305.296.6667
ABOUT US   |   OWNER'S LOGIN   |   CONTACT US

Make a Payment

Key West Vacation Rentals

Find Vacation Rentals in Key West

No Smoking, No Bachelor or Bachelorette parties, and everyone must be over 25 years old unless accompanied by a parent

Daily Rentals (3-5 Night Minimum Stay Required)+

My Getaway
$300 - $400/ Per Night
Bedrooms: 2 Baths: 2.5 Sleeps: 6

Roomy Condo located right off Duval Street in Duval Square. Fully Equipped rental, with A/C, complimentary Wi-Fi, and shared heated pool.

Check Availability
BMW Fantasy
$300 - $400/ Per Night
Bedrooms: 2 Baths: 2.5 Sleeps: 6

Roomy Condo located right off Duval Street in Duval Square. Fully Equipped rental, with A/C, complimentary Wi-Fi, and shared heated pool.

Check Availability
Sunrise Suites Seaside Retreat
$300 - $400/ Per Night
Bedrooms: 2 Baths: 2.5 Sleeps: 6

Spend your days lounging by the shared lagoon shaped pool sur- rounded by beautifully lush tropical foliage. Or take just a short walk to Smather’s Beach where you can spend your time snorkel- ing, parasailing, or just soaking up the sun on the warm sand.

Check Availability
Coral Hammock #34
$300 - $400/ Per Night
Bedrooms: 3 Baths: 3 Sleeps: 6

Located in a luxury gated community, this home is located just minutes from Key West, and a 18 hole golf course. Fully Equipped rental, with A/C, complimentary Wi-Fi, private balconies and shared heated pool.

Check Availability
Coral Hammock #36
$300 - $400/ Per Night
Bedrooms: 3 Baths: 3 Sleeps: 6

Located in a luxury gated community, this home is located just minutes from Key West, and a 18 hole golf course. Fully Equipped rental, with A/C, complimentary Wi-Fi, private balconies and shared heated pool.

Check Availability
Coral Hammock #39
$300 - $400/ Per Night
Bedrooms: 3 Baths: 3 Sleeps: 6

Located in a luxury gated community, this home is located just minutes from Key West, and a 18 hole golf course. Fully Equipped rental, with A/C, complimentary Wi-Fi, private balconies and shared heated pool.

Check Availability

Weekly Rentals+



Shipyard 197
$1,500 - $2,450/ Per Week
Bedrooms: 2 Baths: 1 Sleeps: 4

Paradise is definitely found in this Non-Smoking, first floor end unit condo only two short blocks off of "happening" Duval Street in Old Town Key West. Located in the upscale, gated community of Truman Annex.

Check Availability
Shipyard 297
$2,100 - $2,800/ Per Week
Bedrooms: 2 Baths: 2 Sleeps: 4

Rare 2 Bedroom 2 bathroom high ceilings spacious unit in Truman Annex. Bright and Airy floor plan with cathedral ceilings. Located next to 199 which is also in our rental pool.

Check Availability
Shipyard 106-2
$1,500 - $2,450/ Per Week
Bedrooms: 1 Baths: 1 Sleeps: 4

Located in a quite section of the Truman Annex, an upscale gated community. This condo is fully equipped, and includes A/C , complimentary Wifi and parking. Shared heated pool and within walking distance to the beach and Duval Street.

Check Availability
Shipyard 253
$1,750 - $2,450/ Per Week
Bedrooms: 2 Baths: 1 Sleeps: 6

This upstairs condo is located in downtown Key West, close to the beach as well as Duval Street and includes a balcony, with grill and one as- signed parking space. The rental is fully equipped, and includes A/C and complimentary Wifi, and parking. Shared heated pool.

Check Availability
Shipyard 199
$1,750 - $2,450/ Per Week
Bedrooms: 2 Baths: 1 Sleeps: 4

Located in the upscale community of the Truman Annex this seven night rental is within walking distance to Duval Street and the Beach. The rental is fully equipped, and includes A/C , complimentary Wifi and parking. Shared heated pool.

Check Availability
Shipyard 210-4
$1,775 - $3,500/ Per Week
Bedrooms: 3 Baths: 2 Sleeps: 6

Located in the Truman Annex Shipyard community* this seven night rental is walking distance the Beach, and downtown Key West The rental is fully equipped, and includes A/C and complimentary Wifi, and parking. Shared heated pool, and Tennis Courts. *Gated Community.

Check Availability
Eaton Manor Labrisa
$1,500 - $2,450/ Per Week
Bedrooms: 2 Baths: 2 Sleeps: 6

Located across the street from Smathers Beach this seven night rental is walking distance the Beach, and minutes away from downtown Key West . The condo is fully equipped, and includes A/C and complimentary Wifi, and parking. Shared heated pool, and Tennis Courts.

Check Availability
205E La Brisa
$1,750 - $2,450/ Per Week
Bedrooms: 2 Baths: 1 Sleeps: 4

Located across the street from Smathers Beach this seven night rental is walking distance the Beach, and minutes away from downtown Key West The rental is fully equipped, and includes A/C and complimentary Wifi, and parking. Shared heated pool, and Tennis Courts.

