
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 $51 SGD per night before taxes and fees

Verified guest reviews
Over 1,570 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pinecrest holiday 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 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!

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 &+

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.

Guesthome w/ Heated Pool 5 mins from Miami Airport
This home is located just 5 minutes from the Miami Airport and is central to many attractions here in Miami. Take a walk down Calle Ocho, swim at Miami Beach, enjoy a game at Marlins baseball stadium or American Airlines Arena (home to the Miami Heat), and dine at one of the many popular restaurants such as Versailles. These are all within 15 minutes of this private comfortable home. Come enjoy a location that provides a rich experience into the vibrant hispanic culture that Miami radiates.

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

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.

Family Oasis Retreat• Heated Pool, Jacuzzi & Grill
Welcome to Forget-me-not Villa, a sanctuary for your family and friends to let loose barefoot and unwind in the private backyard fully fenced, feel the breeze, stargaze at night, and savor the comfort of our exquisite vacation home. The villa features a heated pool and jacuzzi, a grill station, a love seat for romantic moments, a playground for children, an Xbox S for gamers, board games, mini golf, pool volleyball and basketball hoop, Smart TVs& high-speed Wi-Fi.

Dharma | 20% off Monthly Charming 2B | 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.

Eva | 12 ppl HOT Pool |Top Location | Piano | Golf
Renovated family home with 5 bedrooms and 4 full bathrooms. Heated pool year-round, mini golf, BBQ area and swing. Modern design with piano and Smart TVs. Parking for 5 cars. Prime location near airport, beaches and nightlife. Sleeps up to 16: 1 king, 2 queen, 2 full, 2 twin and 2 sofa beds (full & queen). Please confirm total guests. Add pets to reservation. Notify us if traveling with children for pool fence.
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Tropical Retreat Miami 5BR w/Pool, BBQ & GameRoom

Luxury Miami Village w/Pool+Grill+MiniGolf

3/2 Home with Pool & Bbq near Dadeland Mall

Luxury Villa • Racket Court • Gym • Grand Garden

Heated Pool Home w/Backyard/Games/ outdoor kitchen

Private Miami Retreat/Htd Pool + Outdoor Kitchen

Miami Oasis: Charming home with private pool

Chicness-Oasis FIFA World Cup 2026 • Near Stadium
Apartment rentals with a pool

SF Stunning 12th Flr. Studio in the Heart of Grove

Oceanfront Brickell Miami Condo 20 Pool Free Parkg

Hotel Arya Apt w/Waterfront View, Free Parking

Cali King 1 BedRoom: Pool Gym Balcony Jacuzzi

Upper Penthouse Unit 2B/2B Icon Brickell #4904

Guest Favorite Coconut Grove,pool, sauna,park free

Gorgeous 1 Bdrm 1 Bath - Magical City Views

1BR "Home Away from Home" Brickell Condo!
Other holiday rentals with a pool

Blue Diamond | 7 PPL| Pool | 5 mins NU Stadium|BBQ

The Sunflower Inn

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

Lake Of Dreams Miami House - The Perfect Place

South Miami Gem!

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

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

Great for family gatherings / Miami Vacay
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $434 SGD | $433 SGD | $485 SGD | $340 SGD | $271 SGD | $190 SGD | $185 SGD | $190 SGD | $276 SGD | $281 SGD | $264 SGD | $457 SGD |
| 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
- Seminole Holiday rentals
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- Miami Holiday rentals
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- Rentals with a patio Pinecrest
- House rentals Pinecrest
- Family-friendly rentals Pinecrest
- Rentals with a washing machine and dryer Pinecrest
- Fitness-friendly rentals Pinecrest
- Lakehouse rentals Pinecrest
- Rentals with outdoor seating Pinecrest
- Flat rentals Pinecrest
- Pet-friendly rentals Pinecrest
- Rentals with pools Miami-Dade County
- Rentals with pools Florida
- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- The Tides on Hollywood Beach
- Brickell City Centre
- Miami Beach Convention Center
- Hard Rock Stadium
- Port Everglades
- Midtown
- Everglades National Park
- Haulover Beach
- University of Miami
- LoanDepot Park
- Las Olas Beach
- Lauderdale-By-The-Sea Beach
- Dolphin Mall
- Seminole Hard Rock Hotel and Casino
- Bal Harbour Beach
- Fort Lauderdale Beach
- Zoo Miami
- John Pennekamp Coral Reef State Park
- Sawgrass Mills





