Holiday houses in Pinecrest

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Top-rated holiday rentals in Pinecrest

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Guest favourite
The living area features a comfortable gray sofa and a plush area rug, complemented by a marble coffee table. A large flat-screen TV is mounted on the wall, and a window offers natural light. A small dining area with bar stools is visible in the background.
Apartment in Miami
4.81 out of 5 average rating, 152 reviews

Luxury Miami! Managed by BNR Vacation Rentals

LOCATION and STYLE! You'll love our 1/1 in one of Miami's most exclusive neighborhoods. Nestled among multi-million dollar homes, this completely renovated unit in a 4-plex has its own backyard, a large, fully stocked kitchen, a comfortable King and a pull-out sleeper couch, free laundry access, and more. Blocks from downtown South Miami with three grocery stores, 50+ restaurants and bakeries (mostly non-chain), exclusive shops, spas, and exercise studios (Barre, spin, gyms)—all easily walkable.

Top Guest favourite
A contemporary living space is depicted, featuring a red chair next to a beige couch. A flat-screen TV is mounted on the wall across from the seating area. Light green curtains frame the windows, and a sleek kitchen island with white cabinetry is visible in the foreground.
Apartment in Miami
4.98 out of 5 average rating, 461 reviews

Serenity Oasis, Garden Retreat with Koi pond

Come and create unforgettable memories at our newly renovated luxury guest house. It boasts a private entrance, separate from the main house, which shares a wall with it. Nestled in a safe neighborhood, it’s conveniently located near everything, including the expressway. Miami Beach is just a 25-minute drive away, the Dolphin Mall is a 10-minute drive, and the Florida Keys are a 45-minute drive. Fiu University is just a 5-minute drive away.Our backyard is shared with us,and a beautiful koi pond!

Guest favourite
A cozy seating area is positioned by large windows, allowing views of lush greenery outside. A light sofa is complemented by decorative pillows, while a modern chair alongside a small table adds to the tranquil setting.
Loft in Coconut Grove
4.91 out of 5 average rating, 285 reviews

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

Guest favourite
Tiny home in Coconut Grove
4.97 out of 5 average rating, 121 reviews

Private Gated Tiny House • C Grove Micro Retreat

Quiet, respectful guests only. Owner onsite. No visitors allowed. Ultra-tiny 10×10 Tiny House micro-retreat in walkable Coconut Grove with AC, fast WiFi, small kitchen, mini fridge & private outdoor shower. Ideal for solo travelers seeking safety, simplicity, nature & the outdoors within a gated, peaceful setting near cafés, parks, bayfront paths and the Village—an eco-focused, secure urban glamping stay in Miami. Designed for minimal luggage, early nights & guests who value calm over nightlife

Top Guest favourite
A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.
Guest suite in Coconut Grove
4.96 out of 5 average rating, 287 reviews

"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

Top Guest favourite
The cottage features a cozy sleeping area with a queen bed adorned in light-colored linens. Exposed wooden beams enhance the ceiling's charm. A small dinette set for four is visible, along with a kitchenette in the background, showcasing modern appliances.
Guesthouse in South Miami
4.97 out of 5 average rating, 142 reviews

South Miami Cottage

Welcome to Casita Bella! We are excited to have you! Our charming cottage with kitchen is in the centrally located and beautiful City of South Miami. Our sweet neighborhood is just blocks from South Miami's city center, offering shops, restaurants, and nightlife, and about 1 mile from the South Miami Metrorail station, making it easy to explore Miami. After a fun day in the Magic City, come home to the privacy and comfort you deserve! Perfect for a relaxing getaway or exciting city adventures!

Guest favourite
A winding stone pathway meanders through a lush tropical garden, flanked by various green shrubs and palm-like plants. Sunlight filters through the trees, creating a serene natural environment that invites exploration.
Guesthouse in Coconut Grove
4.95 out of 5 average rating, 101 reviews

Historic Coconut Grove cottage in a native hammock

A charming, unique window into a Miami of yore, steps from the South Florida of the future. The home is within walking distance of Downtown Coconut Grove and the water’s edge of Biscayne Bay. A gated, secure parking lot makes it even more of a rarity. You’ll love the place because of the lush, tropical landscape (a restored, native, tropical hardwood hammock), the neighborhood, the history, the seclusion, and last but not least, the water. The cottage is good for couples and solo adventurers.

Guest favourite
A spacious bedroom features a comfortable bed with a light-colored quilt, complemented by wooden accents. Natural light filters through, illuminating the room's earthy tones. A small nightstand and artwork depicting a bird add character, while a private bathroom entrance is visible in the background.
Guest suite in Coral Way
4.9 out of 5 average rating, 231 reviews

Guest Studio apt, Private entrance, Patio, Parking

Take it easy at this unique and tranquil getaway in our 1930's Spanish Villa in the center of Little Havana and Coral Gables in the heart of Shenandoah. Your Guest Suite is equipped with a private entrance, private garden, and parking. Casita Amorcita is designed to give you the feeling of 'home' and 'love,' with the guest experience in mind. All linens are 100% cotton. Here you will have all that you need to rest, recover, recharge, and enjoy. We look forward to welcoming you home.