Check Availability

Monthly Rentals (28 Night Minimum Stay Required) +



Waters Edge at Key Haven
$5,000 - $9,500/ Per Month
Bedrooms: 4 Baths: 3.5 Sleeps: 8

Fabulous Location In Key Haven With Gulf Views In Front And A Great Boating Canal In 28 night minimum stay requirement! This Spacious 2-story Home Features 4 Bedrooms, 3.5 Baths And Front And Back Porches Boasting Picturesque Gulf And Canal Views.

Check Availability
Garden Villa
$3,200 - $3,500 / Per Month
Bedrooms: 1 Baths: 1 Sleeps: 4

A delightful, deluxe one bedroom condo unit in the beautiful Southard Square complex in historic downtown Key West. Heated Pool and Jacuzzi.

Check Availability
Southard Square
$4,000 - $5,500 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 6

This beautiful townhome home is located in historic downtown Key West and great for families. Beautiful gardens with shared heated pool.

Check Availability
The Pearl in Paradise
$4,000 - $5,500 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 4

Located on a quiet street in Key West, a tranquil residential neighborhood close to downtown and the beaches. Perfect for two couples looking for Old Town and peace and quiet.

Check Availability
Banyan Court 204
$6,000 - $7,500 / Per Month
Bedrooms: 2 Baths: 2.5 Sleeps: 4

Park your car and walk everywhere! Sunset celebration is only steps away. The amenities include one assigned parking space, shared, pool and jacuzzi. One pet considered under 25 lbs.

Check Availability
Banyan Court 206
$6,000 - $7,500 / Per Month
Bedrooms: 2 Baths: 2.5 Sleeps: 4

Park your car and walk everywhere! Sunset celebration is only steps away. The amenities include one assigned parking space, shared, pool and jacuzzi. One pet considered under 25 lbs.

Check Availability
Banyan Court 214
$6,000 - $7,500 / Per Month
Bedrooms: 2 Baths: 2.5 Sleeps: 4

Park your car and walk everywhere! Sunset celebration is only steps away. The amenities include one assigned parking space, shared, pool and jacuzzi. One pet considered under 25 lbs.

Check Availability
Banyan Court 232
$5,000 - $6,500 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 4

Park your car and walk everywhere! Sunset celebration is only steps away. The amenities include one assigned parking space, shared, pool and jacuzzi. One pet considered under 25 lbs.

Check Availability
Banyan Court 238
$5,000 - $6,500 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 4

Park your car and walk everywhere! Sunset celebration is only steps away. The amenities include one assigned parking space, shared, pool and jacuzzi. One pet considered under 25 lbs.

Check Availability
The Palms
$5,000 - $7,500 / Per Month
Bedrooms: 3 Baths: 2 Sleeps: 8

Located on a quiet street in the Meadows of Key West; a tranquil residential neighborhood located just behind the Key West Historical district. Private Pool and Outdoor deck area.

Check Availability
Boaters Dream
$3,200 - $5,000 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 6

Private and quiet, this luxurious unit is an ideal place for relaxing away from the noise and partygoers of Duval Street, while still being only a few minutes away from the unique charm of Old Town Key West. Private garage parking is located downstairs, along with elevator access and a security accessed front gate.

Check Availability
Manatee Manor
$4,500 - $5,500 / Per Month
Bedrooms: 3 Baths: 2 Sleeps: 8

Just 10 miles from Old Town you’ll find all the comforts of home in this beautiful seaside neighborhood, beautiful waterfront views with an oversized Jacuzzi just a few steps from your own private 60-foot dock.

Check Availability
Key Haven Retreat
$5,000 - $7,500 / Per Month
Bedrooms: 4 Baths: 3 Sleeps: 10

This Key Haven open-water home has it all!! Enjoy the custom in-ground pool. Bar-b-que and dine in your waterside gazebo. Great for a Corporate Retreat or Family Getaway, located 5 minutes from Key West.

Check Availability
Loft at Echo Gardens
$ - $ / Per Month
Bedrooms: 1 Baths: 1 Sleeps: 4

Looking for the perfect Key West get away or corporate retreat? Look no further, here is your opportunity. This little gem is located one block from the world famous Duval Street. This stunning second floor, one bedroom one bath condominium is filled with quality, style and class throughout. The lavish kitchen offers custom cherry wood cabinets with tasteful granite countertops and high end Kitchen Aid stainless steel appliances. Outside, the dual porches offer an additional 159 sq ft of expanded Key West outdoor living. Additional amenities to this unique property include: your own parking space. Don't worry about doing laundry, you are on vacation. Just call the laundry service one block away for pickup and delivery for a modest price.

Check Availability

90 Day Minimum Rental+



Las Salinas 211
$3,000 - $3,500 / Per Month
Bedrooms: 2 Baths: 2 Sleeps: 2

Located in New Town and on the Atlantic side of the island. The unit has a private balcony and offers covered parking. There is a shared swimming pool. It is just a short walk to the beach.

Check Availability


Pelican Landing Vacation Properties

Come stay at our beautiful waterfront condos, with your own personal boat slip. With a retreat for up to eight guests or a penthouse up to 12 guests, you will enjoy your stay at Pelican Landing. All our units are non-smoking.

Pelican Landing RetreatsPelican Landing Penthouses




Copyright © Key West Vacation Properties & Realty. All Rights Reserved.
Property Management Website powered by FreeRentalSite.com  |   Sitemap  |   Privacy Policy

Key West Vacation Properties & Realty

130 Simonton Street
Key West, FL 33040

Main
305-296-6667
Fax
305-712-6712
Toll Free
877-629-5252
Email
info@kwvpr.com