
Vacation rentals with a pool in Pinecrest
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pinecrest
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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.

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

Ocean View Balcony. Pool & Hot tub. Fast Wi-Fi
* Professional disinfecting cleaning before each stay * Central & Convenient Studio in the heart of Coconut Grove village * Front desk staffed all night ( check in starts at 4 PM ) 100 yards/meters to Restaurants, Coffee Shops, Shopping, Marina & Park 10 min by car to the University & Hospital 15 min by car to Brickell * Fast WIFI * Top Floor Gym * Pool & Hot Tub * Laundry Room * Onsite Parking offered for $10/ night Guest must be at least 21 years of age by check in. Our private studio

"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

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!

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

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.

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.

Dharma |15% off Monthly| Perfect 1B | 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.

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.

Marriott Villas at Doral 2BD sleeps 8
Located in one of the most prestigious areas of Miami, Marriott's Villas at Doral are a tranquil hideaway; only 13 miles from the sizzling excitement of Miami Beach, yet a world away. Sharing the 650-acre lush landscape is the celebrated Trump National Doral Miami, a Trump-managed resort. There, you have access to four championship courses, a classic European spa, a water recreation playground and several restaurants.

South Miami 2BR/2BA - Steps from Dadeland Mall
Minimum age to book and check in is 21 years old. Valid ID required at check-in. Modern 2-bedroom, 2-bath apartment in a prime Miami location! Enjoy a bright living space, fully equipped kitchen, and access to a beautiful outdoor pool. Just minutes from Dadeland Mall, Coral Gables, and Coconut Grove. Includes free parking, WiFi, and in-unit laundry—ideal for families, professionals, or weekend getaways!
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Spanish House 3 Bedroom Pool House

Tropical House Miami

Encanto Family/Heated pool/center of Miami/BBQ

Charming house with private pool & large patio

EPIC Escape/Pool Access Near Malls Airport Hospita

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ

The Lux Paradise Miami

Pool & BBQ - 5BR/3 BTH - Miami Vacation
Condo rentals with a pool

Sunset Hideaway! Direct Water Views and Renovated!

Fontainebleau Jr. Suite King Bed with Ocean Views.

Gorgeous Beachy Chic Condo in Key Biscayne

Miami Design District Luxury Unit Stunning Views

Hotel Arya Apt w/Waterfront View, Free Parking

Front Facing Top Floor Penthouse with Ocean Views

Modern and comfortable Studio In Downtown Doral

Lux 2BR • Water View • Pool • Spa • FREE Parking
Other vacation rentals with a pool

The Sunflower Inn

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

43 Floor Miami 1BD Near Arena

Luxury Villa • Racket Court • Gym • Grand Garden

Chic-ness Oasis

4BR Home with Pool, Playground & Boat/RV Parking

South Miami/Coral Gables House with Exclusive Pool

Gables Getaway | Pool | Putting Green | Pro Gym
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $304 CAD | $297 CAD | $453 CAD | $364 CAD | $290 CAD | $204 CAD | $198 CAD | $204 CAD | $295 CAD | $301 CAD | $283 CAD | $489 CAD |
| Avg. temp | 20 °C | 22 °C | 23 °C | 25 °C | 27 °C | 28 °C | 29 °C | 29 °C | 28 °C | 27 °C | 24 °C | 22 °C |
Quick stats about vacation rentals with a pool in Pinecrest

Total vacation rentals
Explore 50 vacation rentals in Pinecrest

Nightly prices starting at
Pinecrest vacation rentals start at $41 CAD per night before taxes and fees

Verified guest reviews
Over 1,690 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 of Pinecrest vacation rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pinecrest rentals

4.8 Average rating
Pinecrest stays are highly rated by guests—averaging 4.8 out of 5!
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