Holiday homes & rentals in Longboat Key - HomeToGo base64Hash Holiday homes & rentals in Longboat Key - HomeToGo

Holiday homes & rentals in Longboat Key

Find 1,360 available offers from 22 partners
Anytime
Guests
Anytime
Guests

Top 15 Recommended holiday lettings in Longboat Key

Find your perfect holiday home, apartment or cottage in Longboat Key from just £81 per night!

House Longboat Key
House ∙ 3 guests ∙ 1 bedroom

House with barbecue, hot tub & garden

Longboat Key, Manatee County, Florida, United States
This house rental in Longboat Key offers a garden, hot tub, kitchen, and parking, perfect for a relaxing getaway with pets.
from £115
per night
Outstanding(72 ratings)
from £115
per night
View deal
Condo Longboat Key
Condo ∙ 4 guests ∙ 2 bedrooms

Flat with heated pool, jacuzzi & barbeque

Longboat Key, Manatee County, Florida, United States
This condo on Longboat Key offers a pool, spa, balcony, and beach access, perfect for a memorable family getaway.
from £149
per night
Outstanding(11 ratings)
from £149
per night
View deal
House Longboat Key
House ∙ 11 guests ∙ 4 bedrooms

Family-oriented pleasant house with BBQ | Beach nearby | Pets are welcome

Longboat Key, Manatee County, Florida, United States
This waterside house rental on Longboat Key accommodates 11, featuring a kitchen, fireplace, and pet-friendly facilities.
from £411
per night
from £411
per night
View deal
Condo Longboat Key
Condo ∙ 4 guests ∙ 1 bedroom

Condo with terrace | Suitable for remote work

Longboat Key, Manatee County, Florida, United States
This Longboat Key condo features a fireplace, kitchen, and parking, perfect for a getaway with family or friends.
from £148
per night
Outstanding(10 ratings)
from £148
per night
View deal
House Longboat Key
House ∙ 9 guests ∙ 2 bedrooms

Family-friendly holiday home with barbecue & heated pool | Close to the beach | Suitable for remote work | Pet-friendly

Longboat Key, Manatee County, Florida, United States
This Longboat Key house rental features a heated pool, family-friendly amenities, and room for nine, making it perfect for your getaway.
from £225
per night
Outstanding(17 ratings)
from £225
per night
View deal
Condo Longboat Key
Condo ∙ 6 guests ∙ 2 bedrooms

Family-friendly charming condo with heated pool, garden & barbeque | Nature view | Beach nearby | Good for workation | Dogs allowed

Longboat Key, Manatee County, Florida, United States
This family-friendly condo in Longboat Key features a heated pool, garden, balcony, and allows pets for a perfect getaway.
from £127
per night
Outstanding(19 ratings)
from £127
per night
View deal
Condo Longboat Key
Condo ∙ 6 guests ∙ 2 bedrooms

Child-friendly beautiful flat with garden, barbecue & heated pool | Beach nearby

Longboat Key, Manatee County, Florida, United States
This family-friendly condo on Longboat Key offers beach access, a heated pool, garden, and parking, perfect for six guests.
from £217
per night
Outstanding(190 ratings)
from £217
per night
View deal
Condo Longboat Key
Condo ∙ 4 guests ∙ 1 bedroom

Flat with barbeque, heated pool & garden | Good for workation

Longboat Key, Manatee County, Florida, United States
This Longboat Key condo offers beach access, a heated pool, a balcony, and a garden, perfect for a memorable getaway.
from £218
per night
Outstanding(20 ratings)
from £218
per night
View deal
House Longboat Key
House ∙ 6 guests ∙ 3 bedrooms

Family-oriented holiday home with terrace, private pool & barbeque | Beach nearby

Longboat Key, Manatee County, Florida, United States
This house rental on Longboat Key features a private heated pool, kitchen, and balcony, ideal for a family getaway by the water.
from £253
per night
Outstanding(39 ratings)
from £253
per night
View deal
House Longboat Key
House ∙ 8 guests ∙ 4 bedrooms

House with terrace & BBQ

Longboat Key, Manatee County, Florida, United States
This Longboat Key house rental accommodates up to 8 guests and welcomes pets, making it perfect for family getaways.
from £295
per night
Outstanding(4 ratings)
from £295
per night
View deal
House Longboat Key
House ∙ 6 guests ∙ 2 bedrooms

Fully equipped spacious holiday home with BBQ & pool | Nature view | Pets are welcome

Longboat Key, Manatee County, Florida, United States
This house rental on Longboat Key features a pool, kitchen, and balcony, perfect for up to six guests and their pets.
from £208
per night
Outstanding(14 ratings)
from £208
per night
View deal
Condo Longboat Key
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped flat with BBQ, terrace & heated pool | Beach nearby

