Pinecrest, FL Cottage Rentals

Pinecrest Cottage Rentals

Cottage

Miami Cottage By Dream Vacation

10.0

Exceptional

(1 Review)

1 Bedroom 1 Bath 2 Guests 684 ft²

US $162/Night 7 Nights - US $1,133

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House

Miami Cottage by Dream Vacation

9.0

Exceptional

(3 Reviews)

1 Bedroom 1 Bath 2 Guests 688.89 ft²

US $114/Night 7 Nights - US $798

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Cottage

La Finca Miami by SoFla Vacations

8.6

Fabulous

(30 Reviews)

1 Bedroom 1 Bath 2 Guests

US $226/Night 7 Nights - US $1,582

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Cottage

Charming 1-bedroom cottage in wonderful Miami with WiFi, AC

1 Bedroom 1 Bath 3 Guests

US $128/Night 7 Nights - US $894

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House

Maison – Luxe 9-Bed Estate with Pool & Court

8 Bedrooms 9 Baths 16 Guests

US $4,617/Night 7 Nights - US $32,321

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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

US $75/Night 7 Nights - US $525

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Highly Rated

Condo

Towers of Dadeland by Miami Vacations

9.2

Exceptional

(415 Reviews)

1 Bedroom 1 Bath 4 Guests

US $237/Night 7 Nights - US $1,657

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Modern Villa w Pool + Spacious Outdoor Living

New

House

Modern Villa w Pool + Spacious Outdoor Living

1 Bedroom 6 Baths 11 Guests

US $3,780/Night 7 Nights - US $26,460

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Tranquil Heirloom Hideaway Pool in South Miami

House

Tranquil Heirloom Hideaway Pool in South Miami

10.0

Exceptional

(1 Review)

4 Bedrooms 2 Baths 10 Guests 2443.41 ft²

US $467/Night 7 Nights - US $3,270

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House

4-bedroom furnished home in South Miami with amazing pool, garden and terrace.

4 Bedrooms 2 Baths 8 Guests

US $824/Night 7 Nights - US $5,766

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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

US $311/Night 7 Nights - US $2,177

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4BR 8 Beds by Miami SoFi Vacation Rentals Tucked in a quiet Palmetto Bay neighborhood, this 4-unit property offers stylish 2BR/1BA stays with thoughtful design, outdoor spaces, and easy access to parks, dining, and Miami hotspots.

New

Apartment

4BR 8 Beds by Miami SoFi Vacation Rentals Tucked in a quiet Palmetto Bay neighborhood, this 4-unit property offers stylish 2BR/1BA stays with thoughtful design, outdoor spaces, and easy access to parks, dining, and Miami hotspots.

4 Bedrooms 2 Baths 10 Guests 1800 ft²

US $459/Night 7 Nights - US $3,210

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More Top-Rated Cottage Rentals in Pinecrest Area

Why Choose Rent By Owner for your Pinecrest Cottage Rentals?

What makes our Cottage Rentals 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 Cottage Rentals

Where are the best neighborhoods to stay in Pinecrest?

In Pinecrest, Florida, you will find neighborhoods that offer a peaceful retreat amidst lush greenery and scenic surroundings, perfect for relaxing stays. The area’s charming streets provide easy access to local parks and natural attractions, making it ideal for outdoor enthusiasts seeking comfort and convenience. Whether you're exploring the nearby community or unwinding in a cozy cottage, this neighborhood is a dependable choice for your Floridian getaway.

Gables By The Sea

Discover a serene retreat in Gables By The Sea, where tranquil surroundings and beautiful waterfront views make it an ideal choice for your stay in this part of Coral Gables. Enjoy easy access to the area's lush landscapes and peaceful atmosphere, perfect for relaxing getaways.

View 30+ Rentals in Gables By The Sea

Hammocks

Experience the charm of Hammocks, a welcoming neighborhood known for its spacious natural areas and quiet residential streets, making it a desirable spot for those seeking a peaceful escape in Coral Gables. Here, you can find cozy cottages that provide comfort and privacy within the tranquility of the region.

View 234+ Rentals in Hammocks

Best Times to Visit Pinecrest

When should you plan your Cottage Rentals stay?

Choosing the optimal time to visit this charming destination can enhance your experience, as the best seasons for booking cottages here often align with pleasant weather and local events that make your stay memorable.

Peak Season Highlights

Winter (December to February)

During winter, the region experiences its peak season as visitors seek refuge from colder climates. This is an ideal time to enjoy pleasant daytime temperatures and cozy evenings in your Pinecrest cottage.

Average Temperature Daytime: around 70°F (21°C) - Nighttime: around 50°F (10°C)

Spring (March to May)

Spring marks another busy period when the area blossoms with natural beauty, attracting travelers who want to enjoy mild weather and outdoor activities from their Pinecrest stay.

Average Temperature Daytime: around 75°F (24°C) - Nighttime: around 55°F (13°C)

Off-Season Highlights

Summer (June to August)

The summer months tend to see fewer visitors, offering a peaceful retreat with warmer days perfect for relaxing in your cottage away from the crowds.

Average Temperature Daytime: around 85°F (29°C) - Nighttime: around 65°F (18°C)

Fall (September to November)

Fall is a quieter time when the region transitions into cooler weather, making it a great opportunity for those seeking tranquility and scenic surroundings during their stay.

