Discover Your Perfect Carrollwood Vacation Homes

Carrollwood Pet Friendly Vacation Rentals

See More Pet-Friendly Vacation Rentals in Carrollwood on PetFriendly.io

Why Choose Rent By Owner for your Carrollwood Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Popular Areas for Carrollwood Vacation Rentals

Where are the best neighborhoods to stay in Carrollwood?

When choosing a neighborhood to stay in within Carrollwood, Tampa, Florida, you’ll find an inviting blend of residential charm and convenient access to local amenities. This area offers a peaceful atmosphere ideal for those seeking a comfortable and relaxing escape while remaining close to the vibrant energy of Tampa. Whether you're interested in exploring nearby parks or enjoying easy transportation options, Carrollwood provides a welcoming environment that makes it easy to settle in and enjoy your stay. Booking your vacation rental here ensures a seamless experience in one of Tampa’s most desirable neighborhoods.

Twin Lakes Townhouses

Situated in the peaceful area of Carrollwood, this community offers comfortable townhouses that blend convenience with tranquility, making it a perfect choice for those seeking a relaxed yet accessible stay.

View 325+ Rentals in Twin Lakes Townhouses

Stonehedge

Located within easy reach of Tampa’s attractions, Stonehedge provides an inviting neighborhood environment where you can enjoy the calm surroundings while staying close to the city's vibrant scene.

View 317+ Rentals in Stonehedge

Lake George

If you prefer a scenic setting, Lake George offers a lovely lakeside atmosphere that is ideal for outdoor activities and serene views, all within convenient proximity to Tampa.

View 342+ Rentals in Lake George

Forest Hills

Known for its lush greenery and quiet streets, Forest Hills presents a charming residential area perfect for those who want to experience the region’s natural beauty during their stay.

View 715+ Rentals in Forest Hills

Creekside

This neighborhood’s tranquil creekside setting provides a peaceful retreat while still offering quick access to Tampa’s local amenities and bustling areas.

View 245+ Rentals in Creekside

Country Place

Offering a welcoming community atmosphere, Country Place is an excellent choice for visitors looking for comfortable accommodations near Tampa’s regional attractions.

View 227+ Rentals in Country Place

Best Times to Visit Carrollwood

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here can enhance your experience, as the most favorable seasons in this region offer ideal weather conditions for enjoying your stay in trusted vacation rentals.

Peak Season Highlights

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Spring (March to May)

During spring, you can enjoy pleasant weather and blooming landscapes, making it an ideal time for visiting this area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
winter
Winter (December to February)

The mild winter months attract visitors seeking to escape colder climates, offering comfortable temperatures for exploring the region.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Summer (June to August)

While summer brings higher temperatures and occasional rainfall, it remains popular for those looking to enjoy outdoor activities in the area.

Average Temperature Daytime: 88°F to 92°F - Nighttime: 70°F to 75°F
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Autumn (September to November)

Early fall offers cooler weather and fewer crowds, providing a peaceful atmosphere for your visit to this destination.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Weekly Weather Forecast for Carrollwood

How to Book Your Carrollwood Vacation Rental Home

What's our booking process?

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

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.

Explore and book the perfect rental in Carrollwood

More Top-Rated Vacation Rentals in Carrollwood Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation 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 a private outdoor pool to relax and unwind during your stay in the area.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining.
  • Benefit from lush, landscaped gardens that enhance the scenic beauty of your vacation rental.
  • Make use of outdoor grilling facilities to enjoy delicious meals with family or friends.
  • Utilize well-maintained yards ideal for outdoor activities or playing with children.
  • Experience the comfort of shaded sitting areas to escape the sun while enjoying the outdoors.
  • Explore accessible walking paths or trails nearby for morning jogs or leisurely strolls in this region.

Top Attractions Around Carrollwood

What attractions are nearby?

Within this vibrant region, you can enjoy a variety of outdoor activities, explore local parks, and discover charming dining options—all just a short distance from your chosen vacation rentals in Carrollwood, Tampa.

