Holiday rentals with a pool in Carrollwood

A heated swimming pool is surrounded by a covered patio. A dark wicker seating area is visible next to the pool, along with a grill and an outdoor projector displaying an image on a wall. String lights create a soft illumination around the space.

4.95 out of 5 average rating, 161 reviews

Cozy Tampa Home with Large Heated Pool

“No Cleaning Fee, No Chores” Your family will be close to everything when you stay at this centrally-located home. This home is located 5-10 mins from shopping centers, restaurants, gyms, pet and child daycares, community sport courts, local parks and hospitals. 20-30 mins from Bush Gardens, Downtown, ZooTampa, Tampa Airport, Cruise Port, Ben T Davis Beach, Raymond James Stadium, Hard Rock Casino, Hillsborough State Park and more. Only 1hr 30min from Disney, Universal, Sea World, Lego Park

LocationValueQuiet

4.83 out of 5 average rating, 226 reviews

Spacious home / 35 Foot Pool/Patio on park

Great 4 bedroom 2.5 bath,. 35 foot pool home with covered patio backed up to a beautiful park!! 2 story home.(stairs) Close to airport, amusement parks, restaurants, downtown, stadium and shopping. Parking in driveway. (3 to 4 cars max.) Please know pool is not heated. Also we do not accept pets. No parties or large gatherings are allowed . No motorcycles, campers, RVs or boats allowed. Only 2- 4 night stays. 4-5 day guests only. Garage NOT for use. Thank you for respecting our rules & home!

ValueFamilyKitchen

4.86 out of 5 average rating, 120 reviews

Golf • Hot Tub • Pool • Fire Pit • Putting Green

➤ Spacious Tampa Pool Retreat in a peaceful community, overlooking Babe Zaharias Golf Course! • 10 min to Restaurants, Raymond Stadium & USF • 15 min to Busch Gardens, TPA ➤ Hot Tub Jacuzzi, Putting Green, Fire Pit, Pool ★ Loaded Game Room – Pool Table, Darts, Karaoke & More ★ Sunrise views from the Balcony ★ Courtyard for Yoga & Coffee • Sleeps 14 comfortably with Smart TVs in every room • Wi-Fi & Workspaces ➤ Perfect for family vacations, group trips, snowbirds, remote work, celebrations.

LocationFamilyAccess

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

4.94 out of 5 average rating, 139 reviews

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.

LocationValueAccuracy

4.95 out of 5 average rating, 127 reviews

Townhouse in Tampa

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

LocationFamilyCondition

A screened-in pool area features a private pool surrounded by a tiled deck, with ample space for seating and relaxation. The structure provides sun protection and is situated next to the house, blending outdoor and indoor elements.

4.82 out of 5 average rating, 131 reviews

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.

ValueLocationCheck-in

A comfortable gray sectional couch is adorned with decorative pillows in various colors and patterns. A vibrant piece of artwork is displayed on the wall, along with a lush green plant nearby. A dining area with round table and bright orange bar stools is visible in the background.

4.85 out of 5 average rating, 149 reviews

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.

LocationValueHospitality

4.8 out of 5 average rating, 139 reviews

A serene outdoor space features a rectangular swimming pool, surrounded by a spacious paved area. Two chairs are positioned near the pool. A white fence provides privacy, while trees line the background, enhancing the tranquil setting.

Home in Town 'n' Country

Villa Paradise

Relax with family in this quiet place to stay. Spacious house to enjoy with family and friends, enjoy a beautiful pool and a very large backyard, outdoor kitchen (only for 6 people). NO MORE THAN 6 PEOPLE. I do not allow events. You do not have access to the garage. I live in an apartment that I have in the garage. I do not have access to the accommodation from anywhere while the house is reserved. I am informing you of this for my safety and peace of mind. Thank you.

LocationFamilyQuiet

A comfortable living area is highlighted by a plush sofa and a modern coffee table, with a 75-inch Smart TV mounted on the wall. Natural light floods the room through sliding glass doors that provide a view of the outdoor pool area.

4.82 out of 5 average rating, 119 reviews

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

ValueFamilyLong stay

A spacious living area is presented, featuring a large sectional sofa and a coffee table. Bright natural light enters through sliding glass doors leading to the outdoor space, while a ceiling fan adds comfort. The flooring is finished in a warm wood tone, enhancing the cozy atmosphere.

4.82 out of 5 average rating, 164 reviews

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.

LocationFamilyHospitality

A vibrant red flower stands in the foreground, drawing attention to the tranquil blue pool beyond. The pool area, enclosed by white fencing, is set against a backdrop of green foliage, complementing the peaceful outdoor setting.

4.82 out of 5 average rating, 123 reviews

¡25% 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.

ValueFamilyCheckout

4.78 out of 5 average rating, 105 reviews

Sunny Oasis Tampa: Heated Pool & Paradise

Swim year round in the heated pool! Experience Tampa's heart at our premium residence, optimally positioned for every traveler's dream. Just 15 minutes from Tampa International Airport and Raymond James Stadium, 25 minutes from iconic attractions like Busch Gardens, Downtown Tampa, Amalie Arena, the Convention Center, and Armature Works. The white sands of Clearwater Beach are a 40-minute drive, and St. Pete Beach is 45 minutes away

FamilyLocationKitchen

Popular amenities for Carrollwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A seating area features a woven bench adorned with tropical-patterned cushions, positioned against a green wall with a neon sign. The inviting pool glimmers in the background, surrounded by a screened enclosure that enhances the outdoor experience.

4.99 out of 5 average rating, 221 reviews

Tropical Getaway, Perfect Home & Great Location

LocationFamilyIndoor spaces

4.93 out of 5 average rating, 152 reviews

A screened-in patio features a heated swimming pool, surrounded by white decking. The pool offers a view of the canal with palm trees and neighboring properties beyond. The tranquil outdoor space is complemented by a backyard with swings and a dock visible in the background.

