Search Deals on
Key West Vacation Packages

Build your package with 2 more options

Leaving from

Going to

Departing

Returning

Travelers

Room 1

Adults

ChildrenAges 2 to 17

InfantsYounger than 2

Add specific hotel dates

A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Key West
Florida
United States of America
North America
Hotwire.com

Key West Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.

Ibis Bay Beach Resort

2.5 out of 5

Price was $1,031, price is now $777 per person

$777

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

Book a stay at this beach hotel in Key West. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

Pier House Resort & Spa

4 out of 5

Save 100% on your flight

Price was $1,364, price is now $975 per person

$975

per person

Sep 12 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Mallory Square and Duval Street are located nearby.

Nos gustó mucho!! Pensamos volver, todo espectacularmente excelente!! 👏👏

Reviewed on Jul 22, 2026

The Key West Hotel

3 out of 5

Price was $1,872, price is now $1,346 per person

$1,346

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

Stay at this guesthouse in Key West. Enjoy free WiFi, room service, and daily housekeeping. Popular attractions Duval Street and Southernmost Point are located nearby.

We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Coconut Beach Resort

2.5 out of 5

Price was $1,368, price is now $987 per person

$987

per person

Sep 3 - Sep 6

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

Book a stay at this beach resort in Key West. Enjoy free WiFi, free parking, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Southernmost Point and Duval Street are located nearby.

Amelia Home by Avantstay In Historic Old Town w/ Pool

3 out of 5

Save 100% on your flight

Price was $4,258, price is now $3,109 per person

$3,109

per person

Sep 2 - Sep 9

found 11 hours ago

Roundtrip non-stop flight included

Indianapolis (IND) to Key West (EYW)

Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Southernmost Point and Duval Street are located nearby.

Loved it

Reviewed on Mar 20, 2026

Tropical Dreaming by Avantstay 4 Blks to Beach! Private Pool!

3 out of 5

Save 100% on your flight

Price was $4,539, price is now $3,321 per person

$3,321

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Philadelphia (PHL) to Key West (EYW)

Stay at this cottage in Key West. Enjoy a beach locale, patios, and an in-room coffeemaker. Popular attractions Southernmost Point and Duval Street are located nearby.

Loved the closeness to Duval st and the privacy

Reviewed on Oct 17, 2025

Almond Tree Inn Hotel - Adults Only

3.5 out of 5

Price was $1,156, price is now $894 per person

$894

per person

Sep 12 - Sep 16

found 1 day ago

Roundtrip non-stop flight included

Nashville (BNA) to Key West (EYW)

Book a stay at this business-friendly hotel in Key West. Enjoy free breakfast, free WiFi, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. Popular attractions Duval Street and Southernmost Point are located nearby.

Duval Breeze by Avantstay Great Location Close to Beach & Nightlife Shared Pool! Week Long Stays

3 out of 5

Price was $2,305, price is now $1,822 per person

$1,822

per person

Oct 11 - Oct 15

found 1 day ago

Roundtrip non-stop flight included

Indianapolis (IND) to Key West (EYW)

Stay at this cottage in Key West. Enjoy free parking, balconies, and in-room washers/dryers. Popular attractions Southernmost Point and Duval Street are located nearby.