Townhouse holiday rentals in Islamorada

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Popular amenities for Islamorada townhouses

Family-Friendly townhouses

Guest favourite
Townhouse in Marathon
4.95 out of 5 average rating, 81 reviews

Life in Paradise in #1 Resort - Coral Lagoon

CameronRating, 5 stars2 months ago
We are glad we stayed here and would definitely stay again. The house was spacious, clean, and in good shape. Our kids loved the twin beds and they also loved the pool which was clean and warm. The outdoor seating areas were a nice touch, and the house was well appointed. I was a little disappointed to learn I could not use the dock in front of the place (due to maintenance), but the marina staff was very friendly and made the courtesy dock available to us for the boat we rented nearby. Would definitely recommend for small families.
Top Guest favourite
Townhouse in Islamorada
4.98 out of 5 average rating, 81 reviews

Bayside Townhome in Islamorada with Boat Slip

SteveRating, 5 stars2 months ago
Claire had an emergency which caused her to forget to contact house cleaning but she was awesome to work with and went over and above to make it right when we told her of the problem. You won’t find a more beautiful private place to stay. Location is as good as it gets. Claire was a great host and we really appreciated it.
Guest favourite
Townhouse in Key Largo
4.94 out of 5 average rating, 154 reviews

Your island home away from home!

MannyRating, 5 stars1 month ago
Lucia’s place is exactly as described. Beautiful location in one of the most beautiful areas of the country. I highly recommend walking down to the marina and taking a siesta under one of the cabanas facing the bay. The other thing I appreciated about Lucia’s place was the simplicity of the close out. An excellent choice I highly recommend to all.
Superhost
Townhouse in Marathon
4.84 out of 5 average rating, 57 reviews

(#1)Beautiful 4 Bed 3 Bath Pool Home w Free Dock

NicoleRating, 5 stars2 months ago
Jack and Susan are wonderful hosts! Their home is beautiful. It felt like home and the small, private beach area was so peaceful. Susan gave great recommendations on places to eat and things to do and was always responsive to all questions I had. Would definitely stay again!
Superhost
Townhouse in Key Largo
4.87 out of 5 average rating, 60 reviews

Family Key Largo Townhome for Fun Sun & Relaxation

DeannaRating, 5 stars3 months ago
Our group of 8 stayed Feb 2025. The home is nicely decorated, clean, and Jose supplied a starter set of toiletries for the shower, hand soap, toilet paper, paper towels, dishwashing liquid, dishwasher pods, some coffee pods, and spices for cooking. They supplied large beach towels for the pool, a small cooler, and noodles. The oasis pool and hot tub were awesome. Don’t miss the second pool by the marina that is heated and a hot tub grotto which was perfect in the evenings. 2 pools, 2 hot tubs, you just can’t beat it! This townhome is located near many restaurants and fun places for activities. You enter the home from the first floor but second floor is the main living area with full kitchen, living room, and nice balcony. Two bedrooms are on the third floor so lots of stairs but worth the trip. First floor has a private king bedroom with a pull out couch in the living area and a small kitchen. Laundry room is in a storage area outside next to the front door. We loved our stay and Jose!
Guest favourite
Townhouse in Key Largo
4.9 out of 5 average rating, 68 reviews

Marina/bay view townhome-great place at Moon Bay

PollyRating, 5 stars5 months ago
Dean’s condo was exactly as pictured. The complex was beautiful and very well maintained. We loved having a few restaurants to walk to as well. Can’t wait to come back.
Townhouse in Marathon
4.67 out of 5 average rating, 15 reviews

Waterfront Home - Incredible View, 37' Dock, Kayak

JanetRating, 5 stars27 months ago
Great place to take your boat & 1st time in Marathon. Make sure you take all spices with you, there was nothing in cabinets. Location was great for us a little air traffic, but not a deal breaker. Thank you Joe for your quick responses we appreciated it.
Superhost
Townhouse in Marathon
4.66 out of 5 average rating, 38 reviews

Manatee Quay-I Canal waterfront,access BEACH club!

ArnieRating, 5 stars5 months ago
Very beautiful place, quiet, so many things to do in such a short time. Loved it!!

