Featured Bedroom: 3 Bathroom: 3 House
281 Trumbo Road Unit 203, Key West
Furnished Steamplant Condo Luxury Living with Amenities - Luxurious furnished 3 bedroom and 3 1/2 bathroom condo in Old Town with premium location in the exclusive Key West Steamplant. Interior sq ft ...
$15000 monthly
Bedroom: 2 Bathroom: 2 Apartments
1807 Atlantic Blvd, Key West
2 Bedroom 2 Bath Second-Floor Apartment in MidTown - Spacious two bedroom two bath second-floor apartment located in MidTown just steps to the Atlantic Ocean.This home features AC, a full size washer ...
$2525 monthly
Bedroom: 2 Bathroom: 2 House
2020 Fogarty Ave, Key West
It is all about outdoor living at this beautiful private home with large covered living space overlooking your private pool. Poolside Paradise was built with entertaining in mind. Privacy fence surrou...
$5800 monthly
Bedroom: 3 Bathroom: 2 House
1523 Flagler Ave, Key West
Lovely 3/2 House with Private Pool - Move right into this beautiful 3 bedroom/2 bath home featuring updated kitchen and baths, large pool, spacious covered decks and large circular driveway with plent...
$4325 monthly
Bedroom: 3 Bathroom: 2 House
1430 Flagler Ave, Key West
FLAGLER STATION (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $3,200 - $7,500 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) Flag...
$7500 monthly
Bedroom: 2 Bathroom: 2 House
1901 S Roosevelt Blvd 207-S, Key West
Open Water View! Spacious 2 Bedroom 2 Bath Condo in the La Brisa Community - This stylishly decorated 2 Bedroom 2 Bath Condo is located on the Atlantic side of the island, in the La Brisa Community. T...
$3425 monthly
Bedroom: 2 Bathroom: 3 House
1609 Sunshine Dr, Key West
Monthly/Seasonal Rental Awaken your senses with tropical breezes, turquoise waters and Key West Sunshine in this brand new 2-bedroom, den, 3-bath home. A secluded location yet the best of both worlds ...
$7725 monthly
Bathroom: 1 House
2601 South Roosevelt Blvd. #102A, Key West
Large Studio by the Beach - Live just steps from Smathers Beach in this spacious, open floor plan studio. With 980 square feet of living space, plus a tropically landscaped patio that faces the beach;...
$2200 monthly
Bedroom: 3 Bathroom: 2 House
2601 S. Roosevelt Blvd #B210, Key West
Furnished 3 bedroom 2 bathroom Key West by the Sea Condo - Located cross the street from Smathers beach on the Atlantic ocean is this beautiful furnished 3 bedroom 2 bathroom in "B" building overlooks...
$3200 monthly
Bedroom: 2 Bathroom: 2 Apartments
1209 Virginia St, Key West
2 Bedroom 2.5 Bath Apartment in Historic Old Town Building - 2 Bedroom 2.5 Bath Apartment in the historic Gato House. This home features central AC, a washer/dryer, a private deck, and a shared pool. ...
$2425 monthly
Bedroom: 1 Bathroom: 2 House
1039 Catherine St, Key West
COCONUT COTTAGE: (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $2,200 - $5,590 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) The ...
$5590 monthly
Bedroom: 2 Bathroom: 2 House
909 Pohalski St, Key West
GREEN ORCHID (monthly rental): Have you been dreaming of living like a local in Key West? Your dream can come true. Green Orchid offers a true Conch Cottage experience on a narrow lane in one of the l...
$5400 monthly
Bedroom: 4 Bathroom: 2 House
2635 Gulfview Drive, Key West
Fully Furnished 4 bedroom 2.5 bath Home with Pool and Open Water Views - This beautiful and spacious home has it all. Move right into this fully furnished home, centrally located in New Town and close...
$5400 monthly
Bedroom: 2 Bathroom: 2 House
1311 Newton St, Key West
Historic conch home located in The Meadows, a sought out quiet neighborhood, to enjoy your private pool and outdoor space. A quintessential cigar makers shotgun style house built circa in 1890s. Locat...
$6200 monthly
Bedroom: 1 Bathroom: 2 House
1107 Packer St, Key West
Lovely 1 bed/2 bathroom private home with covered back porch and bricked courtyard within walking distance to Duval Street. Adorable, affordable, and a great location! You bet! Sunny View is the month...
$5000 monthly
Bedroom: 1 Bathroom: 2 House
1011 Truman Ave, Key West
TROPICAL CASITA (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $3,000 - $6,000 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) It i...
$6000 monthly
Bedroom: 1 Bathroom: 1 Apartments
1203 Newton St Apt 1, Key West
NEWTON'S NEST (Monthly Rental) Newtons Nest (Monthly Rental) A quiet little refuge tucked away in Old Town where you can set up roost, stay for a month or more and enjoy a leisurely existence. A 1 be...
$4325 monthly
Bedroom: 2 Bathroom: 2 Condo
906 Truman Ave, Key West
HIDDEN TREASURE (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $2,350 - $4,625 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) You c...
$4625 monthly
Bedroom: 1 Bathroom: 1 House
714 Olivia St, Key West
Ibis ( (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $2,250 - $4,225 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) Located in The...
$4225 monthly
Bedroom: 2 Bathroom: 1 House
903 Southard St, Key West
PERFECT PINEAPPLE - (Monthly Vacation Rental - Not Available Long Term - This Property Rents For Between $2,975 - $6,055 Base Monthly Dependent On The Time Of Year And Does Not Include Tax Or Fees) ...
$6055 monthly