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Vacation rentals with a pool in Carrollwood

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in Carrollwood

  • Total vacation rentals

    Explore 60 vacation rentals in Carrollwood

  • Nightly prices starting at

    Carrollwood vacation rentals start at G$4,184 GYD per night before taxes and fees

  • Verified guest reviews

    Over 2,520 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Carrollwood vacation rentals include wi-fi 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!

Top-rated rentals with a pool in Carrollwood

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
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 Carrollwood
4.84 out of 5 average rating, 141 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 favorite
A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.
Home in Tampa
4.94 out of 5 average rating, 128 reviews

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

Top guest favorite
Townhouse in Tampa
4.96 out of 5 average rating, 118 reviews

Colorful, Comfy Townhome - Community Swimming Pool

Townhome in the heart of Carrollwood/Northdale with all the comforts of home. 1,136 sq ft. Updated everything, including black matte GE Appliances & fully stocked kitchen. Close to countless restaurants, shopping & easy commute to interstates & expressways. Large, community swimming pool. Come As You Are, I try to provide anything you may need for your stay! 9.5 miles-Ray Jay 10 miles-USF 14 miles-Tampa International Airport 15 miles-Downtown Tampa 16 miles-Ybor 36 miles-Clearwater Beach

Guest favorite
A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.
Home in Tampa
4.82 out of 5 average rating, 126 reviews

Entire house in Tampa w/ Heated POOL!

Our home is a 3/2. You walk into a open space with the dining room, living room & bright kitchen. The 1st bedroom is the Master Bedroom, equipped with a full bathroom, spacious closet, King Size bed & full body mirror. The 2nd bedroom has a queen bed, closet space, decorated with touches of care & is right next to the bathroom. The 3rd bedroom has 2 twin beds, FL touch vibes & is steps away from the bathroom. outside a beautiful backyard with your own private pool! Pool heated at a fee.

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 Carrollwood
4.85 out of 5 average rating, 148 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 favorite
A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.
Home in Town 'n' Country
4.81 out of 5 average rating, 132 reviews

Villa Paradise

Relájate con la familia en este tranquilo lugar para quedarse. Casa espaciosa para disfrutar en familia y amigos, disfrutar de una hermosa piscina y patio trasero bien grande, cocina también en el exterior( solamente para 6 personas) NO MÁS DE 6 PERSONAS, no tienen acceso al garage, yo vivo en un apartamento que tengo en el garage, que no tengo acceso a el alojamiento por ningún lugar, mientras esté la casa reservada, esto se los informo para mi seguridad y confianza, Gracias

Superhost
A comfortable living area is highlighted by a plush sofa and a modern coffee table, with a 75-inch Smart TV mounted on the wall. Natural light floods the room through sliding glass doors that provide a view of the outdoor pool area.
Home in Tampa
4.82 out of 5 average rating, 112 reviews

Family Friendly Oasis Heated POOL - Ace Location

NEW NEW! SPACIOUS ! HEATED POOL. Perfect for longer Stay! Stunningly 2022 renovation. Pool Table, Corn holes, King Bed. Nestled in the quaint Lake Magdalene Carrollwood neighborhood! Located 15 Min to Busch Garden, Downtown Tampa. 45 min to FL best beaches. Enjoy best of both worlds! Grocery and Restaurants within 3 min from the home. Large deep pool and nice backyard space perfect for entertaining! Optional Pool Heater available Oct - March $25 per night

Guest favorite
A vibrant red flower stands in the foreground, drawing attention to the tranquil blue pool beyond. The pool area, enclosed by white fencing, is set against a backdrop of green foliage, complementing the peaceful outdoor setting.
Home in Northdale
4.81 out of 5 average rating, 117 reviews

Eco Getaway & Golf- Heated Pool Home

HEATED POOL HOUSE. Enjoy the total renovated pool, deck and patio in the entire cozy house NOT SHARED, 4 bedr, 2 Pack N Play, 2 bathr, 2 kitch, 2 living rooms and laundry. Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet. Private 4-6 cars parking. Large covered porch excellent for board games with nice view to the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment. Bikes available.

Guest favorite
Home in Northdale
4.9 out of 5 average rating, 109 reviews

Relaxing yard & pool at Downton Blue

Welcome to Downton Blue, a charming, two bed, two bath home with elegant Victorian, inspired decor, cozy, living spaces, and a fully stocked kitchen. Relax in the private fenced yard with a sparkling inground pool. Conveniently located near shopping, dining, and downtown attractions, perfect for couples, families, or friends seeking comfort and charm. To maintain a peaceful environment for neighbors, parties and unauthorized guests are not permitted.

Top guest favorite
Home in Land O' Lakes
4.88 out of 5 average rating, 150 reviews

Delightful elegant lake home

Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

Guest favorite
The outdoor space features a pool surrounded by lounge chairs. A gazebo provides shaded seating, while a nearby charcoal grill is positioned on a stone-paved area. Lush greenery surrounds the scene, enhancing the tranquil atmosphere.
Home in Tampa
4.93 out of 5 average rating, 117 reviews

River Front Heated Pool Estate-Busch Garden/USF

Discover your ideal family get away at our riverfront home!The perfect blend of relaxation & recreation. Our home offers a tranquil setting that exudes serenity while conveniently close to Tampa's amenities. Unwind in the hot tub,take a dip in the pool,or engage in games of ping pong & pool. We kindly request that you respect our strict policy against parties. Quiet time after 10 pm.

Guest favorite
The exterior of a two-story mansion is showcased, featuring elegant arched windows and a red-tiled roof. A stairway leads to the entrance, while a decorative fountain is positioned in front. Lush landscaping surrounds the home, enhancing its inviting appearance.
Home in Tampa
4.94 out of 5 average rating, 115 reviews

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..

You have arrived at the Tampa Riverfront Mansion. Brand new 2019 complete renovation. As you drive up to this house you will be struck by its magnitude. This 5 bedroom, 4.5 bathroom home has vaulted ceilings throughout the downstairs, and is tastefully decorated in a contemporary Florida theme.

Popular amenities for Carrollwood rentals with a pool

When is the best time to visit Carrollwood?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$46,023 GYDG$49,370 GYDG$49,160 GYDG$43,931 GYDG$42,675 GYDG$47,278 GYDG$41,839 GYDG$42,257 GYDG$41,629 GYDG$39,747 GYDG$37,027 GYDG$47,487 GYD
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