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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
An open concept living space features a spacious kitchen with dark wood cabinetry and stainless steel appliances. Connection to a cozy seating area is provided by a light-colored sofa adorned with decorative pillows. A dining area with a red tablecloth and seating for six enhances the welcoming atmosphere.
Home in Tampa
4.83 out of 5 average rating, 134 reviews

5 star Tampa Pool Oasis 2

Fully renovated 3bed 2bath open concept home with beautiful pond view and brand new POOL! Luxurious Travertine floors and handscraped wood floors throughout the home and beautifully modern renovated bathrooms. Large county park just 75 steps from the front door featuring kids play areas, fitness trail, and basketball courts make this a great family friendly or long term place to stay. 15 minutes to Busch Gardens, 20 minutes to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

Top guest favourite
Two bright yellow chairs are positioned on a grassy area, overlooking a serene lake. The tranquil water reflects surrounding greenery and features a decorative flamingo. A peaceful atmosphere is created by the nearby trees and open space.
Guest suite in Logan Gate Village
4.99 out of 5 average rating, 194 reviews

Monterey Suite at Citrus Park

You will enjoy a sparkly clean Studio Suite with a private patio area and a peaceful lake view, comfortable adjustable queen bed, full bathroom, cute kitchen and computer station with high speed internet. Conveniently located ,14 minutes to airport/toll , walking distance to Super Walmart. Minutes to Citrus Park Mall , AMC Theaters , Publix, Costco, Sprouts, Airport, Busch Gardens, Raymond James Stadium, NY Yankees Training Camp, Upper Tampa Bay Trail were you can rent bikes and many more.

Top guest favourite
A cozy sleeping area features a plush queen-sized bed with a patterned throw blanket. A lamp sits on a bedside table, illuminating a nautical-themed artwork above the bed. A comfortable chair is positioned nearby, and a decorative 'Beach' sign adorns the wall.
Guest suite in Carrollwood Village
4.94 out of 5 average rating, 400 reviews

Taste Of Florida-10 mi from Tampa Airport

Welcome to our Taste of Florida! This wonderful, private little Coastal gem (nestled in Beautiful Carrollwood and only 10 miles from the airport) is perfectly located and equipped for vacationers, business travelers and those who just want to get away from the hustle and bustle. Whether you are visiting any of the nearby premier hospitals, theme parks, outlet malls or college campuses, this private in-law suite studio is sure to allow you to relax during your stay in the Tampa Bay Area.

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, 143 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
4.9 out of 5 average rating, 119 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.

Superhost
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
4.81 out of 5 average rating, 100 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, 249 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, 111 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!

Top 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, 284 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 spacious queen-sized bed is set against a light wall, adorned with cozy throw pillows and a soft blanket. A colorful area rug covers the floor, complementing the natural wood features. A small dining area with two chairs and a table is positioned near the door.
Guest suite in Carrollwood Village
4.91 out of 5 average rating, 110 reviews

Quiet Boho Studio in Tampa-10 mi to Airport

Welcome to our Bohemian Delight Inn! This wonderful, private little bohemian gem (centrally nestled in Tampa) is perfectly located and equipped for vacationers, business travelers and those who just want to get away from the hustle and bustle. Whether you are visiting any of the nearby premier hospitals, theme parks, malls or college campuses, this private Bohemian living in-law suite studio is sure to allow you to relax during your stay in the Tampa Bay Area.

Guest favourite
A well-lit bedroom showcases a spacious bed covered with a white quilt. A mirrored wardrobe reflects the calming tones of the room. Decorative pillows add subtle color. A dresser with a mirror occupies one wall, while a ceiling fan provides air circulation. Two windows are adorned with teal curtains.
Guest suite in Tampa
4.92 out of 5 average rating, 134 reviews

*Serenity place* Hosted by Ricky & Tania

Relax and enjoy! You will be close to everything when you stay at this centrally-located apartment. Just 13 miles from Tampa Airport, 10 miles from Bush Gardens, 30 miles from Clearwater Beach, 15 miles from Downtown Tampa. This fully updated apartment is perfect for a small family. It offers 1 queen bed, 1 full sofa bed and 1 bath. Entrance to the right side of the house. Offers 1 parking space, right in front of the garage door. Come today!

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, 131 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).

Popular amenities for Carrollwood holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Carrollwood

Guest favourite
Home in Carrollwood Village
4.94 out of 5 average rating, 16 reviews

Meadow Breeze

Guest favourite
Home in Tampa
5 out of 5 average rating, 13 reviews

Boho Oasis + Hot Tub– Centrally located in Tampa

Superhost
Home in Tampa
5 out of 5 average rating, 4 reviews

Tampa 3BR with Pool & Yard

A spacious living area is highlighted by a large, soft leather sofa and cozy accent chairs. Natural light filters through large windows, illuminating the room. A sleek coffee table sits in the center, with a flat-screen TV mounted on the wall. Double doors lead to the outdoor patio.
Home in Carrollwood Village
4.78 out of 5 average rating, 18 reviews

The Sunhaus | Rest. Retreat. Renew.

Home in Tampa
5 out of 5 average rating, 8 reviews

Tampa, 2BR Retreat/King Bed/Com pool/sleeps 4

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

Super Suite

A spacious bedroom features a dark wood frame bed with crisp bedding. Nightstands with lamps are positioned on either side. A dresser and a mirrored closet are visible, along with light-colored walls and subtle artwork above the bed, contributing to a calming environment.
Flat in Tampa
4.87 out of 5 average rating, 367 reviews

Grey House

Guest favourite
A modern living area features a spacious, open layout with a contemporary kitchen visible in the background. A large wall-mounted TV displays a program, while sleek furniture, including a pair of brown sofas and a dining table, complements the bright, airy space.
Home in Tampa
5 out of 5 average rating, 34 reviews

Hale Haven | Luxury Stay in the Heart of Tampa!

When is the best time to visit Carrollwood?

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Avg. price£79£79£76£79£74£74£79£82£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 200 holiday rentals in Carrollwood

  • Nightly prices starting at

    Carrollwood holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 9,450 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

    70 properties feature pools

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

  • Wifi availability

    200 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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