Choose Key West Rentals for Restful and Relaxing Getaways

Planning a trip to Key West, Florida means that you’re well on your way to a sunny and tropical getaway from all of the stress of your life at home. Key West rentals offer economical and convenient ways to take in all that this beautiful island has to offer, with easy access to both the beach and busy nightlife.

Key West Rentals Offer Easy Beach Access


No matter what you plan on doing during your stay, Key West vacation rentals can be found on the beach if you want to be able to simply wake up in the morning and walk directly out to the ocean. You may also find one of the Key West condo rentals on a private beach area so that you and your family can enjoy your stay away from the crowds.

Find Key West Vacation Rentals near Several Attractions and Activities


You should plan on several activities while staying at one of the Key West rentals, as you’ll have one less thing to worry about before heading out for a day on the town. Snorkeling, chartering a deep-sea fishing boat and even shopping for local novelties are some of the most common activities before retiring to one of the Key West vacation rentals.

Stay for a Season at Key West Condo Rentals


If you’re planning on staying with a group, Key West condo rentals offer ideal solutions for several bedrooms and accommodations very near each other. Key West rentals can also typically be reserved for long-term stays if you want to get away from chilly winter weather for a season!

This island is known for its relaxed lifestyle, beauty and catering activities to tourists. There’s no doubt that you and your family will feel welcome at any of the Key West vacation rentals, and well-rested upon your return home. You’ll also like the convenient amenities of Key West condo rentals for entertaining your newfound friends you’re sure to meet in this tropical oasis! Search today!

Expand your search for Florida vacation rentals to include Miami vacation rentals and Ft. Lauderdale rentals in South Florida, Destin vacation rentals and Siesta Key rentals on the Gulf Coast, or Orlando vacation home rentals near Disney.


Key West Vacation Rentals

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Gated Private Luxurious Getaway-Truman Annex (Private Pool)

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 177296
Key West house rental
3 Bedrooms, Sleeps 7,
House, 3 Bathrooms, 1 Half Bath, balcony, air-conditioning
Rates - per property (USD)
$4,500 - $6,500/week
Calendar Updated Nov 9 2009
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Property Review

Well, I must say you will not have any concerns if you are considering this property. The home is beautiful, comfortable, very clean, and is in an absoulte perfect location for a visit to Key...
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Waterfront Luxury in Old Town Key West

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 166032
Key West condo rental
1 Bedroom, Sleeps 5,
Condo, 1 Bathroom, resort, waterfront, fitness room
Rates - per property (USD)
$280 - $415/night
$1,680 - $2,750/week
Calendar Updated Nov 9 2009
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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...
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Ocean and Sunset View in Gorgeous Truman Annex

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 244472
Key West condo rental - Living Room with hide-a-bed couch and balcony.
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, near the ocean, town, pool
Rates - per property (USD)
$1,200 - $1,800/week
Calendar Updated Nov 9 2009
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Luxury Waterfront at the Galleon Resort in Old Town

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 161268
Key West condo rental - Living room & balcony at night
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, resort, waterfront, balcony
Rates - per property (USD)
$400 - $640/night
$2,400 - $4,150/week
Calendar Updated Nov 9 2009
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Beautiful,breathtaking,relaxing,everything good it was a beautiful place to stay.
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Truman Annex: Unique ground floor condominium

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 188482
Key West condo rental - Living Room /Dining Room
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, near the ocean, pool
Rates - per property (USD)
$1,400 - $2,000/week
Calendar Updated Nov 9 2009
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Paradise manor with private pool and patio

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 208558
Key West house rental - Entrance Paradise Manor
4 Bedrooms, Sleeps 9,
House, 2 Bathrooms, near the ocean, garden
Rates - per property (USD)
$100/night
Calendar Updated Nov 8 2009
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Size Does Matter! Biggest Luxury Vacation Home on the Island

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 265312
Key West house rental - Swim from the hot tub to the pool under the gazebo
5 Bedrooms, Sleeps 10,
House, 4 Bathrooms, near the ocean, pool
Rates No rental rates available - please contact the owner
Calendar Updated Nov 9 2009
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Beautiful Duval St. Condo, Location, Location!!!!

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 156723
Key West condo rental - Living room
2 Bedrooms, Sleeps 4,
Condo, 1 Bathroom, downtown, near the ocean, balcony
Rates - per property (USD)
$200 - $250/night
$1,000 - $1,400/week
$4,000 - $5,000/month
Calendar Updated Nov 7 2009
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It was a very clean place with a great location and had everything you could want. we walked to the beach and to mallory square for the sunsets,beautiful of course. I would recommend this place...
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(Quiet) House with Guest Cottage

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 232130
Key West house rental - Main House & Pool
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, beach, near the ocean, pool
Rates - per property (USD)
$6,500 - $9,900/month
Calendar Updated Nov 7 2009
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Verandah

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 7013694h
Key West house rental
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, beach, DVD
Rates No rental rates available - please contact the owner
Calendar Updated Nov 7 2009
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Ann Street Cottage

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20878h
Key West condo rental
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, non smoking only, outlet shopping
Rates - per condo (USD)
$160 - $280/night
$1,050 - $1,960/week
Calendar Updated Nov 7 2009
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Egret

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40076h
Key West house rental
1 Bedroom, Sleeps 4,
House, 1 Bathroom, adventure, air-conditioning
Rates - per house (USD)
$75 - $401/night
$500 - $2,370/week
Calendar Updated Nov 7 2009
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Casa Louisa

