AllTheRooms.

Longboat Key Condos & Vacation Rentals

  1. Vacation Rental Search
  2. United States of America
  3. Florida
  4. Longboat Key

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
Show all

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
Show all

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
Show all

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
Show all

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.

More+

Price and Availability in Longboat Key

Most expensive
Most availability
, , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0 , , , , , , , , , , , , , , , , , , , , , , Jan , Feb , Mar , Apr , May , Jun , Jul , Aug , Sep , Oct , Nov , Dec 1 , 0.9 , 0.8 , 0.7 , 0.6 , 0.5 , 0.4 , 0.3 , 0.2 , 0.1 , 0
Powered by:
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.
More+

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.

More+

What Expert Travelers Think

  • — I use and I recommend AllTheRooms because it is a complete platform. It helps to save a lot of time, it gives all the main information about price, location, and features. In a few steps, I can easily find the best place to stay according to my criteria.

    My Anasa
    My AnasaMy Anasa
    Visit My Anasa

  • — AllTheRooms.com makes travel easier, enjoyable and inexpensive through its provision of ample information, data and every possible accommodation available to choose from

    ArtMatters.Info
    ArtMatters.InfoArtMatters.Info
    ArtMatters.Info

  • — As a mom of 5 kids who enjoy traveling, I love AllTheRooms! It is quick and easy to find the best deal on lodging that fits our family, in the area we'd like. AllTheRooms really does save you time, money, and hassle.

    Becky
    BeckyKid World Citizen
    Kid World Citizen

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.

