
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.

Make It Happen! Brand New with Amazing Water Views
Bluewater Realty Miami welcomes you to The Grand, located in Downtown Miami on Biscayne Bay. Our 2 bedroom Make It Happen! is the ultimate retreat, equipped with everything you could need. Enjoy views of Biscayne Bay and Margaret Pace Park that will leave you in awe. With South Miami Beach 3 miles away you can indulge in the sun of Miami Beach while still feeling the energy of downtown Miami, giving you the ultimate Miami experience. Your Airbnb Superhosts, Rachel and Mia Bluewater Realty Miami

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.

Cozy Treehouse in Private Garden, Pool
Read entire listing for FAQ Contact AIRBNB for changes to your reservation We welcome all! Come reconnect with yourself and nature in this Zen garden. Surrounded by love, peace, nature in peaceful surroundings Located between Miami Beach & The Keys Beautiful & Quiet Residential Area South of Miami Close to all major roads. *this is a treehouse, so it is a small space, FULL SIZE bed (54 x 75 inches). Private bathroom adjacent to treehouse. Look at our other listings in main house.

Cozy private guest studio
Welcome! This is a private guesthouse located in a quiet neighborhood. Accommodations are with a private entrance and parking space to make you feel at home. We are located near a major expressway. We have a pool; The POOL is a SWIM AT YOUR OWN RISK. It is shared with Owner. Enjoy a smoke free cottage. Ashtrays are provided outside for those guest that do smoke. We provide a queen size bed and a couch/bed. This space is perfect and comfortable for two guest.Please NO children and NO animals.

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. We have bikes available to cruise the miles of nearby paths stretching from Coconut Grove to Black Point Marina.

"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

Stunning City View Suite w/Rooftop Pool 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 unit on the 15th floor of a luxurious waterfront property offers breathtaking city views, is fully equipped for 2 w/ king size bed & full bath. Enjoy all the luxury amenities this property has to offer, pool and hot-tub with incredible bay views, penthouse gym, sauna, business center, 24-hr security, & +

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

Cozy Suite -Exterior Entrance, SelfCheckin
If you like Clean, New, Quiet and Great Hospitality, then this is the Perfect Room for you. We are conveniently located between Key Largo and Downtown Miami, in an upscale community. You’ll feel Safe and Welcome here! -GATEWAY to the Keys and Everglades -Private Entrance -Self Check-in -Free Parking -Fast WIFI -Bathroom with 2 sinks -SWIMMING POOL -Central A/C -HBO TV -Refrigerator -Ceiling Fan -Closet Space -Ceramic Tile Floors -Iron & Board -Towels & Bath essentials -Hair dryer

Dharma |20% off Monthly Upper Level 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.

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
Popular amenities for Pinecrest rentals with a pool
House rentals with a pool

Large heated Pool Home (Centrally Located)

Private Pool and Tropical Garden Oasis

Encanto Family/Heated pool/center of Miami/BBQ

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

La Paloma

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

The Finest Pool Jacuzzi Amenities BBQ

Centrally Located Resort Style Miami home
Condo rentals with a pool

Luxury PH at Brickell Bay-Amazing MIAMI City VIEWS

Icon Brickell (W) Huge unit with bay & river views

Oceanview Brickell Miami Condo Pool/Free Parking

Upper Penthouse Corner Unit 2B/2B | Icon Brickell

Stunning 2 bedroom+17 foot ceilings & heated pool

SF Beautiful Blue & Gold Studio with Ocean View

BEAUTIFUL 2BD ★ OVERLOOKING THE OCEAN ★BRICKELL

Your Bay View Escape in Coconut Grove w Pool & Gym
Other vacation rentals with a pool

Boho Chic Loft in Coconut Grove

Miami Dream Home/ Heated Pool/Jacuzzi

Family retreat oasis, heated pool, jacuzzi & grill

Cozy Studio Apartment-close to UM

FirePit | Beach | Basketball | LuxuryVilla

Habitat Privé The Majestic Tree

Sleeps 11• Heated Pool • Mini Golf Near Everglades

Guest House on BIG property in Miami Neighborhood
When is the best time to visit Pinecrest?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $312 CAD | $305 CAD | $465 CAD | $374 CAD | $298 CAD | $209 CAD | $204 CAD | $209 CAD | $304 CAD | $318 CAD | $271 CAD | $275 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 $42 CAD per night before taxes and fees

Verified guest reviews
Over 1,570 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!
Destinations to explore
- Seminole Vacation rentals
- Central Florida Vacation rentals
- Miami Vacation rentals
- Saint Johns River Vacation rentals
- Orlando Vacation rentals
- Gold Coast Vacation rentals
- Miami Beach Vacation rentals
- Havana Vacation rentals
- Fort Lauderdale Vacation rentals
- Four Corners Vacation rentals
- Tampa Vacation rentals
- Kissimmee Vacation rentals
- House rentals Pinecrest
- Family-friendly rentals Pinecrest
- Rentals with a washer and dryer Pinecrest
- Rentals with outdoor seating Pinecrest
- Rentals with a patio Pinecrest
- Lake house rentals Pinecrest
- Pet-friendly rentals Pinecrest
- Fitness-friendly rentals Pinecrest
- Apartment rentals Pinecrest
- Rentals with pools Miami-Dade County
- Rentals with pools Florida
- Rentals with pools United States
- South Beach
- Fort Lauderdale Beach
- Bayfront Park
- Miami Beach Convention Center
- Hard Rock Stadium
- Everglades National Park
- Haulover Beach
- Port Everglades
- Bal Harbour Beach
- Miami Design District
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Dania Beach
- Ocean Terrace Public Beach
- Broward Center for the Performing Arts
- Phillip and Patricia Frost Museum of Science
- Jungle Island
- Key Biscayne Beach
- Gulfstream Park Racing and Casino
- Crandon Beach
- Miami Beach Golf Club
- Biltmore Golf Course Miami
- Biscayne National Park
- Coral Castle