Galleon holiday lettings

We found 36 holiday rentals — enter your dates for availability

Why visit Galleon

  • Charming Streets: Stroll through the picturesque streets of downtown Key West, soaking in the rich history and vibrant atmosphere.
  • Key West Marina: Enjoy leisurely activities and beautiful views at the nearby marina and historic seaport.
  • Excellent Amenities: Relax at the Galleon Resort, which offers top-notch facilities for families and couples alike.
  • Vacation Rentals: Choose from a variety of private homes, condos, and cottages for a homely experience.
  • Cultural Experiences: Visit the local history museum and engage in urban exploration throughout the area.

Popular types of accommodation around Galleon

Galleon offers a delightful selection of vacation rentals, perfect for British English travellers seeking a home away from home. Popular choices include Houses, Condos, and Cottages, providing a range of options to suit your needs. Whether you’re considering the Galleon Resort, Galleon Key West Hotel, or other Key West hotels, you’ll find transparent information and reassuring savings to help you plan your ideal getaway in sunny Florida.

  • Houses: The top choice for many visitors to Galleon, offering spacious and comfortable accommodations perfect for families or groups.
  • Condos: A popular option, these modern residences provide a blend of convenience and luxury, ideal for couples or small families.
  • Cottages: A delightful choice for those seeking a quaint and cosy atmosphere, perfect for a romantic getaway.
  • Apartments: A practical option for solo travellers or couples, offering a home-like experience in the heart of the action.
  • Villas: These elegant properties offer a luxurious stay with ample space and amenities, perfect for a lavish escape.**

Top attractions near Galleon

During your visit to Galleon in Key West, Florida, you'll discover a delightful mix of attractions including charming streets, a modern square, and a fascinating history museum. These points of interest cater to those seeking cultural experiences, urban exploration, and adventure. Don't miss the Key West Marina and the historic seaport nearby, which offer additional opportunities for leisure and exploration in this vibrant locale.

  • Duval Street: A vibrant thoroughfare brimming with energy, Duval Street is renowned for its eclectic mix of shops, lively bars, and restaurants. Stroll along this bustling street, where you can enjoy the city vibe and discover unique local culture.
  • Mallory Square: A popular gathering spot, Mallory Square is famous for its sunset celebrations. This modern square offers a lively atmosphere with street performers, artisans, and stunning views of the Gulf, perfect for soaking in the local energy.
  • Harry S. Truman Little White House: Once the winter retreat of President Truman, this historic building offers a glimpse into political history and culture. Explore the elegant rooms and gardens, immersing yourself in the rich heritage of Key West.

Things to do recommended for couples

For a romantic getaway in Key West, explore the picturesque streets hand in hand, indulge in a sunset sail, or enjoy a candlelit dinner at a seaside restaurant. Don't miss a leisurely bike ride along the coast, soaking in the stunning ocean views together.

Things to do recommended for families

Families will love a visit to the MLK Community Pool & Community Centre, located a mile from Galleon. This outdoor pool offers a vibrant atmosphere perfect for sports and family fun, providing a refreshing break from the Florida sun.

Things to do recommended for groups

Experience a round of golf at Key West Golf Club, just 2.5km from the Galleon. For an evening of entertainment, enjoy a performance at the Waterfront Playhouse, located 186m away. Don't miss The Kite House, a charming store only 311m from your accommodation.

What do I need to keep in mind when booking a vacation around Galleon

If you're travelling with a group, family, or pets, or if you’re considering longer stays, it’s important to filter your options according to your priorities. Here are some helpful booking tips for using Vrbo.

  • Traveling to Galleon with a group: Think about how many bedrooms you require, along with features like a fully equipped kitchen or outdoor area for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Galleon with young kids: Travelling with young children can present its own set of challenges. It's essential to prioritise their comfort and safety, along with having access to suitable amenities, such as a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Galleon: For many families, a holiday wouldn’t feel complete without their furry companion. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of the family feels comfortably at home.
  • Planning for a long term stay visiting Galleon: If you're in search of holiday rentals with discounts for stays of a month or more, you've come to the perfect destination. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Galleon

During your stay at the Galleon Resort in Key West, you'll be surrounded by a vibrant atmosphere perfect for excursions, romance, and family-friendly activities. Explore the charming downtown Key West, with its rich history and stunning tropical scenery. Nearby destinations offer a delightful blend of relaxation and adventure, making it an ideal base for your Florida getaway. Experience the unique charm of Key West while enjoying the resort's excellent amenities.

  • Key West: Key West is a vibrant city situated on an island, only 311m from the Galleon. Renowned for its welcoming atmosphere, this destination is perfect for families, business travellers, and those looking for urban experiences. Visitors can indulge in a variety of activities, from exploring the charming shopping areas to relaxing at the beach. The local attractions, including family-friendly beaches and bustling streets, offer a delightful mix of leisure and excitement, ensuring there’s something for everyone to enjoy.
  • Old Town Key West: Located 497m from the Galleon, Old Town Key West embodies the historic charm of the area. This neighbourhood is ideal for those seeking a city-themed experience, with its quaint streets and rich cultural heritage. Guests can explore various shopping venues and relax at nearby beaches. The family-friendly atmosphere, combined with a variety of resorts and local attractions, provides an engaging experience, making it a great spot for both relaxation and adventure.
  • Key West Historic District: Just 373m from the Galleon, the Key West Historic District is a treasure trove of history and culture. This neighbourhood invites families, business visitors, and city explorers to immerse themselves in its unique charm. With plenty of shopping areas and resorts nearby, it's easy to spend a day enjoying the local sights. The proximity to beautiful beaches and lively streets enhances the allure of this area, promising an enriching experience steeped in the essence of Key West.

Best time to go to Galleon

If you're planning a trip to Galleon, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs from January to March, while off-peak times, like August to October tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.700000000000003°C)No Rain (Dry)Mostly SunnySlightly HighAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnySlightly HighAverage
March73.4°F (23.0°C)No Rain (Dry)Mostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverageSlightly Low
July84.0°F (28.9°C)Light RainMostly SunnyAverageAverage
August84.4°F (29.1°C)Light RainMostly SunnySlightly LowSlightly Low
September83.7°F (28.700000000000003°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowAverage
November76.6°F (24.8°C)Light RainMostly SunnyAverageAverage
December73.9°F (23.3°C)No Rain (Dry)Mostly SunnyAverageSlightly High

Booking with Vrbo is simple

Are you hoping to save on your next holiday? Being flexible with your travel dates can be beneficial, as prices often fluctuate. Additionally, you may enjoy considerable savings by opting for a longer stay. To discover a Vrbo property that suits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a practical area for you to plan new journeys, resume your previous arrangements, or review and organise your travel plans. You will find the properties you’ve saved or booked neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

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