
Holiday 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.

Stunning Studio w/Bay & City View 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 deluxe bright studio on the 15th floor of a luxurious waterfront property offers breathtaking bay & city views, is equipped for 2 guests w/king size bed, full kitchen, full bath & balcony. Enjoy all the luxury amenities we offer, pool & hot-tub w/ incredible bay views, penthouse gym, sauna, business center, squash.

"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!

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.

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

Private Backyard Oasis • 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 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 & electric car connection.

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.

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!

Miami Lux Lake Front Retreat
A destination on its own: 1. Spacious home- over 5500 sqft of living space. 2. Gym with sauna and steam shower. 3. Pool table 4. Gourmet kitchen. 5. Formal dining room. 6. Large TV room with leather sectional, all recliner. 7. Karaoke 8. Kayaks to enjoy the lake 9. Heated Pool 10. Outdoor ping pong 🏓 table 11. Gym 12. Sauna and steam Room

Luxurious house with pool and recreational areas.
Incredible house with 5 bedrooms, 3 bathrooms, large spaces, basketball court, billiards, ping pong, mini golf, heated pool, children's games, barbecue, in one of the best areas of Miami, close to the zoo, beaches, restaurants and recreational and commercial centers.
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Luxury Miami Village w/Pool+Grill+MiniGolf

Encanto Family/Heated pool/center of Miami/BBQ

Chic-ness Oasis

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

3B/2B Tropical Oasis w Salt-Water Pool! Lake views

Private Villa • Pool & Waterfall

Magnolia House Heated Pool with Slide/Gazebo/ BBQ

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

*Coconut Grove Retreat: Balcony Pool, Free Parking

Four Seasons private studio in Brickell

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

Hotel Arya Apt w/Waterfront View, Free Parking

Luxury Condo in Hotel, amenities Downtown/Brickell

Your Bay View Escape in Coconut Grove, Pool & Gym

Luxury 5 stars ICON Brickell @46TH 2B/2B, Pool/Gym

Best area of Doral with all the services!
Other holiday rentals with a pool

The Sunflower Inn

Kid & Pet Friendly Pool Oasis | 15 min Zoo Miami

South Miami Gem!

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

Miami Oasis: Charming home with private pool

Cheerful, peaceful 3-Bedroom house with pool

LuxSurgery: 1BedroomTropicalOasisResidenceZip33165

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 | £168 | £164 | £250 | £201 | £160 | £113 | £110 | £113 | £163 | £166 | £156 | £270 |
| 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 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 £23 per night before taxes and fees

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

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

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
50 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!
Destinations to explore
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- Rentals with pools Miami-Dade County
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- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- The Tides on Hollywood Beach
- Bayside Marketplace
- Brickell City Centre
- Miami Beach Convention Center
- Kaseya Center
- Miami Beach
- Hard Rock Stadium
- Miami Design District
- Everglades National Park
- Midtown
- Port Everglades
- Haulover Beach
- University of Miami
- Ocean Reserve Condominium
- Calle Ocho Plaza
- Sawgrass Mills
- Las Olas Beach
- LoanDepot Park
- Lauderdale-By-The-Sea Beach
- Bal Harbour Beach
- Aventura Mall




