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Holiday rentals in Carrollwood

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Top-rated holiday rentals in Carrollwood

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The spacious living room is adorned with a large blue sectional sofa and a stylish yellow accent chair. A round coffee table sits on a decorative rug, while a smart TV is positioned on an entertainment center. Natural light enters through the blinds of the windows, illuminating the room.
Home in Carrollwood
4.84 out of 5 average rating, 129 reviews

🗝Home in Tampa Bay for a cozy stay☀️

A convenient escape located in tampa, FL. This 3 bedroom 2 bath has been beautifully prepared and decorated to give you an amazing tampa experience! Can fit up to 8 people but for comfortability 6-7 is recommended using sofabed. Our home is perfect for travelers looking for a private, clean and pleasant space, as well as families or couples enjoying a vacation. Everything is located within 20 minutes from the house, such as the airport, the riverwalk, Hyde park, and more lovely attractions.

Top guest favourite
A single-story guesthouse is depicted with a modern dark garage door and a neatly landscaped front yard. A large tree provides shade over a portion of the property, while greenery surrounds the walkway leading to the front entrance.
Guest house in Carrollwood
4.91 out of 5 average rating, 151 reviews

Unique Cozy Getaway Near Airport & Park

Welcome to Tampa! Nestled in a quiet neighborhood, this unique and cozy 1-bedroom guesthouse offers the perfect blend of modern comforts and private charm ideal for solo travelers or couples. Enjoy the cozy Green Nook sleeping area, a full service kitchenette, a comfortable working area and more, including Beacon Meadows Park right outside your door. Whether you're here for a short stay or a longer escape, this guesthouse provides a serene, intimate atmosphere for relaxation and recharge.

Guest favourite
A modern open-concept living area features a sleek kitchen with granite countertops and stainless steel appliances. The space is well-lit by recessed lighting and natural light streaming through the windows. Comfortable seating arrangements are visible, along with a fireplace that adds a cozy touch.
Home in Carrollwood
4.82 out of 5 average rating, 109 reviews

Family-friendly getaway home in the heart of Tampa

Modern home in the heart of Tampa. Within great distance from amazing entertainment, restaurants, cafes, bars, breweries, and much more. Perfect for weekend getaway, business trip, staycation, work-from-home alternative, or cozy home base while exploring everything Tampa has to offer. Step inside to find a bright and spacious living room with tile floors and plenty of natural light. The modern kitchen boasts granite countertops, stainless steel appliances, and everything you need to cook.

Guest favourite
A modern living area is highlighted by a stylish sofa draped with a soft throw blanket. A glass-top coffee table and a bottle of wine are set for relaxation. A flat-screen TV is mounted on a feature wall, complemented by ambient lighting and decorative art.
Home in Tampa
4.97 out of 5 average rating, 71 reviews

Downtown Hideaway

Welcome to this newly renovated, cozy home just 15 minutes from downtown! Spacious and perfect for group gatherings, this inviting retreat offers a refreshing stay with modern amenities such as, a dedicated work space. Enjoy a fenced backyard ideal for pets, and the tranquility of being right off the golf course. Whether you're here for family fun, a friends' getaway, or business, you'll appreciate the clean, cozy atmosphere and convenient central location. Book now for a memorable stay!

Top guest favourite
Two wooden Adirondack chairs are positioned on a deck overlooking a serene lake. A floating dock extends into the water, featuring two red lounge cushions. The clear blue sky enhances the tranquil atmosphere, with greenery visible along the shoreline.
Cottage in Tampa
4.98 out of 5 average rating, 264 reviews

Bay Lake Cottage

You’ll have the Entire 500sq ft Cottage & private entry, deck/dock, all to yourself. Located on a 37-acre private ski lake. Key-pad entry, private parking. 1 king bed, 1 bath, queen sofa bed, washer/dryer, WiFi, smart TV’s, blackout curtains,shampoo,conditioner,hairdryer,WiFi. Fully stocked kitchen, smokeless grill, wine fridge upon request, k-cup/drip coffee machine. The lake has bass, we provide fishing poles/tackle box. Rentable Kayaks & Canoe. Dogs okay, sorry no cats, pet fee $50.

