Islamorada is an incorporated village situated in Monroe, Florida. The name is of Spanish origin and it literally means “Island Home.” Although there are times that it is also called “Purple Isle.” It boasts having beautiful and awe-inspiring coral reefs that will surely leave any visitor’s mouth agape. Having numerous islands composing the whole village, it does not lack any food that comes from the seas. Visitors may rent a boat to partake in fishing activities as well as indulge in the delectable and sumptuous feasts that the sea offers. But if you want a quiet and secluded vacation, keep reading and book one of the best Vrbo vacation rentals in Islamorada, Florida.
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on April 07, 2024.
1. Luxurious apartment with ocean views (from USD 239)
Are you looking forward to a luxurious vacation by the ocean? Then you’ll love this gorgeous apartment for rent near Islamorada. The unit offers spectacular views of the ocean, which you can enjoy from the balcony.
The kitchen has all the essentials you’ll need to cook lavish meals. Enjoy the taste of home-cooked food as you relish the view from the glass doors in the dining area. Lay back on the living room couch after a hearty meal or go for a dip in the pool. The property also has exercise equipment, perfect for fitness enthusiasts who are hesitant about fully letting go on the holidays.
2. Quaint cottage on the beach (from USD 225)
This place to rent in Islamorada, Florida, is ideal for small families looking forward to a summer vacation by the beach. Enjoy the spectacular sea views as you rest on the sun loungers and enjoy getting a tan on the beach. Spend quality time with your loved ones as you enjoy delicious meals cooked in the fully equipped kitchen. On lazy days, spend the afternoons relaxing on the living room couch as you scroll through your socials with the high-speed internet available.
To have fun, book nearby water activities, such as snorkeling, swimming, and kayaking. Or, you can go out and explore all the must-try eateries around this neighborhood.
Top guest reviews
Amenities & Room:
Downstairs is one bedroom upstairspretty much anything you needHaving a large truck also made it difficult to back boat to slip due to one palm tree which is in line with boat slipThere is a full size kitchen and a washer/dryerbut is was our own private paradiseCleanliness:
Everything was clean and well maintainedThe property was very clean spacious and provided everything we needed for our relaxing vacationLoved our stay so clean and well keptWas newly renovated clean and smelled amazingThe view and location was awesome and secure The property provide a large boat dock and slip which we were excited aboutHost:
Carmen was awesome to work with Always very quick to respond to any questionsThey answered all our questions very quickThey are the absolute best genuine people we have met :)We spoke with Carmen and the neighbors both very nice and welcoming's since she also has a boat rampRead more reviewsLocation:
it has everything you need and in a great locationIslamorada is a beautiful area with delicious restaurants and lots of shopsThe owners Carmen and Pablo are very nice peopleWe're in the keys 3 to 4 times a year and this place has become our first pickThe location is perfect Easy access to the marinas for fishing charters and other attractions Carmen and Pablo
3. Condominium unit with ocean views (from USD 219)
This condo for rent in Islamorada takes pride in its oceanfront location. It has a bright and breezy atmosphere and it also has panoramic views of the ocean. It is only minutes away from multiple places; Old Tavernier Restaurant, the PADI-certified Florida Keys Dive Center, Theater of the Sea, the quaint Wild Bird Center, and much more. Those who do not enjoy traveling around may indulge in the comforts of the unit with a high-speed WiFi router, high-definition television, Bluetooth speakers, and the condominium’s very own swimming pool.
Top guest reviews
Amenities & Room:
Bed was very comfortable plenty of towels in bathroom pool at condo isThe beds provided excellent sleep and sweet dreamsThe pool is immaculate and the charcoal grills on the beach were greatEverything was pretty much as advertisedbut both have features (en suite bathroom in one; big sliding door to balcony in the other)Cleanliness:
It was very clean and brightVery nicely furnished and very cleanThe owners also had plenty of informational notebooks and pamphlets to assist with "Things-to-Do" and/orThe unit is very clean and well appointed and Donna is a pleasure to work withThe condo itself is extremely clean very comfortable and boyHost:
She returned all emails and text messages very quickly and answered all questionsWe had great communication with the ownerthat make them balance outHopefully she will have us back in the futureWe met several really nice people at the poolRead more reviewsLocation:
Perfect location for a quiet getaway Off the main highway just enoughThe location was just perfect alsoMany restaurants and shops Overall wonderfulIt's a great location/walk along long white sugary sandy beaches
4. Child-friendly property in front of the ocean (from USD 150)
This two-bedroom property can hold up to four individuals, making it the perfect Vrbo rental for families in Islamorada. It is close enough to the ocean that guests may enjoy various water sports and satisfy their inner surf dudes. Workout maniacs would love the place as it has a state-of-the-art workout gym.
In addition, it has a sauna that can help relieve the muscles after a long and strenuous workout. Guests are also free to bring their boat or even rent one as the place has a free dockage for such.
