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

Total vacation rentals
Explore 60 vacation rentals in Carrollwood

Nightly prices starting at
Carrollwood vacation rentals start at G$4,184 GYD per night before taxes and fees

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

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Carrollwood vacation 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.

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.

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

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.

Delightful elegant lake home
Escape to a hidden slice of Florida paradise where luxury, tranquility, and breathtaking waterfront views create an unforgettable stay. This stunning lakefront retreat in beautiful Land O’ Lakes offers the perfect balance of upscale comfort and peaceful relaxation. Surrounded by serene bird sanctuary views and glowing Florida sunsets, this private getaway was designed for guests who want more than just a place to stay — they want an experience.

River Front Heated Pool Estate-Busch Garden/USF
Discover your ideal family get away at our riverfront home!The perfect blend of relaxation & recreation. Our home offers a tranquil setting that exudes serenity while conveniently close to Tampa's amenities. Unwind in the hot tub,take a dip in the pool,or engage in games of ping pong & pool. We kindly request that you respect our strict policy against parties. Quiet time after 10 pm.

** Tampa Riverfront Mansion ** Pool / Hot Tub / ..
You have arrived at the Tampa Riverfront Mansion. Brand new 2019 complete renovation. As you drive up to this house you will be struck by its magnitude. This 5 bedroom, 4.5 bathroom home has vaulted ceilings throughout the downstairs, and is tastefully decorated in a contemporary Florida theme.
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

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

Relax & Explore in a Private heated pool - hot tub

Tampa Luxe Oasis Pool, Spa & Games 14 Guests

Private House with Pool and Cabana

Mediterranean Oasis! Pool, Golf & Grill!

Luxe Retreat•Private Pool•1 Mile to Tampa Zoo

Tropical Tampa Oasis ~ Heated Pool

Global Inspired pool Retreat Oasis
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Lovely Waterview Condo/ heated pool

Stunning Bayfront Suite with Awesome Sunset Views

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
Other vacation rentals with a pool

Spacious 5BR Oasis with Pool & Hot Tub

“Sunny Retreat”Pool & Mini Golf

Richey Suncoast Resort- Pool, Spa & Arcade Oasis

Family House for Vacations

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 | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$46,023 GYD | G$49,370 GYD | G$49,160 GYD | G$43,931 GYD | G$42,675 GYD | G$47,278 GYD | G$41,839 GYD | G$42,257 GYD | G$41,629 GYD | G$39,747 GYD | G$37,027 GYD | G$47,487 GYD |
| 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 |
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- Rentals with pools Hillsborough County
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- Anna Maria Island
- Raymond James Stadium
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- University of South Florida
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- ZooTampa at Lowry Park
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