Holiday rentals with breakfast in Key West

Key Colony Beach with Cabana Club Access

Key Colony Beach House with Cabana Club Access This 3 bedroom home with 40 foot dock is an ideal getaway for fishermen, nature lovers, and sunbathers in search of warm weather, clear water, and tropical comfort. Walk into the open living room, where plush sofas create an inviting space that is full of light and the large windows frame the lush beauty outside. The full kitchen is equipped for cooks of all skill levels, and the dishwasher ensures that they won't waste one minute on chores.

*4 YR New* Private Dock/Cabana Club/Bikes & Kayak

Key Colony Beach Duplex, 2 Bedrooms (w/4 beds) 2 baths w/Cabana Club Access & Private 37.5 ft Dock on 100 ft wide Canal. This home has been recently remodeled, includes new furnishings, coastal décor, bedding, appliances and cookware. Master bedroom has an en-suite bathroom with a shower, flat screen TV, King bed, ceiling fan, and hairdryer. The second bedroom offers a bunk bed w/full size on the bottom and twin on top, flat screen TV is adjacent to a full bath with a hairdryer and a sofa bed.

Ocean Views Galore- Bring Boat- Built New 2024

Immerse into the finest Marathon Key has to offer.. Escape to the long ocean views, endless ocean sounds and breeze in this Brand New Built in 2024 Stunning Water Front Home. With Amities galore. Heated/ Chilled Pool/Spa/ Kayaks, Paddle Boards, Bicycles, Boat Dock, Games, Perfect Location, Walk or Bike to all. Fisherman's paradise. Instant Ocean or Gulf Access. One of 3 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

Villa Casa Cayo

Beautiful Marathon vacation home in the Sombrero Beach area, this waterfront vacation rental is surrounded by lush tropical gardens and a newly constructed pool. Only 300 meters from beautiful Sombrero Beach. Open concept home with wrap around balconies and views of the water. Hurricane impact doors and windows and new metal roof just completed in 2022. It's a 5 star! Tie your boat or kayak up for easy access to the Atlantic Ocean. Family friendly, just 45 minutes from Key West.

Steps off Duval - Paris - Beautiful Queen Room, Included in the price: breakfast, happy hour, bicycles.

One of 6 rooms at Andrews Inn! Neighbor with the Hemingway House, a beautifully decorated room with private bathroom, air conditioning, ceiling and tower fan, a new queen-size NECTAR mattress, Smart TV with Netflix, free Wi-Fi, in-room refrigerator. Guests staying here must be able to climb a single flight of stairs. We are an owner-operated Guest House where you will feel a lovely welcoming and a relaxing atmosphere. Included in the price: breakfast, happy hour, bicycles.

Marrero's Guest Mansion Adult Only (21+) Room 9

Adult Only Boutique Hotel (21+). Experience the grandeur of the stately Victorian home, thoughtfully updated and lovingly converted into a boutique hotel. One of the mansion's bigger rooms features a pillow top king bed, private bath with a tub/shower, sitting area, and large balcony. Its location at the back of the house on the second floor provides quick access to the garden patio and pool areas. Quiet and clean, Room 9 is the definition of serenity.

Luxury 4/3 Waterfront/Private Heated Pool/Dock/Ice

Located on Sombrero Beach Road, Paradise Cove is a new and luxurious 4 bedroom and 3-bathroom Villa with plenty of space to comfortably accommodate up to 10 guests. The spacious Villa offers three Master King Suites, one on the first floor and two on the second floor. You will find a fourth Bedroom with full bunkbeds on the second floor as well! Daily rate includes unlimited use of Pool Heater, Ice Machine, and multiple amenities during your stay.

Angler's Reef Oceanfront

Beautiful, Clean, Oceanfront 2 Bedrooms, 2.5 Bathrooms, Sleeps 6, 3 Large Tv's This lovely oceanfront home is at Mile Marker 85 in exclusive Angler's Reef - 52 homes . Quaint streets & walking paths wind through this village-styled retreat. Enjoy a drink in the lushly landscaped pool area overlooking the ocean or on the 500' of stunning private beach. Protected deep water marina with a deep channel out to the Atlantic.

Duval St Apartment w/ Balcony w/parking Adult Only

This large apartment overlooks Duval Street from a private balcony. Perfect location in the heart of Old Town within easy walking distance of restaurants, live music, and historic sites. Guests enjoy daily complimentary continental breakfast in the garden and dips in our heated pool. *Please note you must be 21 or older to make a reservation on this property and all guests must be at least 18 years old.*