Top guest reviews
Amenities & Room:
Although the unit is not the best location in terms of the water it is fineHost:
Great condo Close to pool ocean and boat slipall Pat as well as her family were very quick to help with anything that came up or answer any questions that we hadWe took so many excursions even a garden tour and still have lots left for next yearPat left us was invaluableWe rented our condo for February to avoid winter We wanted to be on the ocean with swimming pool and hot tub with beautiful gounds and a gate for safetyRead more reviewsLocation:
Five star condo property in Islamoradait stays cool Unit itself is like a well loved family cottage that has everything neededAs it does not get afternoon sun
5. Newly renovated villa by the bay (from USD 325)
This renovated villa has two bedrooms which can accommodate up to six individuals. It has a fully equipped kitchen, a full-size washing machine and dryer, a cable television, and a dining room. What’s better is that it is only 30 feet (9 m) away from the water. That means that the guests may enjoy the cool sea breeze while contemplating about life. In the evening, guests will be greeted with the mesmerizing view of the Everglades and the golden crown of the sunset. At night, they may enjoy cooking and feasting on grilled delicacies as the property has an enclosed patio with an outdoor grill and dining.
Top guest reviews
Amenities & Room:
The boat basin is perfectSunset Happy Hour is a never miss for meThe other renters were fun to be withThe Bayview Villa is everything you will need in the KeysNot only are the accommodations outstandingCleanliness:
The views are amazing and the villa is updated and cleanHost:
Mr Mitchell was a great hostMarina super convenient for those with boatsWe met some fantastic people and of course the fishing was awesome and let me not forget to mention the fresh key limes for my pies Looking forward to the same time next yearWe can't wait for next yearand it's also well prepared for those who like to fish or have a boatRead more reviewsLocation:
Tackle is also within walking distanceThank you Bob and Pyllis for another great timeYou are secluded from the busy world and it is the perfect place to de-stressWe had a manatee swim up to the dock for a drink of fresh water--a great surpriseBut why would anyone want to leave this adorable house and patio????
6. Private villa facing the Everglades (from USD 275)
This two-bedroom villa can house up to four people. Located in the lush tropical hammock in a quiet residential area, visitors are sure to have a peaceful, quiet, and relaxing vacation. Only approximately 50 feet (15 m) away from the water, watching the waves crash onto each other can be a good way to pass time. It also has its own wading beach and marina, complete with night lights, power, and water. Entertainment includes cable television, a VCR, and a fully equipped kitchen.
Top guest reviews
Amenities & Room:
The villa is very comfortable and had all the amenities of homebut it was very comfortableThe landscaping was immaculate and the other visitors on the property were all so niceThat was a game changer for us to be able to turn the key and goYou can fish off the pierCleanliness:
It is kept very clean andThe villa was very clean and updatedThe house was "cozy" for a family of 4 full grown peopleThe 1 bedroom villa was clean and spacious and very comfortableHost:
hammer head sharks sea horsesMr Mitchell was a wonderful hostThe hosts were very gracious and always available for any questions Thanks for a nice stayThe property well taken care ofThe marina was nice calm easyRead more reviewsLocation:
There are so many restaurants and stores within walking distance or more less than a 5 minute drive awayThis home is in a great location and just steps from the waterIn 35 minutes we were at K-Mart in Key Largo and 15-20 minutes to Win-Dixie in Tavenier (which I found to be cheaper than Publix and maybe better stocked )The location of the villa in Islamorada is amazing you can walk to numerous shops bars and restaurants We loved being able to moor our boat in the marina and enjoyed many peaceful afternoons rela...This vacation was by far the best
7. Tropical property near the ocean
Situated near the ocean, this tropical bungalow gives off the feeling and atmosphere of being disconnected from the toxicity of life. Despite that, it is near luxurious restaurants, pubs, marinas, and shopping centers. It is only two blocks away from the ocean where guests may enjoy fishing, boating, kayaking, and other water activities.
49.95 km (31.1 mi) from Everglades National ParkAccommodates: 4
Minimum Nights: 7
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
It was very nicely equipped with a functional kitchen and modern bathroom with showerIt was wonderful and had everything we needed includedThe unit itself was also smaller than we were expectingyou wont be sorryupdated and pool was nice Home can be a little noisey at night because of the highwayCleanliness:
well decorated and up to date) and perfectly appointed; towels linensOur bungalow was we clean and had everything we neededIt was very clean and comfortableI loved the simplistic beachy feel of the cottage and found the place to be clean and well equippedHost:
We like having personal recommendations to guide us while on vacation" The owner Caitlin was very attentive to any questions we had with speedy responsesgreat clean new fun great poolso we checked out many of the places suggested in the welcome packetAll info regarding the home was honest and accurate Couldn't ask for better weather which always helps a reviewRead more reviewsLocation:
Outdoor activities and restaurants are close byand we enjoyed it several timesThe bottle of Prosecco was a nice surpriseMy family enjoyed the activities snorkeling parasailingThe location is very close to all restaurants food stores and fun places to visit Recommend you visit Founders Park
The village of islands
Islamorada is quite famous as the sport-fishing capital of the world and welcomes guests to stay at an all-inclusive resort nearby. Unsurprisingly, the village is the place to be for people who love the ocean or enjoy playing around in the water.
Consisting of various islands and bays, this destination is just perfect for all kinds of tourists- both casual goers and hardcore ocean lovers. If you’re planning to visit and looking for where to stay in Islamorada, be sure to keep this list handy!
Frequently asked questions about the best Vrbo vacation rentals in Islamorada, Florida
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