Average Temperature Daytime: around 78°F (25°C) - Nighttime: around 50°F (10°C)

Weekly Weather Forecast for Pinecrest

How to Book Your Pinecrest Cottage Rentals

What's our booking process?

Our platform allows you to browse a curated selection of cottage rentals. 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 Cottage Rentals in Pinecrest Area

Common Cottage Rentals Amenities

What amenities can you expect?

Our Cottage Rentals 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 outdoor cooking with a private barbecue grill for your gatherings.
Relax in the sunshine on your own spacious patio or deck area.
Take advantage of scenic views with access to a garden or landscaped yard.
Make the most of outdoor recreation by utilizing nearby hiking or walking trails.
Cool off in a private swimming pool, perfect for warm days in the region.
Spend quality time outdoors with fire pits or outdoor fireplaces for evening gatherings.
Access tranquil waterfront areas or lakes for fishing, kayaking, or simply enjoying the scenery.

Top Attractions Around Pinecrest

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as exploring scenic parks, engaging in nature walks, and discovering local wildlife, making your stay in Pinecrest ideal for outdoor enthusiasts seeking a relaxing getaway close to natural beauty.

Family Activities

Everglades National Park: Explore the unique ecosystem with ranger-led tours and wildlife viewing experiences suitable for all ages in this renowned Florida national park.
Fishing at Lake Pinecrest: Enjoy a family-friendly day of fishing at the local lake, where you can relax and teach children about freshwater fish species native to the region.
Hiking on Local Trails: Discover scenic hiking trails nearby that offer gentle walks perfect for families seeking outdoor adventure immersed in the area's natural beauty.
Picnic and Relaxation Spots: Spend quality time together at well-maintained picnic areas, ideal for savoring meals amid the tranquil surroundings that define this destination.

Adult Activities

Fishing at Lake Pinecrest: Spend a relaxing day casting your line in the serene waters of Lake Pinecrest, known for its peaceful ambiance and excellent fishing opportunities.
Hiking along the Pinecrest Trails: Explore scenic trails that wind through the natural beauty of the area, offering a perfect outdoor adventure for nature enthusiasts.
Bird Watching in Local Reserves: Discover a variety of bird species by visiting nearby wildlife reserves, ideal for those interested in observing regional avian life.
Picnicking in Pinecrest Park: Enjoy a leisurely picnic surrounded by lush landscapes and tranquil settings, making it an ideal activity to unwind here in this destination.

Other Places to Stay in Pinecrest, FL

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Pinecrest Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead: Secure your ideal cottage early to ensure availability during peak seasons in this charming destination.
Explore Local Nature: Take advantage of the area's natural beauty by scheduling outdoor activities that highlight the scenic surroundings.
Discover Nearby Amenities: Research local dining, shopping, and entertainment options to enhance your stay in the region.
Pack Thoughtfully: Bring appropriate clothing and essentials to comfortably enjoy the outdoor adventures and relaxed atmosphere here.

Transportation Options

Private car rentals: Opting for a private vehicle offers you the flexibility to explore the scenic areas surrounding Pinecrest at your own pace, making it easier to access secluded spots and enjoy a comfortable journey.
Local taxi services: Reliable taxi options are available within this destination, providing convenient transportation for quick trips or sightseeing adventures around the region.
Public transportation: The area is served by regional buses that connect key points, ideal for budget-conscious travelers seeking an eco-friendly way to navigate throughout here.
Bike rentals: For those interested in an active experience, bike rentals provide a scenic and environmentally friendly way to explore the natural beauty of this region.

Local Customs Options

Respect for Nature Locals in Pinecrest emphasize preserving the lush environment, encouraging visitors to minimize their ecological footprint during your stay.
Community Gatherings Participating in neighborhood events and local festivals is a valued tradition that offers a glimpse into the area's friendly and welcoming spirit.
Religious Practices Many residents observe unique religious customs that reflect the region's diverse cultural heritage, which can be appreciated through respectful observation.
Traditional Cuisine Sharing meals at family-owned eateries featuring regional flavors is a cherished custom that enhances your authentic experience here.

Pinecrest Cottage Rentals Frequently Asked Questions

1. What are the top Cottages 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 Cottages in Pinecrest:

2. How many Cottages are available in Pinecrest?

Currently, the total number of properties listed by RBO in 2026 is over 4 in the Pinecrest area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Pinecrest. 

3. What is the cancellation policy for cottages in Pinecrest, Florida?

The cancellation policy varies for each listing. You should review the specific cottage's terms on the booking page or contact the owner directly to understand the details regarding cancellations and refunds.

4. Are pets allowed in cottages here?

Pet policies differ from one property to another. Please check the individual cottage listing for specific information about pet allowances and any additional fees that may apply.

5. Is there an option for early check-in or late check-out at these cottages?

Early check-in and late check-out options depend on availability and are managed by the property owner. Contact the host directly to request these accommodations and confirm any associated charges.

6. How do I find out about amenities and facilities available in a cottage?

Details about amenities and facilities are provided in each cottage listing. For more specific questions, you can message the property owner through the booking platform before confirming your reservation.

7. What should I do if I encounter issues during my stay?

In case of any problems during your stay, reach out to the property owner or the customer support team of the booking platform for assistance. Contact details are usually available within the listing or your booking confirmation.