Guest favourite
A light-filled living area features a soft beige leather couch and armchairs arranged around a wooden coffee table. A decorative wall mirror and a potted plant add to the space. A television is mounted on the wall, and light drapes cover the windows.
Home in Flagami
4.93 out of 5 average rating, 399 reviews

Private duplex in the center of Miami.

1 bed/1bath Duplex located in the heart of Miami. Outdoor space is communal with free street parking. 2 minute WALK to Magic City Casino, 5 minutes away from Miami international airport, 5 minutes from restaurants and nightlife in Coral Gables & calle ocho, 10 minutes from downtown Miami, bayside, etc. Perfect for anyone with long layover at Miami Int Airport, or awaiting a cruise departure from port of Miami (Port of Miami is 10 minutes away). FREE wifi & cable included during your stay.

Top Guest favourite
A welcoming entrance is highlighted by two chairs positioned on a patterned rug. Potted plants are arranged around the space, accompanied by a decorative light fixture. A ceiling fan is visible above, and a door leads into the private room, creating an inviting atmosphere.
Guest suite in Miami
4.96 out of 5 average rating, 140 reviews

Adorable private studio

Relaxing, private, peaceful and centrally-located studio. You do not share your space with anyone. Walking distance to restaurants, supermarket, bus stop, Gym and Florida International University. Conveniently close to Miami Airport, Kendall Regional Hospital, Dolphin Mall, TopGolf, Everglades Airboat Expeditions, City Place Doral with Fresh Market, shops, Movie Theaters, Comedy Club, live music and more. Eleven miles from Bayside and Wynwood Walls. The beach? A short 15-mile drive!

Top Guest favourite
A peaceful outdoor seating area is situated on a wooden deck, featuring a small table with a potted plant. Two wrought iron chairs provide a comfortable spot to enjoy views of the tranquil lake and surrounding palm trees.
Guesthouse in South Miami
4.97 out of 5 average rating, 382 reviews

Sweet Dreams Lakeside Cottage near U of M Gables

Sweet Dreams Lakeside Cottage is a separate private guest house for complete living. Located on a beautiful lake in a quiet private upscale neighborhood near University of Miami, Coral Gables and downtown South Miami. The private back yard on the lake is like a mini Resort, tranquil, relaxing and romantic, complete with Tiki Hut and a Hammock for 2 and the High Speed WiFi works outside also. Conveniently located near a Metro Station, Shopping, Beaches, Restaurants and attractions.

Top Guest favourite
A bright sleeping area features a king bed with a wooden headboard, complemented by two bedside lamps on matching nightstands. Soft lighting illuminates the walls, creating a comfortable ambiance. A nearby door leads to a separate bathroom, enhancing the privacy of the space.
Guesthouse in South Miami
4.96 out of 5 average rating, 264 reviews

Cozy Cane Cottage close to UM

Next to U.M, Coral Gables and Sunset Mall. Enjoy easy access to beaches, restaurants, parks and shopping, next to the best attractions in Miami! Family friendly neighborhood with fantastic neighbors. Enjoy fun ping pong games or a glass of wine in the patio. Bookings are accepted from guests who maintain clear communication and a verifiable Airbnb presence. No third party bookings allowed.

Popular amenities for Pinecrest holiday rentals

When is the best time to visit Pinecrest?

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Frequently Asked Questions

  • Where should I stay in Pinecrest?

    Make yourself at home in Pinecrest by choosing from our most frequently booked neighborhoods. We have over 290 vacation rentals in Dadeland, and over 290 vacation rentals in Pinecrest.

  • Are there apartment rentals with a dedicated workspace in Pinecrest?

    Yes! Work meets play with ease at over 10 apartment rentals in Pinecrest featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in hotel rentals in Pinecrest?

    Experience the best of Pinecrest with our hotel rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Pinecrest?

    Pinecrest has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • What are the most popular amenities for Hotel Rentals in Pinecrest?

    Enhance your stay in our Hotel Rentals with the most popular amenities: over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a gym, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in Pinecrest have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Pinecrest have air conditioning?

    Absolutely! We offer over 20 apartment rentals with air conditioning in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly house rentals in Pinecrest?

    Four-legged friends are welcome in Pinecrest. Choose from more than 10 house rentals for guests traveling with pets.

  • Do house rentals in Pinecrest have a bbq area?

    Absolutely! We offer over 10 house rentals with a bbq area in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

  • Do hotel rentals in Pinecrest have a gym?

    Absolutely! We offer over 10 hotel rentals with a gym in Pinecrest. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Pinecrest

  • Total holiday rentals

    Explore 80 holiday rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest holiday rentals start at $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Pinecrest holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Pinecrest rentals

  • 4.7 Average rating

    Pinecrest stays receive an average rating of 4.7 out of 5 from guests

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