
Mansion vacation rentals in Key West
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Top-rated mansion rentals in Key West
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Popular amenities for Key West mansion rentals
Mansion rentals with a pool

Powell Family Resort
Great host and great location. Can’t say enough how relaxing and enjoyable the location is. Everything you need with great privacy. A wonderful time had by all.

Sombrero Siesta Heated Pool & Stunning Canal Views
Wonderful stay and the place was perfect!

Marathon Peach Pit
Andrew was a fantastic host. He provided multiple ways to communicate with him, and was always responsive to any questions. The house was just as described, and provided more than enough accommodation for our group. We would definitely rent from Andrew again, it was a pleasure. The property is plenty large enough for the boat, trailer, and several cars if needed. thanks, Eddie

Beach House Key West, with a daily rentals license
It was enough space for our group of 9. There were 2 small beach towels, usually we find a few more at beach airbnbs. The house is on the market so the house was a little sparse. We all really enjoyed our time. The pool was a lot of fun and had some pool toys. A fishing company was able to take us straight to the connecting dock which was cool. Check in was super easy and the host was very accommodating about us checking in slightly earlier. About a 35-45 min drive to Key West depending where on the island you go.

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice
We enjoyed our stay and had a very relaxing and worry free vacation. The house had everything we needed and more. Jorge was very attentive! The beds were very comfortable. The pool and ice machine were added bonuses!! The location was very convenient and close to all the places we enjoy visiting while in the Keys.

Hibiscus House
We love to travel and have stayed in quite a few airbnbs now but this one has gotten 5 stars from all the adults and the kids! This spot is so unique we all loved it! It’s beautiful inside and out. The wildlife comes right up into the yard. Every evening we have a family of deer show up. I think this was everyone’s favorite part but the loved the pool and the deck and the space the home has. Plenty of seating to separate or spend some time as a family. We are definitely coming back to this unit when we come back to the keys and we’ve been telling all our friends and family about it for their next trip! The host was great and very responsive!

Airbnb Exclusive Offer! 51' Catamaran Yacht
The location is great, the quality of the boat and everything was also great. The charter experience was very cool as well. Just ensure you are able to check in before 5pm as it can cause issues.

The Happy Place
The house is definitely dated and had a bit of a musty smell when we walked in. However, you cannot beat the view. The pool area was beautiful and the water all around it just made it perfect. There were a few things that didn't work and the internet was spotty, but that only really matter at night when we wanted to relax. It is a top contender (once we know how many bedrooms we need) for our trip next year!
Luxury mansion rentals

NEW LUXURY 4/3 SINGLE FAMILYw/HEATED P00L,BOATDOCK
It was an awesome place! Beautiful, clean, and cozy! You can pull your boat right up to the dock! easy access threw the canal to the ocean and a couple of restraunts! pools nice! plenty of room for a big family! All of your amenities are nearby! Grocery store, restraunts, bars if your into that, gift shops and more!

Oceanfront Pool Home - 130ft Dock & Canal Garden
Beauty abound! Perfect place to fish, enjoy the breeze and salt air. The quaint pool was perfect for my children to swim in while the adults relaxed in multiple different comfy furniture locations. The big windows gave way to the scenery everywhere, and the kitchen was stocked full of all kinds of cooking tools needed to host a large family vacation. Very spacious house for 10 people, as well as tons of room to explore outside. The outdoor couches under the palm trees were one of our favorite spots, and the canal provided plenty of fish for us to catch each day.

Gorgeous 4-bedroom home with 8-person hot tub
This house was awesome!!!!!!! So clean and organized and it had everything you could possibly need!!! We took our boat and it was wonderful having it right at the dock! Hot tub, fish cleaning station, outdoor dining table! David was super responsive and we will definitely go back! We enjoyed the grill and the outdoor bikes and it was wonderful having an ice machine! Bedrooms large with soooo much storage! Bathrooms awesome too! Just can’t say enough good things about this air b and b and the host David! Great restaurants around by car and by boat. The dock was perfect place to sit and have coffee in the Adirondack chairs on the canal! Lots of friendly neighbors! Very quaint and quiet neighborhood and felt safe on my morning runs! Sunset park half mile away! Loved it!

