Islamorada takes pride as the sport fishing capital of the world, thanks to its close proximity to the Atlantic Ocean. The beautiful village lies between the high-profile Miami and Key West, which means that guests who flock here throughout the year get to have an unrivaled diversity of fishing opportunities. Tourists from each corner of the world visit this village to have fun while swimming, fishing, and scuba diving in the turquoise waters. Visit Theater of the Sea and enjoy a wonderful experience admiring sea life. You can stay in some hotels in the city or all-inclusive resorts near Islamorada. If you’re planning to visit the east coast for a beach retreat, then check out this list of the best beachfront rentals in Islamorada, Florida.
We handpicked these listings carefully, considering (wherever possible) host status, recent guest reviews, accommodation type, prices, availability of dates, decor, and location with easy access to beach. The image galleries get refreshed with the latest updates regularly. They were last updated on March 13, 2023.
1. Tipsy Turtle (from USD 391)
Known as Tipsy Turtle, this cozy home has two beautifully appointed bedrooms that can sleep up to six people. Located just a stone’s throw away from the private beach, the home has four balconies, where you can enjoy a glass of wine with the ocean vista and soak in the essence of Islamorada.
When dinner beckons, you can either cook on site in the fully functional kitchen, or head to the oceanfront restaurants, which are just a five-minute walk away. It also features a plush living area with a TV, a wonderful dining room, and guests have access to the community pool with views of the Atlantic Ocean.
Top guest reviews
Amenities & Room:
we knew the beach was not ideal but didn’t realize how perfect the pool wasthe pool area is great for both adults and kidsCleanliness:
the house was very clean and the beds were comfortablebeautiful immaculately clean home in a convenient locationHost:
the owner is an excellent communicator and responded quickly to our questionsowner cared that we were happy in our staythe owner was so helpful with supplying information about the area as well as answering our questionsowner very good with communicationour host scott was extremely accessible and anxious to help make our stay comfortable and worry-freeRead more reviewsLocation:
great location near marina and poolscott's place located in angler's reef was the perfect location very homey for our familygreat location and great home
2. Sunrise Haven (from USD 500)
This elegant condo, within a resort, is an ideal space for a family or group of six people. Once you’ve explored the condo, which comes with three bedrooms, a full kitchen, a spacious living room and a great room with a HDTV, stereo system and a wet bar, turn your attention outside. All the rooms of this condo have a balcony and large windows boasting stunning views of the ocean or pool.
Guests have access to the community pool, a hot tub and a pristine beach, which are mere moments away. Stand-up paddle boards and kayaks are available for guests’ use. Several restaurants, arts district, and the marina are easily accessible from here. Feel free to come with your furry friend as the condo welcomes up to 2 dogs less than 23 kg (50 lbs).
Top guest reviews
Amenities & Room:
loved the pool (although the water temperature was way too warm) and easy access to everythingpool and hot tub were warm and beautifulCleanliness:
nice experience clean and all facilities worked wellthe condo was clean and well equipped and pool was great for our kidsHost:
steven is an excellent communicator and an extremely kind landlordthe property manager jeff was very responsivethe owners were very responsive and a pleasure to work withjeff the owners son was really nice and pleasant to work withowners communicated well throughout the booking process and were even available during our stay with any help neededRead more reviewsLocation:
a terrific location and great propertysuper convenient location to dining and shopping and several marinas with chartersthe location is close to lots of good restaurantsthis is a great place to stay
3. Bay Villa 8 (from USD 772)
Few villas feel as instantly impressive as this. Upon walking through this spacious, three-bedroom villa, the first thing that hits you is its minimal aesthetics. Painted in all-white and complete with elegant furnishings, this villa can fit up to six people. Take advantage of the gourmet kitchen to prepare sumptuous meals for your family.
It has keyless entry and exit, which allows you to easily access the house. Soak in the spectacular views of the waterfront and the golden sunsets from the private balcony. The property provides amazing amenities such as a swimming pool, free Wi-Fi, and a dock. A beautiful beach is right at your doorstep.
