Holiday houses in Cutler Bay

A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.

4.96 out of 5 average rating, 148 reviews

King Bed Home by the Bay FAST WI-FI & Coffee

Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

4.98 out of 5 average rating, 250 reviews

A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.

Tiny home in Cutler Bay

Quiet tropical Oasis setting with 1 bed and 1 bath

Tropical oasis centrally located between Miami Beach and Key Largo. Although you may never want to leave. The cozy casita with private bath and balcony is tucked away, surrounded by lush vegetation and sounds of the waterfall. Take a dip in the pool or grotto, relax with an afternoon cocktail under the tiki hut, or snooze in the hammock. During those cooler months soak in the hot tub. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

A private pool area is presented with crystal-clear water surrounded by a marble deck. Lounge chairs are arranged for relaxation, and a shaded seating area is provided under a pergola. Lush greenery is visible beyond the pool, enhancing the tranquil atmosphere.

4.97 out of 5 average rating, 65 reviews

Resort Style Pool • Fire Pit • PingPong • BBQ Fun!

Escape to Paradise in Cutler Bay, Florida! Experience the ultimate Florida lifestyle in our stunning getaway, perfectly situated for enjoying local events. 1-15 Min to Biscayne Bay 2-25 Min Brickell and Downtown 3- 30 Min to South Beach & Crandon Park Beach 4-Ideal for Families 5-Private Pool & Patio 6-Mediterranean Interior Design 7- Designed for 10 guests (1 King Bed, 1 Queen Bed , 2 Full bed , 1 Day Bed w/ 2 Twins)contact us 10- Fully Equipped Kitchen 11- Fast Wi-Fi 12- 24/7 Available Host

4.91 out of 5 average rating, 419 reviews

The entrance of the property is framed by mature palm trees and lush landscaping, showcasing vibrant greenery. A large half-circle driveway leads up to the house, highlighted by a smooth, paved surface. The warm-toned exterior of the home is visible, inviting guests into a tranquil setting.

Guest suite in Miami

Cozy Suite -Exterior Entrance, SelfCheckin

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

4.97 out of 5 average rating, 391 reviews

A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.

Home in Miami

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.

A pool area is featured, surrounded by lush greenery and palm trees. Sun loungers are positioned next to the inviting pool, with a shaded seating area under an umbrella visible in the background. The structure has large glass doors that provide access to the interior.

4.96 out of 5 average rating, 23 reviews

4BR Home with Pool, Playground & Boat/RV Parking

Beautiful Cutler Bay pool home with large backyard, boat/rv parking, and playground. Whether you're planning a getaway to the Florida Keys, soaking up the sun on the beaches of Miami, or just looking for a cozy staycation, this home is your perfect launchpad for everything South Florida has to offer. • The Florida Keys – 48 minutes • Miami Beach – 37 minutes • Everglades National Park – 33 minutes

4.96 out of 5 average rating, 227 reviews

A well-lit studio room features a full-size bed with light bedding topped by two pillows. A small dining area with two chairs and a round table is positioned near the window, which is covered by bright, modern shades. Storage is provided by a closet.

Guesthouse in Miami

Alma

This completely new studio has a private entrance and private outdoor space to enjoy your stay in Miami. Located at Palmetto Bay, in a very quiet area between Key Largo and Downtown Miami, perfect for travelers that planning visiting Miami, Everglades, the Keys, and our great Beaches. This cozy space is perfect for couples, solo adventures, and business travelers.

4.87 out of 5 average rating, 139 reviews

Guesthouse in Miami

Modern Private Room | Super Clean and Quiet Stay

Modern, private, and cozy studio in Miami! Enjoy your own entrance, private bathroom, and a comfy Queen bed. Fully remodeled with Smart TV, microwave, coffee maker, large fridge, blender, and dishware. Just minutes from Zoo Miami and close to major highways, with free private parking. Perfect for couples, business travelers, or a weekend getaway.

Superhost

A cozy sleeping area features a spacious bed covered with a light quilt. Soft lighting is provided by two bedside lamps on turquoise tables. A large framed artwork of a serene ocean scene hangs above the bed, complemented by a stylish black and white patterned closet door.

Guest suite in Miami

4.83 out of 5 average rating, 537 reviews

Private 1bd/1bath guest suite.