Longboat Key, Manatee County, Florida, United States
This Longboat Key condo features a heated pool, beach access, and a balcony, perfect for a memorable getaway with friends.
from £133
per night
Outstanding(10 ratings)
from £133
per night
View deal
House Longboat Key
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with barbecue & terrace

Longboat Key, Manatee County, Florida, United States
This house rental in Longboat Key welcomes pets, features a fireplace and kitchen, and accommodates up to six guests for a perfect getaway.
from £227
per night
Outstanding(14 ratings)
from £227
per night
View deal
Condo Longboat Key
Condo ∙ 3 guests ∙ 1 bedroom

Child-friendly beautiful flat with barbeque & heated pool | Next to the beach

Longboat Key, Manatee County, Florida, United States
This Longboat Key condo features a heated pool, kitchen, and family-friendly amenities, perfect for a memorable getaway.
from £108
per night
Outstanding(27 ratings)
from £108
per night
View deal
Condo Longboat Key
Condo ∙ 6 guests ∙ 3 bedrooms

Child-friendly lovely flat with terrace, BBQ & private pool | Nature view | Next to the beach

Longboat Key, Manatee County, Florida, United States
This condo features a heated pool, beach access, and a garden, perfect for families seeking relaxation on Longboat Key.
from £256
per night
Outstanding(21 ratings)
from £256
per night
View deal

Best holiday rentals with a balcony

House  Longboat Key
from £776 per night
House ∙ 11 guests ∙ 4 bedrooms

Holiday home with private pool, garden & hot tub

5.0
Outstanding(4 ratings)
Longboat Key, Manatee County, Florida, United States
Balcony
View deal
House  Longboat Key
from £361 per night
House ∙ 8 guests ∙ 4 bedrooms

Family-friendly charming house with garden, private pool & terrace | City view | Next to the beach

Longboat Key, Manatee County, Florida, United States
Balcony
View deal
House  Longboat Key
from £184 per night
House ∙ 6 guests ∙ 4 bedrooms

Family-oriented beautiful house with barbeque, private pool & garden | Nature view | Beach nearby | Good for workation | Pets are welcome

Longboat Key, Manatee County, Florida, United States
Balcony
View deal
See all offers

Holiday lettings and apartments with air conditioning

Condo  Longboat Key
from £82 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with terrace & barbeque | Beach nearby | Pets are welcome

4.1
Very good(31 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
House  Longboat Key
from £183 per night
House ∙ 8 guests ∙ 4 bedrooms

House with terrace | Nature view

4.7
Excellent(55 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
Condo  Longboat Key
from £266 per night
Condo ∙ 6 guests ∙ 2 bedrooms

Family-oriented condo with heated pool, garden & barbeque | Nature view | Next to the beach

4.8
Outstanding(141 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
See all offers

Best holiday homes with a patio or terrace

Condo  Longboat Key
from £132 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Family-oriented condo with heated pool, terrace & garden | Nature view | Next to the beach

5.0
Outstanding(15 ratings)
Longboat Key, Manatee County, Florida, United States
Balcony/Patio
View deal
Villa  Longboat Key
from £389 per night
Villa ∙ 6 guests ∙ 2 bedrooms

Children-friendly lovely villa with barbeque, terrace & garden | Next to the beach | Good for workation | Pets are welcome

4.7
Excellent(21 ratings)
Longboat Key, Manatee County, Florida, United States
Balcony/Patio
View deal
House  Longboat Key
from £174 per night
House ∙ 6 guests ∙ 3 bedrooms

Family-friendly holiday home with pool, terrace & barbeque | Beach nearby | Suitable for remote work | Pet-friendly

5.0
Outstanding(28 ratings)
Longboat Key, Manatee County, Florida, United States
Balcony/Patio
View deal
See all offers

Budget-friendly Holiday Homes in Longboat Key

Find Fantastic yet Cheap Lettings

Condo Longboat Key
from £104 per night
Condo ∙ 4 guests ∙ 1 bedroom

Flat with heated pool & hot tub

4.4
Very good(12 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
Condo Longboat Key
from £195 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped lovely condo with barbeque, hot tub & heated pool | Nature view | Beach nearby

4.7
Excellent(25 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
Condo Longboat Key
from £82 per night
Condo ∙ 4 guests ∙ 1 bedroom

Flat with barbeque & terrace

4.8
Outstanding(97 ratings)
Longboat Key, Manatee County, Florida, United States
View deal

Top-Rated Lettings and Properties in Longboat Key

Book Holiday Letting Offers with the Highest User Rating

Condo Longboat Key
from £549 per night
Condo ∙ 6 guests ∙ 3 bedrooms

Fully equipped nice flat with barbecue, private pool & garden | Close to the beach | Suitable for remote work

5.0
Outstanding(6 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
House Longboat Key
from £212 per night
House ∙ 6 guests ∙ 3 bedrooms

Holiday home with BBQ, terrace & heated pool | Nature view | Good for workation

5.0
Outstanding(1 rating)
Longboat Key, Manatee County, Florida, United States
View deal
Condo Longboat Key
from £263 per night
Condo ∙ 4 guests ∙ 2 bedrooms

Fully equipped condo with garden, heated pool & barbeque | Next to the beach

5.0
Outstanding(10 ratings)
Longboat Key, Manatee County, Florida, United States
View deal

Why choose HomeToGo?

