
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 $26 SGD 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.

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!

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.

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.

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

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

5 Star Tampa POOL Oasis
Located just a 1/2 mile from 5 Star Tampa Pool Oasis 2 and in the same subdivision this fully renovated 4bed 2bath open concept POOL home with fenced in yard is sure to please! County park 1/4 mile away featuring kids play areas, fitness trail, and basketball courts make this a great family friendly vacation home or long term place to stay. 15 min from TIA, 15 min to Busch Gardens, 20 min to downtown Tampa, 40 minutes to Gulf beaches, 1hr 15 mins to Disney.

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.

Relaxing yard & pool at Downton Blue
Welcome to Downton Blue, a charming, two bed, two bath home with elegant Victorian, inspired decor, cozy, living spaces, and a fully stocked kitchen. Relax in the private fenced yard with a sparkling inground pool. Conveniently located near shopping, dining, and downtown attractions, perfect for couples, families, or friends seeking comfort and charm. To maintain a peaceful environment for neighbors, parties and unauthorized guests are not permitted.

Heated Pool+Hot Tub 4BR Tampa Family Game Oasis
Your private Tampa Oasis awaits - pool, hot tub & game room ready! 🏊 Heated pool + jetted hot tub 🎮 AC game room - Pac-Man, ping-pong & arcade 🛏️ 4 bedrooms, 7 beds, king w/ private bath 🛁 Bathtub, high chair & Pack 'n Play 🌿 Patio, BBQ, fire pit & hammock 🧺 Washer/dryer + central AC 👨👩👧 Family-friendly, no stairs 📶 500-Mbps WiFi + desk 🚗 Free parking, self check-in 📍 10 min to Busch Gardens, ZooTampa & TPA
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

Luxury Pool & Spa Oasis in the City/King Bed.

Tropical Haven: Private Pool, Hot Tub, and Bliss

Spacious 5BR Oasis with Pool & Hot Tub

Relax & Explore in a Private heated pool - hot tub

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Mediterranean Oasis! Pool, Golf & Grill!

Luxe Retreat•Private Pool•1 Mile to Tampa Zoo

Tropical Tampa Oasis ~ Heated Pool
Apartment rentals with a pool

Waterfront Condo - Sunset View of Tampa Bay

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Lovely Waterview Condo/ heated pool

Stunning Bayfront Suite with Awesome Sunset Views

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Centrally Located/Pickleball/Pool/Washer/Dryer/Fun
Other holiday rentals with a pool

“Sunny Retreat”Pool & Mini Golf

Allison Palms Luxury Tampa Townhome + Pool

Family House for Vacations

Tampa, 2BR Retreat/King Bed/Com pool/sleeps 4

Waterfront Apt Close to Beaches, Airport, Downtown

Family Oasis with Pool and Spa

Cozy Hideout w/ pool ~ Close to everything

Cozy home near Busch Gardens
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 SGD | $303 SGD | $302 SGD | $270 SGD | $262 SGD | $290 SGD | $257 SGD | $259 SGD | $256 SGD | $244 SGD | $227 SGD | $292 SGD |
| 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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- Rentals with a firepit Carrollwood
- Pet-friendly rentals Carrollwood
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- Rentals with a hot tub Carrollwood
- Private suite rentals Carrollwood
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- Rentals with a patio Carrollwood
- Family-friendly rentals Carrollwood
- Fitness-friendly rentals Carrollwood
- Rentals with lake access Carrollwood
- Rentals with a washing machine and dryer 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
- Weeki Wachee Springs
- Bean Point Beach
- Coquina Beach
- Amalie Arena
- Tampa Convention Center
- Vinoy Park
- Sand Key Beach
- Dunedin Beach
- Cortez Beach
- Hard Rock Casino
- Tropicana Field
- St Pete Beach
- Anna Maria Public Beach
- Jannus Live
- River Strand Golf and Country Club
- University of South Florida
- Busch Gardens
- ZooTampa at Lowry Park
- North Beach At Fort DeSoto Park





