Sugarloaf Key holiday homes

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Holiday rentals with weekly discounts – Sugarloaf Key

Showing deals for:30 Oct - 6 Nov

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Why visit Sugarloaf Key

  • Scenic Waterfront: Enjoy the pristine sugarloaf beach and tranquil waterfront views ideal for relaxation and outdoor activities.
  • Tropical Escape: Immerse yourself in the laid-back, family-friendly tropical atmosphere for a memorable getaway.
  • Outdoor Adventures: Engage in water-based activities and explore the island’s natural beauty.
  • Charming Neighbourhood: Wander through quaint village streets and soak up the local vibe.
  • Budget-Friendly Fun: Experience an affordable island retreat with plenty of opportunities for outdoor and beach holidays.

Top attractions in and around Sugarloaf Key

Sugarloaf Key, Florida, offers a delightful blend of beach and outdoor experiences perfect for family holidays. Visitors can explore the island's natural beauty, enjoy its serene beaches, and immerse themselves in the charming local neighbourhood. Whether you're seeking water-based activities or relaxing in a holiday rental, Sugarloaf Key provides a wonderful atmosphere for a memorable getaway.

  • Florida Keys Beaches: A stunning beach offering serene vibes, perfect for relaxing in the sun or enjoying water activities. The soft sands and clear waters create an idyllic tropical escape just 2km from Sugarloaf Key.
  • Shark Key: An enchanting island with beautiful beaches and outdoor adventures. Just 11km away, it invites visitors to explore its natural beauty and enjoy various recreational activities in a tranquil setting.
  • Upper Sugarloaf Key: A charming neighbourhood within Sugarloaf Key, showcasing a vibrant local atmosphere. Its unique blend of community spirit and coastal charm makes it a delightful area to experience.

Things to do recommended for couples

Discover charming moments in Sugarloaf Key, Florida, with scenic boat rides and intimate sunset walks. Enjoy local flavours and relax at cosy cafes, creating memories perfect for a couple's retreat.

Things to do recommended for families

Families visiting Sugarloaf Key can explore the stunning beaches for swimming and sandcastle building, enjoy kayaking through mangroves, and visit the nearby Dolphin Research Center for unforgettable dolphin encounters. These experiences create lasting memories for everyone while soaking up the Florida sunshine.

Things to do recommended for groups

Groups visiting Sugarloaf Key can indulge in a thrilling day of snorkelling at Looe Key Reef and enjoy a sunset kayak tour through the mangroves, soaking in the area's natural beauty and vibrant wildlife.

*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 Sugarloaf Key

Whether you're journeying with a group, bringing along the whānau, travelling with your pets, or planning an extended stay, ensure you set your filters to match your priorities. Here are some Vrbo booking pointers for you.

  • Traveling to Sugarloaf Key with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and more on Vrbo.
  • Traveling to Sugarloaf Key with young kids: Traveling with young ones can be a challenge. You must prioritise their comfort and safety, ensuring access to age-appropriate facilities like a private swimming pool. It’s also wise to consider how close you are to family-friendly attractions.
  • Taking your pets with you to Sugarloaf Key: For many, a family holiday isn’t complete without their furry companion. If this sounds like you, then explore Vrbo properties that welcome pets. Most pet-friendly properties offer feeding bowls and beds so every member of the family will feel right at home.
  • Planning for a long term stay visiting Sugarloaf Key: If you're in search of holiday rentals offering discounts for month-long stays, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include features like a parking space, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay near Sugarloaf Key

Sugarloaf Key offers a delightful island escape with its pristine sugarloaf beach and scenic waterfront. Enjoy the tropical atmosphere, family-friendly excursions, and budget-friendly vibes, perfect for outdoor and beach holidays. Whether you’re exploring the quaint village or simply soaking up the sun, a holiday in Sugarloaf Key promises a relaxing and memorable experience for travellers from New Zealand.