Townhouse rentals with a washing machine and dryer

Top Guest favourite
Townhouse in Key Colony Beach
4.93 out of 5 average rating, 89 reviews

The Palm House in Key Colony Beach, Florida Keys

CarmenRating, 5 stars3 weeks ago
The Palms in Key Colony was a beautiful, updated, well furnished vacation rental. The "welcome" book was full of referrals for local dining, activities, boating and more. We enjoyed the spacious outdoor area and fishing from the dock. The neighbors and neighborhood were very friendly as well. Perfect location, great amenities, private beach and pool area too! Loved it!
Townhouse in Key Largo
4.7 out of 5 average rating, 127 reviews

Key Largo Getaway 3/3 Townhouse w/ Paradise Vibes

DeanRating, 5 stars2 weeks ago
This property was just as described. Very quiet and laid back entire week we were there. Secure property with gate that needed a code or had attendant present. We will come back. Host very responsive.
Guest favourite
Townhouse in Key Largo
4.93 out of 5 average rating, 29 reviews

Key Largo 2br 1.5bath Townhouse w Boatslip!

KristaRating, 5 stars1 month ago
Our Moon Bay condo was great for a vacation/workcation centered on my husband’s dive master certification. It is clean, comfortable and has everything you need for a short or extended stay. The pool and grounds are lovely, clean, safe, and well-maintained. This unit is just a few steps to the pool, very convenient. The minor downside is you’ll usually hear some background noise from the pool equipment while on the screened porch, and sometimes other resident/guest music being played by the pool. A few recommendations or standouts in the Key Largo area: -Rainbow Reef - Diving trips, training -Pennekamp - snorkeling tours -History of Diving Museum - fascinating history, equipment even for the non-diver -Mike’s BBQ 101 truck - perfect takeaway break from seafood -Lazy Lobster - surprise tiki lounge space in back; stellar key lime pie -Gardenia’s Bistro - bougie but brilliant garden cafe, gift shop -C&C Wood Fire Eats - pizza and great apps -Caribbean Club - beers and sunsets
Top Guest favourite
Townhouse in Key Largo
5 out of 5 average rating, 7 reviews

Tropical Paradise at Moon Bay Key Largo, Florida

TomRating, 5 stars14 months ago
Great place to stay. Kitchen was well stocked. Had plenty of room for our family of 6. Steps from the pool. Gorgeous sunsets. Great location close to many local dive centers.
Townhouse in Islamorada
5 out of 5 average rating, 6 reviews

Forever Views

ArthurRating, 5 stars38 months ago
excellent property manager> we had a couple small issues which jennifer handled quickly and efficiently.
Townhouse in Little Torch Key
4.77 out of 5 average rating, 91 reviews

Waterfront 2BD / 2.5BTH Luxury Townhome

AlexRating, 5 stars1 month ago
Wonderful place to stay and great location for multiple key adventures throughout your stay. My family and I enjoyed the stay. We will definitely stay with little torch cottages again!
Townhouse in Layton
4.9 out of 5 average rating, 10 reviews

Florida Keys Getaway w/ Stunning Ocean Views

JosephRating, 5 stars1 month ago
great space, very clean and new, exactly as described
Townhouse in Marathon
4.78 out of 5 average rating, 54 reviews

Beachy Townhome Perfect For A Relaxing Getaway!

DoranRating, 5 stars2 weeks ago
Very cute spot. Worked well for our family of 5. Close to Marathon restaurants, grocery stores etc. My kids loved fishing in the canals.

