Siesta Key Condos & Vacation Rentals

Our Favorite Vacation Rentals in Siesta Key

  • Hibiscus Suite
     Home/Apartment
    Booking.com
    From
    $238
  • Salty Summer
     Home/Apartment
    Booking.com
    From
    $206
  • Siesta Key Beach Home
     Country House
    Booking.com
    From
    $1,485
  • Key of Siesta
     Country House
    Booking.com
    From
    $175
  • Sienna Park Apartments
     Home/Apartment
    Booking.com
    From
    $110
  • Downtown Sarasota, Best Location For Your Vacation !!!
     Home/Apartment
    Booking.com
    From
    $160
  • The Casita Amarilla Beside the Ringling Museum and the Ca'D'Zan (John Ringling Home)
     Country House
    Booking.com
    From
    $225
  • Longboat Key 66 Condo
     Home/Apartment
    Booking.com
    From
    $238

Check prices for these upcoming dates

Siesta Key Vacation Rentals with a Pool

  • Sea Club I
    Good24br Home/Apartment
    Booking.com
    From
    $193
  • Siesta Key ~ Sarasota ~ Condo
    GoodHome/Apartment
    Airbnb
    From
    $223
  • Luxury Unit Steps From the Ocean in Siesta Key
    ExcellentHome/Apartment
    Airbnb
    From
    $314
  • 5mil to Beach!Pool!WiFi,SmartTv,Cable,3B/2BSleeps8
    Excellent3br Home/Apartment
    Airbnb
    From
    $534

Siesta Key Vacation Rentals with Wi-Fi

  • Siesta Suite at Moonbeam Manor
    Excellent2br Home/Apartment
    Airbnb
    From
    $152
  • Artsy In-law Apartment Minutes from Siesta Key!
    ExcellentHome/Apartment
    Airbnb
    From
    $124
  • Florida Charm, Boating Waterway, near Siesta Beach
    GoodHome/Apartment
    Airbnb
    From
    $239
  • Beautiful Waterfront Florida Home
    ExcellentHome/Apartment
    Airbnb
    From
    $153

Siesta Key Pet-Friendly Vacation Rentals

  • ENITRE HOME w/ community ramp 3 miles to Siesta
    Excellent3br Home/Apartment
    Airbnb
    From
    $266
  • PARADISE RETREAT ON SIESTA KEY
    Excellent4br Home/Apartment
    Airbnb
    From
    $472
  • Siesta Orchid
     2br Home/Apartment
    Airbnb
    From
    $195
  • Your own slice of paradise with only 2 minute walk to private beach on Siesta Key! - Siesta Key 09
     3br Home/Apartment
    Airbnb
    From
    $378

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.

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.

The Weather in Siesta Key

Rainy days
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
89° 44°
2
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Rainy days

This climate histogram shows you the weather patterns in Siesta Key. The warmest months in Siesta 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 Siesta 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

  • — 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
  • — I love that AllTheRooms has everything in one place when I need to find accommodations that fit my family. Plus it provides all the details I need to help me make the best choice. I often recommend AllTheRooms to friends and family visiting NYC and they agree that it’s a great. Such a time saver!

    Monica
    MonicaNYCTechMommy
  • — 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

Vacation Rentals in Siesta Key

At AllTheRooms.com we have rentals from all of the best providers - Airbnb, RedAwning, Priceline and many more. Siesta Key has 10,762 hotels, vacation rentals and other unique places to stay, with prices to suit careful travellers, luxury travelers and everything in between. For those traveling on a budget, the most economical place to stay in Siesta Key is available at $10 per night. A typical vacation rental in Siesta Key costs on average $363 per night.

If you would like to stay connected during your trip, then you can choose from over 2,270 accommodations in Siesta Key that have WiFi. 36 of our accommodations come with breakfast in the price. Fitness addicts can get a workout in during their stay by choosing from 478 accommodations that have gyms. If you're planning on getting to Siesta Key by car, be sure to choose from 2,146 accommodations that provide parking. We track 1,806 places to stay that have a pool or jacuzzi.