We are a great location for day trips to Key Largo and the rest of the Keys as well as the Everglades. Cozy 1 bedroom studio apartment with a private entrance, bathroom, and kitchen. It is located in a very quiet area of Cutler Bay, between Key Largo and Downtown Miami. This space is perfect for travelers that prefer a peaceful retreat.

4.91 out of 5 average rating, 298 reviews

A modern studio apartment features an open layout with a well-equipped kitchen and seating for two at a sleek countertop. A cozy couch sits across from a queen bed, with a light rug underfoot. Natural light enters through a window framed by horizontal blinds.

Condo in Palmetto Bay

Bright Modern Studio Apartment

Find yourself at this slick Studio Apartment professionally designed, top of the art appliances with a unique modern touch. Based in a quiet and peaceful neighborhood. Located close to Downtown Miami and also to The Florida Keys. Nearby shoppings centers, restaurants and supermarkets. All you need to enjoy a charming getaway.

4.88 out of 5 average rating, 40 reviews

A studio apartment features a spacious bed with soft linens and a ceiling fan for comfort. A dining area with a table and chairs is positioned beside a compact kitchen that includes a refrigerator and microwave. A wardrobe is visible, providing storage options.

Guesthouse in Cutler Bay

Studio Private Entry close to Blackpoint Marina

Welcome to our cozy and convenient short-term rental studio apartment, where comfort meets functionality in every square foot. Nestled in a serene neighborhood, this charming abode offers a retreat-like ambiance perfect for solo travelers or couples seeking a home away from home.

5 out of 5 average rating, 8 reviews

A compact sleeping area features a spacious bed with a light gray quilt and two pillows. Light wood beams stretch across the ceiling. A small wooden counter with a stool is positioned nearby, while storage cabinets are seen against the wall, providing functionality.

Guesthouse in Cutler Bay

Cutler bay /Private entrance guest house

Convenience access / New construction Very clean and comfortable tiny house / fully equipped , stylish , small private patio , 2 min away from turnpike Very quiet place Private parking on property close to old cutler road historical area SMOKE / VIPING AND PET FREE ROOM

Popular amenities for Cutler Bay holiday rentals

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Cutler Bay

Private room in Cutler Bay

A spacious pool area is set in a serene backyard, featuring a clear blue pool surrounded by lounge chairs. A covered seating space is visible to the side, complemented by vibrant greenery and tall trees that provide shade.

4.95 out of 5 average rating, 189 reviews

Tropical Oasis-Miami Private Room

A modern kitchen features a large granite island with seating for four. Stainless steel appliances are positioned alongside light cabinetry, while natural light enters through sliding glass doors that open to an outdoor space. A comfortable and functional atmosphere is created for cooking and socializing.

4.64 out of 5 average rating, 118 reviews

Miami Family Lake House 3BD/2BTH 3Beds 6 Guests

A modern driveway features a combination of concrete and green grass patches, leading up to a garage door. The structure displays a clean, contemporary design, with a soft sunset sky in the background, creating a calming evening atmosphere.

Apartment in Cutler Bay

4.69 out of 5 average rating, 13 reviews

Beautiful Peaceful & Modern Studio, Cutler Bay, FL

4.82 out of 5 average rating, 206 reviews

A spacious bedroom features a dark metal bed frame with a plush bedspread in neutral tones. Two bedside lamps are positioned on either side of the bed. Soft natural light filters through the window covered by a dark curtain, while an adjacent area leads to an en-suite bathroom.

Private room in Miami

Private room & Bathroom near Miami Zoo

4.71 out of 5 average rating, 7 reviews

A tranquil sleeping area features a spacious bed topped with neutral linens and decorative pillows. A small dining set is positioned nearby, alongside a compact kitchen with a refrigerator. A decorative lamp and a wall sign add a touch of charm to the minimalist space.

Apartment in Cutler Bay

Central location

Guesthouse in Palmetto Bay

4.9 out of 5 average rating, 10 reviews

Paradise in Palmetto Bay, with Pool-BBQ-Gazebo.

A private outdoor space features a green turf area with four chairs and a central table, enclosed by wooden fencing. An air conditioning unit and a mini-fridge are visible, with string lights adding ambient lighting overhead.

Apartment in Homestead

4.75 out of 5 average rating, 4 reviews

Studio Apartment with backyard - All Private!