  • Lower Sugarloaf Key: Nestled in the scenic environs of Sugarloaf Key, Lower Sugarloaf Key is a picturesque island retreat that embodies the charm of a coastal lifestyle. With its natural island setting, it offers a blend of beachside relaxation, outdoor pursuits, and family-friendly activities. Visitors can enjoy a leisurely day at the beach, explore the recreational areas, or embark on an adventure activity. The locale is also convenient for those seeking a shopping excursion at a bustling mall centre. Iconic attractions include its pristine beach, the captivating archipelago, and the island's inherent allure, making it an ideal destination for travellers looking to immerse themselves in nature and leisure.
  • Summerland Key: As a vibrant city set on an island, Summerland Key boasts a rich tapestry of outdoor experiences and beachside fun. The area is renowned for its family-friendly atmosphere, where outdoor activities and beach retreats are at the forefront. The neighbourhood offers a delightful mix of recreational areas and shopping centres, ensuring that visitors have plenty to do, whether they’re exploring the scenic beach or enjoying a day out with the family. The proximity of the stunning beach and the island’s natural beauty provides an enchanting backdrop for a memorable holiday experience.
  • Cudjoe Key: Located 6km from Sugarloaf Key, Cudjoe Key is a quaint village known for its intimate island charm and outdoor allure. This destination is perfect for travellers seeking a blend of beach relaxation and family-oriented activities. With access to shopping areas, recreational spots, and a nearby shopping mall centre, visitors are well catered for in terms of leisure and entertainment. The local environment is enriched by natural landmarks such as the serene beach, the inviting island setting, and the scenic archipelago, offering a unique and engaging travel experience.

Best time to go to Sugarloaf Key

If you're planning a trip to Sugarloaf Key, Summerland Key, it's a good idea to check both the weather and property rates. The warmest month is August.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January71.1°F (21.7°C)No Rain (Dry)Mostly SunnyAverage
February72.1°F (22.3°C)No Rain (Dry)Mostly SunnyAverage
March73.2°F (22.9°C)No Rain (Dry)Mostly SunnyModerately High
April76.8°F (24.9°C)No Rain (Dry)Mostly SunnyModerately High
May79.3°F (26.3°C)Light RainMostly SunnyAverage
June82.6°F (28.1°C)Light RainMostly SunnyAverage
July84.0°F (28.9°C)Light RainMostly SunnyAverage
August84.4°F (29.1°C)Light RainMostly SunnyModerately Low
September83.7°F (28.7°C)Light RainMostly SunnyModerately High
October80.8°F (27.1°C)Light RainMostly SunnyModerately Low
November76.6°F (24.8°C)Light RainMostly SunnyModerately Low
December73.8°F (23.2°C)No Rain (Dry)Mostly SunnyAverage

Booking with Vrbo is simple

Are you keen to make the most of your next adventure? Being flexible with your travel dates can lead to great savings, as prices often fluctuate. Additionally, booking an extended stay can unlock substantial discounts. To discover a Vrbo property that aligns with your budget, simply use our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers a handy platform for organising your travel plans, whether you're starting a new adventure, continuing from where you paused, or reviewing your itinerary. You can easily find your saved or booked properties sorted into categories such as Potential, Upcoming, or Current Trips. To explore Trip Boards, simply head over to: https://www.bookabach.co.nz/trips.

**Based on Vrbo properties bookings.

Trendy Sugarloaf Key will entice you

Learn about the unique charm of Sugarloaf Key with a stay in a holiday home rental. Travellers to this trendy city praise the bars, fishing and boating. Florida Keys Beaches and Duval Street are just a couple of the must-see attractions in the area. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Sugarloaf Key

Are you hoping to discover attractions to see in the area? Venture out of your holiday home and experience everything that makes Sugarloaf Key a one-of-a-kind holiday spot. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Key West Golf Club (13 mi / 20.9 km)
  • Blue Hole (11.7 mi / 18.9 km)
  • The Kite House (16.7 mi / 26.9 km)
  • MLK Community Pool & Community Center (17 mi / 27.3 km)

Exploring the natural landscape of Sugarloaf Key

Whether you're looking for adventure or just want to spend some time taking in the scenery, Sugarloaf Key is a great spot to appreciate mother nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Florida Keys Beaches (1.2 mi / 1.9 km)
  • Sugarloaf Beach (1.5 mi / 2.4 km)
  • Upper Sugarloaf Key (2.5 mi / 4.1 km)
  • Looe Key National Marine Sanctuary (10.1 mi / 16.3 km)
  • Key West Tropical Forest and Botanical Garden (13.4 mi / 21.6 km)
  • Smathers Beach (15.4 mi / 24.8 km)

