Holiday rentals with breakfast in Florida Keys

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. 🛥️🌴🎣

5 Beds 3 BDR 2 Bath Heated Pool, Grill, Patio

Welcome to your perfect getaway in beautiful Marco Island! This spacious and stylish home offers everything you need for an unforgettable vacation. Nestled in a serene cul-de-sac, just a 5-minute drive from the pristine beaches, including the famous Tigertail Beach, this home promises comfort, convenience, and a touch of luxury. Whether you're here to relax by the heated pool, explore the local beaches, or enjoy the stunning lake views, our home is the perfect base for your tropical escape.

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

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

Luxe Penthouse | Skyline Views + Pool & Spa

Step out to your balcony and catch cruise ships gliding across the bay as the city wakes below. This 49th floor hotel-style large 1 bedroom packs one unforgettable view—perfect for groups, families, or anyone looking for a Miami getaway with style. With a heated pool, luxury spa, breakfast buffet, and prime walkability to Bayside and Brickell, this is Miami done right. Spacious, brand new, and located in the heart of Downtown Miami - an exciting place to stay!

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

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.*

Panoramic Water Views 40th Floor Modern Condo

Welcome to our luxurious 40th-floor corner unit in downtown Miami! Enjoy stunning water and city views from this brand-new (2024) Natiivo/Gale Residences 3-bed, 3-bath modern apartment. A sofa bed in the living room accommodates 2 extra guests, ideal for children (max 8 guests). Important: Parking is paid only. A mandatory resort fee of $35/day (not included in the booking rate) is payable at check-in.

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.

Miami High Rise | Brickell + Bayside Vibes

Step into sophistication at this stunning high-rise luxury studio in the heart of Miami. Perched above the city’s skyline, this sleek and luxury retreat offers panoramic views of the city and the vibrant downtown lights. Whether you’re here for business, romantic escape or a family getaway, this centrally located studio offers the perfect mix of comfort, convenience, and Miami energy.