
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.

King Bed Home by the Bay FAST WI-FI & Coffee
Whether you are visiting the Florida Keys, the beaches of Miami, or looking for a comfortable staycation, discover what South Florida has to offer while feeling at home. You'll be located near Southland Mall, The Falls Shopping Center, Black Point Marina, Miami Metro Zoo, Deering Estates, the Dennis C. Moss Arts Center and more! ❧ 48 minutes from the Florida Keys. ❧ 37 minutes from Miami Beach. ❧ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

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

Sanctuary Salt water heated pool BBQ Grill Oasis
Come and create unforgettable memories in this modernly designed single-family home with a spacious layout and a range of comfortable bedrooms. It features two king-size beds, one queen-size bed, and a twin fold-up bed, as well as an Italian queen-size sofa bed. The house is bathed in natural light and boasts modern amenities that cater to your convenience. Located in a prime location, this house is close to all the tourist areas!! The pool is salt water with heater, Also a grill area

Luxe Pool & Fire Pit | 5 min to Dolphin Mall
Experience sun-soaked luxury in Miami! Dive into the refreshing saltwater pool or unwind on one of the poolside lounge chairs. Newly renovated in 2022, this 4 bed/3.5 bath home comfortably accommodates 10 guests. For endless entertainment, compete in games of ping pong, sing your heart out with the karaoke machine, enjoy board games, or shoot some hoops. Presented by SuCasa Vacay, every detail has been thoughtfully chosen for an unforgettable Miami stay. Property Name: SuCasa Palmas

SF Ocean View 2BD/2Bth @ Hotel IN Coconut Grove
Best Bay views in Bayshore drive hotel, 2 Beds / 2 Baths & brand new SMART TOILETS is centrally located in the heart of Coconut Grove, a lush and tropical neighborhood 10-15 min from Downtown, South Beach, Wynwood, Design District, & the Airport. One Free Parking is included with your stay. Comcast and super-fast internet is also part of your unit, not to mention 3 tv's! Great area for Biking, Walking, Sailing, and Shopping!!! The hotel features a nice Pool & Jacuzzi and gym.

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.

Ily's House
Fabulous fully remodeled house. Private pool and covered patio. New kitchen, granite counter top, nice porcelain and hard wood floor. Fifteen minutes away from the airport. Close to many shopping plazas, restaurants and various entertainment. The University of Miami is 2.9 miles and the golf course is 3.5 miles away from the house. The house is located near several Plastic Surgery Centers and a major Hospital. High speed internet.

808/ Miami design district, view of the bay - city
Experience the best of Miami with breathtaking city and ocean views. Discover Miami from one of its most exclusive neighborhoods: the Design District. Surrounded by iconic architecture, art, luxury boutiques, and top-tier dining—just steps from Midtown. Perfectly located for Art Basel, Ultra, Formula 1, and the Miami Open. 🚗 Free parking included for a seamless, worry-free stay. Designed to experience Miami at its best.

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!

Studio at The Ritz-Carlton Key Biscayne Miami
Welcome to The Ritz-Carlton Key Biscayne, Miami! Stunning Studio Apartment in the Beachfront Ritz Carlton - Enjoy the Hotels Pools, Dining, Gym, and More! At The Ritz-Carlton Key Biscayne, Miami, luxury comes in the form of impressive amenities and the gifts of tranquility and serenity.

Luxury Villa | Spa - Pool |Top Location| Pets |BBQ
Welcome to Jessica and Javier House in Miami! We want to Be your Hosts ! Let us show you why you should book with us: Relax in this modern Miami home with a private heated saltwater spa pool. Perfect for families and groups — 3 bedrooms, 2 baths, sleeps up to 12
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Spanish House 3 Bedroom Pool House

Luxury Miami Village w/Pool+Grill+MiniGolf

Escape to Miami/Heather+Pool/9pl/BBQ/pool table.

Luxury Oasis in Brickell - Only 3 min to Ocean

[Top Pick] Stunning Family Fun Oasis With Heated P

Private Villa • Pool & Waterfall

FIFA Perfect:Private Pool, Pool Table & Near Beach

Miami Palm House with HEATED POOL & BBQ/BAR
Condo rentals with a pool

LuxuryPH at Brickell Bay-Amazing MIAMI City VIEWS

Chic Studio 5 Icon Brickell Amazing View

★Modern★ King Suite Located at SLS LUX Brickell

Miami Design District Luxury Unit Stunning Views

Oceanfront Brickell Miami Condo Pool Free Parking

Hotel Arya Apt w/Waterfront View, Free Parking

Luxury Condo in Hotel, amenities Downtown/Brickell

W HOTEL SOUTH BEACH LUXURY 1B RESIDENCE OCEAN VIEW
Other vacation rentals with a pool

The Sunflower Inn

Cozy Studio Apartment-close to UM

Luxury Villa • Racket Court • Gym • Grand Garden

Paradise in Palmetto Bay, with Pool-BBQ-Gazebo.

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

Cheerful, peaceful 3-Bedroom house with pool

Studios in Coconut Grove Hotel with Free Parking

Pool House on 4 Acres in Private Neighborhood
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $305 CAD | $299 CAD | $455 CAD | $366 CAD | $292 CAD | $205 CAD | $199 CAD | $205 CAD | $297 CAD | $303 CAD | $285 CAD | $493 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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- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Miami Beach Convention Center
- Miami Beach
- Hard Rock Stadium
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