Hemingway vacation rentals

We found 87 vacation rentals — enter your dates for availability

Discover a selection of 14 homes and other vacation rentals in Hemingway that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a pool. What you'll find is a rental that has what everyone needs, including places that are non-smoking or accessible.

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Find out more about Hemingway

Why visit Hemingway

  • Beautiful outdoor scenery: Explore serene lakes, lush parks, and picturesque islands in Hemingway.
  • Historic attractions: Visit the charming Hemingway House and private villas for a taste of local history.
  • Family-friendly atmosphere: Enjoy welcoming communities and affordable housing options perfect for family visits.
  • Diverse accommodation: Choose from private vacation homes, villas, and cozy cottages tailored to your needs.
  • Recreation and relaxation: Experience a perfect blend of leisure activities and tranquil spaces for unwinding.

Popular types of accommodation around Hemingway

Hemingway offers a variety of vacation rental options, including houses, villas, and cozy cottages. Whether you're looking for a spacious midsize home or a charming house in the village, you'll find the perfect spot to unwind. Our platform connects you with transparent information and reassuring choices, ensuring your stay in Hemingway is memorable. Discover your ideal accommodation today.

  • Houses: The top choice for travelers in Hemingway, offering spacious and comfortable settings perfect for families or groups.
  • Villas: A luxurious option, these elegant accommodations provide a blend of comfort and style for a memorable stay.
  • Cottages: These quaint, cozy retreats are ideal for a charming and intimate getaway.
  • Apartments: Practical and convenient, apartments are perfect for those seeking a home-like atmosphere.
  • Cabins: A rustic option that immerses you in nature, perfect for outdoor enthusiasts.**

Top attractions near Hemingway

Hemingway in The Villages, Florida, is perfect for city-themed, business, and family vacations. Visitors can explore beautiful islands, serene lakes, and lush parks, offering a delightful outdoor and scenic experience. Notable attractions include private villas and the Hemingway House, ensuring an enriching stay filled with leisure and exploration for all types of travelers.

  • The Villages Market Square: A vibrant hub featuring shops, restaurants, and live entertainment, this modern square offers a lively city atmosphere just 3 miles from Hemingway.
  • Lake Griffin State Park: A beautiful national state park perfect for outdoor adventures, with scenic trails and opportunities for wildlife spotting, located 4 miles away from Hemingway.
  • Lake Okahumpka Park: This eco-friendly park is ideal for families, offering picnic areas and recreational activities, situated only 3 miles from Hemingway.

Things to do recommended for couples

For a romantic getaway in The Villages, explore Cane Garden Country Club for a lovely dining experience, or indulge in luxury at the Continental Country Club. Don’t miss The Orange Blossom Opry for a night filled with music and entertainment, perfect for couples looking to create lasting memories.

Things to do recommended for families

Your family will love the Lake Sumter Sports Complex and Recreation Area, located 11 miles from Hemingway. This destination offers a variety of recreational activities and a serene atmosphere perfect for relaxation and fun together.

Things to do recommended for groups

Groups visiting Hemingway can enjoy shopping and dining at Spanish Springs Town Square, just 5 miles away. For outdoor fun, Miona Lake Golf Club and Country Club Of Lady Lake, both 3 miles away, offer excellent golfing experiences amidst beautiful landscapes.

*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 Hemingway

When planning your trip—whether you're traveling with a group, with family, including pets, or seeking extended stays—be sure to prioritize your preferences using the appropriate filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Hemingway with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and many more on Vrbo.
  • Traveling to Hemingway with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with suitable amenities 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 Hemingway: For many families, a trip isn’t truly finished without their beloved pets. If you can relate, explore Vrbo listings that welcome furry companions. Many of these pet-friendly properties come equipped with feeding bowls and cozy beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Hemingway: If you're searching for vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Hemingway

Discover the charm of Hemingway in The Villages, Florida, where family-friendly neighborhoods and welcoming communities await. Enjoy exploring the picturesque village of Hemingway, with its affordable housing options and vibrant local atmosphere. Experience the perfect blend of recreation and relaxation, making it an ideal destination for business or family vacations. With friendly people and a variety of neighborhoods to choose from, your stay in Hemingway promises to be memorable and fulfilling.

