Southernmost Point Vacation Deals: Southernmost Point, Key West Historic District Vacations

Southernmost Point vacation package deals

Icon Residences By Sunnyside Hotel and Resorts

Downtown Miami

per person

May 25 - May 28

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

A full-service spa, 5 restaurants, and 2 outdoor pools are all featured at this aparthotel. Relax with a drink at one of the 2 poolside bars and get perks like free WiFi. You'll appreciate the gym, bar/lounge, and coffee shop.

The Retreat Collection at 1 Hotel & Homes South Beach

South Beach

per person

May 23 - May 27

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

This condo resort features 2 restaurants, 3 outdoor pools, and a gym. There's fun for all ages with a children's club and a children's pool, and babysitting is an added bonus. Enjoy the a rooftop terrace and perks like free WiFi.

1 Hotel South Beach

South Beach

Save 100% on your flight

per person

Jul 7 - Jul 10

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

A full-service spa, 3 restaurants, and 3 outdoor pools are all featured at this smoke-free hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. There's fun for all ages with a children's club and a children's pool, and in-room childcare is an added bonus.

Cavalier Hotel South Beach

South Beach

Save 100% on your flight

per person

May 23 - May 27

Roundtrip non-stop flight included

Detroit (DTW) to Miami (MIA)

A restaurant and a bar/lounge are featured at this hotel. Enjoy the free cooked-to-order breakfast each morning. Valet parking, a terrace, and express check-out are also offered.

Ocean Villas of Deerfield

Save 100% on your flight

per person

Jun 2 - Jun 8

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

An outdoor pool, free self parking, and laundry facilities are featured at this motel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Holiday Isle Yacht Club

East Fort Lauderdale

Save 100% on your flight

per person

Jul 10 - Jul 17

Roundtrip flight included

Detroit (DTW) to Miami (MIA)

An outdoor pool, self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A terrace, a garden, and a picnic area are also on offer.

Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much are vacation packages to Southernmost Point?

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Top Southernmost Point hotel deals

Southernmost Beach Resort

1319 Duval Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$417

per night

May 5 - May 6

This hotel features a full-service spa, 3 outdoor pools, and a restaurant. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.

Breakfast available

Pool

The Reach Key West, Curio Collection by Hilton

1435 Simonton Street, Key West, FL

Free Cancellation

Reserve now, pay when you stay

$499

per night

May 15 - May 16

This hotel features a private beach, a full-service spa, and a restaurant. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking. Enjoy the outdoor pool and unwind at the bar/lounge and poolside bar.

Pet friendly

Breakfast available

Southwinds Motel

1321 Simonton Street, Key West, FL

$212

per night

Apr 30 - May 1

This hotel features 2 outdoor pools and a bar/lounge. A picnic area, luggage storage, and laundry facilities are also on offer.

Pool

Bar

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.