Longboat Key Condos & Vacation Rentals

Check prices for these upcoming dates

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
, , , , , , , , , , , 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.

The Weather in Longboat Key

Rainy days
86° 45°
1
94° 56°
2
97° 67°
2
99° 73°
6
94° 71°
14
96° 72°
13
96° 69°
2
94° 71°
3
91° 51°
1
84° 48°
3
84° 40°
3
87° 46°
2
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Rainy days

This climate histogram shows you the weather patterns in Longboat Key. The warmest months in Longboat Key are July and August, when temperatures reach 99 ˚F. The coolest month is December, when temperatures drop to 40 ˚F. The wettest month in Longboat Key is June with 13.92 inches of rain, while the driest month is February with 0.53 inches of rain.

What Expert Travelers Think

  • — 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
  • — I love AllTheRooms because it is not only local homes for renting, and not only hotels, but everything combined. When I am about to book a place to stay, I usually spend a couple of hours looking through both hotel sites and local home sites, comparing the prices and places.

    Alli Sims
    Alli SimsAlli Sims
  • — 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

Find the perfect accommodation for your vacation at AllTheRooms.com. We aggregate Airbnb, RedAwning, Priceline and others. We have 1,906 vacation rentals, hotels and other places to stay in Longboat Key ranging from budget options to luxury places to stay. For those traveling on a budget, the most economical place to stay in Longboat Key is available at $25 per night. In general, a place to stay in Longboat Key will cost you $613 per night.

If you want internet access during your time in Longboat Key, then you can choose from over 461 accommodations that have WiFi internet. 12 of our accommodations come with breakfast in the price. Choose from 95 places to stay that provide gym options, so you don't miss a single workout. If you're planning on arriving in Longboat Key by car, be sure to choose from 452 accommodations that provide parking. We track 419 places to stay that have a pool or jacuzzi.

Those traveling with a dog, cat or some other animal can stay in one of 48 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 432 places to stay from Airbnb, 24 accommodations from RedAwning and 12 places to stay from Priceline

786 of the accommodations in Longboat Key have been reviewed and rated. 37% are rated excellent or good. You can instantly book any of 825 places to stay right now.

