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
An aerial view showcases a modern house situated near a tranquil canal. Lush green lawns and palm trees surround the property, with kayaks resting on a concrete area by the water's edge. The clear blue sky enhances the peaceful ambiance of the neighborhood.
Home in Miami
4.92 out of 5 average rating, 238 reviews

Enjoy our Beautiful Home on a Fun Canal! Hot tub!

Beautiful & Modern 4/3 Canal House! completely renovated. Go Kayaking through the Canals.. Enjoy the views of the backyard and canal with jumping fish all day, House is in a centric and quiet neighborhood. Amazing backyard & terrace with a BBQ, 2 Kayaks provided for Guest. Home is near nice restaurants and close to main Highways.. ✔️15min from Miami International airport ✔️25min - Downtown Miami ✔️ 30min - Miami Beach ✔️10-15min - Dadeland Mall & Merrick Park Come Relax at our Paradise Home!

Top guest favorite
The exterior of a private guesthouse is showcased, surrounded by lush greenery and tropical plants. Screened windows provide a view of the outdoors while offering a sense of openness. The building is designed with a light-colored façade, blending harmoniously with the natural setting.
Guesthouse in Miami
4.98 out of 5 average rating, 221 reviews

Cozy private guest studio

Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

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
4.95 out of 5 average rating, 293 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
4.96 out of 5 average rating, 149 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 favorite
The outdoor pool area features a clear blue salt-water pool, surrounded by lounge chairs and shaded by umbrella canopies. A natural rock slide is integrated into the design, set against lush green foliage and palm trees in the background.
Apartment in Kendall
4.94 out of 5 average rating, 196 reviews

Very Private 1/1 Apt w/Oasis Pool Patio Setting

Private apartment-1 bedroom w/king size bed, 1 full size bathroom, separate living and dining area. Fully equipped kitchen. Free parking, beautiful oasis setting with salt water pool, hot tub & patio. Gazebo w/fire pit, Bar-be-cue, 2 TV’s, free WiFi. This is NOT a party spot but a place to relax in the pool, hot tub or relaxing dinners at home after visiting Miami venues. Set in a quiet neighborhood, 2 miles from shopping & restaurants. This is your home away from home vacation spot!

Top guest favorite
Home in Miami
4.98 out of 5 average rating, 401 reviews

Luxury Oasis: Private Grill Hot Tub and Serenity

Come make memories at 3/2 !!! 2 king size beds 1 queen size and 1 twin size ! A spacious house with modern amenities close to all tourist places in miami ! Very close to prestigious Coral gables,the University of Maimi, Venetian Pool ,Downtown Miami, and South Beach .. The place is one block away from shopping center , many famous restaurants !This house was built 2019 so you will a enjoy all the amenities of a modern designed House ..Also Salt water Jacuzzi for 8 people to relax

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, 401 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.

Guest favorite
Home in Miami
4.87 out of 5 average rating, 283 reviews

Miami Oasis: Chill | Shop | Relax | Charming Home

A spacious and private retreat designed for families and group stays, our home in Palmetto Estates comfortably hosts up to 10 guests. We offer 3 well-appointed bedrooms, 2 full bathrooms, a bright living space, a fully equipped kitchen, laundry area, garage, and a covered patio with a large grassy yard. Located in a quiet neighborhood close to shopping, dining, Miami Zoo, the Everglades, and just 30 minutes from Downtown Miami, it’s an ideal base to explore South Florida.

Top guest favorite
Apartment in Downtown Miami
4.89 out of 5 average rating, 402 reviews

Modern Studio | Downtown & Bay Views

Guest verdict: "Overall had a great time in a clean place with excellent amenities, superb walkability, and a very responsive owner. Would definitely visit again." Our studio offers a stylish space with city and bay views. It's just a 2-minute walk to Bayfront Park. This residence is perfect for any traveler seeking convenience and relaxation in the heart of Miami. Enjoy an unbeatable location close to dining, shopping, and entertainment, especially Bayside Marketplace.

Superhost
A screened-in pool area showcases a large pool and an attached hot tub. Lounge chairs are positioned around the pool, while a dining table with chairs is visible nearby. Lush greenery surrounds the space, creating a tranquil outdoor atmosphere.
Home in Cutler Bay
4.77 out of 5 average rating, 143 reviews

Heated Pool/Jacuzzi Paradise: Cozy Miami Retreat

Welcome to our spacious 3 bedroom, 2 bathroom home located in the highly desirable Cutler Bay neighborhood! The home is perfect for families, couples, or friends looking for a comfortable getaway. Our home boasts a large pool with an attached Jacuzzi and a screened-in pool area perfect for enjoying the Florida sun. ✔ Fully Equipped Kitchen ✔ Comfortable Bedrooms with King/Queen/Full beds ✔ Open Concept Living Area ✔ Office Desk ✔ Piano ✔ High-Speed Wi-Fi

Guest favorite
A modern living area features a comfortable gray sofa with patterned black and white cushions. A wooden coffee table is positioned in front, holding a small decorative arrangement. Art pieces adorn the walls, while a dining area with a wooden table and chairs is visible in the background.
Apartment in South Miami
4.89 out of 5 average rating, 144 reviews

Dharma | 20% off Monthly Charming 2B | 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.

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 Pinecrest
4.83 out of 5 average rating, 124 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.

Popular amenities for Pinecrest places to stay

When is the best time to visit Pinecrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$38,913 GYDG$46,026 GYDG$53,977 GYDG$52,303 GYDG$39,123 GYDG$37,449 GYDG$37,449 GYDG$47,282 GYDG$48,537 GYDG$50,001 GYDG$43,307 GYDG$46,026 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 280 vacation rentals in Dadeland, and over 280 vacation rentals in Pinecrest.

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

    Experience the best of Pinecrest with our house rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

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

    Yes! Work meets play with ease at over 40 vacation rentals in Pinecrest featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Pinecrest?

    Pinecrest has more than 30 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly vacation rentals in Pinecrest?

    Four-legged friends are welcome in Pinecrest. Choose from more than 20 vacation rentals for guests traveling with pets.

  • Are there Pinecrest vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Pinecrest, available on Airbnb. Make a splash and soak up the sun in style!

  • 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.

  • 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 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 vacation rentals in Pinecrest

  • Total vacation rentals

    Explore 70 vacation rentals in Pinecrest

  • Nightly prices starting at

    Pinecrest vacation rentals start at G$6,276 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,610 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

    40 properties have a dedicated workspace

  • Wi-Fi availability

    70 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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