Key West Vacations & Travel Packages

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1 - 20 of 62 within 100 miles of Key West, Florida  
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Featured Listings

Dolphin Encounter with Wild about Dolphins

Dolphin Encounter with Wild about Dolphins

Key West, Florida Eco Tours - 3.4 mi away
Experience wild dolphins, snorkel coral reefs & explore the backcountry islands in Key West, Florida....
Contact For Rates & Specials!
DoubleTree by Hilton Grand Key Resort

DoubleTree by Hilton Grand Key Resort

Key West, Florida Hotels & Resorts - 4.7 mi away
DoubleTree by Hilton Hotel Grand Key Resort, where a friendly staff welcomes you with our famous token of hospitality â€" a freshly baked chocolate chip cookie. Our newly renovated full service resort...
From USD $199 per night
Swim with Dolphins at Dolphin World

Swim with Dolphins at Dolphin World

Florida Keys, Florida Eco Tours - 5.5 mi away
Dolphin World - Your complete dolphin encounter and dolphin vacation place. Complete Dolphin packages available, Adventure, Romance, Engagement, and Spa, which includes activities, hotel and transport...
From USD $79 per trip

Classic Harbor Line

Classic Harbor Line

Key West, Florida Sailing & Yacht Charters - 6.6 mi away
Classic Harbor Line proudly runs Schooner America 2.0, the premier sailing vessel in Key West, featuring two-hour sunset and day sails. Complimentary drinks and hors d'oeuvres provided....
From USD $55 per trip
Trumpy Yacht Charters

Trumpy Yacht Charters

Newport, Rhode Island Cruises - 6.6 mi away
Classic yacht cruising vacations in New England & Florida Book a private charters on the beautifully restored Trumpy motor yacht Lady Catherine, complete with Captain & cook. Luxurious staterooms, it...
From USD $10,000 per week
Sky Dive Key West

Sky Dive Key West

Key West, Florida Skydiving - 6.6 mi away
Florida Active: Skydiving...
Contact For Rates & Specials!
Key West, Rental by Owner in Truman Annex

Key West, Rental by Owner in Truman Annex

Key West, Florida Vacation Rentals - 6.7 mi away
Emma House can be rented in 2 ways. Emma House by itself is a 3 bedroom & 2.5 bath unit or Emma House with the Cottage creates a 4 bedroom and 3.5 bath retreat. It is deluxe unit with Tropical Keys St...
Contact For Rates & Specials!
Key West Hideaways

Key West Hideaways

Key West, Florida Vacation Rentals - 7.3 mi away
Bedrooms: 2  Sleeps: 6  Bathrooms: 2  
Experience the uniqueness of Key West by staying at one of Key West Hideaway’s one-of-a-kind vacation rentals. When you’re ready to escape the hustle and bustle of the “real world” why not enj...
From USD $188 per night
Island Wind Key West Vacation Home Rentals

Island Wind Key West Vacation Home Rentals

Key West, Florida Vacation Rentals - 7.5 mi away
Key West vacation home rentals in the heart of Old Town. 2 bed 2 bath conch home a block off Duval in Windward Park a gated community of 13 homes clustered around a 50 foot pool. Within walking dist...
From USD $175 per night
Lone Palm Old Town Key West Vacation Home Rental

Lone Palm Old Town Key West Vacation Home Rental

Key West, Florida Vacation Rentals - 7.5 mi away
Welcome to Paradise! Modern 2 bed 2 bath vacation home rental accommodations with a tropical flare. A block off Duval in Windward Park. 50 ft pool/BBQ/ hot tub. Walking distance to all the attraction...
From USD $2,500 per week
Key West Bed and Breakfast

Key West Bed and Breakfast

Key West, Florida Bed & Breakfasts - 7.7 mi away
Classic Caribbean Casual...
From USD $110 per night
The Gardens Hotel

The Gardens Hotel

Key West, Florida Hotels & Resorts - 7.8 mi away
Immerse yourself in the luxurious island lifestyle offered at The Gardens Hotel Key West. Our boutique hotel offers 20 uniquely decorated guestrooms, as well as impressive amenities such as a self-ser...
From USD $199 per night

Old Town Manor Weddings

Old Town Manor Weddings

Key West, Florida Destination Weddings & Coordinators - 7.9 mi away
Create an exclusive experience for your wedding guests by booking this 14 room guest house as your wedding "headquarters." Our lush gardens can accommodate up to 75 guests! We proudly support and offe...
From USD $2,500 per trip
Rose Lane Villas

Rose Lane Villas

Key West, Florida Vacation Rentals - 8.0 mi away
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Rose Lane Villas is located in the heart of Old Town Key West, only half a block from Duval Street. These 1, 2 and 3 bedroom villas feature fully equipped kitchens, living rooms, complimentary parking...
From USD $249 per night
Old Town Manor

Old Town Manor

Key West, Florida Bed & Breakfasts - 8.0 mi away
Old Town Manor, formerly Eaton Lodge, is ideally located just steps off of Duval Street in the heart of Old Town Key West near Mallory Square, Sloppy Joe’s, and Margaritaville. Built in 1886, our cl...
From USD $135 per night
Key West Vacation Rental near Duval Street

Key West Vacation Rental near Duval Street

Key West, Florida Vacation Rentals - 8.0 mi away
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
A one bedroom, one bath home with pool only 2 blocks from Duval!...
From USD $188 per night
Smallest Bar Inn &  the Smallest Bar

Smallest Bar Inn & the Smallest Bar

Key West, Florida Bed & Breakfasts - 8.0 mi away
Smallest Bar Inn & the Smallest Bar is a cozy Inn located in historic downtown "Old Town Key West", right in the middle of nearly everything Key West has to offer yet offers a semi-tropical getaway 1...
From USD $99 per night
Affordable Ocean front Cottages

Affordable Ocean front Cottages

Cudjoe Key, Florida Vacation Rentals - 12.4 mi away
Bedrooms: 1  Sleeps: 4  Bathrooms: 1  
Private ocean front cottages. Three one bedroom and one two bedroom. Dock, seawall, kayaks and large fresh water pool. Close to Key West but quite and peaceful. A home away from home....
From USD $800 per week
Parmer's Resort

Parmer's Resort

Little Torch Key, Florida Hotels & Resorts - 19.4 mi away
Come back to the Florida Keys of Yesteryear... Parmer's Resort, a unique collection of rooms, suites and cottages on the ocean. Escape from your busy life, lounge by the pool, nap in a hammock, bring ...
From USD $139 per night



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