Vacation rentals with breakfast in Key West

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Top-rated accommodations with breakfast in Key West

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

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Apartment in Marathon

4.6 out of 5 average rating, 887 reviews

Standard 1 Bedroom King Suite with Balcony

Our Standard King One Bedroom Suite offers you with all the comforts of a home with a private balcony overlooking the hotel grounds. All Standard Suites have a private bedroom with a King-sized bed with memory foam mattress and a Sleeper Sofa in the living room area. Each suite is equipped with a full living and dining room area, with two 42’’ flat screen TV’s and a desk with USB charging stations. The fully equipped kitchenette provides you with dinner & silver ware, cups & glasses, a mini fridge, microwave and a coffee maker. The private bathroom has custom tiled showers and designer bath amenities by Hydra Spa.

Home in Key West

5 out of 5 average rating, 4 reviews

Poolside Cottage at Simonton Court - Adults Only

Your private cottage awaits you in paradise! Nestled among lush tropical gardens, this poolside cottage is part of our gated 2 acre adults only resort. Relax in any of our 4 pools – just steps from your door. Located 1 block away from infamous Duval St, yet still peaceful and secluded. A continental breakfast is included and is served poolside at the adjoining Mansion at Simonton Court. We also offer poolside beverage service, happy hour, food tours, bicycle rentals and concierge service.

Home in Marathon

4.83 out of 5 average rating, 6 reviews

*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.

Home in Key Colony Beach

5 out of 5 average rating, 4 reviews

Key Colony Beach with Cabana Club Access

Key Colony Beach House with Cabana Club Access This 3 bedroom home with 37.5ft 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.

Guest favourite

Boat in Key West

4.91 out of 5 average rating, 200 reviews

Stay on Roxie with FREE anytime cancellation!

Read our reviews and relax with last minute weather cancellation! 🌞 Shower, toilet and power to recharge phones, full cellular. Enjoy a peaceful night or two on the water! Free parking and one free round trip transport to/from Roxie per night stay! Roxie is anchored in ~3ft lagoon. We live on a boat a half-mile away if you need anything at all! Roxie has a Keurig, coffee pods, bread, peanut butter-jelly, and bottled waters. No cooking but you may bring to-go food, beer/booze/wine. 🛥️🌴🎣

Home in Key West

4.9 out of 5 average rating, 39 reviews

Millionaire Row Heart of Key West 4 BR Resort Home

5 Star Getaway With GREAT RATES - Renovated, WI-FI, Heated Pool and Garage. GREAT LOCATION!! Our calendar is updated in real time and our rates are accurately displayed. You can book instantly without waiting for owners approval. Flexible cancellation policy. We try to beat rates of all the other houses in Truman Annex. Welcome to Island Living. Cozy, but upscale. Truman Annex is the most exclusive private residential community in Old Town Key West, just off the main drag of Duval Street.

Guest favourite

Home in Marathon

4.9 out of 5 average rating, 20 reviews

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.

Top guest favourite

Private room in Key West

4.98 out of 5 average rating, 136 reviews

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.

Guest favourite

Home in Marathon

4.98 out of 5 average rating, 66 reviews

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.

Superhost

Private room in Key West

4.93 out of 5 average rating, 183 reviews

Nuns Room, A single travelers delight!

21 + age limit! You won’t want to leave this charming, one-of-a-kind space specially designed for a single traveler. ONE GUEST ONLY. The bathrooms for this room are shared with 3 other rooms. Both bathrooms are fully equipped with toilets, showers, sinks, body wash, shampoo, conditioner, hand towels, and hair dryers. Bath towels are in the rooms. A repeat guest favorite - all the amenities for a fraction of the price!

Guest favourite

Apartment in Key West

4.9 out of 5 average rating, 210 reviews

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.*

Superhost

Villa in Marathon

New place to stay

Sunset Harbor Waterfront Villa with Dock, Cabana C

Step into this 3BR 2Bath waterfront getaway in the tranquil area of Key Colony Beach! Escape the crowds and relax on the screened lanai or private dock with kayaks, then enjoy Cabana Club membership with private beach, heated/cooled pool, tiki bar & tennis. ✔ 3 Comfortable BRs (King Suite + 2 Queens + Air Mattress) ✔ Open Design Living with Harbor Views ✔ Full Kitchen & BBQ Patio ✔ Private Dock + Kayaks