Pinecrest Vacation Rentals with Pools

Apartment

Airstream pool house, heated pool, lavish gardens, waterfalls, very private.

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 1 Guest

CA $305/Night 7 Nights - CA $2,131

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House

Queen's Tropical Garden View Room

10.0

Exceptional

(2 Reviews)

1 Bedroom 1 Bath 2 Guests 215.28 ft²

CA $105/Night 7 Nights - CA $737

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Highly Rated

Condo

Towers of Dadeland by Miami Vacations

9.2

Exceptional

(418 Reviews)

1 Bedroom 1 Bath 4 Guests

CA $284/Night 7 Nights - CA $1,987

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Tranquil Heirloom Hideaway, Pool in South Miami

Price Dropped

House

Tranquil Heirloom Hideaway, Pool in South Miami

10.0

Exceptional

(10 Reviews)

4 Bedrooms 2 Baths 10 Guests 2446 ft²

CA $657/Night 7 Nights - CA $4,601

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House

Tranquil Heirloom Hideaway Pool in South Miami

10.0

Exceptional

(1 Review)

4 Bedrooms 2 Baths 10 Guests 2443.41 ft²

CA $656/Night 7 Nights - CA $4,588

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House

High House by Stone Bridge & Sunken Garden

9.4

Exceptional

(3 Reviews)

4 Bedrooms 2 Baths 9 Guests 3281 ft²

CA $469/Night 7 Nights - CA $3,282

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Home w/Pool in Upscale Pinecrest Village

House

Home w/Pool in Upscale Pinecrest Village

10.0

Exceptional

(1 Review)

3 Bedrooms 3 Baths 8 Guests 2400.35 ft²

CA $436/Night 7 Nights - CA $3,055

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Villa

5BR Oasis w/Pool & 1 Acre of Land w/BBALL&Soccer

4 Bedrooms 3 Baths 10 Guests

CA $2,084/Night 7 Nights - CA $14,586

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House

7545 Southwest 124th Street

8.5

Fabulous

(4 Reviews)

3 Bedrooms 3 Baths 8 Guests 2400.35 ft²

CA $600/Night 7 Nights - CA $4,200

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New

Villa

Maison champagne miami

4 Bedrooms 4 Baths 8 Guests

CA $1,883/Night 7 Nights - CA $13,178

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Apartment

Tucker at Palmer Dadeland Miami

8.4

Excellent

(999 Reviews)

80 Bedrooms 10 Baths 36 Guests 1018.98 ft²

CA $283/Night 7 Nights - CA $1,984

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House

Tropical Oasis Estate In Miami !

4 Bedrooms 3 Baths 10 Guests 11 ft²

CA $1,130/Night 7 Nights - CA $7,909

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More Top-Rated Vacation Rentals with Pools in Pinecrest Area

Why Choose Rent By Owner for your Pinecrest Vacation Rentals with Pools?

What makes our Vacation Rentals with Pools special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

Diverse Options

From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Popular Areas for Pinecrest Vacation Rentals with Pools

Where are the best neighborhoods to stay in Pinecrest?

In Pinecrest, Florida, you'll find charming neighborhoods that offer a peaceful and family-friendly atmosphere, perfect for relaxing stays. Whether you choose an area close to scenic parks or one with convenient access to local amenities, you'll enjoy the serene environment that makes this community so appealing. For a comfortable and enjoyable experience, consider choosing accommodations in neighborhoods that provide easy access to outdoor amenities and private pools, ensuring a memorable visit to this beautiful part of Florida.

Gables By The Sea

This serene neighborhood offers an ideal setting for your stay, featuring peaceful surroundings and access to beautiful water views that enhance your relaxing experience in the area.

View 30+ Rentals in Gables By The Sea

Hammocks

Known for its lush landscapes and tranquil atmosphere, this part of town provides excellent options for those seeking comfortable rentals with pools within a natural, inviting environment.

