
Vacation rentals with a pool in Pinecrest
Find and book unique homes with a pool on Airbnb
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 $55 CAD per night before taxes and fees

Verified guest reviews
Over 1,610 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 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!
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.

"Casa Mia's" pool & BBQ 1-bedroom 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

Miami Getaway - Heated Pool, Hot tub, BBQ
Be our guest and have a wonderful stay in this beautiful Miami home designed to create great memories. 3 bedrooms 2 bathrooms with enough space to sleep 10 guests. Heated pool & seperate HotTub to enjoy even during winter season. Conveniently located within a short distance from all of Miami's main attractions. Restaurants, shopping malls, nightclubs, bar/pubs, art centers, bicycle trails, beautiful parks and bay views between 5 - 10 minutes away. Only 50 minutes away from the Florida keys.

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami
Step into your own private oasis—with a screened saltwater pool, lush yard, & all the comforts of home. Perfect for families and pets, this modern retreat will keep you connected and relaxed. From wildlife to healthcare to beaches, these local hotspots are all within reach: 🏥 Baptist Hospital – 8 min 🐅 Zoo Miami – 15 min ✈️ Miami Intl Airport (MIA) – 20 min 🌺 Fairchild Botanic Garden – 20 min 🏖️ South Beach – 35 min 🏰 Vizcaya Museum – 35 min 🐊 Everglades National Park – 40 min

Oasis & Art, Heated Pool, Beach & Mini Golf.
House in Miami, Sleeps 12 Heated Pool/Mini Golf/Kids Playground/BBQ/Cornhole game/Small beach/mini football Ned/Hammocks. Peace, nature, fun and more you will find in our house. The house is decorated with unique original art. Don't miss out on this newly remodeled cozy home, an ideal retreat for a peaceful and rejuvenating vacation. With a spacious living room, dining area, and a fully equipped kitchen, this house has everything you need. Nestled in a secure and tranquil neighborhood.

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport
Discover the magic of Miami at our stunning 4BR/3BA modern retreat in vibrant Little Havana’s west side! This spacious, open-concept home sleeps up to 11 and features a sleek living room, fully stocked kitchen with stainless steel appliances, dinnerware, wine/shot glasses, cookware, tabletop appliances & complimentary coffee. The highlight? A resort-style backyard with a pool, mini golf, life-size chess, cornhole, Connect Four, outdoor pool table, a covered gazebo & deluxe grill/hibachi!

Miami Sanctuary | Heated Saltwater Pool & BBQ
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

Villa Paradise | 17 PPL | Pool | BBQ | Game Room
Welcome to Villa Paradise! - Private Patio: Pool, BBQ, Fire pit & Outside furniture - Game Room: Pool & Ping Pong Table, Foosball table & TV - 17 PPL (1 KING, 5 QUEEN, 2 full, 1 twin) - 13 min to Miami Executive Airport - WIFI & Dedicated work space - Fully equipped kitchen - Free parking - Safe neighborhood - Washer & Dryer in unit - Kids friendly & Travel Crib - Beach towels - Self check in - Amazing guidebooks & Hosts available 24/7 Text us any questions! We would love to host you!

Cheerful, peaceful 3-Bedroom house with pool
This cozy and peaceful house is perfect for group vacations. Your stay will never be a bore with a private heated swimming pool in the backyard and a BBQ grill, great for a chilling afternoon outside! Central location that is 20 mins from Brickell, 25 from the beaches and close to the airport! Close to hospitals 10 Minutes From UM 13 Minutes from Coral Gables 14 Minutes from Dolphin Mall 15 Minutes from Miami International Airport 20 from Downtown Miami 26 Minutes from South Beach

South Miami Gem • Mini Golf, Pool table | Pool_BBQ
Discover the pinnacle of modern living in this newly remodeled 7-bedroom, 4-bath masterpiece. With sleek architecture and designer touches, this South Miami retreat offers a private heated pool and resort-style amenities for a truly unforgettable stay. Perfectly situated near stunning beaches, the Miami Zoo, Southland Mall, and top attractions, it’s your gateway to the best of South Florida. Experience unmatched comfort and sophistication—this one-of-a-kind home awaits you!

The Sunflower Inn
Our Sunflower Inn is a perfect destination for your getaway in Miami! With close proximity to Miami International Airport, the Everglades, the Florida Keys and more, our space has all of your desired needs. Our townhouse features an open spacious natural living room and dining room area, a fully equipped kitchen, two bedrooms, and amenities such as a tennis court and pool readily available for your use! Come and enjoy our Sunflower Inn! **We are pet-friendly**

Dharma | Charming 2B + Parking | 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.
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

Miami Fun House | Heated Pool, Games & Mini Golf

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf

Tuscan Resort | Sleeps 16, Pool, Sauna, Gym, Spa

Pool & BBQ - 5BR/3 BTH - Miami Vacation

Heated Pool/Basketball Court/Ping Pong Table/Golf

The Lux Paradise Miami “Breakfast included”

Lake House in Miami
Condo rentals with a pool

Make It Happen! Brand New with Amazing Water Views

Hotel Arya Apt w/Waterfront View, Free Parking

One Bedroom Condo King Bed With City Views

Design District Studio · City View · Free Parking

1BR Penthouse w.bay views in Miami Design District

Marriott Villas at Doral 2BD sleeps 8

SF Sight of SAIL Boats Tranquil Coconut Grove

Suite at The Ritz-Carlton Key Biscayne Miami
Other vacation rentals with a pool

Studio Apartment Dino's Place

Private 1/1 Apt+Oasis Pool Airbnb 3%fees included

Cozy private guest studio

Cumpa's House: Mid-Century Oasis w/ Private Pool

Tranquil Heirloom Hideaway, Pool in South Miami

Chicness-Oasis

Private Villa • Pool & Waterfall

Luxury Miami Village w/Pool+Grill+MiniGolf
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $469 CAD | $468 CAD | $525 CAD | $450 CAD | $431 CAD | $330 CAD | $200 CAD | $206 CAD | $298 CAD | $304 CAD | $286 CAD | $494 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 |
Destinations to explore
- Miami Vacation rentals
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- Fort Lauderdale Beach
- South Beach
- Brickell City Centre
- Hard Rock Stadium
- Everglades National Park
- Bayfront Park
- Haulover Beach
- Dolphin Mall
- Miami Beach Convention Center
- University of Miami
- Midtown
- Las Olas Beach
- Bayside Marketplace
- Sawgrass Mills
- LoanDepot Park
- The Tides on Hollywood Beach
- Bal Harbour Beach
- CG Cosmetic Surgery
- Greater Fort Lauderdale Broward County Convention Center
- Porsche Design Tower
- John Pennekamp Coral Reef State Park
- Aventura Mall
- Amerant Bank Arena
- Lauderdale-By-The-Sea Beach





