
Holiday rentals with a pool in Pinecrest
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Pinecrest

Total holiday rentals
Explore 50 holiday rentals in Pinecrest

Nightly prices starting at
Pinecrest holiday rentals start at $69 NZD per night before taxes and fees

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

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of Pinecrest holiday rentals include Wi-Fi 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.

"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

Spectacular Corner Deluxe Studio Free Park & Pool
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 corner unit on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/king size bed, balcony & full bath. Enjoy all the luxury amenities we offer, pool & hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, squash &+

Lake House in Miami
Relax with the whole family at this peaceful place to stay. Beautiful pool house with a lake. Master bedroom with a King Size Bed, walk in closet, spacious bathroom. Second bedroom with a Queen Size Bed, third bedroom with a twin bed, sofa bed in the living room. This house can accommodate 7 people. Full equipped kitchen. Outdoor terrace where you can enjoy the beautiful lake view, nice pool, great patio, with deck by the lake. Everything that you need to have a great vacation in Miami.

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.

Miami Paradise Westchester * Heated Pool*
Enjoy this gem in the heart of Miami newly renovated home. This modern chic home is designed to accommodate 13 guest. Perfect for entertaining backyard equipped with a counter top bar, BBQ area, dinning room area and sofa. Layout in the Miami sun in a modern pool or choose nightlife chill in jacuzzi overlooking the stars. For our fishing lovers, this home provides a deck overlooking a lake. This home is close to all main highways, malls, Miami beach, FIU, Brickell, Wynwood, downtown Miami.

Ritz Resort | Pool/Spa/Gym/BBQ/Golf/FirePit/Arcade
🎨 House of Art Miami — where design becomes the experience 🎨 This art-forward smart villa blends resort-style amenities with the comfort, privacy, and freedom of a home. Designed for groups to relax, connect, and enjoy Miami together — without feeling rushed or crowded. 🔥 Heated pool, jacuzzi, fire pit & BBQ 🏀 Mini golf, ping pong & basketball 🖼️ Curated art + immersive sound indoors & out 📍 Minutes from beaches, dining & nightlife More than a stay. An experience. @BeyondTheBNB

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

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

Dharma | Premium 1B| 20% off Monthly| 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.

South Miami/Coral Gables House with Exclusive Pool
Artistic, spacious, and beautifully furnished 1500 square foot South Miami house in a quiet family neighborhood. Close to the University of Miami and Coral Gables. Great restaurants and parks nearby. There is another house on the property with a separate entrance and yard, however the pool and cabana areas would be for your exclusive use. We do not allow large parties, film or photo shoots at this listing.

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

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill

Encanto Luxury Home Miami W/Pool/BBQ/Golf/Pingpong

King Bed Home by the Bay FAST WI-FI & Coffee

Private Oasis | Pool, Spa, & Outdoor Kitchen

| LuxeLanding | Pool+Lounge+Chess+BBQ+Golf+Airport

Luxury Stay w/ Heated Pool, Golf & Chess Yard

Oasis&Art/ArtificialBeach/HeatedPool/MiniGolf

Waterfront Home 3/3.5 Resort Style-Heated Pool*
Condo rentals with a pool

Studio at The Ritz-Carlton Key Biscayne Miami

Oceanfront Brickell Miami Condo 20 Pool Free Parkg

Hotel Arya Apt w/Waterfront View, Free Parking

Guest Favorite Coconut Grove,pool, sauna,park free

Bay Views, Pool & Gym Access in Coconut Grove

Best area of Doral with all the services!

Ocean View Balcony. Pool & Hot tub. Fast Wi-Fi

Marriott Villas at Doral 2BD sleeps 8
Other holiday rentals with a pool

New Dream Vacation Home w/ Heated Pool/BBQ/Games

Villa Gaviota

Luxury Miami Village w/Pool+Grill+MiniGolf

3/2 Home with Pool & Bbq near Dadeland Mall

Casa Luna | Heated Pool |Private Retreat | 4BR

Chicness-Oasis

Private Villa • Pool & Waterfall

Private 1/1 Apt+Oasis Pool Airbnb 3%fees included
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $589 NZD | $587 NZD | $658 NZD | $461 NZD | $367 NZD | $258 NZD | $251 NZD | $258 NZD | $374 NZD | $381 NZD | $359 NZD | $620 NZD |
| 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
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- Rentals with pools Miami-Dade County
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- Fort Lauderdale Beach
- South Beach
- Port Everglades
- Hard Rock Stadium
- Bayfront Park
- Miami Beach Convention Center
- Brickell City Centre
- Everglades National Park
- Haulover Beach
- University of Miami
- Dolphin Mall
- Kaseya Center
- Sawgrass Mills
- Las Olas Beach
- Midtown
- Bayside Marketplace
- LoanDepot Park
- Bal Harbour Beach
- The Tides on Hollywood Beach
- John Pennekamp Coral Reef State Park
- Greater Fort Lauderdale Broward County Convention Center
- Aventura Mall
- Zoo Miami
- CG Cosmetic Surgery