More+

Destinations near Longboat Key

  • Kissimmee149,268 Properties
  • Davenport60,135 Properties
  • Panama City Beach34,312 Properties
  • Champions Gate23,387 Properties
  • Destin18,043 Properties
  • Orlando16,202 Properties
  • Miramar Beach14,008 Properties
  • Fort Myers Beach13,966 Properties
  • Siesta Key9,711 Properties
  • St. Augustine8,867 Properties
  • Hollywood8,841 Properties
  • Marco Island8,323 Properties
  • Holmes Beach8,224 Properties
  • Cape Coral8,134 Properties
  • Clermont7,761 Properties
  • New Smyrna Beach6,524 Properties
  • Sunny Isles Beach6,448 Properties
  • Sanibel6,392 Properties
  • Santa Rosa Beach6,331 Properties
  • Miami Beach6,138 Properties
  • Haines City5,927 Properties
  • Celebration5,730 Properties
  • Naples5,316 Properties
  • Bradenton Beach5,249 Properties
  • Daytona Beach4,739 Properties
  • Bonita Springs4,677 Properties
  • Miami4,675 Properties
  • Madeira Beach4,626 Properties
  • Key West4,487 Properties
  • Pompano Beach3,885 Properties
  • Pensacola Beach3,867 Properties
  • Anna Maria3,655 Properties
  • Treasure Island3,618 Properties
  • Bradenton3,591 Properties
  • Indian Shores3,563 Properties
  • Fort Walton Beach3,394 Properties
  • Fort Myers3,281 Properties
  • Sarasota3,270 Properties
  • Indian Rocks Beach3,067 Properties
  • St. Pete Beach3,064 Properties
  • Daytona Beach Shores2,975 Properties
  • Palm Coast2,934 Properties
  • Hallandale Beach2,895 Properties
  • St. Augustine Beach2,591 Properties
  • Tallahassee2,565 Properties
  • Tampa2,554 Properties
  • Fort Lauderdale2,304 Properties
  • Marathon2,233 Properties
  • Key Largo2,172 Properties
  • Cocoa Beach2,091 Properties
  • Captiva1,885 Properties
  • Gainesville1,867 Properties
  • Ormond Beach1,831 Properties
  • Pensacola1,806 Properties
  • Englewood1,755 Properties
  • Venice1,711 Properties
  • Placida1,665 Properties
  • Clearwater Beach1,644 Properties
  • The Villages1,633 Properties
  • Islamorada1,611 Properties
  • Delray Beach1,606 Properties
  • Fort Pierce1,567 Properties
  • North Bay Village1,566 Properties
  • Key Colony Beach1,532 Properties
  • Lake Buena Vista1,494 Properties
  • St. George Island1,489 Properties
  • Clearwater1,478 Properties
  • Oakland Park1,457 Properties
  • Fernandina Beach1,399 Properties
  • Wilton Manors1,359 Properties
  • Dania Beach1,346 Properties
  • Deerfield Beach1,332 Properties
  • Cape Canaveral1,290 Properties
  • West Palm Beach1,246 Properties
  • Tavernier1,211 Properties
  • Lake Worth1,210 Properties
  • Boca Raton1,145 Properties
  • Vero Beach1,135 Properties
  • Bay Lake1,113 Properties
  • Dunedin1,113 Properties
  • Rotonda West1,092 Properties
  • Jacksonville1,080 Properties
  • Redington Shores1,041 Properties
  • Weston1,009 Properties
  • Port Charlotte989 Properties
  • Ponte Vedra Beach975 Properties
  • Jensen Beach943 Properties
  • Surfside940 Properties
  • Winter Garden939 Properties
  • Port St. Joe922 Properties
  • Mexico Beach878 Properties
  • Edgewater859 Properties
  • Coral Gables830 Properties
  • Lauderdale-by-the-Sea826 Properties
  • Stuart823 Properties
  • North Captiva810 Properties
  • Port St. Lucie802 Properties
  • Punta Gorda801 Properties
  • Navarre796 Properties
  • Boca Grande780 Properties
  • Doral757 Properties
  • Panama City748 Properties
  • Ocala735 Properties
  • Estero731 Properties
  • Aventura727 Properties
  • Lakeland706 Properties
  • Jupiter661 Properties
  • Ruskin655 Properties
  • Flagler Beach653 Properties
  • Inverness648 Properties
  • Gulfport636 Properties
  • Palm Beach Gardens634 Properties
  • Melbourne631 Properties
  • Matlacha631 Properties
  • Nokomis626 Properties
  • Port Orange624 Properties
  • Palm Beach Shores621 Properties
  • Palm Beach620 Properties
  • Largo614 Properties
  • North Redington Beach609 Properties
  • St. Petersburg593 Properties
  • Orange Park583 Properties
  • Boynton Beach581 Properties
  • Hudson572 Properties
  • Miramar568 Properties
  • Temple Terrace567 Properties
  • Plantation553 Properties
  • Miami Springs548 Properties
  • Crystal River527 Properties
  • Winter Haven525 Properties
  • New Port Richey512 Properties
  • Wellington509 Properties
  • Spring Hill501 Properties
  • Sunrise484 Properties
  • Winter Park482 Properties
  • Redington Beach471 Properties
  • Brandon463 Properties
  • Sebastian459 Properties
  • Palm Harbor459 Properties
  • Altamonte Springs456 Properties
  • North Fort Myers448 Properties
  • Sebring445 Properties
  • North Port443 Properties
  • Singer Island433 Properties
  • Key Biscayne432 Properties
  • Homosassa431 Properties
  • Belleair Beach429 Properties
  • Mount Dora413 Properties
  • Pembroke Pines412 Properties
  • Wesley Chapel401 Properties
  • Tarpon Springs376 Properties
  • Melbourne Beach362 Properties
  • Lake Placid362 Properties
  • Davie362 Properties
  • Titusville356 Properties
  • Ponce Inlet356 Properties
  • Lutz345 Properties
  • Palm Bay342 Properties
  • Lake Mary332 Properties
  • North Miami330 Properties
  • Sanford328 Properties
  • Lehigh Acres326 Properties
  • Lady Lake325 Properties
  • Indialantic323 Properties
  • Seminole318 Properties
  • Lake City316 Properties
  • Bokeelia309 Properties
  • Riviera Beach304 Properties
  • Gulf Breeze300 Properties
  • Satellite Beach294 Properties
  • Steinhatchee293 Properties
  • Jacksonville Beach289 Properties
  • Bal Harbour284 Properties
  • Port Richey280 Properties
  • Cocoa276 Properties
  • Lantana272 Properties
  • Homestead266 Properties
  • Miami Shores265 Properties
  • Coral Springs252 Properties
  • Okeechobee246 Properties
  • Apopka243 Properties
  • Lake Wales237 Properties
  • Merritt Island232 Properties
  • Port Saint Lucie229 Properties
  • Juno Beach227 Properties
  • Big Pine Key225 Properties
  • Highland Beach225 Properties
  • Florida City215 Properties
  • Brooksville199 Properties
  • DeLand183 Properties
  • Duck Key182 Properties
  • Cedar Key181 Properties
  • Niceville176 Properties
  • Leesburg164 Properties
  • Dunnellon162 Properties
  • Neptune Beach147 Properties
  • Ocoee142 Properties
  • Wildwood129 Properties
  • Carrabelle127 Properties
  • Apalachicola108 Properties
  • Atlantic Beach100 Properties
  • North Miami Beach98 Properties
  • Miami Gardens88 Properties
  • Land O' Lakes64 Properties
  • Ellenton44 Properties