Compare HOTELS, RESORTS, AND RENTALS in Jackson Square, Key West, Florida, USA
About Jackson Square Vacation Rentals
There are more than 3535 places to stay in Jackson Square that are available. These options include hotels, resorts, rentals as well as short-term private accommodations (i.e. RVs, Condos, Cabins, Chalets, etc.). The places can provide you with a great option on your next holiday. Compare many places to stay in Jackson Square.
Are you seeking a last-minute hotel deal, or are you wanting to find the best deals available for hotels, resorts, cottages, condos, private villas, chalets, or a large vacation homes? With Hotala Jackson Square, you can quickly compare different options to find the hottest deals with a single click. Looking for a resort with an infinity pool, hot tub, is pet-friendly, or features a large master suite bedrooms or has a fireplace? You can find hotels, resorts, or other popular Airbnb-style properties in or near Jackson Square. Places to stay near Jackson Square are 783.55 ft² on average, with prices averaging ZA R12,723 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Jackson Square with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Frequently Asked Questions About Jackson Square?
What are the top hotels or resorts in Jackson Square?
You have a lot of choices in or near Jackson Square. If you need a hotel in the Jackson Square area, consider making a reservation for a few nights at one of our suggested properties as these have been known to be the Top Vacation Rentals and Places to Stay in Jackson Square:
- Almond Tree Inn Hotel - Adults Only
- Lanai Two Queen, Pier House, Tropical Views, Beachfront Access, Key West Charm
- Classic 2 Queen Room at Marker Key West Harbor - Minutes from the Ocean
- Room w/Queen Bed in Vibrant Key West! Enjoy Romantic Ambience near Attractions
- Family Fun in Key West with 4 Pools & Free Shuttle! 2 Waterfront Units!
- Sunset Harbor Resort & Spa, Hot Tub, Pool
- 3 Traditional Two Queen, Pier House Resort, Fine Dining, Near Mallory Square
- Tropics Escape in Key West with Onsite Pools!
- Ideal Family Stay in Great Location, 4 Pools, Shuttle Service, Near Airport!
- Perfect for Groups! 2 Pet-friendly Units, Free Breakfast, Outdoor Pool!
How many hotels, resorts, or rentals are available in Jackson Square?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 3535 in the Jackson Square area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Jackson Square.
Nearby Neighborhood (12)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Hotel & Resort Deals in Key West, Florida | 2527 |
| Old Town Hotel & Resort Deals in Key West, Florida | 2463 |
| Downtown Hotel & Resort Deals in Key West, Florida | 1097 |
| Uptown - Upper Duval Hotel & Resort Deals in Key West, Florida | 754 |
| Historic Seaport Hotel & Resort Deals in Key West, Florida | 414 |
| Truman Annex Hotel & Resort Deals in Key West, Florida | 350 |
| New Town Hotel & Resort Deals in Key West, Florida | 118 |
| Meadows Hotel & Resort Deals in Key West, Florida | 97 |
| Bahama Village Hotel & Resort Deals in Key West, Florida | 95 |
| Midtown Hotel & Resort Deals in Key West, Florida | 52 |
| Sunset Key Hotel & Resort Deals in Key West, Florida | 3214 |
| Geiger Key Hotel & Resort Deals in Key West, Florida | 35 |
