Vacation rentals with breakfast in Monroe County

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)

Value · Location · Walkability

|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 5-Star 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.

Value · Location · Comfort

Waterfront Luxury Home: 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

Location · Family · Outdoor spaces

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!

Location · Family · Grill

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. 🛥️🌴🎣

Location · Family · Indoor spaces

10 PPL Private Farm Retreat Pool Games & Near Keys

Welcome to Martha’s Village your private Homestead getaway! 🌴 Enjoy a spacious 3,500 sq. ft. single-story home designed for relaxing, entertaining and making memories with family and friends. ✨ What you’ll love: Fully equipped kitchen Private pool Spacious wrap-around outdoor patio Mini golf, ping-pong & billiards Charcoal BBQ Fire pit & outdoor areas Beautiful mural & photo spots Workspace Free on-site parking Small gatherings may be permitted with additional fees. Red Chevy not available

Location · Value · Sleep quality

Largo Getaway: 3 King Suites + In-Law Space

🔑 Managed by KEYLARGOTRAVELS See our profile for all listings. VIRTUAL TOUR: YouTube @Keylargotravels, go to Shorts it is called Mariners 🛏 SLEEPING Bedroom 1 – First Floor In-Law Suite: King bed, en-suite full bathroom with shower, plus a full-size sleeper sofa in the living area Bedroom 2 – Third Floor Master: King bed, en-suite full bathroom, plus a twin floor mattress available if needed Bedroom 3 – Third Floor Guest Suite: King bed plus twin bunk beds, en-suite full bathroom

Family · Location · Parks

Resort Smart Home | Pool, Spa, Gym, Games, Firepit

🎨 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 group 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

Family · Value · Parking

Picasso Penthouse w/ Balcony | Downtown/ Brickell

⭐️ Downtown Miami with Pool + Parking Picasso-inspired 2BD/2BA PentHaus, 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

Location · Value · Parking

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

Location · Family · Condition

Dapper Dolphin | Canal View + Breakfast + Pool

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!

Value · Family · Amenities

El Encanto | Private pool & tropical tiki

Your tropical Key Largo escape: a private pool, shaded tiki, grill, and generous outdoor areas made for time together. El Encanto welcomes up to 8 guests with 3 queen bedrooms, a sofa bed, 2 bathrooms, an equipped kitchen, bright living room, dining area, laundry, and on-site parking. Unwind by the water, share an outdoor meal, and return to a cool, comfortable home prepared for families and friends.

Location · Family · Access