Downtown Rentals By Owner

There are a lot of options in Downtown. If you plan on staying in the Downtown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Downtown:

• Parrot Key Hotel & Villas
• Lighthouse Villa by AvantStay Walk to Southernmost Point w Private Pool Patio Month Long Stays
• Coral Garden by AvantStay Great Location w Balcony Shared Pool
• Hyatt Beach House 2BR Oceanfront
• Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
• Hyatt Residence 1 bedroom in a coveted location in the heart of Old Town.
• 2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean
• Key West 2 BR Villa with full kitchen, ocean view with Infinity pool

There are many large, family-friendly vacation homes available in Downtown; however, here are the most popular family rentals listed on our site:

• Two Bedroom Two Bath Poolside Villa Steps from Duval!
• Villa Angelita by Last Key Realty
• Coral Garden by Avantstay Great Location w/Balcony & Shared Pool
• Two Bedroom Two Bath Balcony Villa Steps from Duval!

Yes, there are 32 self-catering vacation homes in Downtown that have hot tubs, swimming pools, & other amenities.

There are more than 32 luxury villas and vacation homes in or near Downtown. Filter by price to compare find the most expensive places to stay on Winecountryvillas.

Yes, there are 32 pet friendly vacation homes and places to stays that are available in or near Downtown that you may consider.