Top guest reviews
Cleanliness:
the property was very cleanthe property is beautiful and the house was impeccably cleanwe loved our villa - clean simple comfortable and spaciousboth the grounds and the townhome are clean and beautifully maintainedother than that the house was extremely clean and as expected thank you for making our stay memorableRead more reviewsLocation:
close to great restaurants and grocery storeslocation is walking distances shops great restaurants and marinasgreat islamorada location with plenty of restaurants nearbylittle basin villas in islamorada was the perfect location to explore the keysi highly recommend the accommodations and location
4. Two-bedroom home with a heated pool (from USD 363)
With a maximum occupancy of up to six guests, this home is ideal for a family getaway. The rental is situated a few steps away from a private beach, where you can go for leisure walks. Take advantage of this location to bring your kayak or boat for a wonderful adventure. Here, you will have plenty of entertainment, thanks to the three large flat-screen TVs in the house. The home has high-speed Wi-Fi, and a heated pool to relax in.
Top guest reviews
Amenities & Room:
we enjoyed many sunrises at the beach and early morning swims in the heated poolCleanliness:
unit was clean and everything functioned well ethe community is beautifully landscaped and the home is impeccably clean and comfortableHost:
host was easy to reach and answered any questions we hadeveryone was lovely welcoming and hospitablethe owner is very nice and helpfulowner is very easy to contact and answers back quicklyowner was very quick to respond and helpfulRead more reviewsLocation:
this place is in an amazing locationloved the property access to pool and beach were very close
5. Oceanfront house with a private dock (from USD 630)
This house boasts an amazing, resort-style swimming pool that offers sweeping views of the ocean. The pool area is furnished with furniture, where you can relax and dine al fresco. The compound has a private dock, where you can go fishing, and palm-shaded hammocks, where you can relax and admire the rolling ocean waves.
If you feel like going for a romantic stroll, head to the beach and dip your toes in the white sand. Take advantage of the beach bikes to explore the area.
Top guest reviews
Amenities & Room:
the wifi was nice plus as well-living room had ample seating for our family and stayed very cool with a/c and fanshaving the chairs picnic table umbrella and even kayaks right there for our use was absolutely perfectplenty of fans were provided to help keep those rooms coolerthe views from the immaculate clean pool was amazingCleanliness:
house was clean however there were a few things that needed maintenancewe had a wonderful time the house is clean and well keptvery clean and the owners are great to deal withthe property is clean and in a peaceful locationHost:
alex the owner was greatowner is super nice and responsivelots of memories made :) owner was extremely easy going & so accommodatingalex the owner is responsive to any questions you may have and is super kindi contacted the owner so hopefully these items will be fixed for the next guestsRead more reviewsLocation:
location was perfect for usthe property and location was inviting and relaxingclose to many great restaurants and activitiesthe property is conveniently located near shops restaurants grocery stores and activities like boating and watersportshouse was great property and location are great for exploring the keys
6. Gorgeous abode with two beaches (from USD 325)
Marvel at the red-hued sunsets while chilling on the balcony while sipping your favorite wine. Nestled in the welcoming community of Anglers Reef, this house has two nicely decorated bedrooms and three bathrooms. From here, guests can walk to the nearby local bars, restaurants, and Snake Creek Marina.
Guests will enjoy access to the two beaches — North beach which is a short stroll away, and South beach, which has a kayak for those who want to explore the waters. There’s also a resort-style pool that invites you in for a relaxing dip.
Top guest reviews
Amenities & Room:
the complex is right on the water with a gorgeous view from the poolbeautiful residence fully stocked to make everyone comfortable & enjoy their vacation timeperfect for 2 couples traveling together as both rooms were almost the same with their own private bathroomsthe pool and beach areas and the community as a whole is beautiful quaint and pristineCleanliness:
house is very clean and had everything we could needthe house was as extremely clean and we felt comfortable immediatelythe inside of the house was clean and freshvery clean and well stocked condo with boat well only 100 feet awayloved everything about this home very clean well stocked and had everything we could possibly needHost:
craig was a great owner to work withcraig was a great host to usthe owners were extremely friendly and helpful throughout our stayowner very helpful and responsivecraig the owner was so helpful and very responsiveRead more reviewsLocation:
the location is great very close to restaurants and family activitiesloved the house and locationthe location was fantastic steps away from the pool and the private beach areagreat location to islamorada restaurants charter boats sand bar and local stores and galleriesthe location is ideal since it was quiet and not overcrowded
7. Two-bedroom condo with a balcony (from USD 219)
Looking for a place that’s close to the beach where you can stay for a week? Check out this idyllic rental nestled in a lush forest, just a short walk from the beach. Its balcony offers striking views of the vast turquoise waters. While here, take advantage of the free wireless internet connectivity to update your socials and to connect with your family back home. The property has a lovely beach surrounded by lounge chairs and palm-thatched shades.