Superhost
Home in Carrollwood
4.89 out of 5 average rating, 105 reviews

Modern 1Bed 1Bath Guesthouse

Kick back and relax in this calm, stylish cozy space! 😃 Freshly remodeled 1 bed 1 bath guest house with all the amenities you would need during your stay! 🏡 Queen bed to stretch out after a long day! 🛏️ En-suite bathroom w/ shower to freshen up 🚿 Futon 🛋️ equipped living room to sleep another guest & enjoy shows on a 65-inch Roku TV 📺🍿 Complete kitchen & dining table for your cooking and dining needs 🍴🥂 Full size washer & dryer to keep your outfits fresh 🧼 🧺

Guest favourite
A combined living and sleeping area is shown, featuring a spacious bed with a black and white plaid coverlet. A kitchenette with modern appliances is visible, alongside a small dining space accommodating two stools. A futon, designed for ample seating, is situated to the side.
Guest suite in Carrollwood
4.96 out of 5 average rating, 301 reviews

Soothing Breeze

This is a private studio suit located at Carrollwood community. Easy access to Supermarket, Veterans Express Way. There is a fridge, microwave, coffee maker. TV with Roku , Netflix and spectrum channels with wireless internet.There is a queen size bed, individual futon, full bathroom, small dinning room. Nearby Places: TPA Airport 12 miles, 15 ‘ Raymond James Stadium 11 miles 18’ Citrus Park Mall 1.9 miles, 6 ‘ Busch Garden 11 miles, 33 ‘ Adventure Island 11 miles, 28’

Guest favourite
A hallway is shown with sleek white walls and a polished marble floor. A large flat-screen TV is mounted on the wall opposite a decorative tall vase with floral arrangements. A comfortable gray chair is positioned in the corner, contributing to the modern aesthetic.
Flat in Tampa
4.95 out of 5 average rating, 56 reviews

Glamorous Oasis,Perfect Location

Este lugar único tiene su propio estilo. Escapate a nuestro gran apartamento familiar que esta ubicado en el centro de Tampa Florida, con gran fácil acceso a las principales autopistas , aeropuertos y atracciones turisticas. Es un refugio luminoso y acogedor, decoración moderna ,no se trata solo de comodidad también se trata de ubicación. Este encantador apartamento es totalmente privado , ofrece la mezcla perfecta de comodidad y un toque de lujo

Guest favourite
A spacious studio layout features a cozy sleeping area with a queen-size bed, complemented by soft bedding. Wall art adds character above the bed. A small table with stools is situated near the kitchenette, while a TV is mounted on a shelf across the room.
Guest house in Carrollwood
4.89 out of 5 average rating, 146 reviews

Summer Savings | Central Tampa Retreat

☀️ Summer Escape Special! ☀️ Valid for stays now through September 21, 2026. Stay 3+ nights and save 15%, plus enjoy complimentary late checkout (subject to availability). Welcome to Studio Celeste, a peaceful and stylish retreat in the heart of Tampa. Enjoy free Wi-Fi, a private patio, and a quiet, central location just minutes from beaches, downtown, cruises, dining, and attractions. Perfect for business trips, couples, and weekend getaways.

Top guest favourite
The living area features a spacious layout with a comfortable gray sofa and a decorative wooden coffee table. A flat-screen TV is mounted on the wall, while a well-equipped kitchen with modern fixtures is visible in the back. Natural light enters through the windows, creating a bright atmosphere.
Home in Carrollwood
4.97 out of 5 average rating, 145 reviews

Charming House 2B/2B Centrally Located Tampa Bay

Come and enjoy our house, 2Bedroom/2Bathroom with a clean full kitchen is the perfect place for your next vacation! This is an entire 1200sqft, AC, dryer/ washer, huge parking space, Smart TVs, internet/Wi-Fi, First AID and closet spaces. It fits up to 6 adults. This premium location offers small driving distance to restaurants and Super Walmart, is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

