Holiday rentals with breakfast in Florida Keys

40th Floor 3BR · Bay & City Views · Sleeps 8

Brand-new (2024) 40th-floor corner 3BR/3BA in downtown Miami's Worldcenter district, with panoramic bay and city views from a 250 sqft balcony and floor-to-ceiling windows. 1,300 sqft of space across three bedrooms — ideal for families and groups. Free building gym, resort-style pool, on-site dining (3 restaurants), and spa. Steps from Brightline, Metromover, Bayside, and Miami Worldcenter. Please note: A mandatory building resort fee of $35/night is required (set by the building, not the host)

10 PPL Luxury Farm | 20 Min Keys | Games | Event

Welcome to Martha's Luxury Farm! Let us show you why you should book with us: - Events available - extra $ - Red chevy no available - 3500 ft2 ground floor house in Countryside Area - Ideal for Families and kids - Fully equipped kitchen - Huge Patio with fruit threes - Dedicated work space - FREE Onsite parking - Charcoal BBQ - Pool - Mini Golf -Mural for Ig Pics - Smart TV - Fast WIFI - Washer & Dryer - Fireplace decoration only - Chef Available extra $ - Games Area - Self check in -fire pit

Gorgeous 3 Bdrm Home w/ private pool, 60' dockage

🌴 4 Ever Big Sky – Coastal Luxury Retreat | Private Pool + 60’ Dockage | Key Colony Beach, FL | 3 Bedroom plus bonus Florida Room/ 3 Bath Welcome to 4 Ever Big Sky, a sophisticated waterfront escape where modern coastal design meets effortless Florida Keys living. Ideally located on prestigious 12th Street in Key Colony Beach, this beautifully curated home features a private pool, 60 feet of dockage, and an unforgettable outdoor oasis designed for both relaxation and entertaining. ✨ The Expe

|32 Brickell Royale| City & Bay Views+ Luxe Living

Elevate into ultimate comfort in our stunning 32nd-floor condo at the iconic Brickell Arch, home to a luxury Marriott property. In the heart of Brickell’s Financial District, steps from acclaimed dining, shops, and nightlife. This fully-stocked, open-concept retreat is designed for luxury guests like YOU in mind, featuring sleek marble finishes, curated amenities, a private balcony, and sweeping skyline & bay views. Enjoy free parking, on-site restaurants, rooftop pool, spa, gym, and sky lounge.

Oasis in The Keys-Kayaks-Paddle Boards-Cabana Club

Oasis in The Keys, as the name implies, is a haven for guests looking to escape the everyday and enjoy the relaxing peace and beauty of The Florida Keys. Sit back and relax in this spacious and luxurious amenity filled waterfront home with floor to ceiling views of the turquoise blue Caribbean waters. This home has everything you need to enjoy your vacation without having to go far, though should you venture out it's central location makes it ideal for anyone looking to explore the middle keys!

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. 🛥️🌴🎣

Grace Place Miami Heated Pool Theater 12 GUEST

Welcome to Grace Place — our former family home, now a warm and welcoming Miami vacation retreat designed for families and multi-generational stays. Enjoy a private 15×30 HEATED saltwater pool, fenced yard, and a connected Family Suite with a king bed, sofa bed, kitchenette, and a 120” 4K projector for cozy movie nights. Minutes from Zoo Miami, Deering Estate, Black Point Marina, beaches, and the Florida Keys. We’re truly grateful to host your family! 🌿 **POOL CAN BE HEAT UPON REQUEST**

Ritz Resort | Pool/Spa/Gym/BBQ/Golf/FirePit/Arcade

🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

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

Waterfront Condo, daily housekeeping & breakfast!

Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

BBQ, Fire Pit, Gazebo | Next to Wynwood & SoBe!

Step outside and you're under a canopy of mature mango trees — fire pit glowing, covered gazebo, gas BBQ fired up and waiting. Your fully renovated Miami Shores stay blends modern and Mediterranean design with a lush & private backyard that your group will never want to leave. 3BR - 3BA · Fully Stocked Kitchen · Washer/Dryer · Private Driveway · Self Check-In · Pets Welcome Centrally Located: 15 min to Downton 10 min to Design District 12 min to Wynwood 120min to South Beach

Ocean Muse - Lux Waterfront Escape - Pool - Dock

Step into Ocean Muse, a luxurious 4BR 3Bath waterfront escape in peaceful Marathon, FL! Enjoy a private backyard with heated pool & spa, fire pit, dock, elevator, and stunning ocean views at Ocean Muse—just minutes from top attractions. ✔ 4 BRs (2 Master Suites, Bunk Room) ✔ Open‑Design Living ✔ Full Kitchen + Wet Bar ✔ Backyard w/ Lounge, Pool, Fire Pit, Games, BBQ ✔ 40' Dock w/ Fish Station ✔ Rooftop Ocean Views ✔ Elevator to All Levels ✔ Minutes from Top Attractions