Holiday rentals with breakfast in Florida Keys

4.89 out of 5 average rating, 45 reviews

Three colorful adirondack chairs—one red, one yellow, and one green—are positioned on a sandy beach under palm trees. The calm blue water extends towards the horizon, while a rocky wall forms a subtle boundary in the background.

Home in Marathon

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!

5 out of 5 average rating, 19 reviews

A stunning view of 'The Islander' Villa overlooks open water, showcasing a spacious heated pool with surrounding patio areas. Lush palms sway in the breeze, and the two-story home features large balconies designed for enjoying the scenic surroundings.

Home in Marathon

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

4.88 out of 5 average rating, 179 reviews

A panoramic view showcases the hotel's lush pool area surrounded by palm trees, lounge chairs, and private cabanas. The sparkling ocean is visible in the distance, enhancing the tranquil atmosphere of the resort grounds.

Condo in Miami Beach

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!

4.9 out of 5 average rating, 227 reviews

A motorboat is anchored on calm waters, featuring a spacious front deck. Two individuals are seated comfortably, enjoying the view. The boat's sleek design is complemented by a canopy overhead and small steps leading into the water, creating a relaxed atmosphere.

Boat in Key West

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. 🛥️🌴🎣

4.92 out of 5 average rating, 108 reviews

A lively game room features colorful decor, game tables including foosball and air hockey, and two arcade machines. Natural light enters through large windows with yellow curtains, while a neon sign adds a fun touch. A door leads to the outdoor space.

Home in Miami

Posturepedic Beds!NearBeach/Airport Spacious BBQ/B

🎮 Experience GameRoom House 🛏️ Luxury beds very comfort! ⭐️ ✅ Clean, Spacious & Safe! 📍 Prime Location – Walk to bars, restaurants & grocery stores 🏖️ Close to It All – Gables, Grove, Key Biscayne Beach 7 min, South Beach 15 min, Airport 12 min 🚢 Cruise Ready – 16 min Port of Miami 🎰 3 arcade games (NBA Live 🏀Pac-Man 👾NFL Blitz 🏈) ping pong 🏓, poker, dominoes table ♠️, foosball ⚽ 🍔 Backyard Vibes Spacious 📺 BBQ 🎶chilling 🍹 Private Bar 🔥 Book fun starts the moment you arrive!

5 out of 5 average rating, 25 reviews

Home in Miami

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**

Condo in Sunny Isles Beach

A panoramic view reveals the turquoise waters meeting a sandy beach, with a high-rise building standing elegantly along the coastline. The sky is filled with scattered clouds under bright sunlight, offering a serene beach atmosphere.

4.82 out of 5 average rating, 130 reviews

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.

4.9 out of 5 average rating, 152 reviews

Villa in Miami

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

4.99 out of 5 average rating, 115 reviews

Condo in Miami

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

4.96 out of 5 average rating, 319 reviews

The kitchen area features modern appliances, including a refrigerator, microwave, and coffee maker. Sleek cabinetry is complemented by white countertops and a sink. Glassware and dishware are neatly arranged on open shelves, with light illuminating the space from overhead fixtures.

Guest suite in Miami

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

4.7 out of 5 average rating, 23 reviews

An aerial view captures a serene swimming pool surrounded by lush palm trees and sun loungers. The pool, designed with a curved shape, features a shallow section. Nearby, pathways lead to the clubhouse and other resort amenities, all set against vibrant greenery.

Villa in Key Largo

Endless Summer #42 4BR Key Largo Stay – Pool,

Discover a serene vacation rental where luxury meets tranquility. Ocean Residences offers modern design, a secluded retreat vibe, and access to the exclusive amenities of Playa Largo Resort & Spa, including pools, dining, and beachside relaxation (wristband required). Pet-friendly with a stunning clubhouse and Atlantic views, this destination ensures unforgettable memories. Complimentary shuttle service makes exploring effortless. Book your ultimate getaway today!