Longboat Key Condos & Vacation Rentals

Our Favorite Vacation Rentals in Longboat Key

  • Sea Club I
    Good24br Home/Apartment
    Booking.com
    From
    $146
  • Beach front condo in Longboat Key
     Boat
    HolidayLettings
    From
    $430
  • Longboat Key 66 Condo
     Home/Apartment
    Booking.com
    From
    $113
  • Club Bamboo South 122 Studio
     -1br Studio
    HolidayLettings
    From
    $305
  • Tides Inn on the Bay (units 1-3)
     Country House
    Booking.com
    From
    $138
  • The Spurge Mansion - Sleeps 20
     5br Country House
    HolidayLettings
    From
    $2,000
  • Shorewalk 2 Bedroom 2 Bathroom Near IMG And Bradenton Beach
     Country House
    Booking.com
    From
    $120
  • Dream Lover Boat & Breakfast on Anna Maria Island
    Excellent2br Boat
    HolidayLettings
    From
    $335

Check prices for these upcoming dates

Longboat Key Vacation Rentals with a Pool

  • Beach Castle #21: 2 BR / 2 BA Resort on Longboat Key by RVA, Sleeps 6
     2br Boat
    Airbnb
    From
    $475
  • Pool Home Oasis-- Minutes to Beach!
    Excellent2br Home/Apartment
    Airbnb
    From
    $288
  • Water view Shorewalk Condo 2nd floor 15min beach
    Good2br Home/Apartment
    Airbnb
    From
    $108
  • IMG PARADISE CONDO
     Home/Apartment
    Airbnb
    From
    $364

Longboat Key Vacation Rentals with Wi-Fi

  • Coquina Beach #4~Full Gulf View!
    Excellent2br Home/Apartment
    Airbnb
    From
    $212
  • AMI/Cortez/View of Bay/Boat ramp/3rd br suite add.
    Excellent3br Home/Apartment
    Airbnb
    From
    $186
  • AMI/Close to beach/ Boat ramps
     2br Home/Apartment
    Airbnb
    From
    $144
  • Cute Bayshore Gardens Studio Apartment
    ExcellentStudio
    Airbnb
    From
    $101

Longboat Key Pet-Friendly Vacation Rentals

  • Sea Turtle Cabana
    ExcellentCottage
    HolidayLettings
    From
    $212
  • Sea Turtle Bungalow
     Home/Apartment
    HolidayLettings
    From
    $225
  • NICE APARTMENT 2Br/Bath/Playground walk Downtown,Lido Beach(2m),Siesta Key(10m)
     2br Home/Apartment
    HolidayLettings
    From
    $113
  • Cozy cottage close to Downtown
     2br Home/Apartment
    HolidayLettings
    From
    $196

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
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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
89° 44°
2
85° 42°
8
80° 30°
3
90° 49°
0
86° 40°
2
89° 52°
3
92° 61°
7
94° 70°
4
93° 69°
8
95° 71°
5
94° 72°
6
92° 54°
1
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
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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Vacation Rentals in Longboat Key

At AllTheRooms.com we have vacation rentals from all of the best providers - Airbnb, RedAwning, Priceline and many more. AllTheRooms has 2,047 rentals, hotels and other great places to stay while you enjoy Longboat Key, with everything from cheap hostels and homestays to luxury Airbnbs and hotels. For those trying to keep costs down, the lowest priced place to stay in Longboat Key is only $10 a night. A typical vacation rental in Longboat Key costs on average $677 per night.

If you would like to stay connected during your vacation, then you can choose from over 484 accommodations in Longboat Key that have WiFi. We have 10 accommodations that include a breakfast included. Fitness addicts can get a workout in during their stay by choosing from 111 accommodations that have gym facilities. Driving to Longboat Key? Then choose one of the 463 places to stay that comes with a parking spot included. 405 vacation rentals have a a pool or jacuzzi

Those traveling with a dog, cat or some other animal can stay in one of 59 accommodations that are designated as pet-friendly.

AllTheRooms aggregates vacation rentals, hotels and other bespoke accommodation types from loads of providers in Longboat Key, including 422 places to stay from Airbnb, 28 accommodations from RedAwning and 5 places to stay from Priceline

733 accommodations in Longboat Key have been reviewed; 41% are rated excellent or good. 768 places to stay in are instantly bookable.

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