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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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Top guest favourite
A bright living area features a patterned seating arrangement with blue cushions, complemented by a small coffee table. A kitchen area with modern appliances is visible in the background, while a door leads to a bathroom. Light-colored tiles guide the eye throughout the space.
Guest suite in Tampa
4.88 out of 5 average rating, 144 reviews

Beautiful and Comfortable Private Guest Suite

WE ARE BACK and with a new look!! Enjoy everything you loved about our cozy space, but with even more comfort right in the calm and peaceful Greater Northdale Tampa area. Your suite has - Separate entrance into the space - Fully Functional and Equipped mini kitchen area with variety of appliances - Fiber Optic FAST internet - TV with guest Netflix Account - Very close to the highway for quick access to farther destinations! - Minutes away from shopping centers, dining, entertainment, and more!

Guest favourite
The open dining area features a modern table with metal chairs, accented by a checkered tablecloth. Natural light fills the space, illuminating the sleek kitchen in the background. A cozy living room is visible, showcasing comfortable seating arrangements.
Guest suite in Logan Gate Village
4.86 out of 5 average rating, 261 reviews

Entire apartment, close to everything 2B/1B

Our two-bedroom, one-bath apartment with a clean stocked kitchen is the perfect place for your next vacation! This is a complete space next to the main property with a private entrance, A/C, dryer/ washer, parking space, TV Cable, internet/WiFi, First AID, dresser and closet space. Towels, beach chairs and cooler for you to borrow!This premium location offers walkability to the restaurants and Super Walmart, and is about 3 minutes to Westfield Citrus Park Mall. Busch Gardens (9 miles away).

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 Tampa
4.83 out of 5 average rating, 119 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.

Superhost
A comfortable gray sectional couch is adorned with decorative pillows in various colors and patterns. A vibrant piece of artwork is displayed on the wall, along with a lush green plant nearby. A dining area with round table and bright orange bar stools is visible in the background.
Home in Tampa
4.85 out of 5 average rating, 146 reviews

Zen Holistic Retreat by Carrollwood/Westchase

Holistic sustainable wellness centered spaces that are comfortable, memorable and inspiring. Welcome to Serenity...Enjoy your time in Tampa in premium accommodations! King Casper luxury memory foam mattress's. Spa quality toiletries, amenities and linens. Located less than 20 minutes from ALL the following locations...Busch Gardens, Adventure Island, Lowry Park Zoo, Tampa International Airport (TPA), International Plaza, Raymond James Stadium, Amalie Arena and the Tampa Convention Center.

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 Tampa
4.91 out of 5 average rating, 133 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 Tampa
4.82 out of 5 average rating, 105 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.

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, 257 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.

Top guest favourite
A cozy bedroom features a spacious bed with plush pillows, illuminated by soft blue lighting from the headboard. A bedside lamp provides additional light, while artwork adorns the wall above the bed. Ample closet space is visible next to the door.
Guest house in Logan Gate Village
4.98 out of 5 average rating, 113 reviews

Charming Guest House in Tampa

Welcome to your cozy getaway in Tampa! Our guest house combines comfort and style, perfect for any traveler—whether visiting for leisure or work. Relax in a thoughtfully designed space featuring a peaceful bedroom, modern bathroom, and private patio ideal for morning coffee or unwinding in the evening. Nestled in a quiet neighborhood, you’re just minutes away from Tampa’s top attractions, dining spots, and beaches. Book your stay and let us make your visit truly memorable!

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 Tampa
4.96 out of 5 average rating, 290 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’

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 Tampa
4.97 out of 5 average rating, 136 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).

Top 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 Tampa
4.98 out of 5 average rating, 380 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.

Guest favourite
Flat in Tampa
4.88 out of 5 average rating, 196 reviews

Private 1 Bed Apt with Pool and water front.

Hi, my name is Ivelise, and I’m happy to welcome you! I’m a friendly, respectful, and caring person who truly enjoys hosting and making guests feel comfortable and at home. I take pride in offering clean, peaceful, and well maintained space where you can relax after a long day.

Popular amenities for Carrollwood holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Carrollwood

Guest favourite
Home in Tampa
4.96 out of 5 average rating, 90 reviews

Private Pool and Mini Golf Tampa Getaway

Top guest favourite
The exterior of a newly renovated single-story house is presented, featuring a modern design with a sloped roof and white siding. A neatly manicured lawn greets guests, adorned with various plants and trees. The two-car garage door is visible, along with a welcoming front entrance.
Home in Tampa
5 out of 5 average rating, 20 reviews

Quiet Tropical Escape central to Tampa Attractions

Guest favourite
Flat in Tampa
5 out of 5 average rating, 20 reviews

Oasis Suite

Superhost
Home in Tampa
4.63 out of 5 average rating, 16 reviews

Charming Guest Suite

Top guest favourite
A cozy sleeping area is presented with a spacious bed dressed in a light blue comforter. Two white pillows are neatly arranged at the head of the bed. A decorative towel swan is displayed at the center. Soft lighting from a nearby lamp creates a calming ambiance.
Guest suite in Tampa
4.95 out of 5 average rating, 41 reviews

Nieves Family Accommodations

Top guest favourite
Guest suite in Tampa
4.96 out of 5 average rating, 56 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 Tampa
4.85 out of 5 average rating, 27 reviews

Waterfront Apt Close to Beaches, Airport, Downtown

Superhost
Home in Tampa
4.6 out of 5 average rating, 67 reviews

Tropical Tampa Oasis ~ Heated Pool

When is the best time to visit Carrollwood?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$134 SGD$134 SGD$130 SGD$134 SGD$126 SGD$126 SGD$134 SGD$140 SGD$128 SGD$119 SGD$134 SGD$134 SGD
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 $26 SGD 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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