Townhome holiday rentals in Key West

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Popular amenities for townhouse rentals in Key West

Family-friendly townhouse rentals

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.
Superhost
Townhouse in Key Colony Beach
4.77 out of 5 average rating, 31 reviews

Manatee Quay-2 Canal waterfront,access BEACH club

DanielleRating, 5 stars4 months ago
Our stay at this home was absolutely perfect! The location couldn’t have been better—peaceful, relaxing, and right on the water. We spent so much time unwinding on the dock, soaking in the beautiful views and enjoying the gentle ocean breeze. The Marathon area was a fantastic place to explore, offering everything we needed for an unforgettable getaway. We loved being close to state parks for hiking and wildlife spotting, as well as having access to amazing restaurants serving fresh seafood. Bike rentals were nearby, making it easy to explore the area at a leisurely pace. If you’re looking for the perfect blend of relaxation and adventure, this is the place to be!
Superhost
Townhouse in Key West
4.93 out of 5 average rating, 224 reviews

Spotlessly clean 3 bedroom/3 bathroom family home

AliceRating, 5 stars3 weeks ago
It was an excellent stay. The house was clean and everything was in good working condition. It was very easy to communicate with the host. We like the location. It was private and easy to get to attractions. We will stay again in the future.
Townhouse in Marathon
4.4 out of 5 average rating, 20 reviews

PERFECTOCEAN FRONT/PRIVATE ELEVATOR/DOCK/HEAT POOL

WilliamRating, 5 stars39 months ago
Wonderful place to stay with a great location. Very private community with a heated pool and a great view of the Gulf side of the island. Sit at the pool and enjoy watching the kids fish at the dock.
Guest favourite
Townhouse in Key West
5 out of 5 average rating, 25 reviews

Sea Captain's Haven at Truman Annex

JaquelineRating, 5 stars2 months ago
Beautiful place with a pool right when you walk out. Stunning neighborhood- close to everything. We absolutely loved it here. Staff was super attentive and helpful and we really felt like we were home. A+ experience.
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.
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 Islamorada
5 out of 5 average rating, 5 reviews

Windy Cove #1 Vacation Rental License : 24-0384

AliciaRating, 5 stars36 months ago
we found this house to be an amazing location and very comfortable. host was readily available whenever we contacted her. maintenance guy is super nice and super cool and so very accommodating. would highly recommend this property to anyone looking for somewhere to stay in Islamorada.

Townhouse accommodation with a washing machine and dryer

Superhost
Townhouse in Key Colony Beach
4.77 out of 5 average rating, 60 reviews

KCB 2BR/2BA Townhome w/ Cabana Club's Beach & Pool

SharonRating, 5 stars3 weeks ago
We had a wonderful time and were so pleased with the accommodations. Ava kept us posted with any information we needed and always asked if there was anything we needed from her. We will definitely come back!
Superhost
Townhouse in Key West
4.91 out of 5 average rating, 285 reviews

Comfortable, clean,beautiful home Summer Special

SooJinRating, 5 stars3 weeks ago
Roy’s house is one of several homes located within a gated community. The swimming pool is also inside the gate and just a short walk from the house. Although the property is around a 20-minute drive from the main street of Key West, the neighbourhood is lovely, and I was very pleased with the location. We were a group of four adults, and the house was especially convenient as it offered three bedrooms, each with its own en-suite bathroom.
Guest favourite
Townhouse in Marathon
4.76 out of 5 average rating, 38 reviews

Sea Le Vie - Indigo Reef 56 - 3BR with 31' Dockage

MirellaRating, 5 stars11 months ago
This was our first time at Indigo Reef and we had a great time. We look forward to staying here again in the future. Carol was fantastic, she responded quickly and has very helpful. We had a wonderful family vacation!
Superhost
Townhouse in Marathon
4.77 out of 5 average rating, 104 reviews

Waterfront Duck Key Villa - Sleeps 6 (7026)

Robert Justice ScharaRating, 5 stars2 weeks ago
It was a great place for vacation very clean. The maid was very nice. We did come a little earlier than we were supposed to but it’s OK things happen. Just want to thank you again my phone actually got broke yesterday so I couldn’t give you the survey yesterday or I would’ve I got water in it at the keys. Lol but thank you so much. Have a good day.
Superhost
Townhouse in Key West
4.78 out of 5 average rating, 18 reviews