Home in Town 'n' Country

Waterfront Resort with HEATED POOL!

FamilyLocationNearby

An enclosed pool area features a clear blue pool surrounded by vibrant plants and flower pots. Comfortable seating is provided on a patterned rug, creating an inviting space for relaxation. Lush grass is visible outside the pool enclosure, enhancing the serene outdoor atmosphere.

4.92 out of 5 average rating, 151 reviews

Global Inspired pool Retreat Oasis

ValueFamilyQuiet

A tranquil outdoor pool area is highlighted, surrounded by lush greenery and palm trees. The pool's clear blue water reflects the sky, which features vibrant hues of pink and purple at sunset. Comfortable lounge chairs are positioned poolside for relaxation.

4.91 out of 5 average rating, 93 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

FamilyLocationBeach

4.85 out of 5 average rating, 47 reviews

Resort Pool + Arcade Room | Hammock + Grill

ValueLocationOutdoor spaces

A spacious outdoor area features a stone-paved patio surrounding a large swimming pool. A hot tub is integrated on one side, and covered seating options are visible. The space is enclosed by a screened structure, with a few trees providing partial shade in the background.

4.8 out of 5 average rating, 45 reviews

Just 15 min Aiport-Luxury house, new pool, BbQ wif

LocationFamilyIndoor spaces

The exterior of the home showcases a modern design with a dark roof and textured stone accents. A well-manicured lawn is complemented by flower beds. A wide driveway leads to a two-car garage with contrasting wooden doors. A decorative mailbox stands at the front.

5.0 out of 5 average rating, 67 reviews

Fun Filled, Spacious, & Heated Pool Home!

ValueFamilyBathroom

4.89 out of 5 average rating, 91 reviews

Lakasa TwentyFive08 | Pool, Spa, BBQ & More!

LocationFamilyIndoor spaces

Condo rentals with a pool

4.9 out of 5 average rating, 232 reviews

Top Floor | Mangrove Bayview + Pool at Tampa Bay

FamilyLocationBreakfast

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.95 out of 5 average rating, 384 reviews

Modern Waterfront Condo - Captivating Sunset Views

ValueFamilyBathroom

4.9 out of 5 average rating, 127 reviews

A spacious living area features a large sectional sofa with a pullout bed and a circular rug placed beneath a coffee table. Two framed artworks adorn the wall, while light floods in through the window, complementing the warm wood flooring.

Condo in Riverview

Spacious 2/2 ResortStyle Condo near Downtown Tampa

ValueFamilyComfort

Lounge chairs are arranged on the sandy beach, accompanied by thatched umbrellas providing shade. The calm waters of the bay are visible in the background, and a multi-story building is situated beyond the beach area.

4.86 out of 5 average rating, 142 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

FamilyLocationComfort

A comfortable living area is highlighted by a black sofa with decorative pillows and a brown leather armchair. A round mirror adorns the wall, and a coffee table is placed on a patterned area rug. The open kitchen is visible in the background, featuring bar seating.

4.96 out of 5 average rating, 271 reviews

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

LocationValueTV

A vibrant, themed living area features colorful hanging lamps and intricate wall decorations. Lush greenery is present, alongside a mixture of patterned seating arrangements. Large glass doors open to a balcony, allowing natural light to fill the space and offering a view of the outdoors.

4.97 out of 5 average rating, 243 reviews

Tiki Themed Waterfront Condo on Tampa Bay

LocationFamilyKitchen

A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.

4.92 out of 5 average rating, 550 reviews

Tropical Waterfront Escape

FamilyValueBathroom

4.95 out of 5 average rating, 126 reviews

Tampa Bay Waterfront Views Rocky Point

ValueLocationHospitality

Other holiday rentals with a pool

A vibrant outdoor oasis features a cozy plunge pool surrounded by sun loungers. A shaded seating area includes a table with four chairs. The space is enhanced by decorative elements, including a pergola with hanging egg chairs, all set against a lush green lawn.

4.98 out of 5 average rating, 129 reviews

Private Cozy Family Retreat, Pool Oasis Near TPA

ValueLocationGetting around

5.0 out of 5 average rating, 14 reviews

Carrollwood - Lake Carroll Home

LocationFamilyHospitality

4.84 out of 5 average rating, 99 reviews

Carrollwood Home with Heated Pool | Sleeps 14

FamilyValueSleep quality

4.91 out of 5 average rating, 35 reviews

Heated Pool & Spa/King Bed /Outdoor kitchen/Office

FamilyLocationOutdoor spaces

4.74 out of 5 average rating, 31 reviews

A peaceful lakeside view features gentle ripples created by ducks gliding across the water. Reflections of nearby apartment buildings are visible on the serene surface, surrounded by lush greenery and a clear sky.

Condo in Carrollwood

Waterfront Apt Close to Beaches, Airport, Downtown

FamilyLocationAmenities

A serene outdoor space features a clear pool surrounded by spacious stone tiles. Lounge chairs in bright fabric are positioned nearby, inviting relaxation. A shaded area with overhead covering provides a comfortable spot to enjoy the surroundings, complemented by a glimpse of a wooden structure in the background.

4.94 out of 5 average rating, 35 reviews

Family House for Vacations

FamilyLocationCheck-in

5.0 out of 5 average rating, 49 reviews

A spacious pool area is framed by vibrant greenery, with lounge chairs arranged near the water. The stone pathway leads to the pool, which is surrounded by well-maintained landscaping. Decorative potted plants add a touch of color to the serene setting during sunset.

Home in Lutz

Luxury Lake House\ Pool\ Mini Golf\ Tampa

ValueLocationGetting around