
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.

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.

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).

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

Historic Pool Home (heated pool) in South Tampa.
Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

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.

Single Family Pool Home, Close to Downtown Tampa!
Cypress House is conveniently located to explore the best of Tampa Bay, including Downtown, South Tampa, USF, University of Tampa, other Universities, Busch Gardens, the zoo, aquarium, restaurants, walking distance to University Of Tampa and River Walk, & much more! Situated in an upmarket family-friendly residential neighborhood, this 3 bed/4 full bath luxury single-story home boasts a large outdoor pool, outdoor gas grill, outdoor table, laundry, full kitchen gas stove and oven.

Boho Oasis • Pool •Fire Pit • Near Beach & Airport
Welcome to my 3-bedroom, 2-bath Airbnb home in vibrant Tampa, Florida. BoHo Zen-style oasis, complete with a pool, BBQ area, and ping pong table, provides the perfect backdrop for your getaway. Just 15 minutes from the airport and the Bay Area. centrally located near major stores, convenience is at your doorstep.. Fully equipped kitchen and bedrooms are beautifully decorated, offering comfort and restful nights can't wait to host you and share this peaceful haven with you…☺️

Home Away From Home Minutes From Moffitt and USF
2-bedroom, 2-bath townhome . Located near the University of South Florida and Busch Gardens, this unit comes with a 58" Roku TV in the living room and a 32" Roku TV in the master bedroom. Enjoy Prime Video on us! You'll also have free parking with this unit. Additionally, You'll also have access to the community pool, game room, and gym located in the complex. There is a designated work space in the unit for those who need to get some work done while away from home.

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

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.

Dive Into Luxury with Our Heated Pool House!
🎱 Pool Table · 🏊 Heated Pool · Sleeps 10 · Near Busch Gardens Guests call it "outstanding" and "just like home" — we call it the ultimate Tampa retreat. This 4-bed, 2-bath midcentury gem fits 10 comfortably with a private heated pool, pool table + ping pong combo, and space for everyone to spread out. 🏆 Superhost | 500+ 5-Star Reviews 📍 5 min to Busch Gardens & ZooTampa TALK TO US before booking — we'll make it perfect. 👑

Lakeview Retreat with Private Pool Perfect Getaway
Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

Private Pool and Mini Golf Tampa Getaway

Relaxing home with palm trees & pool awaits you

Villa Paradise

The Breeze-private (optional) heated pool house.

Spacious home / 35 Foot Pool/Patio on park

Modern Nest in South Tampa

Luxurious "Riverfront Oasis" - Waterfront w/pool

Heated pool 6.5 miles from Honeymoon island
Apartment rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tampa Winter Stay w/Waterfront Bay & Sunset Views

Tiki Themed Waterfront Condo on Tampa Bay

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Beautiful and spacious condo centrally located

Modern Waterfront Condo - Captivating Sunset Views
Other holiday rentals with a pool

Sun House – Modern Home with Private Pool.

Luxury 4BR Tampa Home Pool, Jacuzzi, BBQ, Big Yard

West River Hyde-Out

CasaBella

Tranquil Tides Pool House, 3-BR, 2 miles from Zoo

Eco Lake Magdalene - Pool Home

Mint House by Kasa | Accessible 1BD in Tampa

Cozy Hideout w/ pool ~ Close to everything
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £145 | £164 | £168 | £157 | £153 | £169 | £150 | £151 | £149 | £142 | £133 | £170 |
| Avg. temp | 17°C | 18°C | 20°C | 23°C | 26°C | 28°C | 29°C | 29°C | 28°C | 25°C | 21°C | 18°C |
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 £15 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
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- Rentals with pools Hillsborough County
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- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Weeki Wachee Springs
- Coquina Beach
- Vinoy Park
- Dunedin Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- River Strand Golf and Country Club
- Hard Rock Casino
- North Beach At Fort DeSoto Park
- Splash Harbour Water Park
- Adventure Island
- Busch Gardens
- Tampa Convention Center
- The Don CeSar
- Lakewood National Golf Club




