Winters Vacations Rentals - Vacation Rentals in Key West Harbour

Dates

Price

Guests

More

When do you want to travel?

We search multiple sites to find you the best prices.

Compare Price with Other Partners

From US $768

         

9.6 (216 Reviews)

House

PET FRIENDLY! SUMMER SPECIALS ! 3 Bedroom 3 bathroom home. Sleeps 8

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $277

         

|

10.0 (1 Review)

House

Casa Tranquility by Brightwild

• Air Conditioner
• Parking
• Internet

• Florida
• Key West

View Availability

From US $1,724

         

10.0 (1 Review)

House

Capmar House by Brightwild Huge Home Pool

• Parking
• Pet Friendly
• Balcony/Terrace

• Florida
• Key West

View Availability

From US $752

         

9.6 (96 Reviews)

House

CASA DE VINO ~ Amazing Price for Charming Townhouse with Pool & Tiki!

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $2,969

         

|

10.0 (2 Reviews)

House

The Crestwood House - Private Heated Pool & Parking

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $583

         

10.0 (1 Review)

Apartment

The Grenada Suite Pool View Private Balcony

• Parking
• Pool
• Barbecue/Outdoor Cooking

• Florida
• Key West

View Availability

From US $798

         

10.0 (208 Reviews)

House

Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $221

         

10.0 (2 Reviews)

Boat Rental

43' Classic Trawler 5 Star Resort Pools, Views, Dining Free Shuttle to Downtown

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $506

         

10.0 (1 Review)

Apartment

The Trinidad by Brightwild Pool View Parking

• Parking
• Pet Friendly
• Pool

• Florida
• Key West

View Availability

From US $715

         

9.8 (141 Reviews)

House

*OCTOPUS'S GARDEN @ CORAL HAMMOCK* Spacious Home & Pool + LAST KEY SERVICES.

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $594

         

9.8 (86 Reviews)

Condo

3 Bedroom 2 Bath Ocean view Condo with Full Kitchen, Covered Parking

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $827

         

10.0 (242 Reviews)

House

Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $578

         

10.0 (137 Reviews)

Condo

'Oceanside Oasis' Direct Ocean Views & 3 BR'S

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $600

         

9.8 (98 Reviews)

House

OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $608

         

9.4 (121 Reviews)

Condo

Sunny Condo with WiFi, Hot Tub, Pool & Tennis

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $1,130

         

9.8 (98 Reviews)

House

Waterfront Home in Key Cove Landings

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $1,466

         

9.6 (124 Reviews)

House

Oceanview home with private pool & lush landscaping!

• Air Conditioner
• Pet Friendly
• Pool

• Florida
• Key West

View Availability

From US $1,520

         

9.6 (84 Reviews)

House

Spacious Waterfront 4 Bedroom Home

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $461

         

9.0 (138 Reviews)

Condo

Sunrise Suites Condo with Balcony - Shared Pool, Hot Tub, Tennis, Free Parking

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $431

         

8.6 (72 Reviews)

Condo

Newly Renovated condo with scenic views, pool & hot tub, balcony, & parking

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

From US $2,696

         

9.6 (85 Reviews)

House

Real World MTV House-18 to 22 guests, Not Just a House Your Own Private Resort

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $485

         

10.0 (16 Reviews)

House

Spotless Fully Renovated Family Home. Free parking WiFi Pool.

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $428

         

|

9.6 (36 Reviews)

House

Key West - Stock Island

• Air Conditioner
• Parking
• Pool

• Florida
• Key West

View Availability

From US $1,664

         

9.8 (70 Reviews)

House

Luxury Waterfront Home with private pool

• Air Conditioner
• Parking
• Pet Friendly

• Florida
• Key West

View Availability

★ Pro Tip: Wintersvacationsrentals makes it easy to compare the best listings on Wintersvacationsrentals homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Wintersvacationsrentals homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Key West Harbour.