Vacation rental houses in Key West
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Top-rated houses in Key West
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Spacious Waterfront Condo, 2/2 Pool, Dock, Pet OKTime to relax! Bring your family & friends to this 1350 sqft Waterfront home at Pelican Landing. Boat slips available on site with commercial ice machine, fish cleaning station and BBQ grills. Located in historic Downtown Key West. Walk/Bike everywhere 1mi to Duval Street, Historic Seaport, Hemingway House, etc. On-site amenities: heated pool, tiki bar & grill, bike rentals, parking, secure keyless entry, & private elevator. Large park adjacent with tennis courts. 10min from airport (EYW).
Old Town - Room Opens to Private Pool and GardenLocated in the heart of Old Town, we are three blocks from Duval Street, a 10-minute walk to Higgs Beach, and around the corner from the best, least-expensive meal in town--El Siboney Cuban Restaurant. We suggest bicycling around Key West. Rentals from We-Cycle Bike Shop can be delivered to our door. Two blocks away, The Duval Loop offers free air-conditioned bus service 7 a.m. until midnight. We also offer a link with recommendations for excursions, tours, & restaurants.
Romantic Retreat - 2 person K Suite, Pvt deck/Spa!Romantic Retreat is a free standing cottage which, in the 1800's, was the cistern for the Cigar Maker cottages here. It is decorated in a light Caribbean motif, efficiency kitchen (frig, microwave, hot plate) and a very airy bathroom with tub/shower. King memory foam bed and sleeps 2 persons only. 32” Smart TV (bring your Netflix, Amazon, etc. UN/PW). Bose Bluetooth speaker, Amazon Alexa provided. A private adjacent deck with a 2 person Solana spa/seating. Also handicapped accessible.
Apartments in Key West
Pet-friendly houses
Houses with pools
Top-rated things to do in Key West
Unique activities hosted by local experts vetted for quality
- We will snorkel the reef and enjoy the sunset while sailing on a spacious and fun sailing catamaran. You will also get to enjoy fresh organic fruit, veggies and hummus from our favorite local organic cafe, Date and Thyme. Florida’s Barrier Reef is right off the coast of Key West. We only provide this trip during a limited time, June through September, because we want to snorkel the reef when the weather is just right. Explore the wondrous wildlife of the reef with one of our biologists. It truly is one of the most beautiful places you need to see while in the keys. Sailing, the original form of renewable energy transportation! I am on a mission to spread the value of conservation and I think amazing nature experiences with a knowledgeable biologist is the best way to do that! But sometimes all you need to do to appreciate nature is go sailing and watch a sunset! Other things to note Meet at the boat 15 minutes before departure. Call or text my wife Jen with any questions. 305-294-6306.From Price:$109 / person
- Welcome to Blue Moon Kayak Key West! Once you are checked in each person will get instruction on how to kayak and we will go over the layout of our route for the experience. Once we are ready we will launch from Floating docks. Our Kayaks are very stable with nice back rests to support you through out the trip. We cross Cow Key Channel and go West into the Center of Key West where we will show you how to navigate the Mangrove Mazes into the Salt ponds. All the while you will get to see Iguanas, Parrot Fish, Barracuda, Small Sharks, Night Crown Herons, Great Blue Herons, White Herons, Green Herons and more! Learn about the history and culture of Key West while we take in all the nature. We will end at our starting location. Other things to note: If there are high winds or Lightning the trip may be delayed or rescheduled. Your guide will determine safety for the trip. We will still go if there is just rain. We also provide alternate routes along the North side of Stock Island if necessary to avoid the elements.From Price:$75 / person
- You will meet me at my electric catamaran, Squid, under our HONEST ECO sign. If you do not see a time or date that works for you let me know! I can probably figure something out. We will depart from the dock located at the Historic Seaport. We will then head out on the water to an area that I know which provides a year round home for about 200 wild Bottlenose Dolphins. This is my moment to share the wonders of these marine mammals with you, while always operating my vessel in a manner that is safe and respectful of the dolphins and their need for space. With the right know-how I can usually find dolphins in under an hour and in calm waters. After observing the dolphins many different behaviors from the boat we will head to one of my favorite spots to snorkel with sponges, coral heads or a patch reef. I will take you to the best place with the best visibility that day. I'll be your guide, leading you around a calm snorkeling spot and point out animals that make our ecosystem unique and answer any questions that you have. Other things to note Check in at the HONEST ECO boat Squid. The maximum number of guests I have on board is usually around 15 guests. I can take up to 24 guests on a private charter.From Price:$120 / person
- Explore the colorful docks and side streets of Key West visiting 5+ locally-owned eateries to taste our traditional fruits of the sea! This tour includes locally caught fresh fish tacos, decadent lobster mac n cheese, an authentic Cuban sandwich, peel-n-eat pink shrimp, award winning key lime pie, and a glass of wine. Expect tasty historical tidbits to accompany the entire 3 hour, 1.5 mile adventure along our Historic Seaport. What to Expect -Five or more tastings: Come hungry. -Generous tastings of fresh, local seafood like Key West pink shrimp, local lobster, and more! Pork and beef substitutions available. Sorry, no chicken or vegetarian options. -Listen to the history and origin of our Historic Seaport and the industries that shaped the island -Walk off the beaten path of Duval Street and into historic neighborhoods and hidden gems -Learn unique fun facts and the history of Key West from knowledgable locals -This three-hour tour is moderately paced, and covers a little over a mile of walking distance. Suitable for most fitness levels. COVID Safety Precautions: Guaranteed groups of 10 or less. We will wear masks according to local mandates. Spreading out: We will help you stretch out & most of our tour is outdoors, but we may be required to sit indoorsFrom Price:$81 / person
- If you’re looking for the ultimate way to enjoy Key West, you’re in the right place. This is the party boat everyone is talking about! Head to the water with your friends on one of our pedal-powered party boats. We launch from Garrison Bight Marina, located in Key West. From there we will check you in and head out to the ocean for a 2.5 hour party cruise. While on the water, pop open your favorite included beverages, take in the fresh ocean views, and enjoy the party! We adjust the resistance to make pedaling as easy as you want, and we have a gas engine that we can turn on at any time. Pedaling is optional! We include everything but the drinks (bring your own beer, wine, hard seltzer, and liquor!), we will supply the coolers, ice, music, party lights and a bathroom on board! During the cruise, you are welcome to pedal, hang out with your friends, chill on the bench seats and just have a plain old good time! Be sure to select our sunset cruise to get one of the best views of the sunset in Key West. This is guaranteed to be a party to remember. We look forward to meeting you and having you aboard! Other things to note Get ready for a great time! If you have questions just let us know!From Price:$45 / person
