Vacation rentals with a pool in Carrollwood

An open concept living space features a spacious kitchen with dark wood cabinetry and stainless steel appliances. Connection to a cozy seating area is provided by a light-colored sofa adorned with decorative pillows. A dining area with a red tablecloth and seating for six enhances the welcoming atmosphere.

4.84 out of 5 average rating, 147 reviews

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.

ValueLocationCheck-in

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, 159 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

LocationValueTV

4.83 out of 5 average rating, 224 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!

LocationFamilyCheckout

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.

4.93 out of 5 average rating, 136 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.

LocationValueCheckout

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, 130 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.

ValueFamilyBackyard

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.

ValueFamilyDecor

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.

4.93 out of 5 average rating, 149 reviews

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

FamilyLocationDecor

Apartment in Tampa Downtown

4.95 out of 5 average rating, 117 reviews

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.

ValueLocationLong stay

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

LocationValueLong stay

A sparkling outdoor pool is surrounded by a spacious patio, featuring light-colored paving stones. A thatched-roof cabana is visible in the background, providing shaded seating. The clear blue water of the pool reflects the sunlight under a bright sky, creating a serene outdoor retreat.

4.93 out of 5 average rating, 137 reviews

Private House with Pool and Cabana

Beautifully updated house with pool and cabana. 3 Bedrooms with queen beds, upscale bedding, TV's in every room, full kitchen and dinning area, BBQ, ready to cook, outdoor pool with cabana with a TV, firepit, gardens, park like backyard. Great for families and business trips. Close to everything, all shopping, 15 minutes to downtown, airport, Hyde Park, International Plaza, Busch Gardens and more. Close to parks, beaches, fishing, Bayshore Blvd, Gandy Bridge.

FamilyLocationWifi

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, 122 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.

ValueLocationRiver

5.0 out of 5 average rating, 169 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

LocationValueBreakfast

Popular amenities for Carrollwood rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.88 out of 5 average rating, 136 reviews

Enjoy every moment

FamilyLocationCheck-in

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, 220 reviews

Tropical Getaway, Perfect Home & Great Location

FamilyValueBeach

A serene pool area is framed by lush greenery, with a clear blue pool inviting relaxation. Gentle steps lead into the water, and a wooden deck extends nearby, offering additional seating. The tranquil view of the lake canal enhances the peaceful atmosphere of the space.

4.97 out of 5 average rating, 135 reviews

Lakeview Retreat with Private Pool Perfect Getaway

LocationValueComfort

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.

4.8 out of 5 average rating, 139 reviews

Villa Paradise

FamilyLocationParking

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.

4.93 out of 5 average rating, 152 reviews

Waterfront Resort with HEATED POOL!

FamilyLocationView

A heated pool is enclosed by a screened lanai, featuring a unique shape with a brick border. Lounge seating is present around the pool, while a hammock is visible in the background. The tranquil area is surrounded by high wooden fencing for privacy.

4.91 out of 5 average rating, 236 reviews

Rooms with a Pool

LocationFamilyTV

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, 92 reviews

Tropical Haven: Private Pool, Hot Tub, and Bliss

FamilyValueAir conditioning

4.94 out of 5 average rating, 70 reviews

Resort Pool Oasis | King Beds | Wheel of Fortune

LocationValueWalkability

Condo rentals with a pool

A comfortable living area features a neutral-colored sofa, a round dining table, and a ceiling fan. Large sliding glass doors provide access to a balcony, allowing natural light to fill the space and offering views of palm trees outside.

4.93 out of 5 average rating, 248 reviews

Waterfront Condo - Sunset View of Tampa Bay

ValueLocationDecor

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, 382 reviews

Modern Waterfront Condo - Captivating Sunset Views

ValueLocationLong stay

A comfortable living space is shown, featuring a light-colored sofa near a large window. The window offers a view of lush greenery outside. A television sits on a wooden console, which holds various books and decorative items.

4.98 out of 5 average rating, 254 reviews

PondView/Pool/Pickleball/Dryer/Washer/Ground Floor

LocationValueSolo travel

4.84 out of 5 average rating, 169 reviews

A modern living area features a light-colored sofa and dark accent chairs arranged around a central ottoman. A wall clock complements the artwork displayed above the couch, while the kitchen area is visible in the background, showcasing sleek cabinetry and appliances.

Condo in Lutz

Millers, BeOne Naturally Clothing Optional Premium

LocationValueAccuracy

4.9 out of 5 average rating, 125 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

ValueFamilyHospitality

4.9 out of 5 average rating, 230 reviews

Sage & Sea | Mangrove View + Pool on Tampa Bay

FamilyLocationHospitality

4.95 out of 5 average rating, 126 reviews

Tampa Bay Waterfront Views Rocky Point

LocationValueAmenities

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

FamilyLocationSleep quality

Other vacation rentals with a pool

4.98 out of 5 average rating, 123 reviews

Bungalow in Tampa

Luxury Stay • Hot Tub & Heated Pool • Fenced Yard!

FamilyValueIndoor spaces

4.92 out of 5 average rating, 105 reviews

A serene view of a body of water is captured, with a small boat gliding across. Lush greenery surrounds the area, complemented by a palm tree in the foreground. The sky is adorned with fluffy clouds reflecting on the calm water surface.

Apartment in Tampa

Spacious & Central Apart. at Egypt Lake

ValueLocationPool

4.96 out of 5 average rating, 124 reviews

Townhouse in Tampa

Colorful, Comfy Townhome - Community Swimming Pool

LocationValueParking

4.81 out of 5 average rating, 16 reviews

My little Villa

FamilyLocationLayout

A cozy living room features a sectional sofa with soft cushions, paired with two accent chairs. A coffee table sits at the center, and a television is mounted on a console. Large sliding glass doors lead to a view of greenery, allowing natural light to fill the space.

4.97 out of 5 average rating, 31 reviews

Cozy condo with golf course views!

LocationFamilySleep quality

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

FamilyLocationAccuracy

4.91 out of 5 average rating, 47 reviews

Relax & Explore in a Private heated pool - hot tub

ValueFamilyAccuracy