Discover Your Perfect Greenbrook Estates Vacation Homes

Best Vacation Homes in Greenbrook Estates

New
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 12 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $427/Night 7 Nights - US $2,988
House
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 1 Bath 4 Guests 1001.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $134/Night 7 Nights - US $936
star-icons-3
Cottage
Map-icon
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $2,857/Night 7 Nights - US $19,998
New
House
4 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $385/Night 7 Nights - US $2,694
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 3 Baths 14 Guests 1797.57 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,079/Night 7 Nights - US $7,552
House
Map-icon
like-icon10.0
Exceptional
(18 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $278/Night 7 Nights - US $1,946
Condo
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 2 Baths 6 Guests 1140 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $161/Night 7 Nights - US $1,130
House
Map-icon
like-icon10.0
Exceptional
(10 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $289/Night 7 Nights - US $2,022

Greenbrook Estates Luxury Rentals

House
Map-icon
3 Bedrooms 2 Baths 6 Guests 1560 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $3,038/Night 7 Nights - US $21,266
Cottage
Map-icon
1 Bedroom 1 Bath
  • Kitchen
    Kitchen
  • Air Conditioner
    Air Conditioner
More amenities
US $2,983/Night 7 Nights - US $20,878
House
Map-icon
1 Bedroom 2 Baths 10 Guests 1302.43 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $1,482/Night 7 Nights - US $10,373
star-icons-3
House
Map-icon
1 Bedroom 2 Baths 6 Guests 1560.77 ft²
  • Air Conditioner
    Air Conditioner
  • Internet
    Internet
More amenities
US $1,329/Night 7 Nights - US $9,300
House
6 Bedrooms 6 Baths 18 Guests 3500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,284/Night 7 Nights - US $8,990
House
like-icon10.0
Exceptional
(24 Reviews)
6 Bedrooms 4 Baths 19 Guests 4023 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $1,206/Night 7 Nights - US $8,441
House
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 2 Baths 18 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $1,202/Night 7 Nights - US $8,412
star-icons-4
House
Map-icon
5 Bedrooms 3 Baths 16 Guests 9601.41 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $1,197/Night 7 Nights - US $8,379

Greenbrook Estates Pet Friendly Vacation Rentals

Condo
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $177/Night 7 Nights - US $1,241
star-icons-4
Villa
like-icon10.0
Exceptional
(1 Review)
5 Bedrooms 3 Baths 16 Guests 3541.33 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,174/Night 7 Nights - US $8,216
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $289/Night 7 Nights - US $2,025
Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $116/Night 7 Nights - US $812
star-icons-4
House
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 10 Guests 2400.35 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $624/Night 7 Nights - US $4,371
Condo
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 6 Guests 1230 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
More amenities
US $158/Night 7 Nights - US $1,109
Condo
like-icon10.0
Exceptional
(2 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $159/Night 7 Nights - US $1,114
House
like-icon9.8
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $322/Night 7 Nights - US $2,257

Greenbrook Estates Large Vacation Homes

Villa
Map-icon
2 Bedrooms 1 Bath 7 Guests 850 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $153/Night 7 Nights - US $1,070
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
5 Bedrooms 3 Baths 12 Guests 1948.27 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $800/Night 7 Nights - US $5,600
House
like-icon10.0
Exceptional
(2 Reviews)
7 Bedrooms 5 Baths 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $1,224/Night 7 Nights - US $8,569
Villa
Map-icon
1 Bedroom 1 Bath 2 Guests 590 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $113/Night 7 Nights - US $794
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 11 Guests 1646.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $439/Night 7 Nights - US $3,073
House
like-icon10.0
Exceptional
(15 Reviews)
5 Bedrooms 3 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $777/Night 7 Nights - US $5,442
House
like-icon10.0
Exceptional
(10 Reviews)
4 Bedrooms 2 Baths 10 Guests 2293 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $405/Night 7 Nights - US $2,838
House
like-icon10.0
Exceptional
(9 Reviews)
5 Bedrooms 4 Baths 14 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $1,164/Night 7 Nights - US $8,148

Discover & compare premier experiences around Greenbrook Estates

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Greenbrook Estates Vacation Rental Homes?

What makes our Vacation Rentals special?

image
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
image
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
image
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Greenbrook Estates

When should you plan your Vacation Rentals stay?

Timing your visit to the area can significantly enhance your experience, allowing you to enjoy the region's pleasant weather and vibrant atmosphere at its best.

Peak Season Highlights

spring
March to May

During the spring months, this destination experiences pleasant weather, making it an ideal time to enjoy outdoor activities and explore the area comfortably.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
spring
June to August

The summer season brings warm temperatures and lively local events, attracting visitors looking for sunny days and vibrant atmosphere.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 72°F to 78°F

Off-Season Highlights

image
December to February

In the winter months, the area offers mild weather, providing a quieter and more relaxed experience for travelers seeking tranquility.

