Vacation rentals in Pinecrest

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Top-rated vacation rentals in Pinecrest

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

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Guest favorite
A spacious suite featuring a king size bed with crisp white linens. Dark accent walls provide contrast against light wooden flooring. Natural light enters through large windows adorned with sheer curtains, while a small desk and tasteful decorative elements complete the stylish environment.
Apartment in Coconut Grove
4.81 out of 5 average rating, 126 reviews

Coconut Grove Stunning City View Suite Free Park

INCREDIBLE VALUE! First, a $30 gift card to our restaurant GreenStreet and a bottle of champagne will be awaiting you in your room! In Coconut Grove, this privately owned & renovated bright suite on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ a king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash

Top guest favorite
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 favorite
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 favorite
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, 229 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 favorite
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.

Guest favorite
The living area features a comfortable blue sofa positioned across from a contemporary coffee table on a light-colored rug. A ceiling fan provides airflow, and a large window allows natural light to illuminate the space. Modern appliances and decorative elements enhance the overall ambiance.
Apartment in Miami
4.89 out of 5 average rating, 203 reviews

Close to UM & Shopping. BNR Vacation Rentals

Our fresh Airbnb is located in the upscale neighborhood of High Pines in Miami. The home is furnished with a super plush KING bed and the most comfortable pull-out bed imaginable. 5 Min to the University of Miami 7 Min Fairchild Tropical Botanical Gardens 12 Min to Vizcaya 14 Min Coconut Grove 14 Min to The Venetian Pools 15 Min to Downtown Miami Our place is great for guests looking for luxurious furnishings in a clean environment. Neighborhood is calm, quiet, and safe. Book now!!

Top guest favorite
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 favorite
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 favorite
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, 260 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. Enjoy the miles of nearby walking paths stretching from Coconut Grove to Black Point Marina.

Top guest favorite
A serene outdoor pool area is surrounded by lush tropical landscaping, featuring a clear blue pool and several lounge chairs. Umbrellas stand by the poolside, providing shade, while additional seating is available nearby, creating a welcoming space for relaxation.
Condo in Coconut Grove
4.99 out of 5 average rating, 129 reviews

Your Bay View Escape in Coconut Grove, Pool & Gym

- Enjoy breathtaking bay views & sunsets in this fully remodeled Coconut Grove condo - Private balcony perfect for relaxing and taking in the scenic surroundings - Full access to building amenities, including a gym, pool, sauna/steam room and jacuzzi -Onsite restaurant, valet/parking and 24/7 security. - Located just steps from Coconut Grove’s best restaurants, shops, and marinas -Fully equipped kitchen, luxurious oversized shower and cozy bedroom with work desk.

Guest favorite
Two spacious beds are highlighted in the inviting bedroom, featuring wooden headboards and soft white bedding. Natural light floods the room through a large window with sheer curtains, offering views of the greenery outside.
Home in Miami
4.85 out of 5 average rating, 118 reviews

Miami - Group Retreat #1

Spacious 3 bedroom/ 2 full bathroom one story home next door to " Paradise Place - Pinecrest ", has large kitchen, big rooms, private laundry room and privacy fenced yard with patio. Brand new furnishings. Super fast, fiber optics Wi-Fi plus DIRECTV channels. Super convenient location in Pinecrest 1 mile to Dadeland or the Falls. Close to Coral Gables, South Miami, Kendall and Coconut Grove. Easy access to the Keys, Miami Metro zoo and the Everglades.

Top guest favorite
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, 396 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.

Popular amenities for Pinecrest places to stay

When is the best time to visit Pinecrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$49,770 GYDG$53,743 GYDG$54,161 GYDG$52,279 GYDG$39,105 GYDG$37,432 GYDG$37,432 GYDG$47,260 GYDG$48,515 GYDG$47,260 GYDG$49,142 GYDG$42,451 GYD
Avg. temp20°C22°C23°C25°C27°C28°C29°C29°C28°C27°C24°C22°C

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 vacation rentals in Pinecrest

  • Total vacation rentals

    Explore 80 vacation rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest vacation rentals start at G$6,273 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,680 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Vacation rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Pinecrest vacation 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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