
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 ﺩ.ﺇ 73 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.

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

Near Bucs Stadium & Airport + Private Suite + Pool
Escape to this luxury resort-style retreat in the heart of tampa!! Perfectly located just minutes from Tampa International Airport, Raymond James Stadium, Downtown Tampa, and top beaches. Enjoy a stunning tropical pool area with lounge chairs, outdoor TV, covered seating, BBQ area, and relaxing night ambiance that feels like a private boutique resort. Perfect fir vacations, weekend gateways, business trips, concerts, and game days. The property features stylish modern studios with private.

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.

River Oasis w/ Swim Spa & Hoop Court walk to Zoo
Stay in this spacious 3 bed 2.5 bath 2-story home right across from the Hillsborough River and mins from Lowry Park Zoo & natural springs. Perfect for families or groups wood floors, large family room w/ fireplace. Stainless steel appliances fully stocked kitchen art deco cabinets, this home is as stylish as it is comfortable offering a one-of-a-kind stay. Step outside to enjoy a 24-foot heated swim spa, your own painted half-court basketball court, and a fenced backyard for total privacy

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

Mint House by Kasa | Studio in Tampa Downtown
Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

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

¡23% OFF in August! Eco Getaway & Golf-Heated Pool
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.

Red Comfort Trip Private Jacuzzi, pool
Welcome to Red Comfort Trip – Private Jacuzzi & Pool near Busch Gardens. This cozy and fully private guest suite offers your own entrance, a comfortable bedroom, living area, full bathroom, and a private patio where you can relax after a busy day in Tampa. You’ll also enjoy a private jacuzzi and access to a large shared pool, all in a quiet residential area just a few minutes’ drive from Busch Gardens, the Hard Rock Casino, and other main attractions.
Popular amenities for Carrollwood rentals with a pool
House rentals with a pool

Tropical Haven: Private Pool, Hot Tub, and Bliss

Relax & Explore in a Private heated pool - hot tub

Villa Paradise

The day has arrived, enjoy.

Tropical Getaway, Perfect Home & Great Location

Resort Pool Oasis | King Beds | Wheel of Fortune

Tropical Tampa Oasis ~ Heated Pool

Lakasa TwentyFive08 | Pool, Spa, BBQ & More!
Condo rentals with a pool

Spacious 2/2 ResortStyle Condo near Downtown Tampa

Waterfront Condo - Sunset View of Tampa Bay

Sage & Sea: Bay view Condo Near TPA / UT

Tropical Waterfront Escape

Tampa Bay Waterfront Views Rocky Point

Rocky Point paradise

Beautiful and spacious condo centrally located

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

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

Spacious 5BR Oasis with Pool & Hot Tub

“Sunny Retreat”Pool & Mini Golf

Allison Palms Luxury Tampa Townhome + Pool

The Pearl at Ridgewood Park

Waterfront Apt Close to Beaches, Airport, Downtown

Family Oasis with Pool and Spa

Luxe Retreat•Private Pool•1 Mile to Tampa Zoo
When is the best time to visit Carrollwood?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 808 | ﺩ.ﺇ 867 | ﺩ.ﺇ 863 | ﺩ.ﺇ 771 | ﺩ.ﺇ 749 | ﺩ.ﺇ 830 | ﺩ.ﺇ 735 | ﺩ.ﺇ 742 | ﺩ.ﺇ 731 | ﺩ.ﺇ 698 | ﺩ.ﺇ 650 | ﺩ.ﺇ 834 |
| 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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