TortugasHarbor Light Suite

LauraRating, 5 stars1 month ago
We stayed here for our honeymoon and absolutely loved it! The private balcony that came with our room was such a special touch, offering beautiful views of the lighthouse. The two pools were a great bonus—they provided just the right amount of privacy from other guests. The location was unbeatable, perfectly situated in the middle of the island, which made it easy to walk everywhere. We couldn’t have asked for a better spot!
Superhost
Townhouse in Key West
4.86 out of 5 average rating, 185 reviews

Poolside Cottage #412

JenniferRating, 5 stars1 week ago
This was an absolutely wonderful place to stay. The host was quick to respond to any questions we had and was very helpful. The unit itself was spotless, beautiful, and ultra comfy. It was so nice to come back to a refreshing dip in a beautiful sparkling pool that was just outside our door. We will definitely return to this lovely space.
Superhost
Townhouse in Key West
4.79 out of 5 average rating, 56 reviews

Windsor Townhomes #6

MeganRating, 5 stars5 months ago
We loved this beautiful townhome!!! Everything you need to feel at home is here!
Superhost
Townhouse in Key West
4.88 out of 5 average rating, 60 reviews

Alligator Reef Light Suite

ShannonRating, 5 stars2 weeks ago
Loved our stay! The home was perfect and well-appointed. Beautifully restored home and the grounds/pools were wonderful. It felt like a secluded hideaway, but we were steps from Duvall. Next time we will stay longer! Thank you!

Townhouse rentals 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.
Superhost
Townhouse in Marathon
5 out of 5 average rating, 3 reviews

Bonefish Yacht Club

alyssaRating, 5 stars2 months ago
We just returned from a week at the Keys Ocean vacation rental! The place was exactly like the photos and in such a beautiful place overlooking the marina. The condo had all that we needed and more with all the amenities that you could need (beach chairs, kayak, SUP board, tennis rackets, etc.) as well as bathroom amenities so all you need to do is pack your clothes and go! It's a short walk to the Coco Plum Beach and a short drive to the Sombrero Beach which is slightly bigger. There's great walking and running paths as well. You can also walk to a fish market for stone crabs as well as a deli and market. We also like to fish so being on the dock was great for the kids and also went on the local party boat one day which is only 5 mins away. The condo was spotless and just perfect for our family of 4! We will be back!
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.
Superhost
Townhouse in Key West
4.83 out of 5 average rating, 77 reviews

Location Location Beach Paradise in the Keys Duval

SamiRating, 5 stars1 week ago
This place was absolutely beautiful! It gave you the perfect vacation vibe! The little area we were in was great and felt very safe even when walking around at all times of the day and night! The house had great beds/ bedrooms, great bathrooms and the living room and kitchen were perfect! The location was amazing , was walkable to everything, the beach, restaurants, bars, island tours and many stores and attractions and landmarks! It was amazing to stay and Joe was very helpful with everything when it came into the check in process and all the way to the end with check out! If we are ever in Key West again we DEFINITELY be staying here!!
Top guest favourite
Townhouse in Islamorada
5 out of 5 average rating, 9 reviews

NEW Oceanfront, Gameroom, Dockage - Paradise Palms

AndreaRating, 5 stars1 week ago
This house was so comfortable and accommodating! The weather was bad the first 4 days of our trip and it was so nice to have the game room to keep us entertained! Everything you need and more!
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.
Townhouse in Key West
4.67 out of 5 average rating, 49 reviews

Pool front 3 bed 3 bath entire Townhouse Key West

AnneRating, 5 stars1 month ago
Lovely 3 bedrrom, 3 bath space was a great space for our girls' trip. The kitchen was well-equipped buy there is a fantastic French bakery and an Itailian restaurant a short walk away. Would stay here again.

Quick stats about townhouse rentals in Key West

  • Total rentals

    80 properties

  • Nightly prices starting at

    ₹7,809 before taxes and fees

  • Total number of reviews

    3K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    70 properties have a pool

Destinations to explore

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