AllTheRooms.

Islamorada Condos & Vacation Rentals

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

Check prices for these upcoming dates

Islamorada Travel Guide

Known for its beautiful beaches, vibrant coral reefs, and colorful marine life, Islamorada is a pleasant coastal village that encompasses six of the Florida keys. It has plenty to offer visitors to Florida.

Things to Do in Islamorada

As a coastal village, of course one of the best things to do in Islamorada is to relax on one of the numerous beaches in the area. Anne’s Beach is a picturesque spot perfect for relaxation and popular for kitesurfers. Nearby, the Theater of the Sea allows visitors to witness and interact with marine life, including dolphins and manatees.

Best Time to Visit Islamorada

The spring months of March to May are the best time to visit Islamorada in order to experience hot weather without the humidity of the summer.

A Local's Guide to Islamorada Vacation Rentals

Islamorada is truly paradise. More commonly known as Islamorada village, the group of islands in the sunny Florida Keys that are known as the sport fishing capital of the world. The tranquil Islamorada Village is comprised of a group of tropical islands spanning eighteen miles off the southern tip of Florida.

Vacation Homes

Travelers renting a vacation home in Islamorada, FL can enjoy the community’s tennis courts and will feel the warm welcome of the islands up-scale small town atmosphere. While in Islamorada, vacationers can rent a boat or hire a guide for a one of a kind, world class fishing, diving, or snorkeling experience.

See & Do

A perfect day in Islamorada begins with coffee in your vacation rental, while enjoying a stunning ocean view. Then head to the beach to relax, head out to fish, or explore Windley Key Fossil Reef Geological State Park, where visitors will learn the history of the region and explore unique fossilized coral reefs. Experience marine life first-hand at Islamorada’s Theater of the Sea, where guests can swim with Sea Lions. End the day with the Islamorada. treasured seafood.

Food

Superb Seafood is the hallmark of the Islamorada food scene. Enjoy your own fresh catch, or head to one of the excellent eateries to enjoy all the islands have to offer.

Condos in Islamorada

The colorful city of Islamorada, known as the sport-fishing capital of the world, is surrounded by beautiful beaches, encompassing six of the Florida Keys, including the beautiful Plantation Key and Windley Key. Although the biggest draws to the area are the stunning coast, condo rentals, and many coral reefs, people also come looking for an Islamorada condo rental due to the many things to do and see in the area.

Windley Key Fossil Reef Geological State Park offers plenty of outside adventure, and the History of Diving Museum gives a good insight into the world below the waves. If that’s not enough, Bud N’ Mary’s is a world-famous fishing marina, while visitors can even swim with dolphins at the Theatre of the Sea.

Vacation homes in town are especially impressive, partly because the majority come with stunning panoramic views of the ocean and beyond. Oceanfront vacation rentals are plentiful, and many come with a swimming pool, full kitchens, and a washer dryer. No matter your party size, there will be rentals in Islamorada perfect for your needs, be it a 1 bedroom 1 bathroom home, or something much bigger. Waterfront homes with ocean views are also not uncommon in the Florida Bay area.

More+

Price and Availability in Islamorada

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

The Weather in Islamorada

Rainy days
91° 71°
3
85° 56°
8
86° 59°
1
80° 55°
1
84° 54°
1
87° 60°
0
89° 63°
1
91° 72°
0
92° 72°
4
92° 72°
6
93° 71°
5
92° 73°
5
Oct
Nov
Dec
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Rainy days

This climate histogram shows you the weather patterns in Islamorada. The warmest months in Islamorada are May and April, when temperatures reach 93 ˚F. The coolest month is November, when temperatures drop to 54 ˚F. The wettest month in Islamorada is February with 7.9 inches of rain, while the driest month is October with 0.39 inches of rain.

More+

What Expert Travelers Think

  • — Packed full of information, from the best time of year to visit (I love NYC in Spring) to top tips from locals, All The Rooms provides the best accommodation, whether you are looking to enjoy your first time visit to New York or want to experience a new location

    Jaz
    JazThe Life of a Social Butterfly
    The Life of a Social Butterfly

  • — 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

  • — I love AllTheRooms because it enables me to compare a range of providers in just one search. I'd normally spend time checking prices across a range of platforms by visiting different websites one-by-one, so this helps me to save time on my accommodation searches while planning my upcoming trips

    Kacie Morgan
    Kacie MorganThe Rare Welsh Bit
    The Rare Welsh Bit

Vacation Rentals in Islamorada

Browse places to stay from all your favorite providers including Airbnb, Priceline, RedAwning and many more at AllTheRooms.com. AllTheRooms has 1,482 rentals, hotels and other great places to stay during your time in Islamorada, with everything from budget hostels and homestays to luxury Airbnbs and hotels. In general, a place to stay in Islamorada will cost you $696 per night.

Those needing to get some work done during their trip to Islamorada can pick from 330 places to stay that have WiFi. 31 places to stay include a breakfast. You can maintain your workout regime by staying at one of 29 accommodations that provide gym facilities. If you're planning on arriving in Islamorada by car, be sure to choose from 336 accommodations that provide parking. 200 vacation rentals have a a pool or jacuzzi

Those traveling with a cat, dog or some other animal can stay in any of 108 accommodations that are designated as pet-friendly.

In Islamorada AllTheRooms currently compares hotels, vacation rentals, hostels from more than 5 providers, including 326 places to stay from Airbnb, 3 accommodations from Priceline and 3 places to stay from RedAwning.

640 accommodations in Islamorada have been reviewed; 39% are rated excellent or good. 374 places to stay in are instantly bookable.

More+

Destinations near Islamorada

  • 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
  • Longboat Key1,906 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
  • 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
  • North Captiva643 Properties
  • Doral643 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
  • Jupiter549 Properties
  • Palm Beach549 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
  • Key Biscayne408 Properties
  • Redington Beach408 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
  • Jacksonville Beach265 Properties
  • Port Richey265 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
  • Neptune Beach132 Properties
  • Wildwood132 Properties
  • Carrabelle128 Properties
  • Ocoee125 Properties
  • Apalachicola101 Properties
  • Atlantic Beach92 Properties
  • North Miami Beach90 Properties
  • Miami Gardens82 Properties
  • Land O' Lakes71 Properties
  • Ellenton40 Properties