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House vacation rentals in Greater Carrollwood

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Vacation rentals for every style

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Popular amenities for Greater Carrollwood house rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

House rentals with a pool

Guest favorite
An aerial view captures a spacious backyard featuring a rectangular pool surrounded by lounge chairs. The property is framed by green lawns and trees, with a covered patio area visible nearby. The home is situated in a quiet cul-de-sac.
Home in Tampa
4.89 out of 5 average rating, 149 reviews

Pool Oasis | Karaoke | 5G | Theater 135" | Grill

Superhost
An inviting swimming pool is featured within a screened enclosure, revealing clear turquoise water and a spa area. Two lounge chairs are placed nearby on a brick patio, while tropical greenery is visible beyond the fence, enhancing a sense of privacy.
Home in Tampa
4.84 out of 5 average rating, 80 reviews

Dream Villa

Guest favorite
A refreshing pool area is enclosed by a screen, featuring clear blue water and two colorful inflatable loungers. Sunlight filters through, and two lounge chairs are positioned nearby, offering an inviting space for relaxation.
Home in Brandon
4.92 out of 5 average rating, 104 reviews

Relaxing 3BR/2BA POOL Home w. Pond View & HOT TUB

Top guest favorite
A screened-in private pool surrounded by a spacious deck is visible, featuring colorful floatation rings resting on the water. Comfortable seating areas are arranged nearby, with overhead lighting softly illuminating the space. Lush greenery can be seen in the background, enhancing the serene atmosphere.
Home in Palm Harbor
4.97 out of 5 average rating, 144 reviews

Tropical Getaway w/Heated Pool & King Beds

Guest favorite
An outdoor area features a heated pool surrounded by a screened enclosure, providing a bright and airy setting. Comfortable lounge chairs are positioned nearby, with greenery visible outside the enclosure. Natural light filters through the screens, creating a serene space for relaxation.
Home in Palm Harbor
4.95 out of 5 average rating, 118 reviews

Heated Pool* 8.5 miles to Honeymoon Island. 4 bdr

Guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows. A flat-screen TV is mounted on the light gray wall, while natural light enters through windows, illuminating the room. A circular coffee table occupies the center, enhancing the functional layout.
Home in Tampa
4.95 out of 5 average rating, 145 reviews

Heated In-Ground Pool w/ Whirlpool!

Guest favorite
A private heated pool is surrounded by a spacious deck featuring lounge chairs and an umbrella-shaded dining area. Lush greenery and decorative plants enhance the outdoor space, creating a relaxing spot for leisure and enjoyment.
Home in Clearwater
4.88 out of 5 average rating, 173 reviews

Poolside Bliss in Clearwater! Heated-pool/Spa

Superhost
The exterior of a single-story house is visible, featuring a welcoming entrance with large windows and a landscaped front yard. Lush greenery, including palm trees and vibrant flowers, decorates the area. A two-car garage is seen on the left side, complemented by a concrete driveway.
Home in Brandon
4.92 out of 5 average rating, 12 reviews

Spacious House w/ Pool & Hot Tub near Tampa

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Weekly house rentals

Superhost
The welcoming exterior of a historic home is showcased, featuring a gray brick façade and a decorative wreath on the front door. Two large windows flank the entrance, allowing natural light to illuminate the porch area, which is adorned with lush plants and greenery.
Home in Tampa
4.86 out of 5 average rating, 120 reviews

Seminole Heights Gem

Superhost
Home in Clearwater
4.79 out of 5 average rating, 196 reviews

Sleeps22HeatedPool5BDR3Bath/9 Minutes to Cl Beach

Guest favorite
The exterior of a single-story house is shown, featuring a brick facade and a manicured lawn. A driveway is observable, leading to a garage on the left. A small garden lies near the entrance, framed by a white privacy fence.
Home in Tampa
4.92 out of 5 average rating, 130 reviews

House at North Tampa 3BR & 2BA + Backyard

Top guest favorite
The entrance of the house features a yellow exterior with an archway leading to a double door. Lush greenery and colorful flowers surround the walkway, creating a welcoming atmosphere. A small seating area is visible through the arch, adding to the appeal of the entryway.
Home in Port Richey
4.99 out of 5 average rating, 209 reviews

Quiet Neighborhood / All Essentials Provided

Superhost
A welcoming living area features a white couch paired with a black chair, centered around a round coffee table. Natural light flows through the windows, highlighting a decorative plant. In the background, a well-equipped kitchen is visible, enhancing the open concept design.
Home in Old Seminole Heights
4.83 out of 5 average rating, 236 reviews

Mid Century Oasis minutes to Downtown Tampa.

