Vacation rentals in West Summerland Key
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in West Summerland Key
Guests agree: these stays are highly rated for location, cleanliness, and more.
Townhouse in Marathon
4.81 out of 5 average rating, 42 reviewsBeachy Townhome Perfect For A Warm Winter Getaway!
We enjoyed our getaway. The property met our expectations from the listing. Great locations to enjoy the Keys. Megan was easy to communicate with and helpful!
Cottage in Marathon
4.96 out of 5 average rating, 27 reviewsCatch n' Relax Canalfront Cottage in Marathon
Great location. It was so nice having our boat slip right in front of the house. Tastefully decorated and close to a lot of activities. We enjoyed the Dolphin Research Center, Turtle Hospital, Crane Point being so close that we biked using bikes is at the house! 😀
Home in Cudjoe Key
4.9 out of 5 average rating, 105 reviewsSunrise Beach Escape
We had a wonderful stay, there was plenty of room for our family of 4 (5- and 7-year-old kids). We trailered a small boat and the marina/docks were fantastic, exploring the area via boat was a breeze. We wouldn't hesitate to book again!
Apartment in Marathon
5 out of 5 average rating, 11 reviews"O" Fish Ally Paradise @Ocean Isle Fishing Village
Very clean, great location Will definitely rent again
Home in Marathon
5 out of 5 average rating, 23 reviewsWaterfront Escape -VACA-23-408
We had such a great time and there was plenty to do. The house and amenities were even more beautiful than the photos. We loved being on the Chanel and seeing manatees right off the dock!
Home in Marathon
5 out of 5 average rating, 21 reviewsDirect Oceanfront Private Paradise - Pool/Spa/Dock
I have stayed in many AirBnbs—and this was, by far, the best. We chose to visit Marathon for our family vacation. Our family includes our parents, and 3 adult couples, all with different relaxation styles. This location had something for everyone, so we could "choose our own adventure" easily—whether it was a kayak adventure, fishing right in the backyard, yoga on the sandy beach area, relaxing in the hot tub, catching a football game on the outdoor TV, and puzzling or playing board games on the spacious outdoor table! We loved exploring the city of Marathon, especially the Dolphin Research Center, scuba / snuba diving locally, and all the great happy hours with fresh seafood! The home was clean, spacious, and private. The hosts were responsive and above-and-beyond generous (we even arrived to a welcome basket of goodies and thank you card!). If we're lucky, this won't be the last time we get to stay in this wonderful home!
Home in Cudjoe Key
4.81 out of 5 average rating, 16 reviewsVenture Out- Million Dollar Island Resort
Only issue we had was getting in the community. The security did not have us on the list. BUT that was resolved with one phone call. Everything was great. Could not have had a better. Location. Quiet community. Beautiful pool. Little store. Perfect!
Home in Marathon
4.9 out of 5 average rating, 71 reviewsDream Vacation KCB Marathon with private pool !
This place is truly a gem perfect for a couple or a family very worth the price for the location and the place location is private with a very clean pool overall everything is great if you have the opportunity to book this place I definitively recommend getting it
Cottage in Cudjoe Key
4.65 out of 5 average rating, 108 reviewsVO Community 501 Midrise 2Bd/1.5Ba Large Open Deck
in the photographs the pool looked closer to our Airbnb. other than that everything was just perfect. Jason responded right away to any questions I had and made it very easy. I would recommend his place to anyone. thank you so much
Home in Marathon
5 out of 5 average rating, 29 reviewsAmazing Bayfront Newer House with Dock and Pool!
We had a great week at Mike’s place and appreciate him kindly accommodating our stay last minute. The house & property is so beautiful, everything looks brand new and was extremely clean. We enjoyed fishing from the dock and lying by the pool. The house has all amenities needed to cook meals, including an air fryer, toaster and also a blender for frozen drinks. Pool supplies are well stocked, as well as beach chairs. We would love to stay again! Thank you so much!