4 Bed/3.5 bath with private pool, tiki hut & dock!
Excellent location Nice open layout Had lots of water toys.

4/2.5 - Pool Home and Village and Hawks Cay 7222
Our family had a great time in Duck Key. The pool area was relaxing and our family spent most of our time here. We had an amazing five days in the keys and would definitely rent here again. We cannot wait to come back.

Waterfront Oasis with Boat Dock & Pool!
We had a really great stay here - 2 families of 5 and there was room for everyone to sleep. There’s a pullout sofa in a smaller office room that one 14 year old slept on. There’s house is super clean and the hosts were very helpful even after hours when we asked them to help put cold groceries away at 10 pm due to our flight be delayed!! It was so appreciated to salvage all the money we spent on them. Thank you!! The backyard is very private and has tons of beautiful trees and plants and our 6 kids loved the pool after our days on the boat. We had a boat and it was a little tricky to park at the dock bc a little tight at the end of the canal but it was fine even at low tide. We’d stay here again for sure especially based on the great customer service by the management company (although house is listed for sale so might not be available).

Sombrero Island Breeze 4BD Pool Paradise (M#9)
John is a great host, and Steve is incredible. There were a couple unforseen maintenance items that happened during our stay and response to fix items was immediately taken care of. Lots of space in the unit for our family of eight. Grandkids loved fishing off the pier and the heated pool. Definitely a vacation our family will treasure

luxury & fishing bigdavechartersandtours.comm -1m
Greta host !!! Great place !! Would absolutely stay here again !!!!! The pool is awesome!!! Very clean !!!
Pet-friendly mansion rentals

Waterfront Escape -VACA-23-408
we were a family of 6 staying and had more then enough room. the house was perfect and had everything you needed. we enjoyed fishing off the deck and watching the manatees everyday day swimming by. the backyard was absolutely perfect to hang out and relax. Carmen is a great host and communicates fast. would absolutely stay here again.

Luxury Beachside Retreat - Modern 5BR/5BA w/ Pool
having the private pool was great as it meant far less drama for my 2-yo granddaughter than heading to a beach. the "kids" (in their 30s) loved it, too. Also, having a bathroom for every 2 or 3 people is always a great ratio for an Airbnb.

Pool & Spa, Walk to Beach, Dock, Tiki, Lux Home
Great property, location and responsive, helpful hosts. I stayed with my kids and in-laws and had a great time. The beach is an easy 10-15 minute walk and the pool/backyard was a very nice place to hang out. Relatively easy access to the Atlantic side via boat if you’re planning to bring or rent a boat. The house was very clean as well. I would definitely stay here again.

*Newly Renovated Single Family Home w/Private Pool
Our family had a phenomenal time at this Airbnb. 10/10 recommend, host was fast at communicating and very helpful. Hoping to come back!!!

Paradise Ocean Front 4/3Home Heated Pool
Our stay was fantastic, great location and view. The house is set up perfectly if you have several people staying.

Extra Lux Grouper House w/4 Master Suites, 6 BA,
The Grouper house was fabulous. I stayed there with my wife and kids for a week. Everything about this place was top notch. From booking to check in and check out. Her staff is nothing short of superb. Sean makes sure every need or question is answered promptly. The best place I have ever stayed. Highly recommend.

NEW: Vaca Cut with 60' dock, 4br-4ba, 2 kitchens
Beautiful home, we come down to fish and dive, couldn't be a better location to keep our boat and get offshore quickly. Everything is within 5 minutes of the home and the bait shop and ice is at the end of the street. Super convenient. Public boat ramp is a 5 minute boat ride away. Definitely recommend

Emerald Oasis ~ Lux Waterfront Gem ~ Heated Pool ~
The house was beautiful, the area in marathon is perfect. Right on the water across from a marina. The house was very cleanly. Perfect space in the kitchen for cooking. Lots of utensils. We brought our blow up paddle boards and were able to use the kayaks too. However they were pretty difficult to put in the water because the dock is about a 5-7 foot drop to the water. Would have been nice to have some steps into the water or something. It was also difficult to tie up our boats as they were smaller boats under 25 feet. At low tide the dock bumpers still didn’t reach the boats to prevent from hitting the dock so we were constantly watching the boats and utilizing our bumpers. There was construction going on during our stay next door the whole time but communication when mentioned to the property manager was prompt and they were able to offer us a slight accommodation discount from almost 1/2 our pet fee. Pet fee is also per pet so can be pricey. Overall great vacation.
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