Holiday rentals with breakfast in Florida Keys

Waterfront Oasis w/Private Pool-Dockage-Beach

Our beautiful spacious home has been recently renovated & features 3 bedrooms & 3 bathrooms, making it perfect for families or groups of friends. The open floor plan and large windows allow for plenty of natural light and stunning views of the water. The kitchen is fully equipped for all your cooking needs and the large private backyard provides the perfect spot for outdoor dining & relaxing poolside. Book your stay at our home today & get ready for an unforgettable vacation in the Florida Keys!

Kusikuy Private Guesthouse

This wonderful Cottage has a private entrance in the side, surrounded by a garden with a pond in a peaceful environment located in a quiet residential neighborhood. Centrally located at only 12 minutes to the airport, fast access to the main highways to get in 20-25min to South Beach (12miles), 15min to Dolphin Mall, 15min to Dadeland Mall and 25min to the redland farms in Homestead or the Everglades. A fridge with free beverages, Wi-fi, silent cold Ac split and a Smart TV are waiting for you!

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.

Fontainebleau Reno'd Ocean View 1BR Suite, fits 6!

Luxurious 1,070 sq. ft. Ocean-View suite at the Fontainebleau Hotel, located in the Tresor Tower. This stunning 1-bedroom apartment features a full kitchen, spacious living room, 2 large balconies, and 2 full bathrooms, including a jacuzzi in the master. Enjoy full access to ALL hotel amenities with No Resort Fee, plus 2 Complimentary Spa Passes! to the Lapis Spa. Sleeps up to 6 with a king bed, queen sleeper, and optional rollaway beds available for $60/night. Perfect for a relaxing getaway!

Stay on Roxie - free transport & snacks, BYOB.

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. 🛥️🌴🎣

Miami Luxury Penthouse Downtown/Brickell/Bayside

⭐️ Downtown Miami with Pool + Parking Picasso - inspired 2BD/2BA Penthouse, is a gallery in the sky w/ floor-to-ceiling ocean, skyline & pool views, with BlackOut shades. Designed for creators, design lovers + elevated travelers. Every corner is a content backdrop. Steps to world-class dining, shopping + nightlife. Minutes to Bayfront Park, Brickell, Wynwood, Midtown, Design District, South Beach + MIA. Resort-style amenities, gym, pool + secure onsite parking. This is Miami life—elevated

New Pool & Living Room | Arcade | Perfect Location

Your Tropical Escape Next to Brickell, Coconut Grove & Key Biscayne! Welcome to Your beautiful piece of Miami paradise— a vibrant & palm-fringed escape made for good vibes, great sleep, and unforgettable stays. What Makes This Spot Great For You - Gardens & breezy outdoor lounges—perfect for cocktails and coffee - Large king bed + Miami Vice throughout - Just minutes to Brickell buzz, Grove charm & Key Biscayne relax - 15 min walk to Hobie Beach 🚨MESSAGE US for Your Best Rates🚨

Charming central Miami Suite close everything!

Private , charming centrally located suite close to nearly anywhere in town you would like to visit. Five minutes from expressways and airport. Coral Gables, Dadeland, Dolphin Mall, International Mall, Wynwood, Downtown, Miami Beach, many plastic surgery facilities , delicious restaurants and hospitals are a short trip away. Uber and Lyft would be economical to nearly anywhere. There is also public transportation and Trolley (free rides) Free parking reserved and laundry facilities

Largo Getaway: 3 King Suites + In-Law Space

This property is managed by KEYLARGOTRAVELS Click on our profile picture for our listings. Perfect for families or two couples, the home features a private in-law suite, 2 king rooms, queen with twin bunk beds Indoor & Outdoor Pickleball Courts Tennis & Basketball Courts with lights Two Resort-Style Pools Two Spas – Including Key Largo’s largest pool, which is permitted for night swimming. Fishing Dock BBQ Grills Throughout

SF Beautiful Blue & Gold Studio with Ocean View

🌊 19th-Floor Oceanview Studio at Hotel Arya in Coconut Grove 🌴 Studio • Sleeps 4 • Balcony • Pool & Gym Access • Ocean Views Soak in breathtaking ocean and sailboat views from this high-floor studio at Hotel Arya. Features a king bed, queen sofa bed, blackout shades, and hurricane-impact balcony door. Enjoy full access to hotel amenities including the pool, gym, and more—right in the heart of walkable Coconut Grove!

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.*

villa hermosa

This home isn’t just a place to stay—it’s a place to create memories. So, come and enjoy everything Key Largo has to offer, and let this unique home be the perfect backdrop for your vacation. We can’t wait to welcome you and help make your time here unforgettable. Your comfort and satisfaction are our top priority, and we’re always available to assist with anything you need during your stay.