Old Town Hotels, Resorts, and Rentals
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5 Star Hotels in Old Town & Old Town Luxury Resorts
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Best Hotels in Old Town & Best Resorts
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Cheap Hotels in Old Town, Discounts, & Deals
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Hotels Near Old Town & Other Nearby Resorts
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Old Town Vacation Rentals, Villas, & Hotel Suites
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Pet Friendly Hotels in Old Town
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Old Town Resorts and All Inclusive Hotels
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Last Minute Hotel Deals, Rentals, & Hotels Tonight
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Book a Last Minute Place to Stay in Old Town
About Old Town Vacation Rentals
There are more than 3424 places to stay in Old Town 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 Old Town.
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 Old Town, 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 Old Town. Places to stay near Old Town are 775.98 ft² on average, with prices averaging CA $1,043 a night.
Hotala makes it easy to find and compare hotels, resorts, and holiday rentals in Old Town with prices often listed at a 30-40% off the rack rate. Just enter your destination and secure your reservation today.
Top Hotels, Resorts, Rentals, Villas, Vacation Homes, Cottages, B&B and Cabins Accommodation Types in Old Town
| Type | Count |
|---|---|
| Vacation Homes | 1634 |
| Holiday Apartments | 413 |
| Unique Vacation Rentals | 116 |
| Cottages | 87 |
| Villas | 37 |
| B&B | 35 |
| Cabin Rentals | 7 |
Use these Quick Filters to Find a Vacation Rental in Old Town
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★ Pro Tip: Hotala.ca has aggregated the supply of many of the leading websites including providers of short-term rentals, OTAs (including Booking.com, Agoda, Airbnb, and others). Use the Advanced Filter feature at the top to compare homes, hotels, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and more. We want to help you find the hottest places and best places to stay in Old Town.
Weather in Old Town, FL
View the weather forecast for Old Town before booking your Old Town Vacation Rentals to confirm your best time to go.
Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods
Frequently Asked Questions About Old Town?
What are the top hotels or resorts in Old Town?
You have a lot of choices in or near Old Town. If you need a hotel in the Old Town 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 Old Town:
- Almond Tree Inn Hotel - Adults Only
- 3 Bedroom 2 Bath Oceanfront Condo quiet and secluded adjacent to Hotel/Marina
- Grand Marina Suite by Brightwild Waterfront
- Luxurious top floor, end unit, within premier resort on the Atlantic Ocean.
- Ideal Family Stay in Great Location, 4 Pools, Shuttle Service, Near Airport!
- Southernmost Beach Resort, 2 Queen Rooms, Beach Access & 3 Onsite Pools
- Ocean Front 1BR Suite With Direct Beach Access
- Room w/Queen Bed in Vibrant Key West! Enjoy Romantic Ambience near Attractions
- Southernmost Beach Resort, Avalon King, 3 Outdoor Pools & Beach access
- Island View 1BR Residence With Balcony
How many vacation rentals have private pools in Old Town?
There are 605 accommodation options with private pools in or near Old Town. Top-rated hotels, resorts, and places to stay that have access to a swimming pool include:
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
- Parking, Pool & Dock - Waterlane House
- Parking, Pool & Dock - Mastway House
- Parking, Pool & Waterfront - Springtide House
Which hotel or resort in Old Town is best for families?
If you are looking for a family-friendly hotel, resort, or vacation home in Old Town, check out one of the following places to stay as all are highly-rated accommodation choices with excellent reviews for families or groups staying in Old Town:
- Family-friendly Villa! Near Key West Int'l Airport! Parking, Onsite Pools!
- Perfect for Groups! 2 Pet-friendly Units, Free Breakfast, Outdoor Pool!
- Classic Two Queen at Southernmost Beach Resort - 3 Onsite Pools & Beach Access
How many hotels, resorts, or rentals are available in Old Town?
At present, the total number of properties listed by Hotala -- including hotels, resorts, and rentals -- as of 2025 is over 3424 in the Old Town area, and still growing. By combining listings from multiple websites, Hotala provides a huge selection of the best hotels, resorts, and vacation properties in Old Town.
Nearby Neighborhood (11)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Hotel & Resort Deals in Key West, Florida | 2408 |
| Downtown Hotel & Resort Deals in Key West, Florida | 1022 |
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| Historic Seaport Hotel & Resort Deals in Key West, Florida | 390 |
| Truman Annex Hotel & Resort Deals in Key West, Florida | 332 |
| Meadows Hotel & Resort Deals in Key West, Florida | 99 |
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| Midtown Hotel & Resort Deals in Key West, Florida | 54 |
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| White Street Gallery District Hotel & Resort Deals in Key West, Florida | 29 |