Pet-friendly holiday rentals in Key Biscayne

South of Fifth Family & Pet-Friendly Retreat Acros

Experience a cozy and stylish Art Deco retreat in South Beach’s exclusive South of Fifth neighborhood, just a short stroll from the beach. Nestled in a tranquil section of Ocean Drive, this charming escape is surrounded by lush parks, dog-friendly spaces, and outdoor fitness areas. Discover a vibrant culinary scene with everything from local eateries to Michelin-starred restaurants, plus lively nightlife all within walking distance. This inviting queen room offers a comfortable bed, DirecTV, a w

The Garage. Charming loft. Self check-in. Parking.

Charming & differentiated NorthCoconut Grove loft/studio. Immersed in the green, which you will enjoy in the private patio. Recently renovated, with all the amenities and top-end appliances. Ideal for 2. Sleeps up to 4 (Queen bed + sofa bed). Easy, quick access to I-95, MIA Airport, Coral Gables, Brickell, Wynwood & Downtow. Free parking in front of the unit. Close to the Metro Rail Pets are welcome! Please inform us when you book. Additional fee is $100 per stay per pet. — No smoking allowed

"Casa Mia's" pool & BBQ bungalow

Private entrance offers bungalow experience to the one bedroom space, walk in closet en suite bathroom. Shared structural walls: sounds do travel. Exclusive access to pool (unheated), BBQ, stove top, small outdoor fridge, and “makeshift” sink. Plenty of privacy! 20 minute stroll to Coco Walk; restaurants, lush nature and historic sites. Nestled between Coral Gables ; South Miami and Brickell. Close to University of Miami; quick access to airport and beaches. Merry Christmas Park’s a block away

Coconut Grove Tiny House w Outdoor Shower near UM

Treat yourself to a peaceful solo retreat in Coconut Grove. Enjoy a boutique Tiny House surrounded by tropical gardens — perfect for mindful travelers seeking nature, comfort & simplicity. Special rate valid Oct 21–25. Nestled in a lush private garden w hammock lounge, tiki hut, fire pit, and open-air shower, this hidden ULTRA TINY gem blends nature & comfort. Enjoy own kitchen, washer/dryer, free parking & workspace. Walk to Grove spots. Minutes to UM, Coral Gables & MIA. One guest only.

Villa in Brickell w/Huge Outdoor Pool+Kitchen

A spacious, newly-renovated Villa right in Brickell - Miami's best location. The outdoor space has a signature pool, wooden deck, and patio with an outdoor kitchen and bbq. Enjoy the sun during the day and chill under the stars at night. Interior has high end finishes highlighted by the new master suite with large rainfall shower and soaking tub. Centrally located: as close as you can get to Brickell in a house; South Beach, Wynwood, Midtown, and Design District are all 15 minutes or less.

Brand NEW Cottage with Gorgeous Patio! 5 mi Beach!

"The Atelier" is a charming and rustic cottage inspired by an artist. It is a very private, peaceful & cute studio. Small space yet fully equipped for solo travelers or couples (4 can sleep but snuggly). It has a queen bed with a twin trundle bed (plus a foldable bed in the walk-in closet). Enjoy a cute backyard with a sofa under the avocado tree and a small grill. Plenty of free street parking. Best central location nearby all main Miami attractions. Between Little Havana and Brickell.

Tropical Bungalow Hideaway, Spacious Patio

Your studio in this peaceful bungalow is nestled in a lush tropical patio. It is separated from the rest of our home with private entrance in our little paradise! Want to start that book, rest or walk to the bay at dusk? Great for walking/biking. Children's and dog park nearby. Our village three blocks away has eateries, theatres, shops, gyms, boutiques, food markets, and sailing. Fridge/microwave/coffee/toaster. Private guest bath. Pets OK. Free parking. Two day minimum.

Four Seasons private studio in Brickell

Views of Miami’s glittering skyline provide the backdrop to a peaceful night in this privately owned, spacious Four Seasons Brickell corner suite. The hotel is walking distance to all the action, yet is quiet and maintains a peaceful vibe. The location is unbeatable- just a two minute walk to the water, where you are immediately on the waterfront path which you can walk, bike, or run along. Valet parking, 2 pools, jacuzzi, sauna, spa, and Equinox gym are all included.

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. Full size bed has a trundle with a twin size bed.

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.

Totally Updated unit 😍 You’ll love it !!

Fully renovated 1BR/1BA in Key Biscayne. 1 King or 2 Twin beds + 2 full sofa beds. Modern open kitchen, dining and living area. Only unit in the building with washer, dryer & dishwasher. Access to Key Biscayne Beach Park. Walking distance to the beach. Peaceful, upscale, family-friendly area. Sunrise Club Condo is across from Winn-Dixie and close to many restaurants. Perfect for couples, families or remote workers seeking comfort and location.

CoconutGrove Villa - 5 Star Location

Hidden gem in North Coconut Grove! Feel the charm of the Grove as locals do in the impeccable Inagua Villa surrounded by beautiful greenery! Walking distance of the iconic CocoWalk for dining and entertainment, the Grove marina for the sea-loving, and two beautiful parks to enjoy the outdoors. 10 minute drive to Brickell, 15 minute drive to downtown (American Airlines Arena) and 25 minute drive to Miami Beach.