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Vacation rentals near Pigeon Key

We found 1,532 vacation rentals — enter your dates for availability

If you want to to stay within easy reach of Pigeon Key, take a look at vacation rentals to find the perfect one for your trip. Whether you’re staying in a vacation home with family, friends, or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Pigeon Key

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Find out more about Pigeon Key

Why visit Pigeon Key

  • Beautiful Beaches: Enjoy pristine sandy shores perfect for sunbathing and swimming.
  • Adventure Activities: Participate in thrilling island tours and the Pigeon Key Adventure for an unforgettable experience.
  • Family-Friendly Atmosphere: Pigeon Key offers a welcoming environment, making it ideal for family vacations.
  • Charming Accommodations: Choose from cozy cottages, private homes, and condos for a comfortable stay.
  • Scenic Exploration: Discover the breathtaking beauty of the Middle Keys and nearby national parks.

Popular types of accommodation around Pigeon Key

If you're wondering what type of accommodation awaits you in Pigeon Key, look no further. Our most sought-after options include houses, cozy condos, and charming cottages. Whether you're searching for the best vacation rentals, monthly stays, or extended getaways, you'll find the perfect tropical retreat here. Experience the beauty of Pigeon Key while enjoying the comfort and convenience of our top-notch rental options.

  • Houses: Ideal for groups or families, these homes offer spacious accommodations and a comfortable home-away-from-home experience.
  • Condos: A favored option for those seeking convenience and amenities, condos provide a modern living space with access to shared facilities.
  • Cottages: These quaint and cozy retreats are perfect for a romantic getaway or a peaceful escape in nature.
  • Villas: Luxurious and spacious, villas are perfect for travelers looking for upscale living with stunning views.
  • Apartments: A practical choice for solo travelers or couples, apartments offer the essentials for a comfortable stay.**

Top attractions near Pigeon Key

Pigeon Key, located in the Florida Keys, is a fantastic destination for outdoor enthusiasts and families alike. Explore beautiful beaches, visit the nearby national parks, and embark on island tours. Don't miss the Pigeon Key Adventure for an unforgettable day trip filled with fun activities and stunning views. Whether you're seeking relaxation or adventure, there's something for everyone in this charming island paradise.

  • Sombrero Beach: A picturesque beach located 4 miles from Pigeon Key, Sombrero Beach offers a laid-back atmosphere with white sands and clear waters, perfect for sunbathing and swimming.
  • Seven Mile Bridge: This iconic modern bridge, just 0.1 mile from Pigeon Key, provides stunning views of the ocean and is a popular spot for walking and cycling, showcasing the area's urban charm.
  • Vaca Key: Situated 2 miles from Pigeon Key, Vaca Key is an idyllic island featuring beautiful beaches and outdoor activities, ideal for kayaking, snorkeling, and exploring nature.

Things to do recommended for couples

For a romantic getaway in Pigeon Key, consider a visit to the Florida Keys Country Club, just 5 miles away. Enjoy the luxurious ambiance, perfect for couples looking to unwind and savor quality time together amidst the stunning Florida Keys scenery.

Things to do recommended for families

Families can explore the historic Pigeon Key, enjoy snorkeling in the crystal-clear waters, or take a scenic bike ride along the Seven Mile Bridge. Don't miss the chance to visit the Dolphin Research Center for an unforgettable experience with these amazing creatures.

Things to do recommended for groups

Groups visiting Pigeon Key can discover local treasures at the Big Pine Key Flea Market, just 13 miles away, offering a vibrant market atmosphere. For adventure seekers, Keys Cable Park, located 14 miles away, promises thrilling water sports and fun-filled activities for everyone in the group.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

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

If you're traveling with a group, family, pets, or planning an extended stay, be sure to filter your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Pigeon Key with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for these options and more on Vrbo.
  • Traveling to Pigeon Key with young kids: Traveling with young kids can be demanding. It's important to prioritize their comfort and safety, along with amenities suitable for their age, like a private swimming pool. Additionally, it’s wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Pigeon Key: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer amenities like feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Pigeon Key: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Be sure to consider adding features like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Pigeon Key

Pigeon Key offers a charming escape in the heart of the Florida Keys, perfect for romantic getaways or family vacations. Explore the scenic beauty of the Middle Keys, where friendly locals create a welcoming atmosphere. Enjoy relaxing excursions, and choose from some of the best hotels nearby for a comfortable stay. Whether you're seeking adventure or leisure, Pigeon Key and its surroundings provide an unforgettable Florida destination experience.