  • The Villages: The Villages is a vibrant city known for its family-friendly atmosphere and countless outdoor activities. Situated in the heart of Central Florida, this community offers an array of shopping areas, pristine golf courses, and recreational opportunities. Visitors can enjoy the local beach and family beach, along with exciting attractions like the nearby theme park. The Villages is ideal for those looking to embrace a city-themed vacation with a relaxed vibe, making it a perfect base for exploration.
  • Wildwood: Located just 4 miles from Hemingway, Wildwood is a charming city that caters to families and outdoor enthusiasts. With its own shopping areas, resorts, and golf courses, visitors can indulge in a variety of recreational activities. The nearby theme park and beautiful beach offer additional entertainment options, while the scenic lake provides a serene backdrop for relaxation. Wildwood is a great destination for those seeking a blend of city life and natural beauty.
  • Lady Lake: Also situated 4 miles from Hemingway, Lady Lake invites travelers to experience its outdoor charm and family-oriented environment. The city boasts convenient shopping areas, excellent golf facilities, and access to both lakes and beaches. Visitors can explore local attractions, including a popular theme park that adds a touch of excitement to the area. Lady Lake is perfect for those looking for a diverse travel experience that combines urban amenities with the tranquility of nature.

Best time to go to Hemingway

If you're planning a trip to Hemingway, it's a good idea to check both the weather and property rates. The warmest months are July and 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
January58.3°F (14.6°C)Light RainMostly SunnyModerately HighAverage
February62.4°F (16.9°C)Light RainMostly SunnyModerately HighSlightly High
March66.0°F (18.9°C)Light RainMostly SunnyModerately HighSlightly High
April71.6°F (22.0°C)Light RainMostly SunnyAverageAverage
May76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
June80.6°F (27.0°C)Light RainMostly SunnyAverageAverage
July81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
August81.7°F (27.6°C)Light RainMostly SunnyModerately LowSlightly Low
September79.3°F (26.3°C)Light RainMostly SunnyModerately LowSlightly Low
October73.6°F (23.1°C)No Rain (Dry)Mostly SunnyModerately LowSlightly Low
November66.2°F (19.0°C)Light RainMostly SunnyAverageAverage
December62.2°F (16.8°C)Light RainMostly SunnyAverageSlightly High

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as this can make a big difference in pricing. Additionally, extending your stay often results in significant savings. To discover the ideal Vrbo property that fits your budget, make use of our filters to search by price, location, and type of vacation rental. We’re here to help you find the best options for your needs.

Save more with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your entire reservation. Being the planner definitely has its perks. When you join our travel rewards program, One Key, you'll gain access to exclusive discounts and accumulate OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning made easy

Vrbo's cutting-edge Trip Board offers you a convenient way to plan your travels. You can start new trip ideas, pick up right where you left off, or easily view and organize your travel plans. Any properties you've saved or booked before are now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Hemingway?
In Hemingway, vacation houses are the most popular type of rental, with around 10 available throughout the area. These properties typically feature spacious layouts, multiple bedrooms, fully equipped kitchens, and outdoor spaces for enjoying the warm Florida weather. Additionally, there are several villas that provide a more upscale experience, often including amenities like private pools, luxurious furnishings, and proximity to local attractions.
Are there any beach house rentals in Hemingway?
In Hemingway, Florida, beach house rentals are available, offering a charming escape for travelers. These properties typically feature spacious layouts with multiple bedrooms, fully equipped kitchens, and inviting living areas. Many homes come with outdoor amenities such as private decks or patios, great for enjoying the warm weather and scenic surroundings. The area provides a relaxed atmosphere, making it ideal for families or groups looking to unwind while being close to the beautiful coastline.
How much does it cost to rent a vacation home in Hemingway?
Prices for vacation rentals in Hemingway vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Hemingway to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Hemingway vacation house rentals?
You can find great discounts on house rentals in Hemingway on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Hemingway?
In Hemingway, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals during their stay. Many properties also feature coffee and tea makers for a convenient morning brew. For those traveling with vehicles, garages are available in several rentals, providing secure parking. Additionally, guests can enjoy golf facilities onsite, making it easy to indulge in a round of golf. For fitness enthusiasts, nearby locations offer fitness facilities, ensuring that guests can maintain their workout routines while enjoying their vacation.
Can I find family house rentals in Hemingway?
In Hemingway, Florida, there are several family-friendly house rentals available. This charming area offers a variety of accommodations suitable for groups, often featuring spacious living areas, full kitchens for preparing family meals, and outdoor spaces great for children to play. Many homes are equipped with amenities like Wi-Fi and air conditioning, ensuring a comfortable stay for everyone.

