Mansion vacation rentals in Key West

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Top-rated mansion rentals in Key West

Guests agree: these mansions are highly rated for location, cleanliness, and more.

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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 Largo

4.95 out of 5 average rating, 111 reviews

Mariners Club Resort, Best in the Upper Keys

SPACIOUS AND STUNNING Family Friendly 4+ br home. One of the few to allow 10 guests! POOLS w/ hot tubs MARINA for direct access to reef; diving, snorkeling, fishing & sandbars KAYAKING Pennekemp DISCOUNT to swim with dolphins at DPMMR ACTIVITIES; tennis & pickleball courts, gym & game room. LOCATION: restaurants, bars, grocery and other conveniences PARKING for two cars on site WE ARE LOCALS who know the importance of family time so look no further than this special slice of paradise!

Guest favorite

Townhouse in Key Largo

5 out of 5 average rating, 12 reviews

“Vacay Vibes” Trendy 4/4 just steps to the Beach

*Trendy and modern 4 bedroom just steps from the 7,000 sq ft Oasis pool and sandy beach. A fun LED photo wall, turf grass “backyard” lounge and fully stocked kitchen with coffee bar. The ground level has its own entrance and is perfect for in-laws or teenagers. Washer and Dryer. Indoor and outdoor pickleball courts, game room, fitness facility, basketball court, tennis courts, on-site marina, 2 pools and hot tubs. This clean and updated home sleeps 10! Come vibe with your tribe at Vacay Vibes!

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, 16 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

4.87 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, 17 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

Townhouse in Key Largo

4.83 out of 5 average rating, 95 reviews

Oceanfront Resort W/Indoor Pickleball - Spacious!

An island paradise situated in the heart of Key Largo, adjacent to John Pennekamp Coral Reef State Park and Molasses Reef. The property is located in Key Largo's most upscale oceanfront community. The area has the distinction of being Key Largo's newest oceanfront gated destination, with some of the most unique amenities in all of the keys. It caters to those who simple desire the very best in luxury accommodations

Superhost

Home in Marathon

4.67 out of 5 average rating, 3 reviews

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

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 in the Ocean, Bay or just enjoy the pool & near-by Sombrero Beach. Pets not allowed.

Guest favorite

Home in Marathon

4.92 out of 5 average rating, 24 reviews

Bayfront Home with Heated Pool.

NEW TO MARKET! This concrete house is waterfront with great views of Bonefish Bay. The 70 foot dock is built in 10-12 foot water. It is frequented by manatee, dolphin, and numerous mangrove snapper. The large heated pool is surrounded by Turkish marble pavers that are cool to your feet. House has double master suites with en suite bathrooms and every necessity to make our home feel like yours.