  • Marathon: Located 5 miles from Pigeon Key, Marathon is a vibrant city that perfectly blends outdoor adventure and family-friendly experiences. Known for its stunning beaches and recreational opportunities, travelers flock to Marathon for its resort-style accommodations and bustling shopping areas. Popular activities include fishing, kayaking, and exploring the local tourist precinct, where visitors can soak up the sun and enjoy the scenic views. Marathon's family beaches offer a safe and enjoyable environment for visitors of all ages, making it an ideal spot for a memorable vacation.
  • Key Colony Beach: Situated 9 miles away from Pigeon Key, Key Colony Beach is an idyllic island city that exudes charm and relaxation. This picturesque destination is perfect for beach lovers and outdoor enthusiasts, offering pristine shorelines and beautiful recreational areas. Visitors can enjoy a variety of shopping options nearby and indulge in local cuisine at quaint eateries. With its family-friendly atmosphere and inviting beaches, Key Colony Beach serves as a fantastic backdrop for creating lasting memories with loved ones.
  • Tingler Island: Just 5 miles from Pigeon Key, Tingler Island is a serene island destination that offers a peaceful retreat for families and adventure seekers alike. Known for its beautiful beaches and lush surroundings, this hidden gem provides ample opportunities for relaxation and outdoor activities. Visitors can take advantage of nearby resorts, shopping areas, and even a theme park for added excitement. With its natural beauty and family-oriented attractions, Tingler Island is a delightful spot to unwind and explore the beauty of the Florida Keys.

Booking with Vrbo is a breeze

Looking to save on your next vacation? Consider being flexible with your travel dates, as this can often lead to better prices. Additionally, extending your stay may result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow down your search by price, location, and type of vacation rental. We're here to help you find the perfect getaway.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your booking. Being the planner truly pays off. When you join our travel rewards program, OneKey, you’ll gain immediate access to member discounts and the ability to earn and use OneKeyCash on eligible reservations. Sign up today and begin reaping the benefits.

Vrbo Trips: Effortless planning

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, manage your existing plans, and organize your bookings. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What are the best vacation rentals near Pigeon Key?
The best vacation rentals near Pigeon Key are usually found in the Florida Keys. You will find a great selection here, ranging from private vacation homes to condos. If you are willing to drive a bit further, renting in nearby areas can be an affordable option for finding larger properties. You can explore the best vacation rentals near Pigeon Key to find your ideal home.

Many top-rated rentals feature amenities so you can have a comfortable stay, such as a deck or patio for outdoor enjoyment and laundry facilities for convenience. These homes are ideal for those who enjoy outdoor living.
Are there any cheap vacation rentals near Pigeon Key?
There are several affordable vacation rentals near Pigeon Key, especially if you are flexible with location and travel dates. Budget-friendly stays are typically around $125 per night in areas like Marathon. Some stays even drop below $100 per night in November during the off-season, making it a great option for guests looking to experience the area without overspending. These rentals often include free amenities such as WiFi and toiletries, and can range from cozy private homes to modest condos, providing a clean, comfortable base for adventure.

To get the best value, consider staying slightly outside major hubs like Marathon. If you're willing to drive a bit further, renting around nearby areas can be an affordable option. With a little planning, it is absolutely possible to find a comfortable stay near Pigeon Key while keeping costs down.
What are the best pet-friendly vacation rentals near Pigeon Key?
There are 12 pet-friendly vacation rentals available near Pigeon Key, primarily private vacation homes. These properties, located in the surrounding areas, offer essential amenities for guests, often including fully equipped kitchens, comfortable living areas, and Wi-Fi, alongside pet-specific features like easy outdoor access for your furry companions.

When searching for the best pet-friendly vacation rentals near Pigeon Key, always review the specific house rules for any size restrictions or additional fees. While pets are generally permitted at Pigeon Key, the specific policies are not fully clear.
What are the top vacation rentals with pools near Pigeon Key?
There are approximately 20 vacation rentals near Pigeon Key that include access to swimming pools. These properties primarily consist of private vacation homes, with a few condo options also available. Most of these homes feature outdoor pools, with some offering heated or private pool options. Many rentals near Pigeon Key come equipped with standard amenities such as full kitchens, Wi-Fi, and decks, making them suitable for families or groups seeking a comfortable stay near the attraction.

