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 condos 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. Consider a Key West rental on the golf course if you like to putt around on the green.

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. Some Key West rentals can also 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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Luxury Beachfront Condo

— Property 282851
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Key West condo rental - Terrace Dinning Overlooking the Beach
2 Bedrooms, Sleeps 8,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$1,200 - $2,200/week

Sunrise Suites

— Property 7023704h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month
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Sunrise Suites

— Property 7023716h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023691h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023703h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023695h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023715h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Coral Hammock 34

— Property 7030641h
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Key West condo rental
3 Bedrooms, Sleeps 6,
Condo, 3 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$900 - $1,400/week
$3,857 - $6,000/month

Eaton Manor

— Property 7030640h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$1,250 - $1,750/week
$5,357 - $6,740/month

Luxury Waterfront at the Galleon Resort in Old Town

— Property 161268
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Key West condo rental - Living room &amp; 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

Gated Private Luxurious Getaway-Truman Annex (Private Pool)

— Property 177296
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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

Tropical Reatreat 20% OFF Summer Rate!!!

— Property 207517
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Key West house rental - Pool &amp; Pool House
4 Bedrooms, Sleeps 8,
House, 3 Bathrooms, downtown, pool
Rates - per property (USD)
$5,000 - $8,000/month

Special offers in May and June with private pool and patio

— Property 208558
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Key West house rental - Entrance Paradise Manor
4 Bedrooms, Sleeps 9,
House, 2 Bathrooms, near the ocean, garden
Rates - per property (USD)
$100/night

Truman Annex, Old Town, Key West, Private Setting with Luxury Features

— Property 123714
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Key West house rental - Front Entrance
2 Bedrooms, Sleeps 6,
House, 2 Bathrooms, 1 Half Bath, beach, downtown, garden
Rates - per property (USD)
$1,800 - $2,100/week

Key West 1800 Atlantic - The Grand Vista - 2 bedroom suite

— Property 7041572h
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Key West condo rental - Great Ocean-VIew
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, children, coffee maker
Rates - per condo (USD)
$250 - $450/night
$1,750 - $2,750/week
$7,500/month

Sunrise Suites

— Property 7023697h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023713h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023710h
compare
Key West condo rental
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, Outdoor Shower, broadband access
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Paradise Harbor # 7

— Property 7031944h
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Key West house rental
4 Bedrooms, Sleeps 15,
House, 4 Bathrooms, coffee maker, cooking utensils
Rates - per house (USD)
$14,516 - $20,000/month

Casa Marina Retreat

— Property 7031945h
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Key West house rental
4 Bedrooms, Sleeps 8,
House, 6 Bathrooms, coffee maker, cooking utensils
Rates - per house (USD)
$9,677 - $15,000/month

Sunrise Suites

— Property 7030770h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Sunrise Suites

— Property 7023705h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, coffee maker, cooking utensils
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

Hemingway's Hideaway Truman Annex Key West

— Property 195479
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Key West townhome rental - Entrance to Foundry Building
2 Bedrooms, Sleeps 6,
Townhome, 2 Bathrooms, 1 Half Bath, beach, downtown, pool

Steps to Duval Street! $79-$129 Night - Free Bikes Included!!!

— Property 233787
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Key West studio rental - The Galleria
Studio, Sleeps 2,
Studio, 1 Bathroom, downtown, near the ocean, balcony

Key West Conch Cottage, 'Casa Louisa''

— Property 135603
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Key West cottage rental - Pool/Patio
3 Bedrooms, Sleeps 6,
Cottage, 2 Bathrooms, beach, town, pool
Rates - per property (USD)
$350 - $500/night
$2,100 - $3,300/week

Gorgeous Waterfront Condominium With Stunning Views!

— Property 163420
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Key West condo rental - Living Room and Dining Area
2 Bedrooms, Sleeps 4,
Condo, 2 Bathrooms, beach, waterfront, pool
Rates - per property (USD)
$325 - $395/night
$2,100 - $2,600/week
$7,500 - $9,350/month

1800 Atlantic Key West 2 bedroom Penthouse

— Property 7041632h
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Key West condo rental - 1800 Atlantic Comlex
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms, flexible
Rates - per condo (USD)
$250 - $420/night
$1,400 - $2,500/week

Sunrise Suites

— Property 7023730h
compare
Key West condo rental
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms
Rates - per condo (USD)
$175 - $199/night
$1,225 - $1,750/week
$5,250 - $6,315/month

2 Bedroom Garden-View Condo at 1800 Atlantic

— Property 7041838h
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Key West condo rental - 1800 Atlantic Complex
2 Bedrooms, Sleeps 6,
Condo, 2 Bathrooms
Rates - per condo (USD)
$195 - $390/night
$1,200 - $2,200/week
$3,200 - $5,500/month

Private Key West Weekly Vacation rental in the heart of Old Town

— Property 187859
compare
Key West house rental - Outdoor view
2 Bedrooms, Sleeps 4,
House, 2 Bathrooms, near the ocean, resort, pool
Rates - per property (USD)
$1,900 - $2,600/week