Skip to main content
Cheaptickets logo
  • StaysStays
  • FlightsFlights
  • CarsCars
  • Vacation PackagesVacation Packages
  • Things to doThings to do
  • CruisesCruises
  • Event TicketsEvent Tickets
  • DEALS!
  • Groups & meetings
  • Travel Tips
  • Get the app
  • List your property
  • Support
  • Trips
  • Members can access discounts and special features
    • Sign in
    • Create a free account
  1. CheapTickets.com
  2. All Hotels
  3. Summerland Key
  4. Florida
  5. United States of America
  6. Hotels
  7. CheapTickets.com

See all 605 hotels in Summerland Key

  • NIGHT WATCH ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
  • Large Penthouse suite in the charming Bayan Resort in beautiful Key West
  • The Inn on Fleming
  • Pool, Laundry, and grilling area
  • Hyatt Beach House Resort Key West 1-7 nights
  • Hyatt Vacation Club at Windward Point Key West
  • Charming 2-bedroom condo at the spectacular Coconut Beach Resort Nov 15-22-2025
  • CHRISTMAS WEEK IN FLORIDA 12/20-12/27 HYATT CLUB AT COCONUT COVE, BONITA SPRINGS
  • Old Town Suites
  • Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 4, Swimming Pool, Hot Tub
  • The Hammocks- Marathon Paradise
  • Hyatt Windward Point Oceanside Resort Condo, Pool, Sauna, Beach Volleyball+
  • Experience The Galleon – A 5-Star Timeshare Resort in Charming Old Key West
  • Waterfront Resort, RWO Championship Boat Races, Old Town, Swimming Pool, Hot Tub
  • Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub
  • Waterfront Resort, Fantasy Fest, Old Town, 7 Nights, Pool, Hot Tub, Hyatt
  • Waterfront Resort, Songwriter’s Fest, Old Town, Sleeps 2, Swimming Pool, Hot Tub
  • Hyatt Sunset Harbor. Available Oct 19 to 26. Studio. 3 night minimum rental.
  • Travelers Palm
  • 2 Bedroom Condo-Hyatt Beach House Key West-Ocean-Pool-Hot Tub-Beachfront
Previous123
4
56Next
Expedia Group trademark logo

Company

  • About
  • Jobs
  • List your property
  • Partnerships
  • Newsroom
  • Investor Relations
  • Advertising

Explore

  • Hotels in the United States
  • Cars in the United States
  • Flights in the United States
  • Packages in the United States
  • CheapTickets Reviews
  • CheapTickets Coupons
  • Student Travel Discount
  • Travel Blog

Policies

  • Privacy Policy
  • Cookies
  • Terms of Use
  • Vrbo terms and conditions
  • Do not sell my personal info

Help

  • Support
  • Cancel your hotel or vacation rental booking
  • Cancel your flight
  • Refund timelines, policies & processes
  • Use a Cheaptickets Coupon
  • Your rights as a flights traveler
©2026 Expedia, Inc., an Expedia Group company. All rights reserved. CheapTickets, CheapTicketes.com and the CheapTickets logo are registered trademarks of Expedia, Inc. CST# 2029030-50.
651929ff-52cc-4d9a-944b-656da432139c5241f06d-6966-404f-8363-189586133e89