From $500 per night (USD)
VRBO
Pelican Landing St.Croix Penthouse - Condo with a Shared Pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Families are welcomed in our vacation rentals. Student groups are not permitted. Our minimum age requirement to rent is ...
From $500 per night (USD)
VRBO
From $279 per night (USD)
HomeAway
Pelican's Perch @ the Truman Annex
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $279 per night (USD)
HomeAway
From $293 per night (USD)
VRBO
Serenity Now @ the Truman Annex
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
Newly furnished 2 bedroom condominium with ensuite baths and 1/2 bath on first floor is located in the highly desirable ...
From $293 per night (USD)
VRBO
From $90 per night (USD)
HomeAway
Luxurious Historic House With Pool in Old Town INTRODUCTORY RATES!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
We are proud to present completely remodeled historic house built in 1928. We decided with healthy balance of old Key We ...
From $90 per night (USD)
HomeAway
From $202 per night (USD)
VRBO
Galleon Resort Efficiency Historic District
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
$25,00 Renovation completed end of 2016/beginning of 2017!! Different than ANY other Efficiency at the Galleon!! You w ...
From $202 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Galleon Resort and Marina, Paradise Found in Old Town, Private Beach and Fishing
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Fantastic Old Town destination right on water and boardwalk. Five Star Gold Crown resort with private fishing pier. Re ...
From $50 per night (USD)
HomeAway
From $80 per night (USD)
VRBO
Beauty on the Green at the Key West Golf Club
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
Beauty on the Green --2 BDRM/1.5 BA townhome with easy access to the front pool.*****PLEASE NOTE THIS IS A MONTHLY RENTA ...
From $80 per night (USD)
VRBO
From $50 per night (USD)
HomeAway
Rose Lane Villas - Villa Porta - 1 Bedroom - Downtown Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Nestled on a quiet lane in the heart of Old Town Key West, Rose Lane Villas is as close to the action as you'll get with ...
From $50 per night (USD)
HomeAway
From $207 per night (USD)
VRBO
Tropical Angler @ the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $207 per night (USD)
VRBO
From $300 per night (USD)
HomeAway
Crown Jewel @ the Truman Annex
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
The Foundry are Bostonian style, 3 level townhouses that have been refurbished with tropical flair. Vaulted ceilings gre ...
From $300 per night (USD)
HomeAway
From $240 per night (USD)
VRBO
Paradise on Pine: 3 BR / 3 BA private home in Key West, Sleeps 8
Bedrooms:
4
Bathrooms:
3
Sleeps:
8
Paradise on Pine is a picture perfect home that sits high above this lovely one way street with an inviting front porch ...
From $240 per night (USD)
VRBO
From $107 per night (USD)
HomeAway
Parrots Perch B415: 2 BR, 2 BA Condominium in Key West, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Fabulous top floor ocean-view penthouse condo. Available during the Spring/Summer Season. Enjoy the Ocean-breeze's from ...
From $107 per night (USD)
HomeAway
From $218 per night (USD)
VRBO
**THE MELLOW MACAW** Cozy Condo & Jacuzzi + LAST KEY SERVICES...
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
This colorful apartment is all you'll need for your stress-free stay in the Conch Republic. THE MELLOW MACAW is located ...
From $218 per night (USD)
VRBO
From $414 per night (USD)
HomeAway
Ocean Breeze @ the Truman Annex
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
5
Gorgeous open water views from this 2-bedroom, 2.5 bath condominium in Harbour Place in the award-winning Truman Annex! ...
From $414 per night (USD)
HomeAway
From $209 per night (USD)
VRBO
PARADISE IN OLD TOWN!!!
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Welcome to a beautiful house, hidden paradise, you never knew existed. Once you're entered into this hideaway, you'll ne ...
From $209 per night (USD)
VRBO
From $425 per night (USD)
HomeAway
Dreamworks Conch Cottage
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
PEACEFUL RETREAT... A quintessential Key West cottage in the heart of Old Town and only a few blocks away from Higgs Bea ...
From $425 per night (USD)
HomeAway
From $103 per night (USD)
VRBO
Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Key West is PARADISE once again! Our neighborhood, Duval Street and all 165 miles from Miami to Key West on US 1 are cle ...
From $103 per night (USD)
VRBO
From $80 per night (USD)
HomeAway
Atlantis House's Master Suite... voted top 25 in USA - Steps from beaches
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Welcome to Atlantis House the most private and unique Guesthouse in Key West. As the only guesthouse along the beaches, ...
From $80 per night (USD)
HomeAway
From $65 per night (USD)
VRBO
The Hollinsed House "Victorian Delights" - Large 1 Bedroom
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Mingle with other guests around the tropical gardens surrounding the heated pool and sundeck creating the perfect settin ...