View 234+ Rentals in Hammocks

Best Times to Visit Pinecrest

When should you plan your Vacation Rentals with Pools stay?

Timing your vacation wisely can enhance your experience, so consider visiting this destination during its most pleasant months to enjoy ideal weather and maximize relaxation at your chosen rentals with pools in Pinecrest, Florida, USA.

Peak Season Highlights

Winter (December to February)

During the winter months, this destination becomes a popular retreat for visitors seeking to escape colder climates, making it an ideal time to book rentals with pools for relaxing and enjoying the warm weather.

Average Temperature Daytime: Highs around 75-80°F - Nighttime: Lows around 60-65°F

Spring (March to May)

Spring attracts travelers looking to enjoy pleasant temperatures and blooming scenery, offering the perfect setting to unwind in a rental with a pool while exploring the region’s natural beauty.

Average Temperature Daytime: Highs around 80-85°F - Nighttime: Lows around 65-70°F

Off-Season Highlights

Summer (June to August)

In the summer, the area experiences hotter days, but fewer visitors mean more availability and better rates for bookings with pools that keep you cool during the hottest hours.

Average Temperature Daytime: Highs around 88-92°F - Nighttime: Lows around 72-76°F

Fall (September to November)

Autumn brings milder weather and fewer crowds, providing a tranquil environment to enjoy your pool rental while appreciating the region’s cooler temperatures and seasonal changes.

Average Temperature Daytime: Highs around 78-82°F - Nighttime: Lows around 62-67°F

Weekly Weather Forecast for Pinecrest

How to Book Your Pinecrest Vacation Rentals with Pools

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals with pools. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

Search Properties

Use our filters to find the right property that fits your needs.

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in Pinecrest

More Top-Rated Vacation Rentals with Pools in Pinecrest Area

Common Vacation Rentals with Pools Amenities

What amenities can you expect?

Our Vacation Rentals with Pools are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

Fully-equipped kitchens with modern appliances
Comfortable living areas with flat-screen TVs
Free Wi-Fi for staying connected
Air conditioning and heating for year-round comfort
In-unit washers and dryers for convenience
Luxurious bedrooms with premium bedding
Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

Enjoy a private swimming pool to relax and unwind outdoors during your stay.
Take advantage of spacious outdoor patios or decks perfect for dining al fresco or entertaining guests.
Benefit from lush landscaped gardens that provide privacy and a peaceful environment around your rental.
Make use of outdoor grills or barbecue areas to cook delicious meals in the fresh air.
Relax on comfortable lounge seating by the poolside for sunbathing or casual conversations.
Explore shaded outdoor sitting areas or gazebos, ideal for enjoying the scenic views of the area.
Access nearby outdoor recreation facilities such as walking trails or parks within the region for additional outdoor activities.

Top Attractions Around Pinecrest

What attractions are nearby?

Within this destination, you can enjoy a variety of outdoor activities and natural attractions in the surrounding region, perfect for relaxing days by your rentals with pools or exploring nearby parks and scenic spots that showcase the area's unique beauty and tranquility.

Family Activities

Everglades National Park Tours Explore the unique ecosystem of the Everglades with guided boat tours that offer an exciting way for families to observe wildlife and enjoy the natural beauty of this region.
Miami Seaquarium Visit Spend a day at this popular marine park, where kids can learn about marine life and watch captivating animal shows in an engaging environment.
Picnic at Matheson Hammock Park Relax and unwind with a family picnic amidst lush surroundings, while enjoying scenic views and easy access to the calm, lagoon-style swimming area.
Shopping and Dining in Coral Gables Discover family-friendly shops and eateries in this charming area, perfect for leisurely afternoons and exploring local flavors.

