Family-friendly holiday rentals in Key Biscayne

Penthouse 1908 Ocean Front View 1BD Monte Carlo

APART HOTEL. 24/7 FRONT DESK. FREE VALET PARKING. OCEAN FRONT VIEW PENTHOUSE 1 BR CORNER 1 BATH WITH BALCONY, 19TH FLOOR, LOCATED AT LUXURY OCEAN-FRONT CONDO "MONTE CARLO" ON COLLINS AVE, MIAMI BEACH. UNIT HAS: WI-FI, KING SIZE BED, 2 SLEEPER SOFAS, BED, CRIB, 2 TV'S, LAUNDRY, DISHWASHER, FULL KITCHEN AND FREE PARKING! 2 SWIMMING POOLS, JACUZZI, GYM, STEAM ROOM, LOUNGE ROOM DIRECT BEACH ACCESS, LOUNGE CHAIRS AND UMBRELLAS AVAILABLE AT THE BEACH. WI-FI THROUGHOUT THE BUILDING. NETFLIX, HULU.

Perfect Miami Beach Stay - King Studio

Spacious king studio at Hotel Trouvail Miami Beach, just one block from the ocean in the stylish Faena District. Upgrade your stay with a king bed, sitting area, walk-in rain shower, flat-screen TV and kitchenette with microwave and mini fridge. Enjoy food, coffee, or cocktails at the café, bar, or pool. Nestled in a quiet area that’s still steps from South Beach’s best dining, shopping, and nightlife—but not the noise, traffic, and crowds. Ideal for a relaxing stay or work trip.

Coconut Grove Tiny House Solo Retreat near UM MIA

🌴 Escape to a boutique Tiny House retreat in Coconut Grove—perfect for solo travelers, creatives, and digital nomads. Nestled in a lush private garden with hammock lounge, tiki hut, fire pit, and open-air shower, this hidden ULTRA TINY gem blends nature and comfort. Enjoy a full kitchen, Wi-Fi, A/C, washer/dryer, free parking, and workspace. Walk to Coconut Grove spots. Minutes to the University of Miami (UM), Coral Gables, and Miami International Airport (MIA). One guest only.

Tranquil Studio w/ Driveway at A+ Location

FREE PARKING at your own Driveway in a very SAFE & QUIET neighborhood @ Heart of Miami. TOTALLY PRIVATE with separate/private entrance, within walking distance of Little Havana, just mins to Downtown, Brickell, Key Biscayne, I-95, Coconut Grove, Coral Gables. High Speed WIFI, microwave, fridge, air-fryer, toaster oven, electric hot plate w/ pots& pans, coffee/espresso maker, etc and all the amenities you may need. Twin size bed has a trundle with another twin size bed.

Key Biscayne Unit 1/2 block from the beach

My place is close to The Ritz-Carlton Key Biscayne Miami Seaquarium Miami Open -Tennis Tournament Crandon Park Bill Bags Florida Park Downtown Brickell Miami Beach You’ll love my place because of It is full of good energy and comfort. This place has all the things you'll need for a nice gateway vacation time. Unit is equipped with wi-fi internet and X1 Xfinity cable. Two 55 inch tvs for your entertainment. Ideal for families, solo adventurous, and business travelers

The Miracle Cottage & Pool on Acre Miami Florida

Beautiful, brand new PRIVATE cottage on an acre property situated in million dollar neighborhood. Perfect place to relax and enjoy the Miami sun. This is a little piece of heaven in the heart of a magical city. Come & enjoy your best vacation. Charming , peaceful & comfortable . Cottage is a completely separate building from the main house. It’s 900 sf of living area. Cleaning & Decontamination as per CDC guidelines before every check in.

Ocean Drive Suite South Beach Family Pet Friendly

Historic Art Deco hotel stay across from the beach in South Beach’s best neighborhood, South of Fifth. This quiet section of Ocean Drive is perfect for a peaceful beach getaway, with family and pet-friendly attractions like playgrounds, dog runs and open-air gyms. Walk to vibrant neon nightlife or explore a dining scene that blends authentic mom-and-pop eateries with Michelin-starred restaurants - all just steps from your door.

Cute & Cozy Beach Casita

Relax in the Island Paradise...... Cozy, spacious 1 bedroom 1 bathroom apartment fully renovated, impeccably decorated and CLEAN! Sofa bed size Full in the living area is OK to sleep 1 guest. I also have a baby bed for your little one. We offer free assigned parking space to all our guests Contact me for length of stays, offers and infos! Available also for monthly rental or multiple months. Thanks Vero

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.