Townhouses with a patio

Top Guest favourite
Townhouse in Duck Key
5 out of 5 average rating, 73 reviews

Duck Key *Delight* private plunge pool

Vivian or ToddRating, 5 stars1 month ago
The place was very nice. It was clean and everything we needed was there. We like to cook instead of eating out a lot and the kitchen was well stocked with all we needed. The bathroom was also very clean and well stocked. We enjoyed our trip to the Keys mainly because we had a beautiful place to end our days with. The little plunge pool was a nice retreat in the evenings too. Miguel was very responsive and answered whatever questions we had. We recommend staying here if you like peace and quiet at night.
Guest favourite
Townhouse in Key Largo
4.95 out of 5 average rating, 38 reviews

Newly decorated townhouse w/saltwater lagoon views

MathewRating, 5 stars3 weeks ago
We had a great time at this place! The host was great and super responsive even at 1am! She was proactive in letting us know that if we wanted to we could enter the property early! The home was beautiful and had all that we need if we wanted to cook! We had a great time and appreciate the host and her home!
Guest favourite
Townhouse in Key Largo
4.91 out of 5 average rating, 90 reviews

5 O'clock Somewhere - Key Largo

MariaRating, 5 stars2 months ago
Super cute home with lovely outdoor sitting spaces. Most of home updated with exception of bathrooms. Coffee pot did not fill completely but there was Keurig alternative. Limited number of washcloths available. Loved outdoor seating and really enjoyed watching all the birds and wildlife. Excellent location close to many activities
Guest favourite
Townhouse in Marathon
4.94 out of 5 average rating, 17 reviews

Stunning Bonefish 3/3 Water Views & Pool

ReneeRating, 5 stars2 months ago
Our family of 5 with grown teen/adults, loved staying at Bonefish. The view of the marina, morning and night was peaceful. The townhome was spotless. We enjoyed the pool, loved that it was heated. Played pickle ball. Met some nice folks and they gave lots of local hangout recommendations. Franks Grill was fantastic, but make reservations. The beach down the road was a little disappointing, it is covered in mass amounts of seaweed. Beds were comfy. Overall very relaxing vacation!! The place was beautiful, would recommend and stay here again if ever back in Marathon.
Guest favourite
Townhouse in Key Largo
4.93 out of 5 average rating, 28 reviews

Escape to Paradise: Cozy 2/2 Haven in Key Largo

MistyRating, 5 stars2 weeks ago
Christina's home was beautiful and clean. Our three girls would have been perfectly happy staying at the condo for the entirety of our stay and using the community amenities like the lagoon and pools. The lagoon was amazing, it was like snorkeling in an aquarium. We snorkeled in the ocean while we were there, and all agreed it was better in the lagoon! we would highly recommend Christina's home if you are planning a stay in the Keys!
Superhost
Townhouse in Marathon
4.83 out of 5 average rating, 60 reviews

2/2.5 Village at Hawks Cay - SPECTACULAR SUNSETS

MichaelRating, 5 stars1 month ago
Allison's place in Duck Key was perfect. exactly as advertised, clean and well-equipped. it is so peaceful there, with a great view from which tk enjoy morning coffee and/or afternoon glass of wine. proxikity to amenities is just right. would definitely return.
Top Guest favourite
Townhouse in Marathon
5 out of 5 average rating, 9 reviews

7-Mile Bungalow

KarlRating, 5 stars1 week ago
Would give this place 6 stars if possible. Exceptionally responsive host. Well priced for the area. Clean, comfortable, peaceful, and well equipped for a family vacation.
Top Guest favourite
Townhouse in Key Largo
5 out of 5 average rating, 78 reviews

New Listing! Tropical Oasis at the Mariners Club!

TeresaRating, 5 stars5 days ago
Staying at Lissette’s place was an absolute joy! It was so clear that she takes great pride in making sure her guests are comfortable, and well taken care of, with every detail lovingly considered. The condo has a great vibe and a positive, restorative feel. The decor was adorable, the beds were comfortable (especially the king!), and my kids loved the Murphy bed arrangement in the little cove just off of the living room. The property is close to great restaurants, and the amenities including pool, jacuzzi, gym and game room are wonderful! Although our stay was short (2 nights), we felt we got so much out of this long weekend get-away! I’ve been on Airbnb for almost 10 years, and Lissete is the best host ever, super communicative, and genuinely cares that her guests are happy! We would love to come back!

Quick stats about townhouse rentals in Islamorada

  • Total rentals

    50 properties

  • Nightly prices starting at

    $124 AUD before taxes and fees

  • Total number of reviews

    500 reviews

  • Family-friendly rentals

    50 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    50 properties have a pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County
  5. Islamorada
  6. Townhouse rentals