Frequently asked questions

What is the most popular type of holiday home accommodation in Sugarloaf Key?
The most in-demand types of holiday homes in Sugarloaf Key are houses. After something a little different? Bookabach has plenty of options to match the unique needs of our guests, so you'll see properties in loads of shapes and sizes. The perfect fit is waiting for you — find yours today.
How much does it cost to rent a holiday home in Sugarloaf Key?
Property type, season and length of stay are among the factors that can affect the price of a holiday home. Simply add your dates of travel to find your perfect escape. From cosy cabins to sprawling luxury villas, all Bookabach holiday homes offer unbeatable value.
How much does it cost to rent a beach house in Sugarloaf Key?
The average price for a holiday home by the beach in Sugarloaf Key depends on when you're visiting the area and the style and size of property you're looking for. You can easily find prices on Bookabach by entering your dates of travel. Then use our filter tool to select the number of bedrooms and amenities that you prefer, such as WiFi, air conditioning and a pool.
Are there pet-friendly holiday homes in Sugarloaf Key?
You're in luck! There are. You can choose from 31 holiday homes that cater to pets in Sugarloaf Key. Some of our pet-friendly holiday homes even come with space outdoors for your four-legged friend to play around in, dog beds, complimentary treats and proximity to parks. Apply the "Pets allowed" filter to find your pawfect digs on Bookabach.
Can I rent a house with a pool in Sugarloaf Key?
Grab your swimwear and inflatable unicorn, because there are 14 houses with a private pool in Sugarloaf Key. Book one of these terrific holiday homes and let every day be a pool day. Simply enter your travel dates into Bookabach, then use the "pool" filter to find the ideal place for a splashing good time!
What are popular home amenities in Sugarloaf Key?
The most popular home amenities people search for in Sugarloaf Key include a water view, a fireplace and a swimming pool. Whether you're taking a trip with pals, family or even pets, Bookabach holiday homes have the best amenities for making epic memories with the people you cherish the most.
Are there large group holiday homes in Sugarloaf Key?
With five holiday homes that can sleep 10 people or more in Sugarloaf Key, there's no need to hold back on your invites. From holidays with the extended family to special events like Christmas or New Year's Eve parties, Bookabach will help you find a large group home that fits the occasion.
Are there holiday homes in Sugarloaf Key that welcome kids?
With 31 family-friendly holiday homes available in Sugarloaf Key, now is an awesome time to introduce your children to the wonders of travel. Simply check our "Properties good for families" filter to search for stays packed with amenities ideal for families on the move, like extra bedrooms, yards, bunk beds and hot tubs.
What are the top attractions for families in Sugarloaf Key?
Keeping the kids happy during your holiday in Sugarloaf Key is a breeze with these top family-friendly attractions:

  • Florida Keys Beaches
  • Sugarloaf Beach
  • Shark Key

Can I find two-bedroom holiday homes in Sugarloaf Key?
Select from four two-bedroom holiday properties in Sugarloaf Key. Put your little ones in the second room or fill it with a couple of your best friends. There's plenty of space for whoever's lucky enough to be coming along.
Are there holiday homes with WiFi in Sugarloaf Key?
You can pick from 13 holiday homes with WiFi in Sugarloaf Key. If you'd like to disconnect from daily life during your escape, but still want to be connected to the internet, these properties have just what you need. Narrow your search by applying the WiFi filter on Bookabach.
How can I find holiday homes with air conditioning in Sugarloaf Key?
You'll find 31 Bookabach holiday homes with air conditioning in Sugarloaf Key providing that gentle, cool breeze and extra comfort level. Enter your preferred dates of travel and then take advantage of our filter tool to search for stays with air conditioning.
How old do you have to be to rent a holiday home in Sugarloaf Key?
The minimum age is normally 16, 18 or 21. It can vary between properties on Bookabach, so look at the rules of your preferred Sugarloaf Key holiday home before booking your trip.
How long can I rent a holiday home in Sugarloaf Key for?
How long you can rent a holiday home in Sugarloaf Key is down to the property. Just enter your desired travel dates to display a list of options offering extended stays. With a range of features like air conditioning and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to discover the perfect place to call your home away from home in Sugarloaf Key.