Home in Marathon
5 out of 5 average rating, 5 reviewsGated w/Bayside Marina- Marlin Bay Resort & Marina
Beautiful property with all the comfort of home! Very clean and organized. This was the perfect location and home for our family of 5. We have a 17, 15 and 9 year old, lots of entertainment for all the kids! Best family vacation ever!
Home in Cudjoe Key
4.86 out of 5 average rating, 14 reviewsBlue Vacation Home. Free cancellation policy
Terrific vacation location!!! Mitch and Lu (and Richie) were the absolute best hosts, sharing favorite local spots, tips, and tricks. The location is beautiful and private, yet close to everything, and the house has everything you could need! Would definitely recommend this property and we cannot wait to spend another week here!
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for West Summerland Key vacation rentals
Other great vacation rentals in West Summerland Key
Guesthouse in Marathon
4.94 out of 5 average rating, 18 reviewsThe Pink Dolphin House.
We absolutely loved Margaret's place! It was picturesque and so fun! We loved the view, the pool, the local restaurants and her home felt very comfortable for my family of five. Thank you Margaret and Phil!!!
Home in Cudjoe Key
5 out of 5 average rating, 27 reviewsParadise in Cudjoe! Perfect Family Home!
Taylor and Kali were friendly and polite. Very accommodating and the location was perfect. Loved having the space to filet fish and easy access to open water. Would def recommend!
Villa in Marathon
4.95 out of 5 average rating, 127 reviewsPrivate 4/3 Pool Heater/Dock/Kayaks/Bikes,etc
Isabel’s place was the perfect spot for my family’s vacation. The house has everything you need for cooking, sleeping and having fun. My kids are all adults and they loved the bikes, kayaks, paddle boards and corn hole. My daughter and her boyfriend were on the paddle board when a manatee and her baby swam right next to them! The location is great for the grocery store and beach. It was truly perfect.
Home in Cudjoe Key
4.93 out of 5 average rating, 45 reviewsPrivate Ocean Oasis by Key West, Florida
This was the perfect place to meet up for a Christmas gathering with our adult children. The home was so nicely decorated and furnished and had EVERYTHING we could have needed for a three day stay. There was plenty to do on the Venture Out Resort property and anything else you’d want or need is within driving distance. Will definitely stay here again!
Home in Marathon
4.9 out of 5 average rating, 168 reviewsBeachfront Villa - Florida Keys
This house is remarkable. Not only does it have the most spectacular view, and welcoming yard. The beach is literally right across the street. Absolutely gorgeous. This house comes with everything that you might need. Lots of dishes, lots of towels, lots of extra blankets and pillows! They offered a welcome package with all the items that you may have forgotten. We were very pleased and enjoyed our stay so much.
Home in Key Colony Beach
5 out of 5 average rating, 10 reviewsSleeps 8, 3 bedroom, 4 full bath, pool, 37.5' dock
Excellent location in a quiet upscale neighborhood. The house was like new, everything was clean and fresh. Very well equipped kitchen and baths. Lots of space indoors and out, with a beautiful small pool! Would definitely recommend this property for a peaceful getaway in the heart of the Florida Keys!!!
Townhouse in Marathon
4.95 out of 5 average rating, 21 reviewsWaterfront luxury Villa (29) with sunset views and boat slip
Couldn’t have imagined a better stay, view, location, convenience for our boat up staycation. It was perfection! Bonus, balcony overlooking the canal doubled as my yoga studio!!
Home in Key Colony Beach
5 out of 5 average rating, 6 reviewsCielo's Del Mar 2 - Pool/Dock/Beach Luxury in KCB
Perfect for our trip. The house had everything we needed and then some. We would stay again.
Destinations to explore
- Key West Vacation rentals
- Florida Keys Vacation rentals
- Miami Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Tampa Bay Vacation rentals
- St Petersburg Vacation rentals
- Central Florida Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom