
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.

Private Suite, 1 bedroom, 1 bathroom, pool, patio
Private suite attached to Large house located in Palm Harbor with king-size bed, Split unit A/C Amenities include: Large Bathroom with Jacuzzi, Walk-in Shower. Access to shared pool and patio, backyard and Sundeck. Room includes refrigerator/freezer, Microwave, Coffee maker, Iron and kitchenette. Bistro set in room. Private entrances to room and patio/backyard. No shared space. Cable TV, Streaming and Wi-Fi . Centrally located to Restaurants and shopping. 10 mins. to the beach/Pinellas Trail.

Downtown Tampa Pool House! Walk to Armature Works!
Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

Private 1 Bed Apt with Pool and water front.
Enjoy the use of the onsite pool and Private 1-bedroom apartment in a peaceful waterfront community! Equipped with your own kitchenette and separate living area. Enjoy the serenity of swimming in your own pool on your vacation or relaxing work stay. Lounge chairs will make your stay even more relaxing. Close to the Veterans expressway and easy access to local restaurants, beaches, 10 minutes from the airport, 20 minutes from the river walk, and entertainment. This apartment is 300 square feet

Pool Side Getaway, Walk/Bike Tampa River Walk
Experience Tampa from our little slice of Heaven right in the heart of Tampa Heights. This is a detached private Pool House in our backyard. At 264 sqft, It has a full Bath, Kitchen, and studio space with a Queen memory foam mattress, and work space / breakfast table. Enjoy the Pool and its tropical surroundings or just relax in a lounge chair. We are walking distance to Lee’s Pizza, Armature Works, River Walk, and much more... Included is a smart TV, WIFI, and Two Bicycles to go explore.

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. Last but not least our beautiful backyard with your own private pool! Pool heated

Lakefront Retreat w/Pool-Views-Elegant Furnishings
Private UPSTAIRS GUEST SUITE comfortably accommodates 3 guests. Features an elegant bedroom, a combo bedroom/entertainment room with kitchenette; plus a full bath & work station. Enjoy a beverage overlooking the nature preserve; relax and swim in the pool. Located just north of Tampa, midway between Orlando & the Gulf Beaches. Just minutes by car to I-75, I-275, outlet mall, ice hockey complex & restaurants. 7 miles to USF/Moffitt/Busch Gardens; 20 to Airport; 30 to Beaches; 60 to Disney.

West Tampa Villa 2 With Pool Oasis- Near Stadium
Come enjoy this newly renovated apartment with a full kitchen. You will love it !! This apartment is clean, cozy and quite to have a wonderful vacation with the benefits of a private suite it comes with queen size bed, smart tv, wifi access, closet, iron and iron tablet, full size shower, hair dryer, desk, kitchen full with coffee maker, microwave. Full size fridge and with a beautiful pool to relax. The pool area is shared!!! The pool has no heating!!! hours 8:00am to 8:00 pm

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.

red comfort trip" 5 minutes to Bush gardens
Welcome to Red Confort Trip, your private getaway in Tampa! Enjoy a fully private space with your own patio to relax or smoke in peace. Guests also have access to a lush shared backyard featuring a large pool, pergola, BBQ area, and a variety of fruit trees, flowers, and plants. Perfect for nature lovers! The backyard is shared with the owner and guests from another Airbnb, but each unit has its own private patio for those who prefer quiet time

The Pearl at Ridgewood Park
Enjoy this stylish and specail studio located in the most desired area of Tampa!! Walk or bike to Armature Works, The River Walk, Downtown Tampa, Ulele Restaurant and so many more cool and trendy places in the area. This studio is located less than 5 mins from our unique ans historic Ybor City! We are just 10 mins from Tampa International Airport so convenient for business trips. Pool area is available from 9 Am to 9 Pm No glass in pool area.

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.

Private apartment perfectly located in Citrus park
A comfortable, quiet, and private apartment located in the Citrus Park area. A private entrance to a fully furnished apartment; includes a small kitchen, washer and wifi. The veterans expressway is 1.5 miles away, that can get you anywhere in Tampa within 15 minutes! Citrus Park mall 1.7 miles away. Several eateries, shops, and Tampa trail within a 1 mile radius. Tampa internal airport 12 miles away.
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

Family Friendly Oasis Heated POOL - Ace Location

Insta Worthy Retreat - Heated pool-putt putt | Bar

3/2, 3 miles to Busch Gar *Pool, Game,CoffeeBar*

Tropical Oasis Retreat w/ Heated Pool

Tropical Getaway, Perfect Home & Great Location

Luxurious House with private Pool.

Rooms with a Pool

Pool + Park + Private = Perfect Place
Apartment rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Tampa Events & Suite w/WtrFrt Bay & Sunset Views

Tropical Waterfront Escape

Tampa Bay Near by Airport & Stadium

The Sea Turtle Suite 𓆉 Corner Unit with Bay Views

2 Bedroom Tampa Condo at Private Golf Course

Rocky Point paradise

Lakeview Apt Close to Beaches, Airport, Downtown!
Other holiday rentals with a pool

Spacious & Central Apart. at Egypt Lake

23% off End Fall, Lake Magdalene Pool House

NEW Cozy Family Retreat, Tampa: Private Pool Oasis

your home close to everything

Tulum Oasis Near Busch Gardens

Tampa Tropical-Saltwater Pool-10 Min to TPA

Dariana kuan

Traditional Home in Tampa
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £146 | £165 | £168 | £158 | £153 | £170 | £153 | £143 | £134 | £150 | £134 | £143 |
| 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 £15 per night before taxes and fees

Verified guest reviews
Over 2,360 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 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

4.7 Average rating
Carrollwood stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- House rentals Carrollwood
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- Fitness-friendly rentals Carrollwood
- Rentals with a firepit Carrollwood
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- Pet-friendly rentals Carrollwood
- Rentals with a fireplace Carrollwood
- Rentals with lake access Carrollwood
- Rentals with a patio 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
- Weeki Wachee Springs
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- Raymond James Stadium
- Dunedin Beach
- Busch Gardens Tampa Bay
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- Vinoy Park
- Amalie Arena
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- Gulfport Beach Recreation Area
- Jannus Live
- ZooTampa at Lowry Park
- North Beach
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- Tampa Palms Golf & Country Club
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