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Holiday rentals with a pool in Carrollwood

Find and book unique homes with a pool on Airbnb

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 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, 133 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.

Superhost
A modern kitchen area is seen with sleek cabinetry and a stylish gray sofa. The space features a silver dining table, a television mounted on the wall, and a large window revealing a private pool just outside. Fresh flowers add a touch of color.
Home in Tampa Heights
4.89 out of 5 average rating, 276 reviews

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Guest favourite
A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.
Guest house in Tampa Heights
4.88 out of 5 average rating, 412 reviews

Pool Side Getaway, Walk/Bike Tampa River Walk

Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

Superhost
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, 116 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. Last but not least our beautiful backyard with your own private pool! Pool heated

Top guest favourite
Townhouse in Tampa
4.95 out of 5 average rating, 107 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

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, 141 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
Guest house in South Seminole Heights
4.86 out of 5 average rating, 980 reviews

Seminole Heights Riverside Paradise w/Pool

Our stunning waterfront views, pool, kayaks, paddle boards, and beach cruisers are a few of the many amenities that make our property perfect for your Florida vacation. Our convenient proximity to downtown Tampa, air & sea ports, beaches, and parks make the guesthouse at Isla de Dij the perfect accommodation. You'll fall in love with the massive live oaks that line the brick paved streets, the glassy waters of the Hillsborough River and the brilliant sunsets that paint the evening sky.

Top guest favourite
Home in Tampa
4.83 out of 5 average rating, 217 reviews

Spacious home / 35 Foot Pool/Patio on park

Great 4 bedroom 2.5 bath,. 35 foot pool home with covered patio backed up to a beautiful park!! 2 story home.(stairs) Close to airport, amusement parks, restaurants, downtown, stadium and shopping. Parking in driveway. (3 to 4 cars max.) Please know pool is not heated. Also we do not accept pets. No parties or large gatherings are allowed . No motorcycles, campers, RVs or boats allowed. Only 2 to 7 night stays. Garage NOT for use. Thank you for respecting our rules and home! 😃

Guest favourite
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 Tampa
4.8 out of 5 average rating, 122 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 collection of four images showcases various areas of the property. The first features a cozy living room with a sectional couch and a dining area. The second highlights a modern kitchen with a breakfast bar. The third image presents a spacious backyard with a pool surrounded by greenery. The fourth displays a well-furnished bedroom with a large bed.
Home in Sulphur Springs
4.92 out of 5 average rating, 134 reviews

Heated Pool Home · 5 Min to Busch Gardens

☀️ Welcome to Sunlit Pool Haven — your private Tampa retreat just 5 minutes from Busch Gardens. Heated pool, fenced yard, 3 beds, sleeps 6. 🏊 Year-round heated pool · 🐶 Pet-friendly · 📺 70" TV + TVs in every room · ⚡ 1 GIG Wi-Fi · 🍳 Full kitchen · 👔 Washer & dryer 🎢 Minutes from ZooTampa, Adventure Island & downtown Tampa. 16 min to airport. 🏆 4.93★ · 130+ reviews · Superhost-managed with 24/7 support. ❤️ Save to your wishlist & message us — we respond in minutes!

Top guest favourite
Guest house in Tampa
4.92 out of 5 average rating, 213 reviews

Red Comfort Trip Private Jacuzzi, near Busch Gard

Welcome to Red Comfort Trip – Private Jacuzzi & Pool near Busch Gardens. This cozy and fully private guest suite offers your own entrance, a comfortable bedroom, living area, full bathroom, and a private patio where you can relax after a busy day in Tampa. You’ll also enjoy a private jacuzzi and access to a large shared pool, all in a quiet residential area just a few minutes’ drive from Busch Gardens, the Hard Rock Casino, and other main attractions.

Top guest favourite
A spacious sleeping area features a dark quilted bedspread and a ceiling fan providing airflow. Natural light enters through the nearby windows, illuminating the decor. The kitchen area is visible in the background, with dark cabinetry contrasting against lighter walls.
Guest suite in Ridgewood Park
4.97 out of 5 average rating, 393 reviews

The Pearl at Ridgewood Park

Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

Popular amenities for Carrollwood rentals with a pool

When is the best time to visit Carrollwood?

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Avg. price$247 SGD$279 SGD$286 SGD$268 SGD$260 SGD$288 SGD$255 SGD$258 SGD$254 SGD$242 SGD$226 SGD$289 SGD
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Quick stats about holiday rentals with a pool in Carrollwood

  • Total holiday rentals

    Explore 70 holiday rentals in Carrollwood

  • Nightly prices starting at

    Carrollwood holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,440 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 of Carrollwood holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Carrollwood rentals

  • 4.7 Average rating

    Carrollwood stays receive an average rating of 4.7 out of 5 from guests