New Town holiday lettings
We found 589 holiday rentals — enter your dates for availability
Discover a selection of 38 homes and other holiday rentals in New Town that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as a hot tub and a washer and dryer. Whatever you're looking for, you'll be sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - New Town
Showing deals for:29 Aug - 5 Sept
Image gallery for Ocean views! <br>Luxury suites
1010 out of 10 rating
Exceptional
(26 reviews)
Ocean views! <br>Luxury suites
Key West, FL
11% off
Price is £3,149
£3,149
£450 per night
includes taxes & fees
Image gallery for Two Bedroom Residence
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Two Bedroom Residence
Key West, Florida
8% off
Price is £2,555
£2,555
£365 per night
includes taxes & fees
Image gallery for Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
9.89.8 out of 10 rating
Exceptional
(185 reviews)
Key West Beachside Spacious Two Bedroom Condo in the Top Location on the Key
Key West, FL
7% off
Price is £2,859
£2,859
£408 per night
includes taxes & fees
Image gallery for Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
1010 out of 10 rating
Exceptional
(116 reviews)
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!
Key West, FL
8% off
Price is £1,574
£1,574
£225 per night
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - The Grand Turk
8.48.4 out of 10 rating
Very good
(18 reviews)
Balcony, Pool, & Pet Friendly - The Grand Turk
Key West, Florida
7% off
Price is £2,388
£2,388
£341 per night
includes taxes & fees
Image gallery for Newly Updated! The Grand Cayman Suite
9.29.2 out of 10 rating
Wonderful
(22 reviews)
Newly Updated! The Grand Cayman Suite
Key West, Florida
7% off
Price is £2,594
£2,594
£371 per night
includes taxes & fees
Image gallery for Happy’s Houseboat Key West
9.29.2 out of 10 rating
Wonderful
(20 reviews)
Happy’s Houseboat Key West
Key West, FL
8% off
Price is £3,063
£3,063
£438 per night
includes taxes & fees
Image gallery for June Spec 129.+ 6-8 til 6-20 NEWLY Redone. Not shown in current pics
9.09.0 out of 10 rating
Wonderful
(165 reviews)
June Spec 129.+ 6-8 til 6-20 NEWLY Redone. Not shown in current pics
Key West, FL
7% off
Price is £967
£967
£138 per night
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - The Grenada Suite
8.68.6 out of 10 rating
Excellent
(9 reviews)
Balcony, Pool, & Pet Friendly - The Grenada Suite
Key West, Florida
7% off
Price is £2,187
£2,187
£312 per night
includes taxes & fees
Image gallery for Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals
9.69.6 out of 10 rating
Exceptional
(96 reviews)
Henry's Penthouse on the Ocean in Key West - weekly / nightly rentals
Key West, FL
8% off
Price is £3,092
£3,092
£442 per night
includes taxes & fees
Image gallery for Pool View 3BR Residence | Beachside Resort
1010 out of 10 rating
Exceptional
(5 reviews)
Pool View 3BR Residence | Beachside Resort
Key West, Florida
7% off
Price is £3,500
£3,500
£500 per night
includes taxes & fees
Image gallery for Ocean views! <br>I didn’t do it too
9.89.8 out of 10 rating
Exceptional
(20 reviews)
Ocean views! <br>I didn’t do it too
Key West, FL
7% off
Price is £2,775
£2,775
£396 per night
includes taxes & fees
Image gallery for Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
9.69.6 out of 10 rating
Exceptional
(97 reviews)
Henry's Piece of Paradise on the Ocean in Key West - Weekly / Nightly
Key West, FL
8% off
Price is £2,768
£2,768
£395 per night
includes taxes & fees
Image gallery for Two Bedroom Residence
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Two Bedroom Residence
Key West, Florida
8% off
Price is £2,555
£2,555
£365 per night
includes taxes & fees
Image gallery for Ocean Front Presidential Suite | Beachside Resort
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Ocean Front Presidential Suite | Beachside Resort
Key West, Florida
7% off
Price is £3,886
£3,886
£555 per night
includes taxes & fees
Image gallery for Balcony, Pool, & Pet Friendly - The Trinidad
9.29.2 out of 10 rating
Wonderful
(31 reviews)
Balcony, Pool, & Pet Friendly - The Trinidad
Key West, Florida
7% off
Price is £2,071
£2,071
£296 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - New Town
Aqua Lodges at Hurricane Hole Marina
Sleeps 4 · 2 bedrooms
9.09.0 out of 10
Wonderfulwonderful
143 reviews(143 reviews)
Charming 4-bedroom Yacht with AC, Pool, fitness room in fantastic Key West
Sleeps 8 · 4 bedrooms · 2+ bathrooms
8.88.8 out of 10
Excellentexcellent
8 reviews(8 reviews)
Florida Keys Living: Your Charming Houseboat Getaway in the Florida Keys!