Destinations near Longboat Key

  • Kissimmee130,113 Properties
  • Davenport52,221 Properties
  • Panama City Beach34,832 Properties
  • Champions Gate25,699 Properties
  • Destin17,395 Properties
  • Orlando14,999 Properties
  • Miramar Beach13,546 Properties
  • Fort Myers Beach12,593 Properties
  • Siesta Key9,663 Properties
  • Hollywood9,232 Properties
  • Cape Coral8,886 Properties
  • St. Augustine8,269 Properties
  • Marco Island7,819 Properties
  • Clermont6,742 Properties
  • Holmes Beach6,707 Properties
  • Santa Rosa Beach6,355 Properties
  • New Smyrna Beach6,261 Properties
  • Sanibel6,091 Properties
  • Sunny Isles Beach5,605 Properties
  • Naples5,127 Properties
  • Haines City5,080 Properties
  • Miami Beach4,959 Properties
  • Bradenton Beach4,700 Properties
  • Daytona Beach4,612 Properties
  • Bonita Springs4,356 Properties
  • Miami4,120 Properties
  • Pensacola Beach4,092 Properties
  • Celebration3,983 Properties
  • Key West3,952 Properties
  • Madeira Beach3,863 Properties
  • Bradenton3,620 Properties
  • Pompano Beach3,576 Properties
  • Indian Shores3,318 Properties
  • Treasure Island3,311 Properties
  • Sarasota3,286 Properties
  • Fort Myers3,169 Properties
  • Hallandale Beach3,135 Properties
  • St. Pete Beach3,049 Properties
  • Fort Walton Beach2,903 Properties
  • Indian Rocks Beach2,871 Properties
  • Anna Maria2,800 Properties
  • Daytona Beach Shores2,790 Properties
  • St. Augustine Beach2,557 Properties
  • Palm Coast2,547 Properties
  • Tampa2,532 Properties
  • Tallahassee2,411 Properties
  • Marathon2,301 Properties
  • Fort Lauderdale2,135 Properties
  • Key Largo2,068 Properties
  • Cocoa Beach2,018 Properties
  • Lake Buena Vista1,949 Properties
  • Captiva1,906 Properties
  • Englewood1,833 Properties
  • Ormond Beach1,804 Properties
  • Venice1,773 Properties
  • Pensacola1,741 Properties
  • Placida1,692 Properties
  • Gainesville1,666 Properties
  • Fort Pierce1,576 Properties
  • Delray Beach1,495 Properties
  • Islamorada1,482 Properties
  • Clearwater Beach1,450 Properties
  • Oakland Park1,424 Properties
  • Clearwater1,390 Properties
  • Key Colony Beach1,385 Properties
  • Deerfield Beach1,358 Properties
  • The Villages1,318 Properties
  • Dania Beach1,309 Properties
  • North Bay Village1,305 Properties
  • Cape Canaveral1,264 Properties
  • Lake Worth1,220 Properties
  • Tavernier1,209 Properties
  • Wilton Manors1,160 Properties
  • Vero Beach1,134 Properties
  • Fernandina Beach1,128 Properties
  • West Palm Beach1,098 Properties
  • Rotonda West1,098 Properties
  • Jacksonville1,057 Properties
  • Jensen Beach1,032 Properties
  • Bay Lake1,025 Properties
  • Port Charlotte1,007 Properties
  • St. George Island998 Properties
  • Weston996 Properties
  • Redington Shores970 Properties
  • Ponte Vedra Beach957 Properties
  • Dunedin947 Properties
  • Winter Garden872 Properties
  • Boca Raton856 Properties
  • Lauderdale-by-the-Sea840 Properties
  • Punta Gorda840 Properties
  • Stuart809 Properties
  • Navarre799 Properties
  • Port St. Lucie795 Properties
  • Surfside795 Properties
  • Coral Gables771 Properties
  • Port St. Joe770 Properties
  • Edgewater740 Properties
  • Aventura710 Properties
  • Boca Grande707 Properties
  • Lakeland705 Properties
  • Panama City703 Properties
  • Ocala687 Properties
  • Inverness665 Properties
  • Estero659 Properties
  • Miramar659 Properties
  • Ruskin656 Properties
  • Gulfport643 Properties
  • North Captiva643 Properties
  • Doral643 Properties
  • Melbourne622 Properties
  • Palm Beach Shores608 Properties
  • Port Orange604 Properties
  • Mexico Beach601 Properties
  • Largo598 Properties
  • Hudson593 Properties
  • Nokomis591 Properties
  • St. Petersburg582 Properties
  • Matlacha581 Properties
  • Palm Beach Gardens574 Properties
  • Flagler Beach564 Properties
  • Plantation555 Properties
  • Orange Park551 Properties
  • Jupiter549 Properties
  • North Redington Beach549 Properties
  • Palm Beach549 Properties
  • Temple Terrace543 Properties
  • Boynton Beach540 Properties
  • Crystal River524 Properties
  • Spring Hill505 Properties
  • Winter Park496 Properties
  • Miami Springs495 Properties
  • Wellington490 Properties
  • New Port Richey489 Properties
  • Pembroke Pines484 Properties
  • Palm Harbor476 Properties
  • Winter Haven466 Properties
  • Homosassa460 Properties
  • Sebastian458 Properties
  • North Port458 Properties
  • North Fort Myers453 Properties
  • Brandon445 Properties
  • Sunrise437 Properties
  • Sebring433 Properties
  • Redington Beach408 Properties
  • Key Biscayne408 Properties
  • Mount Dora404 Properties
  • Davie400 Properties
  • Singer Island396 Properties
  • Altamonte Springs394 Properties
  • Tarpon Springs387 Properties
  • Seminole373 Properties
  • Wesley Chapel358 Properties
  • Melbourne Beach358 Properties
  • Belleair Beach355 Properties
  • Lehigh Acres339 Properties
  • Lutz337 Properties
  • North Miami337 Properties
  • Lake Placid334 Properties
  • Titusville328 Properties
  • Bokeelia320 Properties
  • Palm Bay319 Properties
  • Sanford319 Properties
  • Ponce Inlet314 Properties
  • Indialantic313 Properties
  • Gulf Breeze303 Properties
  • Riviera Beach298 Properties
  • Steinhatchee297 Properties
  • Satellite Beach296 Properties
  • Lake Mary283 Properties
  • Miami Shores279 Properties
  • Coral Springs274 Properties
  • Homestead267 Properties
  • Cocoa266 Properties
  • Port Richey265 Properties
  • Jacksonville Beach265 Properties
  • Lake City260 Properties
  • Bal Harbour257 Properties
  • Merritt Island257 Properties
  • Lantana254 Properties
  • Lady Lake252 Properties
  • Okeechobee242 Properties
  • Apopka236 Properties
  • Big Pine Key214 Properties
  • Port Saint Lucie213 Properties
  • Duck Key208 Properties
  • Lake Wales198 Properties
  • Juno Beach194 Properties
  • Highland Beach191 Properties
  • Cedar Key186 Properties
  • Brooksville181 Properties
  • DeLand179 Properties
  • Florida City173 Properties
  • Dunnellon170 Properties
  • Niceville163 Properties
  • Leesburg148 Properties
  • Wildwood132 Properties
  • Neptune Beach132 Properties
  • Carrabelle128 Properties
  • Ocoee125 Properties
  • Apalachicola101 Properties
  • Atlantic Beach92 Properties
  • North Miami Beach90 Properties
  • Miami Gardens82 Properties
  • Land O' Lakes71 Properties
  • Ellenton40 Properties