Cutthroat Harbor Estates holiday lettings

We found 307 holiday rentals — enter your dates for availability

Discover a selection of 72 homes and other holiday rentals in Cutthroat Harbor Estates that are perfect for your trip. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the best amenities for hanging out with the people that matter most, such as air conditioning and a TV. Whatever you're looking for, you'll find a property to rent that has what everyone needs, including a place that is accessible or non-smoking.

Holiday rentals with weekly discounts - Cutthroat Harbor Estates

Showing deals for:16 Jan - 23 Jan

Image gallery for NAUTILUS...ocean front cottage retreat ~

Exterior
8.8 out of 10, Excellent, (6 reviews)
Excellent
(6 reviews)

NAUTILUS...ocean front cottage retreat ~

Summerland Key, FL

8% off
Price is £3,734
for 7 nights, 1 cottage
£533 per night
includes taxes & fees
NAUTILUS...ocean front cottage retreat ~

Find spaces that suit your style

Frequently asked questions

What is the most popular type of holiday rental in Cutthroat Harbor Estates?
In Cutthroat Harbor Estates, holiday houses are the most popular type of rental, with around 65 available throughout the area. These houses typically feature spacious living areas, multiple bedrooms, fully equipped kitchens, and often come with outdoor decks or patios for enjoying the warm Florida weather. The neighbourhood offers a tranquil setting, making these homes ideal for families or groups looking to relax near the water.
Are there any beach house rentals in Cutthroat Harbor Estates?
In Cutthroat Harbor Estates, Florida, there are approximately 84 beach house rentals available. These properties are primarily located in serene neighbourhoods, providing easy access to the water and local attractions. Most beach houses come equipped with modern amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios ideal for enjoying the warm Florida climate. Many rentals also feature private pools, BBQ facilities, and direct beach access, making them superb for families or groups seeking a relaxing getaway.
How much does it cost to rent a holiday home in Cutthroat Harbor Estates?
Prices for holiday rentals in Cutthroat Harbor Estates 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 Cutthroat Harbor Estates 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 Cutthroat Harbor Estates holiday house rentals?
You can find great discounts on house rentals in Cutthroat Harbor Estates 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.
Are there any Cutthroat Harbor Estates holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Cutthroat Harbor Estates with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Cutthroat Harbor Estates?
A long-stay holiday rental in Cutthroat Harbor Estates is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Cutthroat Harbor Estates for a holiday rental?
September is the most popular time to visit Cutthroat Harbor Estates, as it marks the tail end of the peak season, which spans from July to September. During this period, travellers flock to the area to enjoy the warm weather, pristine beaches, and an array of outdoor activities. The balmy temperatures, typically reaching the low 30s Celsius, create an inclusive setting for both relaxation and adventure.

In September, the summer crowds begin to thin, making it an ideal time for those looking to soak up the sun while still relishing in the lively vibe of the area. You can take advantage of opportunities for fishing, kayaking, or simply unwinding on the beach, all while enjoying the beautiful coastal scenery that Cutthroat Harbor Estates has to offer.

If you're considering a more budget-friendly option, November presents a wonderful alternative. This month offers a quieter experience, allowing you to enjoy the tranquillity of the area without the hustle and bustle of peak season. The weather remains pleasant, typically in the mid to high 20s Celsius, great for outdoor exploration and appreciating the natural beauty of Florida's coastline.
Are there any remote work holiday rentals in Cutthroat Harbor Estates?
In Cutthroat Harbor Estates, Florida, there are numerous remote work holiday rentals available, with around 51 options to choose from. This tranquil community, situated near the vibrant waterways of the Florida Keys, offers a range of properties suited for those looking to blend work and leisure. Many rentals come equipped with essential amenities for remote work, including high-speed Wi-Fi, dedicated desks, comfortable chairs, and even additional features such as computer monitors and safe workspaces. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Cutthroat Harbor Estates holiday rental?
Book your Cutthroat Harbor Estates holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Cutthroat Harbor Estates home rental booking on Vrbo?
To find Cutthroat Harbor Estates holiday 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 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 travellers 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 cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Cutthroat Harbor Estates holiday 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.

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