Adult Activities

Everglades National Park Tours: Explore the nearby vast wetlands and enjoy guided boat tours that showcase the unique ecosystem, making your stay in Pinecrest even more memorable.
Local Art Galleries and Studios: Discover the region's vibrant art scene by visiting local galleries, where you can appreciate works inspired by the area's natural beauty.
Nature Walks and Bird Watching: Take advantage of scenic trails perfect for leisurely walks and bird watching, immersing yourself in the serene landscape surrounding your vacation home.
Kayaking and Canoeing: Engage in water-based activities along the region’s tranquil waterways, offering a relaxing way to experience the outdoors during your visit.

Other Places to Stay in Pinecrest, FL

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Pinecrest Gardens

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Pinecrest Travel Tips

How Can You Make the Most of Your Stay?

Plan Your Activities Ahead: Research local outdoor and indoor options to make the most of your time here, especially when staying at rentals with pools that offer a perfect retreat after daytime adventures.
Book Early for Popular Rentals: Secure your ideal rentals with pools well in advance to ensure availability during peak seasons or special events in the area.
Explore Nearby Nature Spots: Take advantage of the region’s lush surroundings by visiting nearby parks and nature reserves to experience the natural beauty that makes this destination unique.
Enjoy Relaxation Time: Dedicate ample time to unwind by your rental’s pool, embracing the tranquil atmosphere that enhances every stay here.

Transportation Options

Miami International Airport: This major airport offers convenient access for travelers arriving from various locations and provides numerous transportation services, making it easy to reach your rental with pools here in the region.
Rental Car Services: Several reputable car rental companies operate nearby, giving you the flexibility to explore the area at your own pace while enjoying the comfort of your private accommodations with pools.
Public Transit (Metromover & Metrorail): The area's public transit options connect key destinations and offer an affordable way to navigate without the need for a personal vehicle during your stay.
Taxi and Ride-Sharing Services: Reliable taxi and ride-sharing options are readily available, providing quick and easy transportation to and from your preferred rentals with pools, ensuring a hassle-free experience.

Local Customs Options

Local Artisans and Cultural Festivals: The area celebrates its vibrant arts scene through local festivals that showcase regional craftsmanship, perfect for immersing yourself in the community’s creative spirit during your stay.
Southern Hospitality Traditions: Visitors often notice the warm and welcoming attitude of residents, a reflection of deep-rooted southern hospitality that makes every guest feel at home.
Community Park Activities: Engaging in outdoor gatherings and seasonal events at nearby parks provides an authentic way to experience the region’s friendly and active lifestyle.
Respect for Nature and Environment: Environmental consciousness is integral here, with residents practicing eco-friendly customs that emphasize conservation and appreciation of natural beauty.

Frequently Asked Questions About Pinecrest Rentals with Pools

1. What are the top Rentals With Pools in Pinecrest?

There are a lot of options in Pinecrest. If you plan on staying in the Pinecrest area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Rentals With Pools in Pinecrest:

2. How many Rentals With Pools are available in Pinecrest?

Currently, the total number of properties listed by RBO in 2026 is over 89 in the Pinecrest area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Pinecrest. 

3. What is the cancellation policy for rentals with pools in Pinecrest, Florida?

Cancellation policies vary depending on the specific property listing. You should review the terms directly on the listing or contact the property owner for detailed information regarding cancellations and potential fees.

4. Are there any additional fees I should be aware of when booking a pool rental in this area?

Additional fees, such as cleaning, security deposits, or service charges, are typically specified in the listing details. It's recommended to read the full description or reach out to the host for clarification before booking.

5. How do I confirm the availability of a rentals with pools in Pinecrest, Florida?

Availability is displayed in real-time on the property listing. If you have specific dates in mind, you can request instant confirmation or contact the property owner directly for further assistance.

6. What amenities are generally included in rentals with pools in the region?

Most rentals with pools offer amenities like Wi-Fi, fully equipped kitchens, air conditioning, and outdoor furniture. To see the exact amenities, please refer to the individual listing details or contact the host.

7. Is there a minimum stay requirement for bookings in this destination?

Minimum stay requirements differ among properties. Details are listed under each property's booking conditions. For personalized inquiries, you may contact the owner directly.