Holiday rentals in Pinecrest

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Top-rated holiday rentals in Pinecrest

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.98 out of 5 average rating, 256 reviews

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.

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.
Guest house 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!

Top guest favourite
A spacious driveway curves past vibrant tropical plants and palm trees leading to a welcoming entrance of the property. The house features a warm orange exterior with decorative elements and a large garage door, complementing the lush landscaping.
Guest suite in Miami
4.9 out of 5 average rating, 383 reviews

Guest Suite-Exterior Entrance, SelfCheckin.

If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Place 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 -Swimming Pool -Central A/C -Ceiling fan -Kitchenette -Refrigerator -Microwave -Coffee maker -Netflix-HBO TV -Ceramic Tile Floors -Full Closet -Towels/Bath essentials -Iron & Board

Guest favourite
A modern studio layout features a spacious sleeping area with two queen beds, a kitchenette equipped with essential appliances, and a dining table set for four. Natural light filters through window shutters, and neutral tones create a calming environment.
Guest house in Miami
4.93 out of 5 average rating, 76 reviews

South Miami & Kendall area- Cozy 2 Bedroom Studio

Charming quiet upscale neighborhood near "Dadeland Mall". This modern two bedroom, with two queen size beds, with a private bathroom , kitchinette , full size refrigerator, microwave, mr coffee, toaster oven, this studio will meet your vacation needs whether traveling with your family or guests. Excellent access, located near Florida Turnpike, 16 miles from Florida Keys; 11 miles from Miami International Airport , 6 miles to Matheson Hammocks Park and Marina , 6 miles to the Miami Zoo.

Guest favourite
Home in Miami
5 out of 5 average rating, 10 reviews

Luxury Villa • Racket Court • Gym • Grand Garden

Fully remodeled luxury home in a top area surrounded by mansions, minutes from The Falls Mall, Lifetime Fitness, Fresh Market & Publix. This modern retreat features open living spaces with high-end finishes, a gourmet kitchen, and custom details. Enjoy over 16,000 sq ft of private backyard with resort-style pool, racket sports court, BBQ, gym, and landscaped gardens—perfect for families or groups seeking elegance, recreation, and convenience. Fully equipped for families with babies

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.
Guest house in South Miami
4.97 out of 5 average rating, 377 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.

Superhost
A bright living area features a light-colored sofa and a wooden coffee table, complemented by a vibrant floral arrangement. A large TV is positioned on a light wooden console. Sliding glass doors lead to a balcony with outdoor seating, inviting natural light into the space.
Flat in South Miami
4.84 out of 5 average rating, 89 reviews

Dharma | Premium 1B| 20% off Monthly| South Miami

Spacious, comfortable, upscale, and ideally located, Dharma Home Suites at Red Road Commons are the furnished accommodations you’ve been looking for. Quality living is at the forefront of this apartment community and we’ve made sure its modern and cozy interior offers the perfect home away from home for all travelers. Immerse yourself in Coral Gables’ vibrant surroundings, enjoy resort-style amenities and beautiful surroundings in the heart of South Miami.

Top guest favourite
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
4.97 out of 5 average rating, 395 reviews

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.

Top guest favourite
A colorful hammock is suspended between two palm trees, inviting relaxation beside a sparkling pool. Lush tropical plants surround the outdoor area, creating a peaceful ambience. The inviting pool area is visible in the background, enhancing the serene outdoor setting.
Guest suite in Homestead
5 out of 5 average rating, 161 reviews

“Have Fun at Hacienda Paraíso” Suite 1 | pool |

Welcome to Room 1, the first addition at Hacienda Paraíso. This suite is conveniently located next to another Airbnb suite, providing flexibility for your stay. It features a private entrance, bathroom, kitchenette, and dining table, ensuring a comfortable and self-contained experience. Enjoy the convenience of hotel-like amenities paired with the added bonus of access to our stunning pool and lush yard, creating a truly relaxing retreat.

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.
Guest house in South Miami
4.96 out of 5 average rating, 260 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.

Guest favourite
A cozy living area is featured with a light gray sofa positioned beside a circular coffee table. An accent wall displays a decorative sign, while shelves are neatly arranged with books and decorative items. A soft glow is provided by a floor lamp in the corner.
Guest suite in Miami
4.92 out of 5 average rating, 244 reviews

Private Guest Suite with Private Entry

Private GUEST SUITE within host home with PIVATE access: The whole group will enjoy easy access to everything from this centrally located guest suite. Private updated shower bathroom. Queen sized bed with 55” tv. Living area / breakfast nook. Coffee maker, microwave and Small mini fridge included. Private patio space included. No smoking on premises. No events or parties.

Top guest favourite
A side view of the property is presented, showcasing lush greenery and tropical plants along the exterior. A sturdy tree offers shade near the white house, with vibrant flowers adding a touch of color to the garden area.
Home in South Miami
4.99 out of 5 average rating, 75 reviews

Peacock Boho Chic Retreat

Relax with the whole family in this quiet, centrally located accommodation, spacious, elegant and a unique place to make your stay a wonderful and memorable vacation.2/1. Master bedroom with king bed and second bedroom with two twin beds. Full bathroom and fully equipped kitchen with washer and dryer in the unit. Open living room and 85" Smart TV. Large garden and privacy.

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 hotel rentals with a dedicated workspace in Pinecrest?

    Yes! Work meets play with ease at over 10 hotel 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 House Rentals in Pinecrest?

    Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with wifi, over 10 homes with a bbq area, over 20 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do hotel rentals in Pinecrest have wifi?

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

  • Do hotel rentals in Pinecrest have air conditioning?

    Absolutely! We offer over 10 hotel 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 apartment rentals in Pinecrest have a gym?

    Absolutely! We offer over 10 apartment 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 € 17 per night before taxes and fees

  • Verified guest reviews

    Over 2,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    80 of Pinecrest holiday rentals include wifi 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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