AllTheRooms has 349 pet-friendly places to stay in Siesta Key, so if you're traveling with your pet you won't have any problems.

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 1,861 places to stay from Airbnb, 367 accommodations from RedAwning and 33 places to stay from Priceline.

3,223 of the accommodations in Siesta Key have been reviewed and rated. 30% are rated excellent or good. You can instantly book any of 3,384 places to stay right now.

Destinations near Siesta Key

  • Kissimmee152,212 Properties
  • Davenport61,189 Properties
  • Panama City Beach35,175 Properties
  • Champions Gate23,957 Properties
  • Destin18,814 Properties
  • Orlando16,619 Properties
  • Fort Myers Beach14,388 Properties
  • Miramar Beach14,293 Properties
  • St. Augustine9,083 Properties
  • Hollywood9,040 Properties
  • Marco Island8,600 Properties
  • Holmes Beach8,389 Properties
  • Cape Coral8,299 Properties
  • Clermont7,954 Properties
  • New Smyrna Beach6,772 Properties
  • Sunny Isles Beach6,636 Properties
  • Sanibel6,605 Properties
  • Santa Rosa Beach6,495 Properties
  • Miami Beach6,171 Properties
  • Haines City6,015 Properties
  • Celebration5,737 Properties
  • Bradenton Beach5,391 Properties
  • Naples5,382 Properties
  • Daytona Beach4,810 Properties
  • Bonita Springs4,759 Properties
  • Miami4,716 Properties
  • Madeira Beach4,711 Properties
  • Key West4,530 Properties
  • Pompano Beach3,955 Properties
  • Pensacola Beach3,937 Properties
  • Bradenton3,693 Properties
  • Treasure Island3,686 Properties
  • Anna Maria3,676 Properties
  • Indian Shores3,611 Properties
  • Fort Walton Beach3,406 Properties
  • Fort Myers3,339 Properties
  • Sarasota3,331 Properties
  • St. Pete Beach3,124 Properties
  • Indian Rocks Beach3,111 Properties
  • Daytona Beach Shores3,053 Properties
  • Palm Coast3,046 Properties
  • Hallandale Beach2,971 Properties
  • St. Augustine Beach2,667 Properties
  • Tallahassee2,602 Properties
  • Tampa2,588 Properties
  • Fort Lauderdale2,332 Properties
  • Marathon2,281 Properties
  • Key Largo2,198 Properties
  • Cocoa Beach2,121 Properties
  • Longboat Key2,064 Properties
  • Captiva1,946 Properties
  • Gainesville1,880 Properties
  • Ormond Beach1,861 Properties
  • Pensacola1,825 Properties
  • Englewood1,779 Properties
  • Venice1,746 Properties
  • Placida1,703 Properties
  • The Villages1,701 Properties
  • Clearwater Beach1,648 Properties
  • Islamorada1,635 Properties
  • Delray Beach1,632 Properties
  • North Bay Village1,587 Properties
  • Lake Buena Vista1,577 Properties
  • Fort Pierce1,576 Properties
  • Key Colony Beach1,548 Properties
  • Clearwater1,514 Properties
  • St. George Island1,490 Properties
  • Oakland Park1,469 Properties
  • Fernandina Beach1,399 Properties
  • Wilton Manors1,375 Properties
  • Dania Beach1,372 Properties
  • Deerfield Beach1,356 Properties
  • Cape Canaveral1,309 Properties
  • West Palm Beach1,254 Properties
  • Lake Worth1,240 Properties
  • Tavernier1,221 Properties
  • Dunedin1,177 Properties
  • Vero Beach1,161 Properties
  • Boca Raton1,152 Properties
  • Bay Lake1,131 Properties
  • Rotonda West1,122 Properties
  • Jacksonville1,082 Properties
  • Redington Shores1,056 Properties
  • Weston1,018 Properties
  • Port Charlotte1,010 Properties
  • Ponte Vedra Beach1,001 Properties
  • Winter Garden967 Properties
  • Port St. Joe966 Properties
  • Jensen Beach955 Properties
