Holiday rentals in Carrollwood, Greater Carrollwood

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Carrollwood, Greater Carrollwood

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

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Guest favourite

Home in Largo

4.85 out of 5 average rating, 13 reviews

Brand new home, Modern design, Close to Beaches

Conveniently located only a 10-minute drive from the Indian Rock beaches, 18” To Clearwater Beach,our rental provides, Experience coastal comfort at its finest with our thoughtfully designed rental, featuring openness modern amenities and a relaxing atmosphere for your beach getaway with 3 bedrooms 2 bathrooms 7 beds sleeps 10 , brand new modern designed home. Explore the vibrant beach town just moments away, filled with charming shops, delectable dining options, and lively entertainment venues

Top guest favourite

Bungalow in Oldsmar

4.98 out of 5 average rating, 102 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favourite

Villa in Safety Harbor

5 out of 5 average rating, 134 reviews

Villa Key West "Villas by Christine"

Perfect location, Charming Villa Guests are loving the newly renovated Villa Key West. Christine's goal was to make guests to feel the charm of a Key West Villa while experiencing the amenities of a 5 star hotel The Living room and bedrooms have large smart TV’s with complementary Roku, Netflix, Prime and Hulu. Enjoy the view out back of one of Safety Harbors 150 year old Oak & nature pond. We are per friendly. Please let us know you will be bringing pet. Pet fee of $100.00 due upon arrival.

Guest favourite

Home in Holiday

4.93 out of 5 average rating, 14 reviews

Charming Sunshine Retreat

Welcome to our charming retreat in the heart of Florida! This cozy Airbnb is perfectly situated for your convenience, with easy access to shopping, dining, and all the amenities you could desire. Nestled just a stone's throw away from the stunning beaches that Florida is renowned for, you'll find yourself immersed in coastal bliss. Book your stay at our centrally located Florida retreat and discover the perfect balance between relaxation and excitement. Your dream vacation starts here!

Superhost

Flat in Clearwater Beach

5 out of 5 average rating, 3 reviews

LAZY LEMON COTTAGE 2 pools steps from the beach!!!

Our 2 bedroom, 1 bath vacation rental is part of a 7 cottage resort located on the quiet Cyprus Avenue behind the Chapel By The Sea Church. These beautiful homes are landscaped together in a tropical garden, with palm trees and room for 2 heated pools, all very peaceful and private. We are 2 block 2 minute walk to the beach. Unlike most residential homes we are very close to the shops, and restaurants. Our cottages are cleaned to the highest standards for your families health.

Top guest favourite

Home in Seminole

5 out of 5 average rating, 61 reviews

Coastal Getaway~Spacious~ 5 min to Madeira Beach!

Relax at our spacious, elegant, coastal getaway home and enjoy its proximity to the Top 25 Beaches in the US. Madeira Beach (2.3 miles), voted #9 and St. Pete Beach voted #1 (7.7 mi ) in 2021. Modern kitchen provides abundant space for meals and entertainment. Dine out or Door dash, we are centrally located near restaurants and shoppings area. FL Botanical Garden 5mi, Pinellas Bike Trail 1 mi. Walsingham, Lake Seminole, and Veterans Memorial parks all within 4 miles.

Guest favourite

Guest house in Clearwater

4.98 out of 5 average rating, 120 reviews

Cozy 2 Bedroom - 12 Minutes from Clearwater Beach

Make your vacation relaxing, fun and easy! - Kick back in the hammock or have some coffee with loved ones in the peaceful private backyard. - Take the 12 minute drive to the beach with the provided boogie boards, chairs and sand toys. - Take a walk or bike ride on the gorgeous Pinellas Trail. You'll also find some of the best coffee, food and ice cream on the way. -Golf courses close by. This is a separate unit that shares a driveway and parking area with the front house.

Superhost

Apartment in Clearwater Beach

4.83 out of 5 average rating, 119 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

🌊 Ultimate Waterfront Escape – Adventure Awaits! 🚴‍♂️🏄‍♂️ Welcome to your dream beach getaway! This stunning waterfront rental puts you right on the water with breathtaking views and endless adventure. Paddle on a kayak or stand-up paddleboard, then cruise around town on our complimentary beach bikes. Jet ski island tours, parasailing, and more—all available right from the property! This is the perfect spot to make unforgettable beach memories! 🌅🏝️🚤

Superhost

Home in Pinellas Park

4.81 out of 5 average rating, 69 reviews

Beautiful Retreat Haven/ 7 miles to beach

Indulge in the perfect vacation getaway with our splendid 3-bedroom, 2-bathroom listing. This beautifully renovated property offers the allure of an outdoor fire pit, a recent brand new remodel, and the convenience of WiFi and smart TVs throughout the entire house. Nestled in a tranquil and quiet neighborhood, we're just 7 miles away from the sun-kissed beach, offering you the best of both worlds - peaceful relaxation and coastal adventure.

Guest favourite

Guest suite in Port Richey

4.86 out of 5 average rating, 36 reviews

CozyCoast1

Our cozy vacation rental has a private entry fully gated with one queen bed, and if needed & requested i have a small toddler bed and a personal bed. Small separate kitchen with (small gas stove, microwave, coffee maker, Rice maker, frying pan, small dining table ). Private Bathroom and Parking for one car. Maximum 3 guests on property at a time, smoking only allowed outside in the patio area. stores 10min o less

Top guest favourite

Flat in Dunedin

4.98 out of 5 average rating, 240 reviews

My Favorite Place 🍊downtown & city approved

LEGAL, CITY APPROVED 1 bedroom apartment w full kitchen, living , dining & separate bedroom located on the red brick streets of downtown Dunedin. Private entrance. BIKES Super clean Private driveway free parking Two great bikes Great for couples Tastefully decorated. Comfortable Queen bed. Luxurious bedding. Super clean. Shampoo, conditioner, body wash, coffee, tea, drinking water provided. SUPER CLEAN No pets

Top guest favourite

Home in Palm Harbor

4.93 out of 5 average rating, 58 reviews

Private pool, Golf Cart, Completely Renovated!

Discover the ultimate retreat in a central location! Golf cart to Down town, restaurants, breweries, parks, and trails! Multiple beaches with-in a 10 minute drive. This thoughtfully equipped home is an oasis of leisure, offering a pool, games, and a fully-equipped kitchen. Optional Golf cart rentals, private boat rides and fishing trips add to the excitement. Book now for an unforgettable experience!