Longboat Key Condos & Vacation Rentals

Our Favorite Vacation Rentals in Longboat Key

  • Bridge Villa 2 Bradenton Beach
     Country House
    RedAwning
    From
    $202
  • Sea Club I
    Good24br Home/Apartment
    Booking.com
    From
    $146
  • ~ The Beach on Longboat Key ~ * OCEAN FRONT DLX STUDIO *
    Good-1br Studio
    HolidayLettings
    From
    $198
  • holiday home for max. 8 persons in Bradenton, Florida
     Country House
    TUIvillas
    From
    $358
  • West Bradenton 20
     3br Home/Apartment
    RedAwning
    From
    $550
  • Luxury Shorewalk Water Front 2 Bedroom 2 Bathroom 3Mins IMG 5 Mins Beach
    OkayHome/Apartment
    Booking.com
    From
    $120
  • NEW! Canal Front Bradenton Home - 2 Miles to Beach
     3br Home/Apartment
    HolidayLettings
    From
    $384
  • Bridge Villa 1 Bradenton Beach
     Country House
    RedAwning
    From
    $176

Check prices for these upcoming dates

Longboat Key Vacation Rentals with a Pool

  • Directly on Longboat Key Beach - Kid Friendly/SRQ1
    GoodHome/Apartment
    Airbnb
    From
    $218
  • Beach Castle #1: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
     2br Boat
    Airbnb
    From
    $419
  • BEING UPDATED!! House ☀️Near Beach☀️Large Pool
     3br Home/Apartment
    Airbnb
    From
    $298
  • Pool Home Oasis-- Minutes to Beach!
    Excellent2br Home/Apartment
    Airbnb
    From
    $262

Longboat Key Vacation Rentals with Wi-Fi

  • Bridge Villa 7 Bradenton Beach
     2br Country House
    RedAwning
    From
    $322
  • Bridge Villa 4 Bradenton Beach
     Country House
    RedAwning
    From
    $229
  • Bridge Villa 5 Bradenton Beach
     Country House
    RedAwning
    From
    $243
  • Bridge Villa 3 Bradenton Beach
     Country House
    RedAwning
    From
    $188

Longboat Key Pet-Friendly Vacation Rentals

  • Bradenton House w/Screened Lanai & Private Pool!
     4br Home/Apartment
    HolidayLettings
    From
    $347
  • NEW! Upscale Home w/ Fire Pit <11 Mi from Lido Key
     3br Home/Apartment
    HolidayLettings
    From
    $227
  • Blue Bungalow
     3br Home/Apartment
    HolidayLettings
    From
    $204
  • Sea Turtle Cabana
    ExcellentCottage
    HolidayLettings
    From
    $179

Longboat Key Travel Guide

For a tropical island getaway without venturing too far out from Florida mainland, Longboat Key is the perfect place to visit. With deserted white sandy beaches, translucent turquoise waters and swimming and snorkeling opportunities at every turn, its appeal is undisputed.

Things to Do in Longboat Key

The best things to do in Longboat Key are to enjoy the beaches. Not only are these beautiful places to relax, they often have no-one else around! Coquina Beach and the beaches over at Beer Can Island are among the best in the area. The Joan M Durante Community Park offers interesting trails through wetlands for when you get bored of laying on the beaches.

Best Time to Visit Longboat Key

The spring and fall months are the best times to visit Longboat Key. At this time, temperatures are still hot but not quite as humid as the summer.

A Local's Guide to Longboat Key

Longboat Key in Florida is the perfect waterfront location for a relaxing stay away. With beachfront condos, revered white sand beaches, fine dining and a luxury golf club, it is hardly surprising that Longboat Key is such a popular destination for travelers all over the globe. Its stunning beaches extend for 12 miles, and this, coupled with a number of cultural activities, makes it a hotspot for a number of vacation rentals in Longboat.

A holiday in Longboat Key is perfect for those looking for a tropical island adventure, without straying too far from Florida mainland. The most popular activity is making use of the sandy beaches and surrounding barrier islands, however just a short drive away there are many other towns that are well worth exploring too. St Armands Circle is nestled between the turquoise waters of Sarasota Bay and the Gulf of Mexico and is renowned for being a continental market place that makes shopping a calming and enjoyable experience. St Armands is a charming synthesis of past and present and is within easy reach of a number of Longboat Key vacation rentals.