Guest favourite
A cozy bedroom features a wooden bed frame with a floral-patterned comforter, complemented by matching bedside tables. A lamp provides soft lighting beside the bed, while an air conditioning unit is mounted on the wall. A framed artwork adds a decorative touch to the room.
Flat in Tampa
4.88 out of 5 average rating, 316 reviews

Marrero Villa Paradise

Enjoy our completely independent and private apartment including parking for 2 cars. We are at the end of a cul-de-sac, which provides more peace and privacy for our guests. We are centrally located and just minutes from Tampa's great attractions and airport. Our main goal is cleanliness and to try to provide you with every detail as if it were your own home.

Guest favourite
A well-appointed bedroom features a spacious bed with crisp white sheets and a contemporary headboard. Nightstands with lamps are positioned on either side, while a large artwork piece hangs above the bed. The room's floor is adorned with elegant marble tiles, enhancing the overall aesthetic.
Flat in Northdale
4.98 out of 5 average rating, 395 reviews

Northdale Apartment

Welcome to our home. This accommodation is located in a quiet neighborhood, 15 minutes from airport, 30 minutes from Clearwater beach, 10 minutes from the stadium and bush garden 5 minutes from CitrusPark Mall, close to expressway Veterans and has many grocery stores nearby. It also has parking and a private entrance.

Popular amenities for Carrollwood holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Carrollwood

Guest favourite
A tranquil outdoor pool area is highlighted, surrounded by lush greenery and palm trees. The pool's clear blue water reflects the sky, which features vibrant hues of pink and purple at sunset. Comfortable lounge chairs are positioned poolside for relaxation.
Home in Carrollwood
4.91 out of 5 average rating, 88 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

Guest favourite
The front porch features a spacious area with wooden beams overhead and a dark blue door. Two small potted plants adorn the entrance. A seating area is included, providing a welcoming touch, alongside a neat lawn and landscaped shrubbery.
Home in Carrollwood
4.95 out of 5 average rating, 19 reviews

Lake Ellen Cottage

Top guest favourite
Home in Tampa
4.96 out of 5 average rating, 25 reviews

Tampa Hub House • Close to Everything

Top guest favourite
Guest suite in Carrollwood
4.97 out of 5 average rating, 58 reviews

Super Suite

Guest favourite
A peaceful lakeside view features gentle ripples created by ducks gliding across the water. Reflections of nearby apartment buildings are visible on the serene surface, surrounded by lush greenery and a clear sky.
Apartment in Carrollwood
4.86 out of 5 average rating, 28 reviews

Waterfront Apt Close to Beaches, Airport, Downtown

Top guest favourite
Home in Carrollwood
4.95 out of 5 average rating, 64 reviews

Resort Pool Oasis | King Beds | Wheel of Fortune

Top guest favourite
Home in Northdale
4.95 out of 5 average rating, 40 reviews

House in Autumn Leaves

Guest favourite
Home in Tampa
4.81 out of 5 average rating, 21 reviews

Relaxing 4BR Pool Getaway

When is the best time to visit Carrollwood?

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Avg. price£72£76£85£79£75£75£79£83£75£70£79£79
Avg. temp17°C18°C20°C23°C26°C28°C29°C29°C28°C25°C21°C18°C

Frequently Asked Questions

  • What are the best places to stay in Greater Carrollwood?

    Greater Carrollwood has quiet residential neighborhoods, established communities with mature trees, and areas near local parks. Many visitors look for stays around Carrollwood Village or the Lake Magdalene area for their welcoming atmosphere and green spaces.

  • What are the best things to do in Greater Carrollwood with kids?

    Families can explore neighborhood parks, enjoy playgrounds, or spot local wildlife around lakes and green spaces. Community recreation centers often host youth programs and seasonal activities that kids appreciate.

  • What are some of the best things to do in Greater Carrollwood?

    Discover scenic parks, unwind by the water at Lake Carroll, or join community events in local recreation centers. Food enthusiasts will find casual eateries with coastal cuisine and Southern-inspired dishes.

