Discover a selection of 14 vacation rentals in New Town, Key West that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $161 per night, and houses and condos are popular options for a stay in New Town. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — New Town
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What are the top vacation rentals in or near New Town?

Whether you're looking for a cozy retreat for you and your love or somewhere roomy to fit the family, you'll find some top vacation rentals in and around New Town. Here are a couple to get you thinking:

  • Take advantage of handy extras like a blender and towels at "Key West Oasis, Seperate Cottage". Situated around 2 miles from New Town, this vacation rental has 2 bedrooms and good guest reviews.
  • Alternatively, get comfortable at "Cloud 9 ~ It's Heaven On Earth In This 3b". Located around 2 miles from the heart of New Town, it has 3 bedrooms and comes with a stovetop and a TV.

For even more great options, use the search bar at the top of the page to find the perfect New Town vacation rental for you.

What are the top-rated vacation rentals for weekend getaways in or near New Town?

Your working week will fly by if you've got something fabulous planned for the weekend. Give yourself something nice to look forward to by reserving one of these top weekend getaways in or near New Town:

  • Book a few nights or longer at "Casa Cove Beautiful Tropical Decorated 3 King Suites Pool 2 Mi Beach", around 2 miles to the east of New Town, and you've got yourself the ultimate weekend break. You'll have nature hotspots like Blue Hole and Nancy Forrester's Secret Garden nearby and conveniences like free WiFi and children's games at your disposal.
  • "Starfish - Sunny Townhome In Quiet Truman Annex Two Blocks From Duval St" is also ideal for a whirlwind vacation. Located about 2 miles to the west of New Town, this vacation rental comes with amenities such as a boat and a pool. Duval Street and Smathers Beach should be on your sightseeing list if you stay here.

Can I find studio apartments for rent in and around New Town?

Discover the lifestyle and culture of New Town from the comfort and privacy of a studio apartment. Whether you want to escape on your own or live it up with buddies, you'll find the ideal studio apartment for rent in or near New Town:

  • Explore your surroundings and then sleep soundly at "Condo In Old Town Key West's Truman Annex". This vacation rental is a popular base for sightseeing and comes with amenities including internet services and an ocean view.
  • "Your Condo By The Beach With Ocean View" is another good option. Get comfy and take advantage of free toiletries, a barbecue grill and more.

When you're ready to walk out of your studio apartment and explore, there's lots to keep you amused around New Town. Into culture? Organize a visit to City Zoo Gallery and Key West Museum of Art and History.

Can I find short term rentals in or near New Town?

Short-term rentals abound in and around New Town. Chill out for a few days in an upmarket bed & breakfast, a budget apartment or a house that fits the whole family. Whatever type of property you're searching for, you'll find the right place with Vrbo. These are some of our top picks:

  • Close to the center of New Town, "Casa Capri Beautiful Tropical Style House With 3 King Suites Pool 2 Mi To Beach" is great for a short and sweet break. While you're about, don't miss well-known attractions like Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens.
  • Sleep, eat and explore from "Villa Josine ~ 4 B/4. 5 Ba Large Designer Home With Pool In A Great Location", another enticing option. Smathers Beach and Southernmost Point should be on your itinerary when you're ready to go sightseeing.

What are the best romantic weekend getaways in or near New Town?

Whether spent in a rustic cabin or a luxury condo, a romantic weekend getaway is one of the best ways to add some zing to your relationship. Whisk your sweetie off for a couple of leisurely days at one of these popular escapes in or near New Town:

  • Put on some relaxing music and slow dance the nights away at "Key West Oasis, Seperate Cottage". Around 2 miles from New Town, this property has all you need for a romantic weekend away, including beauty services and air conditioning.
  • Alternatively, spend your break sipping wine and canoodling at "Cloud 9 ~ It's Heaven On Earth In This 3b", around 2 miles from New Town. A nearby marina and a balcony will help set the mood.

Are there mansions for rent in or near New Town?

You'll find some spectacular mansions for rent in and near New Town. If you're after somewhere with lots of space as well as a large dose of wow factor, these architectural stunners will tick your boxes:

  • Approximately 2 miles to the west of New Town is "Noona's Mansion @ The Annex Grand Home And Pool + Last Key Services". Along with its grand design and classy interiors, you'll also love its first-class amenities, such as a swimming pool and golf.
  • Another quality option is "Captiva" ~ , Historic Mansion Suite With Community Pool". Approximately 2 miles to the west of New Town, this sumptuous vacation rental is the crème-de-la-crème of homes and offers concierge services, a swimming pool and more.

What are the best large group vacation rentals in or near New Town?

Big groups mean gigantic fun. They also mean finding someplace that'll comfortably fit your whole squad. Check out our large group vacation rentals in or around New Town and spend time with your favorite people under the one roof:

  • You'll have enough space to sprawl out at "New Photos: Drive To Your Getaway". Around 2 miles southwest of New Town, this generously sized retreat has 5 bedrooms accommodating up to 12 guests. Top amenities include a swimming pool and a chef.
  • Nothing's more important than being together with loved ones, and "William Skelton Home - Heart Of Key West" makes it easy to do that. Located around 2 miles to the west of New Town, as many as 14 people can stay in this vacation rental which has 6 bedrooms. A swimming pool and a garden are among the numerous amenities on offer here.

What are the best houses for rent with a pool in or near New Town?

Having access to a swimming space is always a nice perk when you're on vacation, especially if you're traveling with youngsters. Splish splash the days away at one of these houses with a pool in or near New Town:

  • Make every day a pool day at "Casa Capri Beautiful Tropical Style House With 3 King Suites Pool 2 Mi To Beach". A video library and cable/satellite TV services are a couple of the other amenities that help make this place so appealing.
  • Another sought-after option is "Casa Cay West Beautiful Tropical House 3 Bedrooms 2 King Suites Pool 2 Mi Beach". There's a lot to love about this retreat apart from its pool, such as a fridge and a garden.

What are the best large family vacation rentals in or near New Town?

Whether your perfect escape is out in the country or near the beach, you'll have a lot more fun if you share it with your favorite people. Choose one of these large family vacation rentals in or near New Town and bring the whole gang along:

  • Sleeping up to 7 guests in 3 bedrooms, "Cloud 9 ~ It's Heaven On Earth In This 3b" is the ideal place to spend time together. This popular getaway is 2 miles to the west of New Town and has creature comforts such as towels and a fridge.
  • "Casa Cove Beautiful Tropical Decorated 3 King Suites Pool 2 Mi Beach" also has the space you need to reconnect with loved ones. This rental is around 2 miles to the east of New Town, and accommodates 8 guests in its 3 bedrooms. Books and a microwave oven will help keep everyone comfortable and content.

If you're looking for family-friendly attractions around the area, there's no shortage of choice. Duval Street, Key West Aquarium and Key West Wildlife Center offer fun for young and old.

Can I find family cabin rentals in or near New Town?

Escape the busyness of life and treat the ones you love to a different sort of vacation. Stay in one of these family cabins in or near New Town and get the camping experience — but with all the comforts of home!

  • "Cabin - Orange Blossom Suite | 1 Bedroom 1 Bath In Steps Off Duval" - Located around 2 miles west of central New Town, this family-friendly retreat offers amenities like a kitchen and a dishwasher.
  • "Cabin - Hidden Treasure - 2 Bedroom 2 Bath With Shared Pool" - This vacation rental has also been designed with families in mind and is around 2 miles west of New Town. Offering a TV, a kitchen and more, it'll get your group's tick of approval.

For more options, use the search bar at the top of the page and adjust the filters to find the New Town vacation rental that's perfect for your needs.