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Family Activities

  • Beach Day at Ben T. Davis Beach: Enjoy a relaxing day with your family on the sandy shores where you can swim, build sandcastles, and soak up the Florida sunshine.
  • Play at Carrollwood Park: This expansive park offers playgrounds, sports fields, and picnic areas, making it a perfect spot for outdoor family fun in this area.
  • Visit the Tampa Bay Golf and Country Club: Spend quality time together playing a round of golf or taking part in family-friendly events hosted here in the region.
  • Explore the Lettuce Lake Park: Experience nature trails, boardwalks, and wildlife viewing opportunities that allow your family to connect with the outdoors in the nearby destination.
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Adult Activities

  • Golfing at Carrollwood Country Club: Enjoy a day on the greens at this popular club, offering challenging courses perfect for golf enthusiasts staying in the area.
  • Dining at Local Restaurants: Savor diverse culinary options in the neighborhood, from cozy cafes to upscale dining, providing a taste of the region's vibrant food scene.
  • Parks and Outdoor Recreation: Spend time exploring scenic parks and recreational areas nearby, ideal for relaxing strolls or outdoor activities in this welcoming community.
  • Shopping at Nearby Retail Centers: Discover unique shops and boutiques in the vicinity, offering a convenient way to indulge in some retail therapy during your stay.

Other Places to Stay in Carrollwood, FL

AirHeads Trampoline Arena
AirHeads Trampoline Arena Vacation Rentals
Natures Boot Camp
Natures Boot Camp Vacation Rentals
Twin Lakes Townhouses
Twin Lakes Townhouses Vacation Rentals
Stonehedge
Stonehedge Vacation Rentals
Carrolwood Village Golf & Tennis Club - Meadows/ Pines Course
Carrolwood Village Golf & Tennis Club - Meadows/ Pines Course Vacation Rentals
Carrolwood Golf Country Club
Carrolwood Golf Country Club Vacation Rentals
More Places to Stay Near Carrollwood

Carrollwood Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Dining Options: Take advantage of the area's diverse culinary scene to enjoy authentic Florida flavors and regional specialties during your stay.
  • Visit Nearby Parks and Outdoors: Make the most of the region’s outdoor spaces by planning leisurely days in parks or natural spots that showcase Tampa’s scenic beauty.
  • Plan Day Trips to Tampa Attractions: Use your vacation rental as a base to easily access popular Tampa attractions, providing convenience and flexibility for your itinerary.
  • Utilize Transportation Options: Familiarize yourself with local transit or rental services to navigate comfortably around the region and discover hidden gems effortlessly.

Transportation Options

  • Carrollwood Area Bus Service: An affordable and convenient way to navigate this part of Tampa, connecting you easily to key local destinations.
  • Tampa International Airport (TPA): The primary gateway for travelers arriving here or venturing elsewhere, offering numerous domestic and international flights.
  • Rental Car Services: Several providers are available nearby, giving you the flexibility to explore the region at your own pace from your vacation rental.
  • Taxi and Rideshare Options: Reliable transportation choices like Uber and Lyft operate within this destination, providing quick access to nearby attractions and amenities.

Local Customs Options

  • Southern Hospitality:** You’ll notice a warm and friendly attitude from locals, reflecting the region’s tradition of welcoming visitors with genuine kindness in Carrollwood.
  • Respect for Nature:** Environmental consciousness and outdoor etiquette are valued here, especially during community events and recreational activities around Tampa.
  • Religious Celebrations:** Participating in or observing local religious festivals highlights important cultural customs, offering insights into the region’s spiritual heritage.
  • Community Gatherings:** Attending neighborhood events showcases the close-knit spirit of the area, making it easier to feel at home during your stay in this part of Florida.

Frequently Asked Questions About Carrollwood?

1. What are the top vacation rentals in Carrollwood?

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

2. How many vacation rentals have private pools in Carrollwood?

There are 8 vacation rentals with private pools near Carrollwood. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Carrollwood are best for families?

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

4. How many Rentbyowner vacation rentals are available in Carrollwood?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 97 in the Carrollwood 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 Carrollwood. 

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

Cancellation policies vary by listing, so it is important to review the specific terms provided in each rental's details. Many owners offer flexible options, but some may have stricter policies. Contact the host directly if you need clarification before booking.

6. How do I ensure my stay meets safety standards at a vacation rental in Tampa?

Safety features and standards are detailed in each listing, including security measures and amenities. To ensure your comfort, review the property description thoroughly and reach out to the property owner with any specific safety concerns or questions prior to booking.

7. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning charges, service fees, or local taxes are typically listed during the booking process. Always read the complete fee breakdown on the listing page to understand the total cost before finalizing your reservation.

8. Can I get assistance if I encounter issues during my stay in this destination?

Yes, support is available through the property owner or the platform’s customer service team. For rapid assistance, contact the host directly via the messaging system provided on the listing, and keep all relevant communication for reference.

9. What should I know about checking in and check-out procedures for these rentals?

Check-in and check-out times are specified in each listing and can vary by property. Some hosts offer flexible arrangements, while others follow strict schedules. Review the details in your reservation confirmation or contact the owner directly for personalized instructions.