Longboat Key offers a mix of luxury and budget condo rentals, making it a popular destination for a range of travelers. Located north of St Armands Key and Lido Key, many shopping and dining experiences are within easy reach of the town’s main residential area, where the island starts to widen, and this is where much of the Longboat Key accommodation is located. In addition to standard apartments, BnBs, hotels and villas, the area is also host to some more unique properties, many of which are pet friendly. By using rentals in Longboat Key, visitors are also in easy reach of Downtown Sarasota, known as Florida’s cultural coast, home to a symphony of ballet, opera and art galleries. Additionally, Siesta Key is also just a short drive away, and enjoys its reputation of being home to one of America’s best beaches.

If you are looking for a relaxing beachfront holiday with access to great shopping and dining facilities, then look no further than rentals in Longboat Key, where you are likely to find your perfect vacation home.

Condos in Longboat Key

There is no shortage of vacation rentals and beachfront condos in Longboat Key, all of which make the perfect home away from home during a vacation here. The town is divided between Sarasota and Manatees counties, and borders the beautiful Gulf of Mexico. Its 12 miles of white sand beaches have helped to make this town a desirable play to stay. People come from miles around to enjoy the warm climate, the excellent golfing facilities, and the tennis club. Just a short drive away, visitors can go shopping at Downtown Sarasota or learn more about art and circus history in the unique Ringling Museum. For some family fun, the Sarasota Jungle Gardens allow people to get up-close to a range of majestic animals.

With so much to see and do, Longboat Key condo rentals are in high demand, but with a range of rental options to suit your preferences and budget, finding the perfect spot isn't a huge task.

Price and Availability in Longboat Key

Most expensive
Most availability
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The cheapest day to stay at a vacation rental in Longboat Key tends to be Thursday, while the most expensive day tends to be Friday. Vacation homes in Longboat Key tend to be busiest on Fridays, while it tends to be much quieter on Tuesdays.
The most expensive month to stay in a vacation rental in Longboat Key is in February, while the cheapest month is in May. The most popular time to book a vacation rental in Longboat Key is in the high season in March. Longboat Key has its low season in September, when less people are visiting and the vacation home occupancy rate drops.

The Weather in Longboat Key

Rainy days
94 º72
6
92 º54
1
89 º44
2
85 º42
8
80 º30
3
90 º49
0
86 º40
2
89 º52
3
92 º61
7
94 º70
4
93 º69
8
95 º71
5
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Rainy days

This climate histogram shows you the weather patterns in Longboat Key. The warmest months in Longboat Key are May and July, when temperatures reach 95 ˚F. The coolest month is December, when temperatures drop to 30 ˚F. The wettest month in Longboat Key is January with 8.1 inches of rain, while the driest month is November with 0.44 inches of rain.

What Expert Travelers Think

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    MonicaNYCTechMommy
  • — The great thing about AllTheRooms is their ability to cover all bases. If you are travelling solo, with a partner, friends or even a larger family. There is something there for everyone and that is a hugely powerful tool that I believe it boasts moreso than competitors.

    Max Hobbs
    Max HobbsLTL Mandarin School
  • — Site is easy to use; clean, laid out well, good colors and branding, fun logo and title that connects to the purpose of the brand. The blog, vacation destinations, and rental destinations is a great feature and really make the brand stand apart from other sites!

    Laurelle McVicker
    Laurelle McVickerLaurelle McVicker

Vacation Rentals in Longboat Key

At AllTheRooms.com we have vacation rentals from all of the best providers - Airbnb, RedAwning, Priceline and more. AllTheRooms has 1,925 rentals, hotels and other great places to stay while you enjoy Longboat Key, with everything from inexpensive hostels and homestays to luxury Airbnbs and hotels. A vacation in Longboat Key can be budget-friendly - the cheapest price vacation rental is available at $25 a night. The average price of a rental is $660 per night.

Those needing to get some work finished during their trip to Longboat Key can choose from 879 places to stay that provide WiFi. We have 10 accommodations that include a breakfast included. Choose from 177 places to stay that provide gym options, so you won't miss a single workout. Driving to Longboat Key? Then choose one of the 820 places to stay that comes with a parking spot included. We track 381 accommodations that have a pool or jacuzzi.

Those traveling with a cat, dog or some other animal can stay in one of 111 accommodations that are designated as pet-friendly.

In Longboat Key AllTheRooms currently compares hotels, vacation rentals, hostels from more than 5 providers, including 395 places to stay from Airbnb, 5 accommodations from RedAwning and 5 places to stay from Priceline.

724 accommodations in Longboat Key have been reviewed; 42% are rated excellent or good. 717 accommodations allow instant booking.

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