Holiday rentals with breakfast in Florida Keys

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!

World-Class Oceanfront Pool/Hottub Sunset Escape

Escape to Oceans Cay Villas—luxury oceanfront in the Florida Keys. Why you’ll love the Islander: ✨ Heated swimming pool + Relaxing HOT TUB! ✨ Fire pit with perfect sunset views ✨ Fishing, snorkeling, and swimming in your backyard ✨ Free kayaks, paddle boards, and bicycles ✨ Walk or ride to Seven Mile Bridge ✨ Walking distance to restaurants and attractions ✨NO SEAGRASS SMELLS! ✨ Ping pong table ✨ Private dock for your boat ✨ Stylish, modern villa design ✨ Breathtaking SUNRISE and SUNSET views

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.

Oceanview Apt Marenas Resort, Direct Beach Access!

Stay at the heart of Sunny Isles in Marenas Beach Resort and Spa for a discounted rate! Enjoy the breathtaking beach and a relaxing day by the pool or jacuzzi. This Condo Hotel offers a 1 bedroom with a king-size bed, a fully equipped bathroom, kitchen, sofa bed, tv, valet parking, beach service, hot and wet sauna, and balcony. Close proximity to South Beach, Aventura Mall, Bal Harbour Shops, Lincoln Road, theaters, Heritage Park, grocery stores, nightclubs, and world-famous restaurants.

Luxury Miami Living - Heated Pool/Spa/Gym/BBQ/Fire Pit

🎨 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

Picasso PentHaus | WorldCenter / 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

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

Historic Key West - Cigar House - Sleeps 4

The neighborhood is alive, dynamic, and surrounded by Key West History - unquestionably the most intact Old Town Key West neighborhood on the island. There are excellent restaurants within walking distance, and Duval Street is only two blocks from the property - close enough, yet far enough away! Ft. Zachary Taylor, located only two blocks to the west of the property, is a National Historic Park and boasts the nicest beach with the best sunsets on the island.

King Bed Comfort – 5 Mins to Miami Hotspots

- TOTALLY PRIVATE BEAUTIFUL STUDIO Beautiful studio near everything!!! 5 minutes from the Airpot, Wynwood, Design District, South Beach, Port, Brickell, AAA, - King Size Bed - Private parking -Fully stocked kitchen also wifi, Smart Tv - 6 star hospitality - Washer and Dryer on premises to use for free - Property is 1 of 4 Airbnb on the property -$100 Pet fee -per stay. -NOTE: two pets, would be $150 per stay ( not apply for long-term stays)

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