Mansion vacation rentals in Key West

Luxury Beachside Retreat - Modern 5BR/5BA w/ Pool

Modern 3,700+ sq. ft. home built in 2022, steps from Sombrero Beach. Each of the 5 bedrooms features its own ensuite bathroom, offering ultimate privacy and comfort. Includes a private heated/chilled pool, 2 paddleboards, 4 bicycles, and all toiletries/paper products provided. Spacious, pet-friendly, and perfect for families or groups. Enjoy breathtaking views and hotel-like amenities. Book your dream vacation today! Inquire for off season specials or for longer stay discounts! 12 person max

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!

Your Perfect 5-star vacay home w best amenities!

**Please note the maximum occupancy for this property is 10 guests, including children over the age of 1** Welcome to Key Largo's most coveted destination—Mariner's Club. This exclusive, gated community with 24/7 security sets the stage for your unforgettable vacation. Our spacious two-story vacation rental is owner-operated, meaning we personally ensure the home is meticulously cared for before each guest’s arrival. Every detail is thoughtfully attended to and lots of TLC everywhere you look.

Grouper House, Lux 4BR, 6BA home w/ pool, dock and

This gorgeous home from the "Happy In The Keys" collection offers equal 4 Master Suites with king-sized memory foam beds, private bathrooms with individual coffee/wine bars, smart TVs, and expansive patio space. The dining, kitchen and living areas share a gorgeous sunset view over the ocean canal. A 55 inch flat screen television is in the living area, a half bath is off the great room. A covered porch looks over the pool and canal. The pool has a large deck, a half bath and an outdoor shower

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.

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.

Anglers Terrace, Condé Nast Traveler's Best Airbnb

As published in Condé Nast Traveler, this is one of the best Airbnb's in Florida. Newly Built two story Tropical Oasis with pool has been thought-out meticulously. An open, very light & spacious floor plan, carefully appointed furnishings, and great location provide the perfect surroundings. Decorated with a Zen sensibility, It’s outdoor Patio deck and Rooftop Terrace extends your living space into the private quiet ocean setting with panoramic views

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

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.