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 72847h
Key West house rental
3 Bedrooms, Sleeps 6,
House, 2 Bathrooms, adventure, beach
Rates - per house (USD)
$150 - $700/night
$1,200 - $4,625/week
Calendar Updated Nov 7 2009
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Linger Longer

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 82030h
Key West house rental
2 Bedrooms, Sleeps 5,
House, 1 Bathroom, 1 Half Bath, adventure, beach
Rates - per house (USD)
$720 - $2,520/week
Calendar Updated Nov 7 2009
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Sunny Days

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 88164h
Key West house rental
2 Bedrooms, Sleeps 4,
House, 1 Bathroom, adventure, air-conditioning
Rates No rental rates available - please contact the owner
Calendar Updated Nov 7 2009
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Casa Atlantica One Bedroom

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 20895h
Key West condo rental
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, adventure, beach
Rates - per condo (USD)
$170 - $280/night
$1,120 - $1,960/week
Calendar Updated Nov 7 2009
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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...
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Bamboo Key

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40025h
Key West condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$1,100 - $5,220/week
Calendar Updated Nov 7 2009
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Heron

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40078h
Key West house rental
1 Bedroom, Sleeps 4,
House, 1 Bathroom, adventure, air-conditioning
Rates - per house (USD)
$75 - $401/night
$500 - $2,370/week
Calendar Updated Nov 7 2009
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Banana Key

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40031h
Key West condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$800 - $3,850/week
Calendar Updated Nov 7 2009
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Tropical Vineyard

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40036h
Key West condo rental
1 Bedroom, Sleeps 2,
Condo, 1 Bathroom, adventure, air-conditioning
Rates - per condo (USD)
$500 - $2,030/week
Calendar Updated Nov 7 2009
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Nantucket South

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 40023h
Key West condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, adventure, air-conditioning
Rates - per condo (USD)
$600 - $3,080/week
Calendar Updated Nov 7 2009
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Island Time

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 7028685h
Key West house rental
3 Bedrooms, Sleeps 8,
House, 3 Bathrooms, 1 Half Bath, adventure, beach
Rates No rental rates available - please contact the owner
Calendar Updated Nov 7 2009
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The Perfect Get-away in Paradise

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 185263
Key West condo rental - Aerial view of our property.
Studio, Sleeps 4,
Condo, 1 Bathroom, near the ocean, town, balcony
Rates - per property (USD)
$99 - $115/night
Accepts Online Payments
Calendar Updated Nov 7 2009
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My wife and I enjoyed this place. And it was a good deal for the price. It was very quiet as compared to lots of other places. No motorcycle noises or garbage trucks or late night partiers or...
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'CONCH CASA GRANDE' @ Truman Annex: 11' Ceilings, Private Pool & 6 Master Suites

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 177191
Key West house rental - Conch Casa Grande: NOT your everyday 'conch home'.
7 Bedrooms, Sleeps 12,
House, 7 Bathrooms, downtown, near the ocean, balcony
Rates - per property (USD)
$7,000 - $14,000/week
$21,000 - $33,000/month
Calendar Updated Nov 7 2009
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'HIDDEN TREASURE' @ Casa East: Luxury 3BR's, Baby Grand Piano, Huge Private Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 177317
Key West house rental - The Living Room: big, breezy & comfortable...
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, beach, near the ocean, pool
Rates - per property (USD)
$8,900 - $11,000/month
Calendar Updated Nov 7 2009
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'OLD TOWN OASIS' @ Truman Annex: Spacious 2 BR Oceanfront Condo

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 181289
Key West condo rental - The Living Room- 10 ft ceilings & 50' high-def TV.
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, downtown, waterfront, balcony
Rates - per property (USD)
$2,400 - $3,950/week
$8,000 - $9,900/month
Calendar Updated Nov 7 2009
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Property Review

The property at Truman Annex was exactly what we were looking for in a vacation property. The condo is in a great location, clean, bright, and well-maintained. The property manager was friendly...
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'COLORFUL CONCH' @ the Sanctuary: Decorator Home with 4BR/3BA & Private Pool

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 189356
Key West house rental - Meticulously furnished to a very high standard...
4 Bedrooms, Sleeps 6,
House, 3 Bathrooms, beach, resort
Rates - per property (USD)
$8,000 - $11,000/month
Calendar Updated Nov 7 2009
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'SOUTHERN STAR' @ William Street: Luxurious 3BR/3BA Historic Old Town Home

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 193075
Key West house rental - A very private yard & a gorgeous pool....
3 Bedrooms, Sleeps 6,
House, 3 Bathrooms, village, waterfront, pool
Rates - per property (USD)
$7,700 - $11,000/month
Calendar Updated Nov 7 2009
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'AZURE MORNING' @ Kings Pointe: Luxurious 3 Bedroom Condo on the Atlantic

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 202314
Key West condo rental - The Living Room: big & comfortable...
3 Bedrooms, Sleeps 8,
Condo, near the ocean, waterfront, pool
Rates - per property (USD)
$1,600 - $3,300/week
$4,800 - $7,700/month
Calendar Updated Nov 7 2009
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Property Review

The location was just outside of Key West, which was perfect as it was close enough to enjoy down town, but away enough for peaceful evenings. My husband like the location because it was very...
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“SOUTHWINDS” @ Key West Beach Club: 2 BR Beachfront Condo, Panoramic Ocean Views

  1. Florida Keys,
  2. Lower Florida Keys,
  3. Key West Vacation Rentals
— Property 204250
Key West condo rental - Your balcony view speaks for itself...
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$5,500 - $9,900/month
Calendar Updated Nov 7 2009
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