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!

It's 5 O'clock Somewhere 5 min drive to the beach

Escape to paradise in the heart of the Florida Keys! This stunning 4BR/3BA luxury home in Marathon offers the perfect blend of comfort, fun, & coastal charm. - Private heated/chilled pool - 36-ft dock with fish cleaning tables, water, and electric. Boat lift required. Fees apply. - Waterfront gazebo with 2-minute access to the ocean or gulf - Pet-friendly (fees apply) - Ping pong table and life-sized Connect Four - Sleeps up to 10 guests - 5 minutes to restaurants, attractions, & Beaches

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

Largo Getaway: 3 King Suites + In-Law Space

TAKE A VIRTUAL TOUR OF THE ENTIRE UNIT ON YOUTUBE @KEYLARGOTRAVELS This property is managed by KEYLARGOTRAVELS 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

Canal Front Retreat | Pool + Free Breakfast

Welcome to THE MAD MAHI — your ultimate waterfront getaway in Marathon! This stunning 1-bedroom condo comfortably sleeps up to 4 guests and is perfect for a relaxing Florida Keys retreat. Enjoy a full kitchen, private balcony, resort-style pool, Tiki Ba and restaurant. Conveniently located between Key Largo and Key West, with local shops, dining, and attractions just a short walk or bike ride away.