From $65 per night (USD)
VRBO
From $400 per night (USD)
HomeAway
Beautifully Restored Conch Cottage with private pool- OPEN FOR JANUARY!
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Blue Sun is a charming three bedroom conch cottage that has been completely renovated by a professional interior designe ...
From $400 per night (USD)
HomeAway
From $200 per night (USD)
VRBO
Architect's Personal Residence, Private Pool, 1 Blk. to Duval
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Completed in 1992, this two bedroom two bath home was designed by a local architect for the relaxed Key West tropical li ...
From $200 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Always Your Paradise, quiet and located on Lazy Lane In Truman Annex Shipyard!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Always Your Paradise is a fully equipped two bedroom, one bath, garden level condo located in the heart of Historic Old ...
From $150 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
POND COTTAGE @ THE CLUB
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
4
Beautiful light, breezy and chic quintessential Key West Cottage is ready to welcome 4/5 ppl...2 bedrooms, 1 full bathro ...
From $100 per night (USD)
VRBO
From $174 per night (USD)
HomeAway
HANDS DOWN BEST DEAL IN THE KEYS - SUMMER NIGHTS STILL AVAILABLE
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
We hope you will enjoy this home where Ernest Hemingway and Jimmy Buffet memorabilia welcome you into the abode our firs ...
From $174 per night (USD)
HomeAway
From $207 per night (USD)
VRBO
Green Spot @ the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Welcome to our comfortable and delightful 2nd floor condo in the Shipyard section of Truman Annex. Unit #258 is a tastef ...
From $207 per night (USD)
VRBO
From $75 per night (USD)
HomeAway
Truman Annex Shipyard with Tropical Garden!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
- Decorated in shades of sea foam and coral, this two bedroom villa is in easy walking distance of Mallory Square, Duval ...
From $75 per night (USD)
HomeAway
From $188 per night (USD)
VRBO
CORAZON Old Town MONTHLY vacation rental - Private Pool - LARGE 2BD/2.5BA
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
4
WELCOME TO CORAZON! Corazon is one of the more spacious homes in Key West's Old Town neighborhood. This bright and col ...
From $188 per night (USD)
VRBO
From $207 per night (USD)
HomeAway
Havana Views @ the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the Truman Annex Complex which is located 2 blocks from Duval Street and all of the ...
From $207 per night (USD)
HomeAway
From $175 per night (USD)
VRBO
Truman Annex: The Plantation SELF CATERING beautifully landscaped rear patio
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
'The Plantation' is a 3 bed 3 bath townhome located within the gated community of Truman Annex in Key West's Old Town ar ...
From $175 per night (USD)
VRBO
From $203 per night (USD)
HomeAway
Casa Atlantica: A one bedroom condo on the Atlantic shore of Key West
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Located just steps from the White Street Pier and Higgs Beach, Casa Atlantica truly lives up to its name: a home perche ...
From $203 per night (USD)
HomeAway
From $325 per night (USD)
VRBO
Classic Pet-friendly 3/2 in Old Town
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
This charming conch home is uniquely located on a corner property across the street from The Studios of Key West, in the ...
From $325 per night (USD)
VRBO
From $125 per night (USD)
HomeAway
"LA DOLCE VITA", OLD TOWN! STEPS TO DUVAL! SLEEPS 2-4, 3 BLOCKS TO SOUTH BEACH!!
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
'La Dolce Vita' is located in Old Town, Key West!! Just 3 short blocks to Southernmost Beach and Southernmost Point ...
From $125 per night (USD)
HomeAway
From $160 per night (USD)
VRBO
Lavender Jungle by AT HOME IN KEY WEST
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
You are instantly soothed walking through the door of the Lavender Jungle, located in the Truman Annex, one of Key West' ...
From $160 per night (USD)
VRBO
From $225 per night (USD)
HomeAway
Hidden Oasis- Private Cottage 2 Blocks from Duval Street- Shared pool
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Tucked among a colony of free standing Conch style cottages, amidst lush tropical landscaping, sits newly renovated Hidd ...
From $225 per night (USD)
HomeAway
From $132 per night (USD)
VRBO
Elegant cottage on one of the nicest lanes in Old Town Key West. Private deck and patio
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Newly redecorated by a one of Key West top interior designers!! Elegant and adorable cottage on one of the nicest lanes ...
From $132 per night (USD)
VRBO
From $140 per night (USD)
HomeAway
Enjoy romantic walk in shower for 2 at PARADISE PLACE.
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Cozy apartment within biking distance to The Historic Seaport, Cuban Coffee Queen, local grocery store Fausto's and even ...