  • Surfside948 Properties
  • Mexico Beach894 Properties
  • Edgewater864 Properties
  • Coral Gables839 Properties
  • Lauderdale-by-the-Sea839 Properties
  • Stuart832 Properties
  • Port St. Lucie820 Properties
  • Punta Gorda816 Properties
  • North Captiva815 Properties
  • Boca Grande813 Properties
  • Navarre802 Properties
  • Doral772 Properties
  • Panama City757 Properties
  • Ocala743 Properties
  • Aventura736 Properties
  • Estero733 Properties
  • Lakeland714 Properties
  • Jupiter665 Properties
  • Flagler Beach664 Properties
  • Ruskin663 Properties
  • Inverness661 Properties
  • Gulfport651 Properties
  • Melbourne645 Properties
  • Palm Beach Gardens644 Properties
  • Nokomis635 Properties
  • Matlacha635 Properties
  • Port Orange634 Properties
  • Palm Beach629 Properties
  • Largo629 Properties
  • Palm Beach Shores627 Properties
  • North Redington Beach620 Properties
  • St. Petersburg602 Properties
  • Orange Park592 Properties
  • Boynton Beach590 Properties
  • Miramar585 Properties
  • Hudson581 Properties
  • Temple Terrace568 Properties
  • Plantation567 Properties
  • Miami Springs551 Properties
  • Winter Haven533 Properties
  • Crystal River533 Properties
  • New Port Richey530 Properties
  • Wellington513 Properties
  • Spring Hill512 Properties
  • Sunrise492 Properties
  • Winter Park491 Properties
  • Redington Beach474 Properties
  • Palm Harbor466 Properties
  • Sebastian465 Properties
  • Brandon464 Properties
  • Altamonte Springs459 Properties
  • North Fort Myers457 Properties
  • North Port448 Properties
  • Sebring447 Properties
  • Singer Island439 Properties
  • Key Biscayne436 Properties
  • Homosassa434 Properties
  • Belleair Beach432 Properties
  • Pembroke Pines421 Properties
  • Mount Dora419 Properties
  • Wesley Chapel408 Properties
  • Tarpon Springs382 Properties
  • Davie370 Properties
  • Lake Placid366 Properties
  • Melbourne Beach366 Properties
  • Ponce Inlet360 Properties
  • Titusville360 Properties
  • Palm Bay350 Properties
  • Lutz347 Properties
  • Lehigh Acres339 Properties
  • North Miami335 Properties
  • Seminole334 Properties
  • Lake Mary334 Properties
  • Sanford333 Properties
  • Lady Lake331 Properties
  • Indialantic326 Properties
  • Lake City317 Properties
  • Bokeelia314 Properties
  • Riviera Beach305 Properties
  • Gulf Breeze304 Properties
  • Satellite Beach298 Properties
  • Steinhatchee293 Properties
  • Bal Harbour289 Properties
  • Jacksonville Beach289 Properties
  • Port Richey284 Properties
  • Cocoa278 Properties
  • Lantana275 Properties
  • Miami Shores271 Properties
  • Homestead268 Properties
  • Coral Springs264 Properties
  • Okeechobee254 Properties
  • Apopka249 Properties
  • Lake Wales239 Properties
  • Merritt Island235 Properties
  • Port Saint Lucie234 Properties
  • Big Pine Key228 Properties
  • Juno Beach227 Properties
  • Highland Beach225 Properties
  • Florida City217 Properties
  • Brooksville202 Properties
  • DeLand188 Properties
  • Duck Key187 Properties
  • Cedar Key182 Properties
  • Niceville178 Properties
  • Dunnellon172 Properties
  • Leesburg167 Properties
  • Neptune Beach147 Properties
  • Ocoee145 Properties
  • Wildwood135 Properties
  • Carrabelle127 Properties
  • Apalachicola109 Properties
  • Atlantic Beach101 Properties
  • North Miami Beach100 Properties
  • Miami Gardens88 Properties
  • Land O' Lakes67 Properties
  • Ellenton44 Properties