Mansion vacation rentals in Key West

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Top-rated mansion rentals in Key West

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Guest favorite

Home in Marathon

5 out of 5 average rating, 8 reviews

Oceanview Luxury Retreat 12 Guest 6 Beds Pool&Dock

Enjoy Ocean views and stay in luxury at this brand new five bedroom four bathroom Marathon masterpiece including a pool and 40 feet of dockage overlooking the Atlantic Ocean. The spacious kitchen, cocktail lounge and living area with a giant TV make for a wonderful relaxing stay. Five bedrooms and four full bathrooms will accommodate large groups. Upstairs find two master suites and a third suite with direct bathroom access making this a great couples getaway. Unique pool has both sun and shade.

Guest favorite

Villa in Marathon

4.95 out of 5 average rating, 123 reviews

Private 4/3 Pool Heater/Dock/Kayaks/Bikes,etc

Wake up to breathtaking water views at our 4-bedroom, 3-bathroom villa. Enjoy the 1800 sq ft layout, fully equipped kitchen w/stainless steel appliances, and granite countertops. Sleeps 10 with memory foam beds. Outside, relax by your private heated pool (winter) and tiki-shaded area. Fish from the 32' dock or use the BBQ gas grill. Includes 2 kayaks, 2 paddleboards, and 4 adult bikes for a 5-minute ride to Sombrero Beach. Exterior cameras for security. Vacation License #VACA-22-40. Book now!

Superhost

Home in Cudjoe Key

4.61 out of 5 average rating, 18 reviews

Fandango

This amazing 5 Bed/3 Bath home includes private pool, spectacular views & private beach area Sleeps 10+ Fandango was designed as the ultimate vacation experience. This house includes all the elements you need for an amazing vacation. Outside the house there are; kayaks and bikes for adventures, a swimming pool, private beach with loungers and Adirondack chairs for relaxation, a floating dock for fishing and docking a boat, tropical foliage including coconut palms and bananas, a screened in p

Guest favorite

Home in Key Colony Beach

5 out of 5 average rating, 8 reviews

Key Colony Beach-POOL & DOCK

Escape to a 4-bed, 1800 sq. ft. waterfront haven! On a deep canal opening to Vaca cut this gem offers all you need. The master suite boasts a king bed, there are three queen beds in separate rooms. Dive into the pool or to the private dock for waterway access. Upstairs, an open kitchen with a six-person breakfast bar beckons culinary adventures. Downstairs, an outdoor kitchen invites alfresco delights. This non-smoking sanctuary is more than a rental—it's a canvas for unforgettable moments.

Guest favorite

Home in Marathon

5 out of 5 average rating, 17 reviews

Waterfront Escape -VACA-23-408

Come stay at this brand new home construction on a deep and wide canal leading to the ocean with pool and exotic decor. 75 foot dock with water and electric. Top of the line appliances with a fully stocked kitchen. Spa style showers with high end decor. Luxury at its best. Heated pool with sundeck and lots of seating around the edges. (Pool heater is an additional $100 per stay). Ground level cooking and dining for those beautiful days after boating or while laying around in the pool.

Superhost

Home in Marathon

4.84 out of 5 average rating, 37 reviews

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

#4: A WAVE💦 FROM IT ALL (Partial Ocean View Property-approximately 150 ft from beach entrance)🌸 Totally Private😉- Turn-Key and fully Stocked- Single Family Home 4BR/3BA with your own Heated-Cooled Private Swimming Pool 🤿and BBQ Patio. Includes Private Guest Beach🏖 with Kayaks and Paddle boards and Private powered ⛵Boat Dock right on the Gulf of Mexico! 🌅🥂 Kick back and completely🍷 relax in our Beautiful and 🍹comfortable home! Perfect for 🍻Adults and kids of all Ages!

Superhost

Home in Marathon

4.87 out of 5 average rating, 61 reviews

Spacious Marathon FL Pool, Canal front, w/ Kayaks

Heated / Chilled POOL / Jacuzzi Tub Escape to Marathon! Spacious 5 bedroom house, ocean side canal. GREAT house location, directly between Sombrero Beach and Vaca Cut in the center of Marathon on the DEEPEST canal. Sunrise views from the backyard deck. There's 2 kayaks, (1 single 1 double), Stand-Up Paddle Board, Filet Table, Direct TV, High Speed WIFI, washer/dryer, Outside Grill, towels/linens are all provide and all the amenities of home. Rental License # VACA-20-792

Guest favorite

Home in Marathon

4.94 out of 5 average rating, 18 reviews

Million Dollar View

Take it easy at this unique and tranquil getaway. Enjoy endless open water views from anywhere on this acre-sized, OCEAN FRONT Gulf-side estate. Coconut palms, private hot tub & pool, boat ramp, and a 285 foot long private pier great for catching fish and spectacular sunsets. Like a private resort, you can play giant chess on the beach, win at ping pong, take out a kayak, or paddle board or stroll through fabulous gardens with no staff to tip. License VACA-23-190

Superhost

Home in Marathon

5 out of 5 average rating, 6 reviews

Villa Coral, spectacular outdoor area, boat slip

NOW ACCEPTING SATURDAY TO SATURDAY RESERVATIONS ONLY! Welcome to your ultimate vacation getaway in the heart of Marathon, Florida! Our exquisite, brand-new home is the epitome of luxury, designed to provide you with an unforgettable experience in the breathtaking Florida Keys. Brand new with an spectacular outdoor area! 75' dock space, big enough for two boats, deep canal. Sleep 14 people comfortable. Pool/Spa, Kayaks, games, lots of entertainment.

Superhost

Home in Marathon

4.67 out of 5 average rating, 3 reviews

Sombrero- Waterfront 4 BR Luxury Pool Home- M#9

5 STAR Waterfront Luxury 4BR, Dock, Private Pool. Fresh & Fabulous , best describes this listing. This fantastic luxury Million dollar town home is in a Island community one of the unique places in the world. Stylish 4 Bedrooms ,living & Patio area will make your stay in Paradise a winner. Seaside dock, so you can be boating or kayaking in the Ocean, Bay or just enjoy the pool & near-by Sombrero Beach. Pets not allowed.

Superhost

Home in Marathon

5 out of 5 average rating, 4 reviews

Boaters’ Paradise - Marlin Bay Resort & Marina

Marlin Bay Resort & Marina is a hidden gem located in the heart of The Keys! It is a newly launched boutique resort featuring 13 luxury vacation homes, 74 private marina slips and a centrally located pool deck and clubhouse. We provide unparalleled service in an intimate setting allowing you to relax and unwind. We are located in Marathon in The Middle Keys, so you can easily explore all that The Keys have to offer.

Guest favorite

Home in Marathon

5 out of 5 average rating, 27 reviews

Brand New Luxury Oceanfront Home w/ Pool, 38' Slip

● Brand New 5-bedroom, 4.5 bath oceanfront home ● 38 foot easy access marina protected boat slip ● Private, LED lit pool with complimentary heating ● Lock and leave - No checkout chores ● YouTube TV and NFL Sunday Ticket (Aug - Jan) on 6 TVs 🏈 ● Located in the heart of Marathon key, it’s a short distance from local shops, Marathon Park, Great Restaurants, 7-mile bridge, and more.