From $140 per night (USD)
HomeAway
From $209 per night (USD)
VRBO
Nicely renovated two-bedroom suite with a view
Bedrooms:
2
Bathrooms:
2
Sleeps:
5
We invite you to experience Island Pursuits at Seaside. My place is close to restaurants, the beach, nightlife, public ...
From $209 per night (USD)
VRBO
From $85 per night (USD)
HomeAway
Club Cuba Suite at Top of Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Ready to escape to Key West? Make the most of your visit and stay at Top of Duval Vacation Rentals, located in the heart ...
From $85 per night (USD)
HomeAway
From $949 per night (USD)
VRBO
The Meeting Point ~ Key West - Elegant and Grand
Bedrooms:
11
Bathrooms:
11
Sleeps:
22
The Meeting Point – Key West is by-far the most spacious and classically elegant vacation rental property on the island. ...
From $949 per night (USD)
VRBO
From $357 per night (USD)
HomeAway
Enjoy a luxury Casa Marina experience just a few blocks from the famous Duval St.
Bedrooms:
5
Bathrooms:
4
Sleeps:
8
The best of both worlds! This 4BR/5BA beautifully furnished luxury home features covered off-street parking, lush tropic ...
From $357 per night (USD)
HomeAway
From $163 per night (USD)
VRBO
~ MARTHA TRUMAN SUITE ~ Luxury Suite w/ Spacious Sundeck & Plunge Pool!
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
About THE PROPERTY: Martha Truman Suite is steps from Duval Street, the Lighthouse, the Hemingway Home, shops, restaur ...
From $163 per night (USD)
VRBO
From $230 per night (USD)
HomeAway
Duval Sea Turtle: 2 BR / 2.5 BA townhouse in Key West, Sleeps 6
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Located above a courtyard “mall” with shops and restaurants on upper Duval Street - you’ll find the delightful Duval Sea ...
From $230 per night (USD)
HomeAway
From $325 per night (USD)
VRBO
Downtown Cottage in Historic District
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Stay in the Conch Republic Consul General's Cottage. Historic Cottage Atocha offers 2 bedrooms, living room with orginia ...
From $325 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Entire historic house in the best Old Town location
Bedrooms:
2.5
Bathrooms:
2
Sleeps:
6
Relax in paradise amongst all the comforts of home in this historical Key West gem. Just half a block off the world famo ...
From $150 per night (USD)
HomeAway
From $310 per night (USD)
VRBO
Salacia- Luxury 2/2 Ocean-front condo- Gated Key West Beach Club
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Imagine enjoying morning coffee, an afternoon cocktail or an evening meal of stone crabs on a spacious and comfy third-f ...
From $310 per night (USD)
VRBO
From $225 per night (USD)
HomeAway
Orchid Suite - Idyllic courtyard and location- Shared pool- Gated compound
Bedrooms:
2.5
Bathrooms:
1
Sleeps:
6
Orchid Suite – Old Town Our fantastic getaway is perfect for the family or couple looking for a quiet location but loc ...
From $225 per night (USD)
HomeAway
From $110 per night (USD)
VRBO
Cute, Clean, Cozy & close to all! Discounted rates $25 off 2019 nightly rate !
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
ASK ABOUT THE MONEY BACK NAMED STORM POLICY (during storm season) You will love staying in this great location where 9 ...
From $110 per night (USD)
VRBO
From $150 per night (USD)
HomeAway
Downtown Retreat - A++ Location W/ Private Heated Pool/Hot Tub
Bedrooms:
4.5
Bathrooms:
3
Sleeps:
8
Location, location, location! Brand new and beautiful, this spacious house is conveniently located on a quiet street in ...
From $150 per night (USD)
HomeAway
From $130 per night (USD)
VRBO
"Tranquility " at Ann Street Gardens Steps from Duval
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Location is ideal for this wonderful one bedroom retreat. A lush, inviting compound created so owners and guests could e ...
From $130 per night (USD)
VRBO
From $207 per night (USD)
HomeAway
Craig & Cindy Truman Annex Foundry Townhouses (2 bedrooms 2 1/2 baths)
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
Craig & Cindy Truman Annex Foundry Townhouse is a 2 bedroom 2 1/2 bath townhouse in the best location in all of Key West ...
From $207 per night (USD)
HomeAway
From $142 per night (USD)
VRBO
** PERFECT HARMONY @ CASA EAST** Home + Pool / Near Beach + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
PERFECT HARMONY is a newly updated home that embodies everything you could want in a vacation rental: comfort, privacy a ...