Guest favorite
A spacious country home is set on one-acre of land, surrounded by lush trees. The front yard features a white picket fence and offers a welcoming view of the residence, which is partially obscured by the natural greenery.
Home in Zephyrhills
4.88 out of 5 average rating, 57 reviews

Getaway entire house in Wesley Chapel/ Tampa

Superhost
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. Countertops are covered in speckled granite, with decorative lighting hanging above. Utensils and kitchen essentials are organized within reach, contributing to a functional and stylish cooking space.
Home in Tampa
4.85 out of 5 average rating, 149 reviews

Boho Villa

Guest favorite
The open-concept living area features a comfortable arrangement of a dark couch and a brown loveseat, centered around a wooden coffee table. A large television is positioned against the wall, and a dining area with four chairs is visible in the background near a window.
Home in Largo
4.83 out of 5 average rating, 41 reviews

The A.G.E House Minutes to West Fl. beaches

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Private house rentals

Superhost
A spacious living area features a comfortable grey sofa, a wooden coffee table, and an accent chair. A ceiling fan provides ventilation. Natural light filters through large windows, illuminating the neutral walls. An open layout connects to a dining space and kitchen in the background.
Home in Clearwater
4.85 out of 5 average rating, 13 reviews

Perfect for Family and Friends Traveling Together

Top guest favorite
A private hot tub is positioned to one side, featuring a crisp and clear water surface. Comfortable seating is integrated into the design, providing a serene setting for relaxation. Natural light reflects off the water, enhancing the inviting appearance of the space.
Home in New Port Richey
5 out of 5 average rating, 20 reviews

Anchor House

Top guest favorite
The exterior of The Pink Highland House is depicted, showcasing its charming pink façade and classic Old Florida architectural style. A white picket fence surrounds the front yard, which features a gravel area and is complemented by lush greenery and a large tree providing shade.
Home in Dunedin
5 out of 5 average rating, 82 reviews

The Pink Highland House Walk to Water and Downtown

Guest favorite
The exterior view showcases a two-story red brick house surrounded by lush greenery. A pathway leads to a set of double glass doors framed by large windows, providing ample natural light. The vibrant foliage complements the brick, enhancing the home's historic charm.
Home in Tampa
4.88 out of 5 average rating, 334 reviews

Beautiful Home In S Tampa Near Water & Downtown

Superhost
The exterior of the house is showcased, featuring a combination of light stone and bold pink accents. A spacious driveway leads to a two-car garage, while a well-maintained lawn with greenery complements the inviting entrance.
Home in Largo
4.79 out of 5 average rating, 425 reviews

Spacious Home Solar-Heated Pool and Spa

Guest favorite
A landscaped pathway made of brick leads to the front entrance of the house, surrounded by white gravel and tropical plants. Large windows allow for plenty of natural light, and palm trees frame the scene under a partly cloudy sky.
Home in Largo
5 out of 5 average rating, 10 reviews

Poolside Paradise, Near Beach

Superhost
A spacious screened patio features a glistening pool surrounded by tropical plants. A pink flamingo float and two beach balls add a playful touch to the water. Two lounge chairs are situated nearby, perfect for relaxation under the bright blue sky.
Home in Tampa
4.92 out of 5 average rating, 98 reviews

The Breeze-private (optional) heated pool house.

Superhost
A welcoming exterior view of the home is framed by tall palm trees against a colorful sunset sky. Soft exterior lighting highlights the entrance, while the driveway curves gently around manicured landscaping. The house features a warm glow from the interior windows, suggesting a comfortable atmosphere.
Home in Port Richey
4.97 out of 5 average rating, 29 reviews

NEW ! 🌴Beautiful getaway , private heated pool

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Quick stats about house rentals in Greater Carrollwood

  • Total rentals

    100 properties

  • Nightly prices starting at

    G$4,197 GYD before taxes and fees

  • Total number of reviews

    3.4K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    40 properties allow pets

  • Rentals with a pool

    40 properties have a pool

Destinations to explore