
Holiday rentals with a pool in Carrollwood
Find and book unique homes with a pool on Airbnb
Quick stats about holiday rentals with a pool in Carrollwood

Total holiday rentals
Explore 60 holiday rentals in Carrollwood

Nightly prices starting at
Carrollwood holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 2,520 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Carrollwood holiday 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.

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.

Cozy Family Retreat, Tampa: Private Pool Oasis
Welcome to Sunshine on the Bay, a charming 2-bed/1-bath villa that blends comfort and style in a quiet area. Located just 3 mins from Citrus Park Mall and 13 mins from airport you'll have easy access to shopping, dining, and top Tampa attractions. Step outside into your own private backyard oasis, complete with a refreshing plunge pool & grill – the perfect spot to unwind after a long day. Enjoy all the essentials, fully equipped kitchen, as well as a 240V outlet for your EV charger. Book today!

Golf • Hot Tub • Pool • Fire Pit • Putting Green
➤ Spacious Tampa Pool Retreat in a peaceful community, overlooking Babe Zaharias Golf Course! • 10 min to Restaurants, Raymond Stadium & USF • 15 min to Busch Gardens, TPA ➤ Hot Tub Jacuzzi, Putting Green, Fire Pit, Pool ★ Loaded Game Room – Pool Table, Darts, Karaoke & More ★ Sunrise views from the Balcony ★ Courtyard for Yoga & Coffee • Sleeps 14 comfortably with Smart TVs in every room • Wi-Fi & Workspaces ➤ Perfect for family vacations, group trips, snowbirds, remote work, celebrations.

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

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.

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.

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!
Explore the charm of this three-bedroom, two-bathroom bungalow – a luxurious haven where style meets relaxation. Enjoy moments of tranquility by the spa and screened pool, complete with inviting swim-up barstools, or unwind in the indulgent hot tub accommodating up to eight guests. Step into the serene outdoor oasis, adorned with elegant furnishings against the picturesque backdrop of a fenced backyard. Your getaway awaits, conveniently situated near the city's premier attractions.

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*
Welcome to A Little Havana in Tampa Florida! Located just 6 mins from Busch Gardens, 7 mins from the Hard Rock Casino, Florida Fairgrounds and less than 10 miles to downtown Tampa. Easily accesible to the James A Hanley VA Hosp, Moffit Cancer Ctr and USF. Enjoy your unique stay in this one of a kind home. It features a vibrant design, a fully equiped game room with projector, a screened inground pool, a firepit with BBQ grill, outdoor seating and a yoga space for your enjoyment.

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

Getaway & Golf- Heated Pool Home
HEATED POOL HI OUSE. Enjoy the total renovated heated 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. Private 4-6 cars parking. Large covered porch excellent for board games w/nice view of the pool area, lake & nature reserve. Total privacy & fenced patio w/lounge chairs & hammock for total enjoyment.Comfortable sofabeds to enjoy SMART TV FREE WiFi & HIGHEST Internet.Bikes available.

Private Oasis w/ Heated Pool and Arcade!
-9FT DEEP *HEATED* SALTWATER POOL ($25 / day) AT 85 DEGREES UPON REQUEST -COMMERCIAL ARCADE WITH >4500 GAMES 4 PLAYERS! -NBA JAM, GOLDEN TEE, THE SIMPSONS, NFL BLITZ, MUCH MORE! -MASTER KING BEDROOM -FULLY FENCED BACKYARD -OUTDOOR FIRE PIT -Propane Grill Stay comfortably in this quiet, 4/3 pool home, with a commercial family arcade! Enjoy a staycation at this tastefully updated home or take a quick ride to one of the many local Tampa area attractions!

Relaxing yard & pool at Downton Blue
Welcome to Downton Blue, a beautifully maintained two bedroom, two bath home, where timeless charm meets modern comfort. Nestled in a quiet neighborhood, your stay here will leave you feeling rejuvenated and relaxed. It offers a private pool- perfect for morning coffee or an afternoon dip. Just minutes from top rated dining, shopping, and local attractions. Whether you are exploring the area or working, you will appreciate the unbeatable convenience.
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

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

Villa Paradise

Large Home • Hot Pool • Entertainment • 12 Guests

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Villa Bellissima near Golf Course & Busch Gardens!

Tropical Getaway, Perfect Home & Great Location

Family Oasis with Pool and Spa

Cozy Hideout w/ pool ~ Close to everything
Condo rentals with a pool

Lovely Waterview Condo/ heated pool

Stunning Waterfront Suite with Bay & Sunset Views

Tiki Themed Waterfront Condo on Tampa Bay

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Modern Waterfront Condo - Captivating Sunset Views

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views
Other holiday rentals with a pool

Lux Top-Floor Bayfront 2BR | Pool, Hot Tub, Sauna

Sunny Oasis: Villa Retreat

Welcome to The Plaza Tampa

CasaBella

Spacious 5BR Oasis with Pool & Hot Tub

“Sunny Retreat”Pool & Mini Golf

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

Waterfront Apt Close to Beaches, Airport, Downtown
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $375 NZD | $402 NZD | $400 NZD | $358 NZD | $347 NZD | $385 NZD | $341 NZD | $344 NZD | $339 NZD | $324 NZD | $301 NZD | $387 NZD |
| 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 |
Destinations to explore
- Seminole Holiday rentals
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- Family-friendly rentals Carrollwood
- Rentals with pools Hillsborough County
- Rentals with pools Florida
- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Anna Maria Island Beach
- Bean Point Beach
- Coquina Beach
- Weeki Wachee Springs
- Vinoy Park
- Amalie Arena
- Dunedin Beach
- Tampa Convention Center
- Cortez Beach
- Sand Key Beach
- St Pete Beach
- Hard Rock Casino
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Tampa Palms Golf & Country Club
- River Strand Golf and Country Club
- North Beach At Fort DeSoto Park
- Tropicana Field
- University of South Florida





