Mansion vacation rentals in Key West

5 out of 5 average rating, 11 reviews

Endless Ocean Views -5 Bedrm/4Bath/Pool Built 2024

Brand new build 2024. This 5 bed/4bath luxury ocean gulf home with boat dock, heated/chilled pool/ spa, paddle boards kayaks, bicycles was meticulously designed and custom built like no other house in Marathon Key. You can see ocean water from every room in the house. and the interior design was chosen to maximize comfort, with a stress-free peaceful setting. Only three homes on this one-acre private ocean gulf lot that has the look and feel of a private island with 400 feet of bulk head

4.94 out of 5 average rating, 31 reviews

Home in Islamorada

Luxurious 4-Bdrm Home, Private Pool, Beach Access

Experience the ultimate vacation getaway at our stunning 4-bedroom, 3-bathroom home. Exclusive Beach Access: Indulge in the luxury of private beach access. Canal Access: Explore the serene canals, try your hand at fishing, or simply revel in the tranquility of waterfront living. Private Pool: Unwind and soak up the sun in your very own private pool. Spectacular Views: Immerse yourself in breathtaking sunrises and sunsets that paint the sky in brilliant hues, creating a truly magical atmosphere.

Vacation home in Marathon

5 out of 5 average rating, 7 reviews

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

5 out of 5 average rating, 3 reviews

Home in Islamorada

Islamorada Cay Home. Elegant home

Stunning Islamorad Home off Tavernier Creek. Spacious home. Enjoy your privacy of your own pool. Large pool & paved deck. Fishermen bring your large boat. 100ft dock space w/30 amp. An elegant 4 bedroom, 3 bath resort like feel when you arrive. Small private beach. Game room. Master bedroom en suite. Private gated home. 1 dog under 30lbs. If using pool heater in the winter you pay for the propane with what you use. Boating access truly mins to ocean & bay. & fuel.Guest love this Coastal home

4.95 out of 5 average rating, 136 reviews

Villa in Marathon

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!

Top guest favorite

5 out of 5 average rating, 16 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. Unique pool has both sun and shade with optional pool heat for a fee.

4.82 out of 5 average rating, 11 reviews

Home in Key Colony Beach

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.

5 out of 5 average rating, 34 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.

4.83 out of 5 average rating, 6 reviews

Gulfside Escape: Luxury 5 Bed/4 Bath Oasis in The

Gulfside Escape is a brand-new luxury 5bed/4bath single family located in a newly built development called The Tides at Vaca Cut. It is 5 bedrooms and 4 baths with two expansive master suites with walk in closets and ensuite full baths. A bunk room with a trundle sharing a dual bath with the private queen room. And lastly on the first floor another queen with its own private bath. Private pool and boat slip included. MUST BE 25 OR OLDER SAT TO SAT UNLESS OTHERWISE APPROVED

4.85 out of 5 average rating, 41 reviews

Villa in Marathon

(#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!

5 out of 5 average rating, 24 reviews

Home in Key Colony Beach

Snapper House: New lux vacation home with 4 master

Snapper House has everything and more for an unforgettable vacation: 4 master suites with exclusive bathrooms and coffee/wine bars, specialty purple mattresses and luxury linens, a great room for entertaining and gracious living, powder room, laundry, elevator, expansive wrap around deck, pool, pool bathroom, bait freezer, icemaker, gear storage, and long dock. Just completed in March 2020 in the exclusive Key Colony Beach community. Part of the HappyintheKeys collection.