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
8. Beachfront home for eight (from USD 400)
This peaceful, beachfront home offers you the opportunity to spend your evenings on the beach with your four-legged friend. It’s pet-friendly, and located right in front of a sandy beach. The house is furnished with a 60-inch smart TV in the living room and a 40-inch smart TV in each bedroom. Furthermore, you’ll get to enjoy breathtaking ocean views from every angle of the house. The house has free Wi-Fi and air conditioning as well.
Top guest reviews
Cleanliness:
we arrived to find the home very very clean and everything as advertisedthe place was very beautiful neat and cleanextremely clean property with a great upstairs porch viewthis house is amazingly clean with beautiful viewsHost:
the owners were very friendly and helpfulowners were completely excellent to work withcarmen and pablo are extremely helpful and make you feel right at home from the moment you arrivethe owner was a pleasure to deal with and let us check in earlywe had the pleasure of meeting the owners and they were fabulousRead more reviewsLocation:
great location with restaurants in walking distanceincredibly quiet easy to walk to restaurantsthere are great restaurants and shops all within walking distance from this propertygreat location this house has everything you need for a relaxing vacation we would definitely come back againwe found islamorada to be a great location with restaurants and fun places to explore
9. Southern Diversion (from USD 1499)
The first thing you notice when you arrive at this estate is the lush façade lined with beautiful palm trees and a well-manicured pavement leading to the house. Relax on the enclosed balcony and enjoy 180-degree views of the Atlantic Ocean.
The house is situated on a beautiful beach equipped with lounge chairs, where you can relax and watch the sun go down. Between the beach and the house, there’s a nice pool area for unwinding. The home is suitable to sleep up to 16 guests.
Top guest reviews
Amenities & Room:
towels - everything you will need for outsideOur family came here to celebrate our parents 40th wedding anniversary and it was amazingThe house had plenty of room for all our extended family including a bunch of young kiddosThe bunk room was perfect for all the cousins to sleep inThe property was just beautiful - from the tree lined drive up to the front of the home to the postcard-like views of the ocean out backCleanliness:
The house was exactly as describedThe pool was lovely as were the views from this spacious propertyThe four bathrooms were greatthe house is very well appointed clean large and roomyWe were able to accommodate approximately fifty guests caterers a bandHost:
The caretaker John was very helpfulThey could use some more pool towels Owner not the easiest to work withthe groundskeeper was super-helpful and available whenever we needed himwell-kept responsive owner to questions and requests and a great conciergeI P experience and was very helpful in explaining the dock lift channel to bring our boat inRead more reviewsLocation:
Conveniently located to good restaurantsThe house is in the perfect location being close to restaurants and activitiesThe dock was a perfect This area of the island has plenty of restaurants activities bars and shoppingThis property is directly across the street from an amazing spaVery close to great dining and convenient to shopping and the tackle shop We will definitely return for another stay but longer
10. Modern home with a private beach
Surrounded by beautiful lush trees, this is a spacious apartment that comes with modern interior and chic furnishings. With two bedrooms and two bathrooms, it can comfortably accommodate a maximum of six travelers. From its balcony, you can catch spectacular sunsets and hear the sound of rolling waves crashing against the shore.
The property sits on the white sands of the beach and offers beach facilities such as chairs, beach umbrellas, and towels. For entertainment, there’s a cable TV loaded with free Netflix and premium channels.
Islamorada, FL, USAccommodates: 6
Minimum Nights: 28
Refund Policy : 100% refund if you cancel at least 30 days before check-in.
Top guest reviews
Amenities & Room:
the washer dryer room in the bedroom was excellent and very convenient especially the speed washCleanliness:
house smelled very clean when we first walked inhouse is clean and well-maintainedthe house was clean and well stockedsuper clean and convenient to everythinghome is very clean and very well stocked with towels toiletries etcRead more reviewsLocation:
excellent walking path across the street from housethe location of this house was amazing- private beach was a fabulous perkluckily our friends house up the street had a poolnice clean and well maintained beach home property location was ideal for many activities to do in the area
Explore the "Village of Islands"
Islamorada is known as the sport fishing capital of the world and it’s for a good reason. It’s a destination that’s blessed with a plethora of dazzling beaches and luxury oceanfront rentals. While in this charming village, book one of the above beachfront rentals and indulge in exciting beach activities.
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