  • How is the weather in Greater Carrollwood?

    Greater Carrollwood has mild winters around 53–71°F (12–22°C) and hot, humid summers reaching 91°F (33°C). Rainfall is heaviest in summer, while spring and autumn bring drier, comfortable days.

  • When is the best time to visit Greater Carrollwood?

    Spring and autumn are often recommended for their warm temperatures and lower humidity, making outdoor activities pleasant. Summer brings higher heat and rainfall, while winter stays mild.

  • What are the best places to visit in Greater Carrollwood?

    Explore Lake Carroll for water views, visit the neighborhood parks for relaxing walks, or discover local eateries with regional dishes. The area also has a welcoming arts and recreation scene.

  • What are some hiking trails in Greater Carrollwood?

    Parks in Greater Carrollwood have walking and nature trails suitable for all ages. If you are looking for more variety, nearby preserves and urban greenways frequently suggested for walking or birdwatching.

  • What are some family activities we can do in Greater Carrollwood?

    Bring the family to neighborhood parks for picnics, sports fields, and playground fun. Community centers often host classes, arts sessions, or swimming for a variety of ages.

  • What are some of the best day trip ideas from Greater Carrollwood?

    Many visitors explore nearby Gulf Coast beaches, local wildlife preserves, or larger city attractions such as museums and aquariums. A short trip can bring you to botanical gardens and outdoor adventure parks.

  • Are there any pet friendly accommodations available in Greater Carrollwood?

    Many vacation rentals in Greater Carrollwood welcome pets, particularly in neighborhoods near parks and lakes. Outdoor spaces make it a convenient spot for travelers with dogs.

  • What are some local tips for visiting Greater Carrollwood?

    Locals often recommend packing sun protection and comfortable shoes for exploring parks and lakes. Try local seafood spots and join weekend community events to connect with the neighborhood vibe.

  • What is Greater Carrollwood known for?

    Greater Carrollwood is known for its tranquil lakes, community-focused parks, and welcoming residential neighborhoods. The area also has a reputation for casual dining and its leafy, established streetscapes.

  • What are the best hidden gems to explore in Greater Carrollwood?

    Explore local parks with shady walking paths, browse small markets, or visit neighborhood art spaces that showcase Greater Carrollwood's creative spirit. Area cafes and bakeries are also often valued by residents for their welcoming atmosphere.

  • What are the best foods to try in Greater Carrollwood?

    Sample coastal-inspired seafood dishes, Southern-style barbecue, and freshly prepared Cuban sandwiches—a local favorite. Bakeries with guava pastries and family-owned restaurants reflect the area's diverse flavors.

  • What should I bring for a trip to Greater Carrollwood?

    Pack lightweight clothing, comfortable walking shoes, and sun protection such as a hat and sunscreen. A reusable water bottle and a rain jacket are practical, especially during the warmer, wetter months.

  • What is the nightlife in Greater Carrollwood like?

    Nightlife in Greater Carrollwood has laid-back bars, casual taverns, and sports lounges. Some venues feature live music or trivia nights, while a few late-night eateries provide a relaxed scene for gathering with friends.

  • What are the most popular events or festivals in Greater Carrollwood?

    The area has community fairs, farmers markets, and seasonal events, especially around spring and fall. Nearby, city festivals celebrating food, music, or cultural traditions are frequently suggested for guests looking to connect with local life.

  • Are there family friendly vacation rentals in Greater Carrollwood?

    Greater Carrollwood has many vacation rentals suited for families, particularly homes with multiple bedrooms, outdoor space, or access to neighborhood parks. These features make it a convenient base for exploring with children.

Quick stats about holiday rentals in Carrollwood

  • Total holiday rentals

    Explore 190 holiday rentals in Carrollwood

  • Nightly prices starting at

    Carrollwood holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 9,220 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 70 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    100 properties have a dedicated workspace

  • Wifi availability

    190 of Carrollwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Carrollwood rentals

  • 4.8 Average rating

    Carrollwood stays are highly rated by guests – averaging 4.8 out of 5!

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