From $142 per night (USD)
VRBO
From $763 per night (USD)
HomeAway
**THE IBIS & THE CRANE @ OLD TOWN** Compound Near Duval + LAST KEY SERVICES...
Bedrooms:
9
Bathrooms:
6
Sleeps:
16
Dreaming of a large group getaway in Old Town Key West, but struggling to find comfortable accommodations for your whole ...
From $763 per night (USD)
HomeAway
From $240 per night (USD)
VRBO
Botanical Island Delight C120: 2 BR, 2 BA Condominium in Key West, Sleeps 4
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
This unit has a king in both bedrooms. 1800 Atlantic is directly on the Atlantic ocean in Key West, adjacent to Smather ...
From $240 per night (USD)
VRBO
From $161 per night (USD)
HomeAway
Natures Preserve Tranquility A208: 2 BR, 2 BA Condominium in Key West, Sleeps 6
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Lovely 2nd floor unit. Beautifully renovated, This unit has luxurious finishes. Both bedrooms and the living room open o ...
From $161 per night (USD)
HomeAway
From $111 per night (USD)
VRBO
**DRIFTWOOD DREAMS @ 1800 ATLANTIC** Beachside Condo & Pool + LAST KEY SERVICES…
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
This freshly renovated condo is located at 1800 Atlantic Blvd on the beach, just steps from the Atlantic Ocean and sand ...
From $111 per night (USD)
VRBO
From $136 per night (USD)
HomeAway
**A TOAST TO SUNSET @ SUNSET MARINA** Bayfront Condo & Pool + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
If your idea of a perfect Key West vacation is relaxing in an upscale condo centered around a breathtaking water view, A ...
From $136 per night (USD)
HomeAway
From $274 per night (USD)
VRBO
Penthouse Level Ocean Views- CHECK FOR LAST MINUTE SPECIALS
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
WELCOME TO EXCITEMENT ON THE KEY WEST OCEAN You feel the excitement the moment you arrive. The warm tropical breezes, th ...
From $274 per night (USD)
VRBO
From $279 per night (USD)
HomeAway
Archipelago ll @ the Truman Annex
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
This newer renovation is a gorgeous 2 bedroom, 2.5 bath townhouse. The kitchen and baths are new and living room, dining ...
From $279 per night (USD)
HomeAway
From $100 per night (USD)
VRBO
A Golf Club Oasis in the Sanctuary @ the Key West Golf Club.
Bedrooms:
3.5
Bathrooms:
2
Sleeps:
6
You will love this beautiful monthly rental spa home in the exclusive Sanctuary at the Key West Golf Club. Wonderfully r ...
From $100 per night (USD)
VRBO
From $109 per night (USD)
HomeAway
**SOUTHERNMOST SOLACE @ OLD TOWN** Conch Cottage Near Duval + LAST KEY SERVICES...
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
At the Southernmost tip of America's Southernmost City lives an adorably renovated cottage that possesses a complimentar ...
From $109 per night (USD)
HomeAway
From $527 per night (USD)
VRBO
**SOUTHERNMOST BLISS @ OLD TOWN** Lavish Home & Pool + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Nestled at the end of a narrow, private lane just two short blocks from Duval Street and the Historic Seaport is a truly ...
From $527 per night (USD)
VRBO
From $207 per night (USD)
HomeAway
Away from it All @ The Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $207 per night (USD)
HomeAway
From $545 per night (USD)
VRBO
**BRISA FRESCA @ THE ANNEX** Airy Home by Duval & Beach + LAST KEY SERVICES...
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
A trip to Key West is like a breath of fresh air! The sounds of rustling palm trees, the scent of fragrant flowers and t ...
From $545 per night (USD)
VRBO
From $280 per night (USD)
HomeAway
@Spring Discounts Stay on the Ocean Last minute Specials Book & Save @
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Moonlight" is a freshly renovated condo that is located at 1800 Atlantic Blvd on the beach, with sunset views right from ...
From $280 per night (USD)
HomeAway
From $207 per night (USD)
VRBO
Flamingo Beach @ the Truman Annex
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Shipyard Condominiums are located in the prestigious gated community of Truman Annex in Key West’s old town area. The c ...
From $207 per night (USD)
VRBO
From $329 per night (USD)
TripAdvisor
Steps to Duval, Old Town Charm -Grand Bahama Suite
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Just steps away from shops, restaurants, and the excitement of Duval Street, yet set on a quiet side street in a world o ...
From $329 per night (USD)
TripAdvisor
From $168 per night (USD)
PerfectPlaces
Emma's Secret
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Lush tropical outdoor setting within this small compound, privacy as you enjoy the pool and outdoor gardens. Located in ...
From $168 per night (USD)
PerfectPlaces

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