AllTheRooms.

Siesta Key Condos & Vacation Rentals

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

Check prices for these upcoming dates

Siesta Key Travel Guide

Just off the coast of Sarasota, Florida, Siesta Key boasts sandy beaches, exotic marine life and family-friendly activities. Enjoy outdoor dining, shopping and kayaking while being immersed at one of America’s best beach locations.

Things to Do in Siesta Key

Hop on a boat tour around Siesta Beach and take your chances seeing a dolphin or manatee. For something with a little more adrenaline, take a parasailing tour for great views of the bustling coastline.

Elsewhere, Point of Rocks -- shallow waters with over 100 yards of limestone ledges -- is accessible via Crescent Beach and ideal for snorkeling. Tidal pools and coral reefs fill the area and are sure to bring out the marine biologist in any visitor.

Best Time to Visit Siesta Key

Perfect for a romantic holiday or for an adventurous sports getaway, Siesta Key is popular in March for spring break or over the summer months, where temperatures can top 90.

Condos in Siesta Key

Siesta Key Florida should be on everyone's bucket list when it comes to a beach vacation. Siesta Key Beach is known for having the whitest sand in the Key area, and with the Gulf of Mexico stretching out into the distance, you'll feel like you're are in paradise. Just a short drive from Sarasota Florida, the town enjoys its reputation as one of Traveler's Choice 'Best Beaches in America'. The white quartz sand is known as the Sand of Siesta, and stretches over the public beach of Cresent Beach, creating a postcard-worthy scene.

Other fun activities include playing on the tennis court, enjoying the cafes and shops in Siesta Key Village and exploring Beach Bazaar.

Siesta Key Vacation Rentals come in all shapes and sizes to suit all budgets. Keep a look out for amazing amenities such as private heated pools, hot tubs, full kitchens, and more. Whether you want a beach house next to the white sand or a rental unit within walking distance to the town center, you’re sure to find the perfect Siesta Key condo rental.

More+

Price and Availability in Siesta 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 Siesta Key tends to be Tuesday, while the most expensive day tends to be Friday. Vacation homes in Siesta 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 Siesta Key is in March, while the cheapest month is in September. The most popular time to book a vacation rental in Siesta Key is in the high season in March. Siesta Key has its low season in September, when less people are visiting and the vacation home occupancy rate drops.
More+

The Weather in Siesta Key

Rainy days
93° 57°
2
95° 71°
12
98° 74°
6
97° 74°
5
96° 66°
8
94° 65°
4
88° 57°
8
84° 40°
2
86° 37°
1
85° 45°
2
88° 44°
1
90° 57°
7
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Jan
Feb
Mar
Apr
Rainy days

This climate histogram shows you the weather patterns in Siesta Key. The warmest months in Siesta Key are June and May, when temperatures reach 98 ˚F. The coolest month is December, when temperatures drop to 37 ˚F. The wettest month in Siesta Key is July with 11.93 inches of rain, while the driest month is December with 0.97 inches of rain.

More+

What Expert Travelers Think

  • — 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
    Visit Alli Sims

  • — My favorite thing about AllTheRooms is that it combines both rentals and hotels available so you can see an entire view of what is available in a certain area. I was able to see listings on AllTheRooms that I never even saw on other travel sites!

    Daniella Flores
    Daniella FloresILIKETODABBLE
    Visit ILIKETODABBLE

  • — 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
    LTL Mandarin School

Vacation Rentals in Siesta Key

Pick the perfect accommodation for your trip at AllTheRooms.com. We compare Airbnb, RedAwning, Priceline and more. Siesta Key has 9,663 hotels, vacation rentals and other unique places to stay, with prices to suit budget travelers, extravagant travelers and everything in between. For those traveling on a budget, the cheapest place to stay in Siesta Key is available at $11 per night. The average price of a rental is around $357 per night.

If you want to stay connected during your vacation, then you can choose from over 2,263 accommodations in Siesta Key that have WiFi. 46 of our accommodations include a breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 503 accommodations that have gym facilities. If you are driving to Siesta Key, you'll want to pick from 2,163 places to stay that provide parking. We track 1,933 accommodations that have a pool or jacuzzi.

AllTheRooms has 328 pet-friendly places to stay in Siesta Key, so if you're traveling with your cat or dog you won't have any trouble.

We combine a wide variety of Siesta Key accommodations including vacation rentals, home stays, hostels and other unique places to stay into one easy search. We show results from more than 5 providers, including 1,877 places to stay from Airbnb, 420 accommodations from RedAwning and 33 places to stay from Priceline.

3,323 of our places to stay in Siesta Key have been reviewed by previous guests. They rated 32% as excellent or good. 3,175 accommodations allow instant booking.

More+

Destinations near Siesta 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
  • 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
  • Longboat Key1,906 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
  • Punta Gorda840 Properties
  • Lauderdale-by-the-Sea840 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
  • Miramar659 Properties
  • Estero659 Properties
  • Ruskin656 Properties
  • Doral643 Properties
  • North Captiva643 Properties
  • Gulfport643 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
  • Palm Beach549 Properties
  • Jupiter549 Properties
  • North Redington 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
  • North Port458 Properties
  • Sebastian458 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
  • Melbourne Beach358 Properties
  • Wesley Chapel358 Properties
  • Belleair Beach355 Properties
  • Lehigh Acres339 Properties
  • North Miami337 Properties
  • Lutz337 Properties
  • Lake Placid334 Properties
  • Titusville328 Properties
  • Bokeelia320 Properties
  • Sanford319 Properties
  • Palm Bay319 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
  • Merritt Island257 Properties
  • Bal Harbour257 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