Average Temperature Daytime: 65°F to 72°F - Nighttime: 50°F to 58°F
image
September to November

Autumn features cooler temperatures and fewer tourists, creating a peaceful setting to enjoy the region’s natural beauty without the crowds.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 62°F to 70°F

Weekly Weather Forecast for Greenbrook Estates

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

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

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 dining areas or patios to relax and entertain in the sunshine.
  • Take advantage of private pools or community pools commonly available for refreshing swims.
  • Benefit from spacious yards or gardens perfect for outdoor activities or leisurely strolls.
  • Make use of outdoor grilling stations or barbeque setups for shared meals with family and friends.
  • Revel in well-maintained, shaded seating areas ideal for reading or unwinding outdoors.
  • Explore nearby parks or green spaces that offer walking trails and scenic views.
  • Enjoy convenient access to outdoor recreational facilities such as tennis courts or basketball courts, often within the community.
image
image

Family Activities

  • Hubbard’s Marina: Enjoy a family-friendly boat tour or leisurely rent a pontoon to explore the scenic waterways of the area.
  • Cove Cay Golf Club: Engage in a fun round of golf surrounded by lush landscapes and stunning views, suitable for players of all ages and skill levels.
  • Clearwater Marine Aquarium: Discover the magic of marine life at this local aquarium, where children can learn about rescued animals and conservation efforts.
  • Beach Day at Clearwater Beach: Spend a relaxing day building sandcastles and swimming in the calm Gulf waters just minutes from here.
image

Adult Activities

  • Golfing at Clearwater Country Club: Enjoy a round of golf on scenic fairways that showcase the area's lush landscapes while offering a relaxing escape within easy reach of your vacation rental.
  • Fishing at Westfield Lake Park: Spend serene mornings casting lines in this popular local spot, perfect for unwinding and experiencing the region's natural beauty.
  • Exploring Nature Trails: Discover peaceful walking and biking paths that wind through the area’s parks, allowing you to connect with the region's vibrant flora and fauna.
  • Relaxing at Local Spas: Indulge in rejuvenating treatments at nearby spas, providing a tranquil retreat after a day exploring the region's attractions.

Greenbrook Estates Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of nearby eateries to enjoy authentic regional flavors that complement your stay in the area.
  • Plan Outdoor Activities: Make the most of the pleasant climate by engaging in water sports, nature walks, or leisurely bike rides through the neighborhood and surrounding parks.
  • Utilize Nearby Amenities: Leverage community facilities such as pools or recreational centers to enhance your relaxation and entertainment during your visit.
  • Visit Local Attractions: Discover popular local destinations and cultural sites that highlight the charm of this destination, enriching your overall experience.

Transportation Options

  • Car Rentals: Renting a car provides you with the flexibility to explore the region at your own pace, making it easy to visit nearby beaches and attractions from your vacation rental.
  • Public Transit: Local bus services offer an affordable way to get around here, connecting you to key points of interest in the area without the hassle of driving.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft provide convenient transportation for quick trips within this destination or to nearby spots.
  • Bike Rentals: For a more active approach, bike rentals allow you to enjoy the scenic surroundings while easily navigating the neighborhood and surrounding community.

Local Customs Options

  • Respect for Local Nature: Here, residents and visitors alike value preserving the natural beauty of the area, so you’ll notice an emphasis on eco-friendly practices and outdoor etiquette.
  • Community Celebrations: Participating in neighborhood events and local festivals is common, showcasing the region’s friendly atmosphere and shared traditions.
  • Politeness and Greetings: Friendly greetings such as "Hello" and "Good morning" are customary when engaging with neighbors or shopkeepers in this community.
  • Respect for Privacy: Personal privacy is highly regarded here, so maintaining a respectful distance and observing quiet hours reflects the area's peaceful ambiance.

Greenbrook Estates Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Greenbrook Estates?

2. How many vacation rentals have private pools in Greenbrook Estates?

3. Which vacation homes in Greenbrook Estates are best for families?

If you are looking for a family-friendly vacation home in Greenbrook Estates, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Greenbrook Estates:

4. How many Rentbyowner vacation rentals are available in Greenbrook Estates?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 584 in the Greenbrook Estates area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Greenbrook Estates. 

5. What is the cancellation policy for vacation rentals in this area?

The cancellation policy varies by property, so it’s essential to review the specific listing details or contact the host directly to understand the terms and any applicable fees.

6. How do I find available dates for my stay in Clearwater's Greenbrook Estates?

Availability depends on the individual rental property, so you should check the calendar provided on the listing or reach out to the property owner for real-time availability.

7. What amenities are typically included in vacation rentals near Clearwater?

Most rentals in this region offer essential amenities such as fully equipped kitchens, Wi-Fi, and private outdoor spaces, but it's best to verify each property's offerings through its listing.

8. Are there any house rules I should be aware of before booking?

Yes, each property may have specific house rules outlined in the listing, including policies on pets, smoking, and noise — reviewing these details prior to booking ensures a smooth stay.

9. How can I contact the property owner if I have questions about my reservation?

You can reach out to the owner directly through the messaging system on the booking platform for any inquiries or additional information needed before confirming your stay.

Greenbrook Estates Top Rated Vacation Rentals

Condo
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 5 Guests 650 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
US $155/Night 7 Nights - US $1,085
Condo
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $120/Night 7 Nights - US $840
Condo
like-icon10.0
Exceptional
(8 Reviews)
3 Bedrooms 2 Baths 5 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $133/Night 7 Nights - US $934
House
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $543/Night 7 Nights - US $3,804
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
4 Bedrooms 3 Baths 12 Guests 2500 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $659/Night 7 Nights - US $4,614
House
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 3 Baths 12 Guests 2445 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
US $568/Night 7 Nights - US $3,974
Condo
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
2 Bedrooms 2 Baths 6 Guests 1200 ft²
  • Private Pool
    Private Pool
  • Pool
    Pool
More amenities
US $119/Night 7 Nights - US $836
House
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
3 Bedrooms 2 Baths 10 Guests 1651 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $294/Night 7 Nights - US $2,057