
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.

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!

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.

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.

Rooms with a Pool
Welcome to Tampa Bay! The home is central to everything Tampa Bay and is 1 hour 20 minutes from Orlando. This home includes a three guest rooms, 1.5 bathrooms, a living and a family room, kitchen, dining room, bar, office and a backyard lanai with a large heated pool area. You get the entire home and there is nobody else staying at the same time. It is in a quiet suburban neighborhood, about 40 minutes from downtown Tampa, Clearwater, and St. Petersburg.

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.

Villa Paradise
Relax with family in this quiet place to stay. Spacious house to enjoy with family and friends, enjoy a beautiful pool and a very large backyard, kitchen also outside (only for 6 people) NO MORE THAN 6 PEOPLE, they do not have access to the garage, I live in an apartment that I have in the garage, I do not have access to the accommodation anywhere, while the house is reserved, I inform you of this for my safety and trust, Thank you

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

“Sunny Retreat”Pool & Mini Golf

Tampa Getaway Pool Home

Relax & Explore in a Private heated pool - hot tub

Large Home • Hot Pool • Entertainment • 12 Guests

Villa Bellissima near Golf Course & Busch Gardens!

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Walk to Raymond James Stadium! Pool/ Hot Tub Home!

Family Oasis with Pool and Spa
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Waterfront Condo - Sunset View of Tampa Bay

Lovely Waterview Condo/ heated pool

Stunning Waterfront Suite with Bay & Sunset Views

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Beautiful and spacious condo centrally located

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

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

Spacious Pool Home 4BD/3BA

Spacious 5BR Oasis with Pool & Hot Tub

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

Allison Palms Luxury Tampa Townhome + Pool

Luxury 5Bedroom 3bath Oasis w/Pool, land. 7beds

Waterfront Apt Close to Beaches, Airport, Downtown

Deluxe 3bd/2ba w/Heated Pool
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $373 NZD | $400 NZD | $398 NZD | $356 NZD | $345 NZD | $383 NZD | $339 NZD | $342 NZD | $337 NZD | $322 NZD | $300 NZD | $384 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 |
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!
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- 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