When selecting your rental, consider whether a private or shared pool best suits your preferences. Private pools offer seclusion for families, while shared pools can sometimes offer additional amenities like poolside bars or sun loungers. For stays during cooler periods, looking for properties with heated pools is advisable to ensure maximum enjoyment.
What are the best family vacation rentals near Pigeon Key?
There are approximately 27 family-friendly vacation rentals available near Pigeon Key, primarily private vacation homes and a few condos, offering ample space for groups. These properties often feature multiple bedrooms and bathrooms, full kitchens for meal preparation, and outdoor play areas like yards or patios. Many also include entertainment options such as video games, books, and toys, ensuring a comfortable stay for everyone.

When selecting a vacation rental for your family, consider properties that provide separate spaces for adults and children to relax, and prioritize those with essential amenities like a kitchen and a yard. Staying close to Pigeon Key means less travel time and more opportunities to explore the area.
Are there any luxury vacation rentals near Pigeon Key?
There are several luxury vacation rentals near Pigeon Key that combine the natural surroundings with modern comfort. These properties often feature amenities such as private heated pools, private pools, air conditioning, and fireplaces. Guests can also find properties with onsite tennis and onsite golf.

These homes are ideal for families or larger groups, offering conveniences like premium bedding. Many of these top-tier stays are managed by highly rated Vrbo hosts, ensuring a professional and premium experience.
Where should I stay when visiting Pigeon Key?
When planning your stay near Pigeon Key, consider properties in Marathon, which offers the closest and most convenient access to this historic island. Marathon provides a range of vacation rentals, from charming waterfront homes to comfortable apartments, many with private docks for boating enthusiasts. This area is a short drive from the Pigeon Key ferry departure point, making daily visits simple and enjoyable.

Further north, but still offering excellent access, is Key Colony Beach. This residential community features many inviting vacation rentals, often with canal access or ocean views. Guests staying in Key Colony Beach will find it a quick drive to Marathon and the facilities for visiting Pigeon Key, while enjoying a relaxed island lifestyle.

Another excellent option is Grassy Key, located just northeast of Marathon. This quieter area offers a selection of secluded homes and properties superb for those seeking a more tranquil setting. From Grassy Key, it is a convenient drive to the attractions and transportation hubs for Pigeon Key, allowing for easy exploration of the Middle Keys.
What is the cheapest month to stay near Pigeon Key?
The cheapest time to find vacation rentals near Pigeon Key is typically during the late Summer to early Autumn (August to October), excluding any major local festivals or events. September is frequently the cheapest month, often providing the best deals on homes and properties, with rates often 15-25% lower compared to peak winter and spring seasons. Guests can often find various savings and greater availability during these months.
Are there any top beachfront vacation rentals near Pigeon Key
Beachfront vacation rentals near Pigeon Key are primarily located on the surrounding islands, offering direct access to the sand or ocean views. These properties provide a superb base for guests seeking direct access to calm waters. While Pigeon Key itself is a historic site, nearby areas offer quieter spots for relaxation, often within a short drive or boat ride of lively dining and local attractions.

Guests can find properties equipped with beach sun loungers and beach towels, making a day by the water effortless. Many vacation rentals are private homes, suitable for various group sizes and offering amenities like ocean views and private terraces.
Are there any monthly vacation rentals near Pigeon Key?
Vrbo offers excellent options for monthly vacation rentals near Pigeon Key, making it a great choice for those who want to combine work and adventure. Monthly rentals often feel like a true home away from home, with fully furnished properties equipped with essential amenities like high-speed Wi-Fi, full kitchens, and comfortable workspaces, perfect for remote work or a summer vacation with the family. With flexible monthly rental options, Vrbo is a convenient and comfortable choice for extended stays near Pigeon Key.
Are there any last-minute vacation rentals near Pigeon Key?
Vrbo makes it simple to find last-minute vacation rentals near Pigeon Key that blend comfort, style, and great value. Vrbo offers plenty of options for guests ready to pack up and go. Families and groups will find these deals especially appealing. Many spacious homes, complete with full kitchens, private pools, and multiple bedrooms, often become available when hosts want to fill open dates on their calendars.

Finding these stays is easy. Just enter your destination and travel dates, then use Vrbo's "Last Minute" or "Discounts" filter to uncover the best offers. You'll see reduced rates in the listings. Vrbo's last-minute rentals are a smart way to save while you explore. Whether you're planning a quick trip or a weekend getaway with friends, your last-minute escape is waiting, you just have to decide where to go next.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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