Holiday rentals with lake access in Key West

Luxury 5Bdrm/6bath New in 2024

Lily of the Keys design, this luxury home is thoughtfully laid out with five bedrooms, each with its own full bathroom boasting floor to ceiling tile, solid glass doors, and an additional half bath for guests. The home is fully furnished with king-size beds in each bedroom, as well as 50-in TVs. The living room has two large couches with an 85-in flat screen TV for a great entertainment experience. Custom pool w/ sun ledge, and patio area leads out to the approximately 76 foot TREX Deck Dock.

Grouper Getaway @ Ocean Isles Fishing Village

Escape to paradise at the Grouper Getaway located at Ocean Isles Fishing Village in Marathon Key, FL. This beautiful brand new fully furnished 1 bed/2 bath studio townhouse, offers a central location and an array of luxurious amenities for a truly unforgettable vacation. Steps away from the the Atlantic Ocean, enjoy the largest pool in Marathon with clear views of the VACA Cut boat traffic and the Sombrero Light House. Enjoy fishing, paddle boarding, kayaking, tiki huts, beach, and grills.

Gorgeous Ocean View in Paradise, Close to Key West

This is paradise! Wake up to a gentle breeze and birds singing just outside your balcony. Watch the sunrise over the ocean and mangroves from your private balcony. Enjoy your privacy as you start your day, then venture out to explore all that Key West has to offer: water sports, quaint shops, delicious food, history all around you, and so much more! On property features: Pool, Hot Tub, Yellowfin Bar & Kitchen and Parking. Beach supplies included: Coolers, Snorkel Gear and Beach Towels.

Oceanfront w/ Dock, Swimming pool, Hot Tub, Kayaks

Your Luxury Keys Getaway! Experience stunning Ocean views, amazing sunsets and sunrises, a 35' canal-front seawall, kayaks, bikes, outdoor shower, fish cleaning station & bait freezer. Everything you need to fully enjoy the Keys experience! Keep your boat at the house and be on the Atlantic or Gulf in minutes. Located halfway between Key West and Marathon, you get access to all resort amenities: heated pool, hot tub, pickleball courts, boat launch & store. Prime dates go fast, book now!

Florida Keys Oceanside Utopia

Create amazing memories at this beautiful oceanside duplex in Marathon, FL. Relax in the backyard or outdoor bar, watching boats cruise by on the aqua waters of Vaca Cut. Enjoy a fully equipped, newly remodeled and furnished duplex, beautifully decorated and ready to be your home away from home. Our waterfront location can’t be beat. Marathon has everything you need for a vacation to do it all on one Key. We can’t wait for you to experience our vacation home. Must be 25+ years old to book.

Walk to Sombrero Beach, 50’Dock, SPA, Kayaks,Bikes

Cozy FL Keys stilted beach house ideally located in Sombrero Beach w/ 50’ private dock & large SPA whirlpool & attached bar. Walk/bike to beautiful Sombrero Beach down paved path. 4 bikes, 2 paddle boards, 2 kayaks included. Renovated home with new central A/C unit, new bathrooms & kitchen. Near supermarkets, liquor stores, pharmacy, great restaurants & more. Near Dolphin Research, Aquarium Encounters, Turtle Hospital, Bahia Honda State Park Beaches & more. Key West less than 1 hour away.

Mermaid Manor ~ Waterfront Haven w/ Hot Tub & Dock

Discover waterfront luxury at Mermaid Manor, a stunning 4BR retreat in Marathon. Built in 2019, this elevated home features power-adjustable Tempur-Pedic beds, 6-person LED-lit spa, and a new 50ft dock with deep water access. Enjoy the outdoor kitchen, cantina bar, paddleboards, and multiple entertainment areas. Perfect for boating enthusiasts with quick access to both Atlantic and Gulf waters. Modern amenities include 500Mbps WiFi, smart TVs, and gourmet kitchen with specialty cookware.

Beautiful Views New Cabin 2/1

Relax with the whole family at this peaceful place to stay. Waterfront area to have a BBQ and hang out with your family. Kayaks for you to use and explore the beautiful canals and ocean. Paddle out in the Gulf for a picturesque sunset. Then finish out the night with a BBQ on the waterfront area. Cabin is equipped with AC, Wi-Fi a full kitchen and all the comforts of home. You will feel right at home in the Keys!! You will have access to the Cabana Club located in Key Colony Beach.

Houseboat Getaway In Marathon

Get ready to indulge in a relaxing and unforgettable experience at the first overwater houseboat getaway in Marathon, Florida! 🌴🌊 What awaits you is - fun filled days living and exploring out on the fabulous florida keys waters in your own private aqualodge, breathtaking sunsets, and a private sanctuary perched above the sea. 😍 Don't miss out on this one-of-a-kind experience! Book your stay now and create memories that will last a lifetime.

Bungalow

Pet-friendly glamping in The Keys. Camp in comfort on your next Key West escape in an air-conditioned bungalow. Close to our amenities. Featuring a living room (with sleeper sofa), bathroom with shower, and a king-size bed, this vacation rental getaway sleeps 4. Our bungalows also boast patio table seating for four, Smart streaming TV, Wi-Fi, microwave, mini fridge, Keurig coffee maker, blow dryers, charcoal grill, and steamers.

Dream Catamaran

🌴 Welcome Aboard SeaJaz — Your Private 42’ Catamaran Getaway at the Perry Hotel & Marina You’ll love this unique, romantic, tropical escape aboard SeaJaz, a 3-bedroom Owner’s Version 42’ Manta sailing catamaran. It's cozy, intimate, and one of the most memorable places you can stay in Key West. Ever dream of staying on a catamaran in the Caribbean? Now is your chance — at a steep discount compared to traditional charters.

b watervibe

Enjoy the sounds of nature when you stay in this unique place. It's something different to enjoy with your partner of a romantic and fun moment and thus relax and forget about the everyday life. You can enjoy fishing, kayaking, go on an adventure, and enjoy other local activities. A complete camping experience for guests who like something fun and different. Try it and you'll see. It offers space for 2 people.