Vacation rentals in Pinecrest

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Top-rated vacation rentals in Pinecrest

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Top guest favorite
A serene lakeside view shows a white heron standing on a sandy beach. Two lounge chairs are positioned nearby, surrounded by lush greenery and reflecting the peaceful atmosphere of the lake. The water exhibits calm, clear hues, enhancing the natural setting.
Home in Miami
4.98 out of 5 average rating, 127 reviews

Miami 3/2 Lakeside, Designed for Max Comfort

Lakefront home w/Beach in Kendall that's Spacious, Clean and Designed for Extra Comfortable Sleeping. Located in a very safe, family friendly neighborhood w/playground. I live in the same neighborhood & love it here. New AC+fans in all rooms. Peaceful back yard on lake that has lots of ducks, turtles, iguanas, ibis and egrets (no snakes/gators). Very desirable location, central to attractions/highways and walking distance from a lot. High Quality Beds, Super Fast Internet, Fully Stocked Kitchen.

Superhost
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 Sunset
4.92 out of 5 average rating, 227 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 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, 143 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 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, 105 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.

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, 192 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
A spacious backyard is showcased with a clear pool reflecting the sky. Sun loungers are arranged nearby, accompanied by a large umbrella for shade. Paths of stepping stones lead through a pebble area, enhancing the serene outdoor setting.
Home in Westchester
4.92 out of 5 average rating, 389 reviews

Charming house with private pool & large patio

This is the classic 1950’s Miami family home in the very well-known neighborhood of Westchester. Original terrazzo floors with modern, mid-century inspired decor. The best feature is the spacious and private backyard with pool an large tiki hut, bbq, and plenty of space to relax and enjoy the weather. The house is fully furnished and well equipped. Bedding and towels provided. Washer and dryer are conveniently located inside the house. Large parking space in a very quiet and charming street.

Top guest favorite
The exterior of the modern house is showcased, featuring a paved driveway and a well-maintained front yard with greenery. A large palm tree stands prominently near the entrance, while the inviting facade displays neutral tones and large windows, framed by landscaped borders.
Home in Miami
4.99 out of 5 average rating, 367 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 spacious living area is surrounded by wooden walls and features a comfortable seating arrangement with a sectional sofa and accent chairs. Colorful artwork adorns the walls, while a large window allows natural light to illuminate the space, revealing a warm, inviting ambiance.
Home in Kendall
4.99 out of 5 average rating, 110 reviews

Beautiful Historic House on Gorgeous Tropical Lot

This is a 2 bedroom/2 bath historic house located on a gorgeous lot, nestled among over 50 tropical fruit trees. The house can welcome up to 5 guests , the two bathrooms have been entirely renovated, and the kitchen is fully equipped (including a Nespresso machine with free capsules). The house has a no pets, no smoking and no party policy. Guests enjoy access to the entire house and the yard. We keep access to the yard for grass cutting and regular maintenance on weekdays.

Superhost
Home in Miami
4.86 out of 5 average rating, 254 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.

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
4.85 out of 5 average rating, 122 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 Kendall
4.97 out of 5 average rating, 399 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.

Guest favorite
Home in Coconut Grove
4.88 out of 5 average rating, 120 reviews

Tropical Grove Bay 1/1 | Newly Renovated Escape

Discover paradise in the heart of Coconut Grove! This charming 1-bedroom, 1-bath Key West-style cottage is fully gated with parking. Enjoy upgraded interiors featuring marble floors, granite kitchen counters, and a modern bathroom. Stay comfortable with central AC, cable, and WiFi. Walk to tennis courts, the bay, Coconut Grove Village, shops, restaurants, clubs, and parks—experience the best of Miami at your doorstep!

Popular amenities for Pinecrest places to stay

When is the best time to visit Pinecrest?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$49,534 GYDG$53,489 GYDG$53,905 GYDG$52,032 GYDG$38,920 GYDG$37,255 GYDG$37,255 GYDG$47,037 GYDG$48,286 GYDG$49,742 GYDG$43,082 GYDG$45,788 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.

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

    Experience the best of Pinecrest with our apartment 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 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.

  • 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.

  • 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.

  • 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 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.

  • 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 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$6,244 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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