Key West Vacation Rentals
2 Bedrooms, Sleeps 4,
Townhome, 1 Bathroom, 1 Half Bath, beach, near the ocean, pool
Townhome, 1 Bathroom, 1 Half Bath, beach, near the ocean, pool
Rates
-
per property
(USD)
$1,950/week
$4,000/month
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, resort, tennis court
Condo, 2 Bathrooms, beach, resort, tennis court
Rates
-
per person
(USD)
$2,450/week
$5,950/month
Calendar Updated Nov 23 2009
Property Review
We had a great time and the condo was just a beautiful as it looks in the pictures. It is a 2 minute walk to Smathers Beach and Duval St is 5 minutes by car. There was plenty of room for the...
1 Bedroom, Sleeps 5,
Condo, 1 Bathroom, resort, waterfront, fitness room
Condo, 1 Bathroom, resort, waterfront, fitness room
Rates
-
per property
(USD)
$280 -
$415/night
$1,680 -
$2,750/week
Calendar Updated Nov 23 2009
Property Review
Enjoyed the condo, very private deck with hot tub and a walk-up platform to see the sunset. Big bedroom with view of the water and cruise ships. Very large bathroom with huge shower and double...
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, beach, waterfront, tennis court
Condo, 2 Bathrooms, beach, waterfront, tennis court
Rates
-
per property
(USD)
$1,544 -
$2,362/week
Calendar Updated Nov 23 2009
Property Review
After six weeks staying at the condo, it was not fun having to pack up, and leave. Even 'Peter the Pirate' seemed like family at the end. We made some good friends down by the pool where we spent...
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, downtown, near the ocean, pool
Townhome, 2 Bathrooms, 1 Half Bath, downtown, near the ocean, pool
Rates
-
per property
(USD)
$1,400 -
$2,500/week
$4,500 -
$7,500/month
Calendar Updated Nov 23 2009
Property Review
This rental was wonderful! This is our third summer in key west and this was our best rental yet! The townhouse had all the amenities of home and was very cozy, well decorated, clean and well...
Studio, Sleeps 2,
Studio, 1 Bathroom, downtown, near the ocean, balcony
Studio, 1 Bathroom, downtown, near the ocean, balcony
Calendar Updated Nov 23 2009
Property Review
Perfect for two people just needing a place to hang your hat. We walked to Duvall Street every day and saved from having to deal with parking space. Nice patio out back with privacy.
9 Bedrooms, Sleeps 16,
House, 4 Bathrooms, near the ocean, waterfront, terrace
House, 4 Bathrooms, near the ocean, waterfront, terrace
Rates
-
per property
(USD)
$3,500 -
$4,500/week
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, 1 Half Bath, adventure, beach
Condo, 1 Bathroom, 1 Half Bath, adventure, beach
Rates
-
per condo
(USD)
$160 -
$320/night
$1,050 -
$2,240/week
Calendar Updated Nov 23 2009
Property Review
We rented a condo in the colony for our honeymoon. You can not judge the condition of anyplace over the internet. The Colony is old, bug ridden, overgrown, unkempt, and just plain dirty. Our unit...
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, 1 Half Bath, deck wood, DVD
House, 3 Bathrooms, 1 Half Bath, deck wood, DVD
Rates
-
per house
(USD)
$390 -
$700/night
$2,660 -
$4,900/week
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, clothes dryer, deck wood
Condo, 1 Bathroom, clothes dryer, deck wood
Rates
-
per condo
(USD)
$200 -
$330/night
$1,330 -
$2,310/week
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, adventure, air-conditioning
Condo, 1 Bathroom, adventure, air-conditioning
Rates
-
per condo
(USD)
$271 -
$340/night
$1,330 -
$2,380/week
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, adventure, air-conditioning
House, 2 Bathrooms, adventure, air-conditioning
Rates
-
per house
(USD)
$75 -
$435/night
$500 -
$2,610/week
1 Bedroom, Sleeps 4,
House, 1 Bathroom, adventure, air-conditioning
House, 1 Bathroom, adventure, air-conditioning
Rates
-
per house
(USD)
$75 -
$401/night
$500 -
$2,370/week
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, adventure, air-conditioning
House, 2 Bathrooms, adventure, air-conditioning
Rates
-
per house
(USD)
$75 -
$413/night
$500 -
$2,465/week
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, resort, pool
Condo, 2 Bathrooms, beach, resort, pool
Rates
-
per property
