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Key West Rentals

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Duval Hideaway

2 Bedrooms
1 Bathroom
4.6970
(@ct Reviews)
Duval Hideaway features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player.

Each of the queen bedrooms has a 24' LCD TV, spacious closets...

Barbados Suite #204

2 Bedrooms
2 Bathrooms
4.5455
(@ct Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Paris Mango @ Key Cove

4 Bedrooms
4 Bathrooms
Enjoy the island life in your own oasis tucked away from the bustle of Old Town in a private waterfront retreat, with your own private heated pool. Luxurious furnishings and spacious interiors centered around the expansive water views perfectly compliment the beautiful outdoor spaces. Slow down,...

Sugar Pie Suite

Studio
1 Bathroom
4.7083
(@ct Reviews)
This cute and colorful studio is perfect for anyone who is excited to explore Key West. You are just around the corner from all Duval Street has to offer. Restaurants, bars, shops, live music.. it's all just steps away. Be sure to catch the sunset at Mallory Square and a bite to eat on the harbor...

Orchid Suite

1 Bedroom
1 Bathroom
4.6250
(@ct Reviews)
Part of the Nightly group unit 4 Flowers

You won't find a better private off-street parking is just outside your door. Turn down 'Free School House Lane' (1/2 block from the Marquesa Hotel & Restaurant) and you are home!

Featuring a queen pillow-top bed with light weight down comforter, the...

Paradise Palms

Studio
1 Bathroom
4.5417
(@ct Reviews)
Paradise Palms is decorated in a tropical motif, with a palm matelassé and herb-green pinstriped bed skirt. There are wood furnishings throughout, along with nautical prints and souvenirs.

Double doors open onto our second story landing where you are only steps away from the upper sun deck of our...

Southernmost Sanctuary

6 Bedrooms
6 Bathrooms
4.8571
(@ct Reviews)
Southernmost Sanctuary Suites are comprised of the following homes Egret Suite, Heron Suite, Ibis Suite, Osprey Suite, Pelican Suite, Seagull Suite which can all be booked individually.

Located on Historic Simonton Street, these suites are the perfect cozy escape you've been looking for! An...

Papa's Hideaway #3 - For Whom the Bell Tolls

Studio
1 Bathroom
4.7879
(@ct Reviews)
Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling through the palms, blowing each of your cares away...

This Deluxe Studio is located on the ground floor and offers a private porch just off of the pool area.

The unit includes a king-size bed,...

Grand Bahama Suite #106

2 Bedrooms
2 Bathrooms
4.6538
(@ct Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9am - 6pm daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and...

Garden of Roses

3 Bedrooms
2 Bathrooms

Originally built in 1933, this fully renovated, three-bedroom home has a yard, a cozy front porch where you can sit back and watch the day go by, and room for up to eight guests (six comfortably). Stroll to shopping, entertainment, and beaches, all within a few blocks of this rental....

Shark Key Chateau

5 Bedrooms
4 Bathrooms
4.7500
(@ct Reviews)
Château - Merriam-Webster defines it as a "large impressive residence". This does not do the 'Shark Key Chateau' justice! Very impressive, very large, very luxurious! Set apart from any residence you have experienced. But this property does not rest on

Shark Key Chateau is 'Grande' to say the...

Osprey Suite

Studio
1 Bathroom
4.5135
(@ct Reviews)
Part of Southernmost Sanctuary Suites

The Osprey Suite - Located in the Garden at the Southernmost Studios, the Osprey Suite is the perfect island getaway. Located within walking distance to all of the charms in Old Town you'll never want to leave! The Osprey has a Queen Bed as well as a sofa for...

Curry House Room 5

Studio
1 Bathroom
4.7692
(@ct Reviews)
Room 5 is on the ground floor with a King-sized bed, private bathroom & has access to a wraparound porch.

The Curry House is an historic piece of Old Key West. Pearl Curry originally opened her home as "Curry's Rooms" in the mid-1900's. Now the inn offers nine beautiful guestrooms and the...

Island Oasis

2 Bedrooms
2 Bathrooms
4.7778
(@ct Reviews)
The beaches of the Atlantic Ocean are less than a 7 minute walk away.

This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island...

Papa's Hideaway #1 - Torrents of Spring

Studio
1 Bathroom
4.7059
(@ct Reviews)
Papa's Hideaway was a historic Key West Inn with all the charm of Hemingway's day and the convenience of being just one block off Duval street. The perfect mix of location, atmosphere and value.

Feel your tensions release as you soak up the warm tropical sun. Listen to the trade winds rustling...

Creme Brulee Getaway

Studio
1 Bathroom
4.6875
(@ct Reviews)
Part of Banana's Foster Guest House

This comfortable 2nd floor studio right on the corner of Caroline and Simonton, just a block off Duval, is a great spot for 2 guests wanting to be in the thick of things! After entering the compound from the shared off street parking into the courtyard with...

Southernmost Retreat

2 Bedrooms
1 Bathroom
4.6591
(@ct Reviews)
Southernmost Retreat features all the comforts of home, and then some! A full kitchen with everything needed to prepare a gourmet meal including washer/dryer, glass top stove, dishwasher, blender, toaster, coffee maker and radio/CD player. The perfect place to listen to your favorite music while...

Curry House Room 2

Studio
1 Bathroom
4.8049
(@ct Reviews)
Room 2's pale shade of colors will continually remind you that you're staying in a tropical paradise. Step out onto the semi-private veranda overlooking the pool. Sit and relax, surrounded by the tropical vegetation that abounds on this magnificent island. An oversized shower in the private...

Windward Isle

2 Bedrooms
1 Bathroom
4.6000
(@ct Reviews)
One half of the group unit Tradewinds and opposite Leeward Isle The style is common throughout the islands. Our shotgun offers original Dade County pine floors and sandblasted walls that reflect the antiquity of design.

The Webster Dictionary dates windward back to 1549; defined as, the side or...

Puerto Rico Suite #103

2 Bedrooms
2 Bathrooms
4.6923
(@ct Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM - 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

Almost Southernmost Retreat

5 Bedrooms
3 Bathrooms
4.8519
(@ct Reviews)
Almost Southernmost Retreat is made up of ALMOST SOUTHERNMOST and ALMOST SOUTHERNMOST TOO on the 400 block of Truman Avenue is the perfect location between Duval Street and Whitehead Streets.

This style is common throughout the islands. Located in a row of identical cigar-maker cottages, the...

Royal Palm

Studio
1 Bathroom
4.7143
(@ct Reviews)
ROYAL PALM (formerly Little Palm) - What an idyllic setting! Picture the most perfect romantic getaway cottage with all the must have's for a great Key West vacation - in a setting that nature provided in the late 1800's - the hardwood canopy is stunning! The Tommy Bahama furniture is set off by...

Catalina Suite #311

2 Bedrooms
2 Bathrooms
4.7021
(@ct Reviews)
Sunrise Suites Resort is an island paradise. Complimentary hourly shuttle service from 9:15 AM to 5:30 PM daily between the Resort, beaches, airport, ferry terminal, & downtown make this resort's location ideal. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge...

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