Visitors can also enjoy the nearby attractions, such as the beautiful beaches and local parks, which provide opportunities for outdoor activities and family fun.
Can I rent a vacation home with a pool or hot tub in Hemingway?
In Hemingway, Florida, there are several vacation homes available for rent that feature both pools and hot tubs. This quaint area offers a laid-back atmosphere, superb for those looking to relax and unwind. Properties often include amenities such as private pools, inviting hot tubs, and outdoor spaces for enjoying the warm Florida weather. Many rentals also come equipped with full kitchens, allowing for convenient meal preparation, and comfortable living areas ideal for family gatherings or entertaining friends.
Are there any Hemingway vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Hemingway with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Hemingway?
In Hemingway, Florida, there are several pet-friendly vacation rentals available, offering a variety of options for travelers with furry companions. Many of these rentals feature amenities such as spacious backyards, outdoor seating areas, and fully equipped kitchens, making them great for families or groups looking to enjoy a comfortable stay. The area is known for its scenic surroundings and proximity to outdoor activities that pet owners will appreciate. While exploring Hemingway, guests can enjoy nearby parks and nature trails, providing plenty of opportunities for walks and playtime with their pets.
Can I find long-stay vacation rentals in Hemingway?
A long-stay vacation rental in Hemingway is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Hemingway for a vacation rental?
The best time to visit Hemingway, Florida, for a vacation rental is during the peak season from February to April. This period attracts travelers eager to experience the vibrant setting and natural beauty of the area, with plenty of opportunities for outdoor exploration, water sports, and relaxation under the warm sun.

During these months, temperatures typically range from the mid-60s to the low 80s Fahrenheit, providing great conditions for outdoor activities such as fishing, kayaking, and beach lounging. The pleasant weather makes it ideal for sightseeing, allowing visitors to fully enjoy Hemingway's charming landscapes and local attractions.

For those considering a more budget-friendly option, October presents a wonderful alternative. This month often showcases the stunning transition of fall, with fewer crowds and excellent opportunities to enjoy the area's serene environment. Plus, you can still partake in enjoyable outdoor activities without the hustle and bustle of peak season.
Are there any remote work vacation rentals in Hemingway?
In Hemingway, Florida, there are about 10 vacation rentals well-suited for remote work. These properties offer essential amenities such as reliable Wi-Fi, allowing travelers to stay connected while enjoying their surroundings. Many rentals feature comfortable workspaces, ensuring a productive environment for those balancing work and leisure.

The area is known for its tranquil atmosphere, making it an ideal spot for focused remote work. Additionally, travelers can enjoy the local natural beauty, with opportunities for outdoor activities and relaxation after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Hemingway vacation rental?
Book your Hemingway vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Hemingway, Florida, United States of America?
In Hemingway, Florida, visitors can explore a variety of attractions that highlight the area's natural beauty and cultural significance. One of the main draws is the nearby Big Pine Key, which offers stunning views of the Florida Keys and opportunities for outdoor activities like kayaking and snorkeling in the crystal-clear waters. The area is also known for its proximity to the National Key Deer Refuge, where travelers can spot the unique Key deer in their natural habitat.

Additionally, the historic town of Key West is only a short drive away, providing an array of attractions such as the Ernest Hemingway Home and Museum, where fans of the author can learn about his life and work. The vibrant Duval Street in Key West features numerous shops, restaurants, and art galleries, capturing the lively spirit of the Keys.

Exploring the local beaches, such as Bahia Honda State Park, is also a must, where visitors can enjoy sunbathing, swimming, and picnicking in a picturesque setting.
Can I change or cancel my Hemingway home rental booking on Vrbo?
To find Hemingway vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Hemingway vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
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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