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The Andros | Incredible Views w/ Shared Pool
Sleeps 6 · 2 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
Sleeps 6 · 2 bedrooms · 1 bathroom
8.88.8 out of 10
Excellentexcellent
48 reviews(48 reviews)
Ultimate Florida Getaway! Garden View, 4 Pools, Shuttle Service and Parking!
Sleeps 2 · 1 bedroom · 1 bathroom
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in New Town?
The most desirable types of holiday rentals in New Town are houses. Want something different? Vrbo has a variety of options to match our guests’ diverse needs, so you’ll see holiday properties in all sizes, and for all budgets. The ideal home away from home is waiting for you — snap up yours today.
How much does it cost to rent a holiday rental in New Town?
The average price for a holiday home in New Town depends on a number of factors, such as season, property type and length of stay. Whether you’re dreaming about a sprawling house with room for friends and family or an apartment for just you and your sweetheart, just enter your dates of travel to see stays that offer great value.
How much does it cost to rent a beach house in New Town?
When you travel and the style and size of the property will help determine the cost of your beachside stay. Put in your New Town travel dates to see all your options on Vrbo. Did someone just say “hot tub”? Use our filters to select the amenities and features you need.
Are there pet-friendly holiday rentals in New Town?
With 160 properties that welcome four-legged guests, your little buddy can also come along on your New Town break. Use the filter tool to browse our pet-friendly holiday rentals and find the pawfect pad on Vrbo.
Can I rent a house with a pool in New Town?
Grab your swimsuit and pool noodle, because there are 149 houses with a private pool in New Town. Book one of these terrific holiday homes and enjoy a pool day every day. Simply enter your travel dates into Vrbo, then check the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in New Town?
When it comes to rental amenities that guests are on the lookout for in New Town, a fireplace, a water view and a nearby waterfront are at the top of the list. With Vrbo holiday homes, there are options to match your style and taste, whether you’re going away with relatives, friends or even pets.
Are there large group holiday rentals in New Town?
New Town has 56 holiday rentals that can accommodate 10 or more people. These properties come with all the space you need to share good times with loved ones.
Are there holiday rentals in New Town that welcome kids?
Bring the entire family together for an epic adventure in New Town at one of our 159 family-friendly holiday homes. These stays provide conveniences that are perfect for trips with children, such as kitchens, multiple bedrooms and pools. Simply click on the “Properties good for families” filter and choose your favourite option.
What are the top attractions for families in New Town?
There are tons of amazing things to see and do with the family in New Town, such as:
- Smathers Beach
- South Beach
- Higgs Beach
Are there one-bedroom holiday rentals in New Town?
You can pick from 52 one-bedroom rentals in New Town. Whether you’re on the lookout for a secluded cottage or a condo, Vrbo’s one-bedroom rentals are great if you don’t need lots of room. One of the best parts about having your own digs? You won’t have to share your trip with strangers.
Can I find two-bedroom holiday rentals in New Town?
New Town has 37 two-bedroom holiday rentals to select from. Discover a holiday home with all the privacy and space you want at a price that won’t break the bank on Vrbo.
Are there holiday rentals with WiFi in New Town?
New Town has 15 holiday rentals with WiFi, so you’ll be able to stay connected while on holiday. Simply check the “WiFi” box in our search filter for a list of properties with this feature. From streaming movies with the family to sending emails, these Vrbo homes make it a cinch to get online.
How can I find holiday rentals with air conditioning in New Town?
Pick your travel dates and then use our filter tool to search for holiday rentals with ac in New Town on Vrbo. With 158 air-conditioned properties available, you can look forward to a cool and comfortable trip.
How old do you have to be to rent a holiday rental in New Town?
The minimum age requirements can differ between properties on Vrbo, so look at the rules of the holiday home in New Town you’re considering. But usually, it’s 16, 18 or 21.
How long can I rent a holiday rental in New Town for?
It’s up to the New Town property. To view all available options offering extended stays, just type your travel dates and guest number into Vrbo’s search page. Enjoy having the whole place to yourself, along with amenities such as a kitchen, air conditioning and a backyard to play in. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.