(USD)
$265 -
$390/night
$1,645 -
$2,457/week
$3,500 -
$6,500/month
4 Bedrooms, Sleeps 8,
House, 2 Bathrooms, beach, town, pets considered
House, 2 Bathrooms, beach, town, pets considered
Rates
-
per property
(USD)
$400 -
$450/night
$2,500 -
$2,800/week
$6,000 -
$7,500/month
4 Bedrooms, Sleeps 8,
House, downtown, near the ocean, garden
House, downtown, near the ocean, garden
Rates
-
per property
(USD)
$600 -
$700/night
$6,000/month
2 Bedrooms, Sleeps 5,
Condo, 2 Bathrooms, beach, downtown, pool
Condo, 2 Bathrooms, beach, downtown, pool
Rates
-
per property
(USD)
$1,300 -
$1,900/week
$3,500 -
$6,000/month
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, downtown, near the ocean, pool
Condo, 1 Bathroom, downtown, near the ocean, pool
Rates
-
per property
(USD)
$1,050 -
$1,800/week
5 Bedrooms, Sleeps 12,
House, 3 Bathrooms, 1 Half Bath, beach, waterfront, pool
House, 3 Bathrooms, 1 Half Bath, beach, waterfront, pool
Rates
-
per property
(USD)
$4,000 -
$4,500/week
Accepts Online Payments
Calendar Updated Nov 22 2009
Property Review
I just got back with a group of friends in which we spent a week here. I can honestly say it was one of the nicest places I have stayed in. Just the scenery alone is absolutely breathtaking! The...
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, waterfront, balcony
Condo, 2 Bathrooms, resort, waterfront, balcony
Rates
-
per property
(USD)
$400 -
$640/night
$2,400 -
$4,150/week
Calendar Updated Nov 23 2009
Property Review
Beautiful,breathtaking,relaxing,everything good it was a beautiful place to stay.
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, near the ocean, waterfront, balcony
House, 3 Bathrooms, near the ocean, waterfront, balcony
Rates
-
per property
(USD)
$875 -
$1,050/week
$2,600 -
$3,000/month
Calendar Updated Nov 21 2009
Property Review
If you enjoy crystal clear water, boating,diving and just want piece and quiet this is the place! Five miles to Key West and you can stay in a nice clean house rather than a motel. The owner was...
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, downtown, waterfront, pool
Condo, 3 Bathrooms, downtown, waterfront, pool
Rates
-
per property
(USD)
$3,000 -
$4,500/week
$9,000 -
$13,500/month
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, 1 Half Bath, near the ocean, pool
Condo, 2 Bathrooms, 1 Half Bath, near the ocean, pool
Rates
-
per property
(USD)
$175 -
$275/night
$1,100 -
$1,400/week
Calendar Updated Nov 21 2009
Property Review
Wir haben eine wunderschöne Woche auf Key West verbracht. Das Appartment war eher eine Doppelhaushälfte und einfach perfekt. Die Anlage selbst ist sehr gepflegt und sicher. Wenn Sie mit dem Auto...
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, adventure, balcony
House, 2 Bathrooms, 1 Half Bath, adventure, balcony
Rates
-
per house
(USD)
$500 -
$3,500/week
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Condo, 2 Bathrooms, adventure, air-conditioning
Rates
-
per condo
(USD)
$1,100 -
$5,220/week
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, adventure, beach
Condo, 1 Bathroom, adventure, beach
Rates
-
per condo
(USD)
$170 -
$260/night
$1,120 -
$1,820/week
Calendar Updated Nov 23 2009
Property Review
These pictures, though nice and certainly got us there, do not do the place justice! The 2 pictures depicting the LR and DR are actually for one large, gorgeous room with the entire glass wall...
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, near the ocean, resort, pool
Townhome, 2 Bathrooms, 1 Half Bath, near the ocean, resort, pool
Rates
-
per property
(USD)
$3,600 -
$5,000/month
7 Bedrooms, Sleeps 14,
House, 5 Bathrooms, downtown, resort, pool
House, 5 Bathrooms, downtown, resort, pool
Rates
-
per property
(USD)
$6,500 -
$14,000/week
$20,000 -
$35,000/month
Calendar Updated Nov 20 2009
Property Review
We have been renting in Key West for ten years now, and this year was our first time renting "Southernmost Belle". We have already reserved the house for next year, and now wouldn't think of...
4 Bedrooms, Sleeps 10,
House, 4 Bathrooms, 1 Half Bath, downtown, resort, pool
House, 4 Bathrooms, 1 Half Bath, downtown, resort, pool
Rates
-
per property
(USD)
$7,000 -
$11,000/month
