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.

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Guest favorite
A refreshing outdoor pool is framed by palm trees and a surrounding patio of laid stones. Two loungers are positioned partially submerged in the water, complemented by a large umbrella for shade. The clear sky is visible above.
Home in Cutler Bay
4.95 out of 5 average rating, 167 reviews

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! âť§ 48 minutes from the Florida Keys. âť§ 37 minutes from Miami Beach. âť§ 33 minutes from the Everglades. Message us about long stay, military, & first responder discounts.

Top guest favorite
A tranquil pool area is surrounded by lush greenery and tropical plants, creating a serene atmosphere. The rectangular swimming pool is framed by terracotta tiles and features potted plants on the edges, offering spaces for relaxation in the sun.
Guest suite in Coconut Grove
4.96 out of 5 average rating, 292 reviews

"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

Guest favorite
Home in Miami
4.94 out of 5 average rating, 228 reviews

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.

Superhost
Villa in Miami
4.91 out of 5 average rating, 158 reviews

One Of A Kind Smart Villa - Pool/Spa/Gym/BBQ/Vibes

🎨 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

Top guest favorite
A spacious backyard is showcased, featuring a clean saltwater pool surrounded by lounge chairs and tropical landscaping. A covered patio area is visible, with a stone countertop and decorative plants. The bright blue sky complements the serene outdoor setting.
Home in Miami
5 out of 5 average rating, 439 reviews

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

Guest favorite
A serene outdoor space includes a swimming pool surrounded by terracotta tiles and lush tropical vegetation. A tiki hut is positioned in the background, with an evening sky showcasing warm tones of orange and yellow. Soft furnishings and a relaxed seating area are visible nearby.
Tiny home in Cutler Bay
4.96 out of 5 average rating, 277 reviews

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.

Guest favorite
A bright living area is furnished with a light-colored sofa and a wooden coffee table, enhancing the spacious feel. A large TV sits on a console, and natural light flows in from sliding glass doors that open to a balcony, framed by greenery.
Apartment in South Miami
4.84 out of 5 average rating, 136 reviews

Dharma |15% off Monthly| Perfect 1B | 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.

Top guest favorite
A spacious pool area is surrounded by vibrant greenery and palm trees. Seating arrangements with cushions are positioned near the water, complemented by a shaded area under an umbrella. The pool features a rock formation and is accented by colorful lounge chairs.
Home in Miami
4.97 out of 5 average rating, 408 reviews

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.

Guest favorite
A modern exterior of the house showcases a private pool with a surrounding patio featuring loungers. Tall, elegant arches and windows allow for ample natural light, while tropical leaves in the foreground add a vibrant touch to the inviting outdoor space.
Home in Miami
4.99 out of 5 average rating, 115 reviews

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.

Superhost
Apartment in Dadeland
4.82 out of 5 average rating, 237 reviews

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!

Top guest favorite
Apartment in Miami
4.91 out of 5 average rating, 280 reviews

Early Bird Deal:Miami Studio w/Marriot Club Access

Welcome to your NEW studio at The Elser — a modern, resort-style tower in the heart of Downtown Miami. Stay steps from Kaseya Center, Bayside, Bayfront Park, and the waterfront. Enjoy the energy of the city outside and a calm, private space inside. ✨ 11+ years hosting · 10K+ 5-star reviews · 50K+ guests — we focus on clean spaces, smooth check-ins, and stays that simply work.

Guest favorite
Home in Miami
4.96 out of 5 average rating, 141 reviews

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

When is the best time to visit Pinecrest?

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Avg. price€ 290€ 289€ 324€ 227€ 181€ 127€ 124€ 127€ 184€ 188€ 177€ 306
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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 € 34 per night before taxes and fees

  • Verified guest reviews

    Over 1,570 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Pinecrest vacation 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!

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