Securely pay and stay your way

Securely pay and stay your way

Choose local, trusted payment methods, plus trip insurance and add-on services.

Award-winning customer service

Award-winning customer service

Experience seamless, hands-on support for any booking questions or concerns.

Verified reviews

Verified reviews

Trust in the quality and comfort of your stay with verified guest reviews.

Price clarity, no surprises

Price clarity, no surprises

Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

Smart search made simple

Transform holiday planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of holiday homes.

Popular holiday rental amenities in Longboat Key

  • Pool (1,206)
  • Air conditioning (1,312)
  • WiFi (1,298)
  • Parking (139)
  • Kitchen (1,267)
  • Washing machine (1,050)
  • TV (1,301)
  • Dishwasher (1,040)
  • Grill (790)
  • Balcony/patio (562)
  • No smoking (1,259)
  • Pet-friendly (168)

Finding a holiday rental with a pool shouldn't be too hard in Longboat Key. Most of the rentals here provide this amenity. Condo with pools in Longboat Key are a good choice for groups of 5 and have an average cost of £414 a night. One-third of Longboat Key's accommodation options with pools are within 2 kilometres of water, so you can spend your days lounging by the pool or the waterfront.

Price and Availability Index for Longboat Key

Click on any bar to see price and availability information

Holiday Letting Price Information in Longboat Key

We summarised price information data in the above graph to give you more insights as to costs in Longboat Key. Prices reach their highest point in December, when prices are an average of £517 a night (26/12 – 02/01). The cheapest week is in October (17/10 – 24/10). Nightly prices fall to an average of £411.

Rental availability information in Longboat Key

Have a look at the above graph to see the availability of rentals in Longboat Key. In February (21/02 – 28/02), only 27 are available. The week with the highest percentage of available lettings is in June (27/06 – 04/07).

Sun, sea and luxury holiday homes in Flordia's Longboat Key

Holiday lettings on Florida's Longboat Key range from breezy beach front apatments to the luxurious houses, so you can find the perfect home for your holiday. The town's aqua waters are broken by the prows of yachts and its sandy beaches are the ultimate place to unwind with friends and family.

What are the best activities for families in Longboat Key?

The whole family will love Buttonwood Harbor

Buttonwood Harbor is home to an array of delights for kids, including boat rides around the harbor which the kids will love. Around its circumference you'll find surf shops, where fishing tackle, boogie boards and other equipment can be bought and hired. Kayak out into the water in search of dolphins, or play a spot of tennis with the locals.

Where are the unique attractions in Longboat Key?

Explore the area and take a trip to Beer Can Island

As this area becomes more popular, local fishermen have joked that Beer Can should be re-named 'Champagne Island.' This curved sandbar draws yachts and sunbathers with its calm seas and lively nightlife. Tampa Bay is also little over an hour away if you want a day trip exploring St. Petersburg or downtown Tampa.

What are the must-see attractions in Longboat Key?

There's so much to do in Longboat Key

Coquina Beach

Armored crayfish scuttle on the dappled sand, hooked from the crystal waters of Coquina Beach. Spacious reaches of super fine sand welcomes families who enjoy a day on the shore.

Joan M. Durante Community Park

Sunlight swims on the surface of the water at this park, which affords spectacular views of Sarasota Bay and is perfect for hiking and cycling. There are designated dog fountains where your furry friend can enjoy a drink, and there's also a café where you can too.

Cannons Marina

Rent a boat and float out onto Florida's waters at this 60-year-old, family-run boat dealer. Their fleet of pre-owned boats is managed by highly experienced professionals, focused on keeping their clients enjoying Florida's shoreline. Soak up the sun, sea air and smiles as you sail up and down the peninsula.

Quick Point Nature Reserve

Explore diverse habitats ranging from mangroves to salt marshes and lagoons throughout this 34-acre nature reserve. Observe the birdlife as you hike, bike and stroll through this leafy wonderland. There's even a picnic area where you can enjoy a well-earned rest after your exploration.

Islandside Golf Clubs

Test your game at this challenging course. Its Par 71 layout requires precise aim, and many holes traverse waterways. Each of the 18 holes has been designed to give you a one-of-a-kind golfing experience, one set among oleanders and fringed with over 5000 palm trees. Wildlife flutter and scuttle through this golf haven as you get your game on.

