
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 £15 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 & 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
60 of Carrollwood holiday rentals include wifi 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!

Llegó el día, a disfrutar.
Te invitamos a crear recuerdos inolvidables en este alojamiento único y familiar. Si estas de paso o planeando unas vacaciones esto es para ti, te ofrecemos una estancia cómoda donde te sentirás como en casa, con un ambiente tranquilo y acogedor, podrás disfrutar de relajantes tardes de piscina después de un día cargado de paseos y actividades, nada mejor que apreciar un bello atardecer y pasar tiempo de calidad con familia y amigos. Hemos creado un lugar maravilloso pensando en ti, disfrútalo..

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.

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.

Global Inspired pool Retreat Oasis
Take in all the charm of this world travelers inspired home. Designed to be spacious, comforting, and quaint. Settle into the many areas perfect for reading or enjoying the company of your favorite friends and family. In the mood for outdoors, Enjoy the blue waters of the private backyard pool or large yard for family events. Fully equiped kitchen or Grill on back patio, or indulge in any of the local restaurants located minutes from home. Door bell cam and back yard flood cam on site

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!

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.

Tranquil poolside guesthouse on the river
The apartment is on the Hillsborough River surrounded by nature but only 3 minutes away from the great restaurants, bars and breweries of Seminole Heights. It is walking distance to Lowry Park Zoo and park. Spot the beautiful Florida wildlife up close from the river dock. Soak in the outdoor pool surrounded by mature live oaks or take a canoe out on the river. Top beaches are 35 minutes by car. Great for a couple or a small family.

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

Tropical Haven: Private Pool, Hot Tub, and Bliss

Stunning South Tampa 6 Bedroom House

Relax & Explore in a Private heated pool - hot tub

Tropical Getaway, Perfect Home & Great Location

Resort Pool Oasis | King Beds | Wheel of Fortune

Rooms with a Pool

Lakasa TenFive06 | Pool, Spa, Games & More!

River Oasis w/ Swim Spa & Hoop Court walk to Zoo
Apartment rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tampa 1BR Near TPA + UT + Raymond James | Heated

Tiki Themed Waterfront Condo on Tampa Bay

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun

Beautiful and spacious condo centrally located
Other holiday rentals with a pool

Heated Pool & Spa Oasis/Outdoor Kitchen/King Bed.

Tampa Oasis: Pool & Hot Tub Retreat for Families

Spacious 5BR Oasis with Pool & Hot Tub

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

Allison Palms Luxury Tampa Townhome + Pool

Luxury Resort Pool Retreat Near Stadium & Airport

Waterfront Apt Close to Beaches, Airport, Downtown

Tropical Tampa Oasis ~ 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 | £167 | £179 | £178 | £159 | £155 | £171 | £152 | £153 | £151 | £144 | £134 | £172 |
| 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
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- Rentals with a patio Carrollwood
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- Rentals with pools Hillsborough County
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- Rentals with pools United States
- Anna Maria Island
- Raymond James Stadium
- Weeki Wachee Springs
- Anna Maria Island Beach
- Busch Gardens Tampa Bay
- Coquina Beach
- Bean Point Beach
- Amalie Arena
- Dunedin Beach
- Vinoy Park
- Tampa Convention Center
- University of South Florida
- Hard Rock Casino
- John's Pass
- Tropicana Field
- Fort De Soto Park
- Sand Key Beach
- Anna Maria Public Beach
- Weeki Wachee Springs State Park
- Epperson Lagoon
- River Strand Golf and Country Club
- MidFlorida Credit Union Amphitheatre
- Jannus Live
- ZooTampa at Lowry Park