Information about holiday rentals in Longboat Key

🏡 Holiday homes available 1,360 rentals
🌙 Nightly prices from £81
⭐ Popular amenities Pool, Air conditioning and Internet
🐾 Pet friendly rentals 171 properties
🏊 Holiday rentals with pools 1,192 properties

Frequently Asked Questions

What is the price per night for a holiday home in Longboat Key?

You can book a holiday home in Longboat Key for as little as £81 per night. Prices vary depending on the type of holiday let, season, and amenities. HomeToGo helps you filter by price to match your budget.

How many holiday cottages are available to book in Longboat Key? And what are the most popular types of holiday lets?

There are currently 1,360 holiday rentals from 22 different providers on offer in Longboat Key. The most popular types of holiday lets in Longboat Key include condos and house rentals. These properties are perfect for families, couples, or groups looking for a cosy base. Find your perfect match on HomeToGo today.

What is the most searched holiday apartment amenity in Longboat Key?

When looking for a holiday apartment in Longboat Key, consider looking for a place with Pool, Air conditioning, or Internet, which are the three most popular amenities for this destination.

Do you offer holiday homes with a swimming pool in Longboat Key?

Yes, 88% of holiday lettings in Longboat Key include access to a swimming pool. Whether you’re travelling with kids or just want a splash, you’re sorted with 1,192 options available. Find your perfect poolside getaway on HomeToGo.

Are there any pet-friendly holiday cottages in Longboat Key?

Absolutely! Pet-friendly holiday rentals in Longboat Key are widely available. Many offer spacious interiors and outdoor areas – great for pets and owners alike. Just tick the ‘Pets allowed’ filter on HomeToGo to see what’s available for you and your pet.

What is the best time of year to travel to Longboat Key?

August and July are usually the warmest months in Longboat Key, while December and November have the least rain.

Where can I see discounts on holiday homes in Longboat Key?

You can get brilliant bargains on holiday homes in Longboat Key with the nightly price of a letting starting at just £81 - and HomeToGo has introduced plenty of features that mean it's quick and simple to see the top offers. When thinking about the timing for your break, you can use HomeToGo's flexible dates technology to scan for low-price timings and find discounts of up to 9%. Furthermore, HomeToGo's 'distance from' filter makes it easy to find hidden treasure holiday rentals in lower-price, lesser-known locales that are just as close to the area of your choice, whether that's the coastline, a swimming lake, winter sports area or town centre. Start searching with time to spare to make the most of the greatest variety of options and the best deals - and do so without worries by clicking on HomeToGo's 'free cancellation' filter when searching for holiday accommodation.

What are the benefits of booking a holiday letting in Longboat Key with HomeToGo?

From serenity away from the crowds to more space to enjoy with your family, friends or partner, holiday rentals in Longboat Key bring plenty of bonuses. HomeToGo surfaces real reviews from verified visitors, and searching is secure, easy, and stress-free - so with 1,360 offers from 22 providers in the area, you're bound to find the ideal holiday home with all of the amenities to suit you in Longboat Key.

Do you offer holiday accommodation for couples in Longboat Key?

Absolutely – you’ll find plenty of cosy, well-rated holiday lettings in Longboat Key perfect for two. Think cosy cottages or stylish apartments for a peaceful escape. HomeToGo helps you discover the best spots for two.

Can I book a waterfront holiday rental in Longboat Key?

You can book one of 1359 waterfront holiday homes in Longboat Key for a truly scenic break. Staying close to the water is ideal for scenic views and a relaxing atmosphere. Start your search now on HomeToGo.

Why should I book my holiday rental with HomeToGo?

HomeToGo offers over 15 million holiday rentals worldwide, so there’s something for everyone. We compare prices across providers to help you save time and money. Try HomeToGo and discover how easy it is to plan your perfect holiday letting.

Can I find family-friendly holiday lettings in Longboat Key?

Holiday cottages in Longboat Key are a great fit for families, offering comfort, space and handy amenities. You’ll find options for every budget and family size. HomeToGo makes it simple to book a family-friendly stay.

Can I cancel my holiday rental booking for free?

Yes, many holiday lettings on HomeToGo offer free cancellation. HomeToGo makes it easy to find flexible bookings.

Is it possible to rent a holiday home for a weekend getaway in Longboat Key?

Yes, many holiday lets in Longboat Key offer flexible booking options, including weekend stays. Many homes offer short stays without long commitments. Just enter your dates on HomeToGo and browse weekend-ready options in seconds.

Are there any last-minute holiday rental deals in Longboat Key?

Yes, HomeToGo regularly features last-minute holiday deals in Longboat Key, perfect for spontaneous getaways. Perfect for a spur-of-the-moment trip — especially with savings of up to 9%. Use HomeToGo’s filters to see what’s available right now.

Top cities to visit

Most Popular Destinations

Show more
image-tag