Holiday rentals with a pool in Tampa

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, 145 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.

FamilyValueBathroom

4.99 out of 5 average rating, 356 reviews

A contemporary saltwater pool is surrounded by lush tropical foliage and tall palm leaves, providing a serene setting. The pool area features lounge chairs and a view of the bungalow, blending indoor and outdoor spaces beautifully.

Bungalow in Tampa

Saltwater Pool Oasis ⭐ 1925 Bungalow in ❤ of Tampa

1925 Bungalow, 3 bedrooms, saltwater pool, private backyard/large deck. In the perfect location to explore the best of Tampa, including: Tampa International Airport-4.7 miles Armature Works/Riverwalk-.9 of a mile University of Tampa-1.5 miles Downtown Tampa-2.1 miles Raymond James Stadium-2.4 miles Ybor City Historic District-2.3 miles Amalie Arena/Channelside-2.6 miles USF-9.2 miles Clearwater Beach-25 miles Disney World-1 hour The Bungalow is on a busy main road & the pool is not heated.

ValueLocationIndoor spaces

Luxe

An inviting outdoor pool area is showcased under a protective canopy, featuring a vibrant mural depicting early 1900s Tampa. A heated pool sits beside a spa, with landscaped greenery and illuminated pathways creating a cozy atmosphere, perfect for relaxation.

5.0 out of 5 average rating, 131 reviews

Urban Oasis | Pool/Spa & Games, Near Downtown

"This is one of the best homes I've stayed in and I've stayed in many of them. The place is pretty awesome and spacious with so many amenities. It seems to be brand new with so many appliances and entertainment options. Highly recommend." -Karl Luxe Legacy Vacations presents 1906 Tampa, a modern industrial retreat designed as a private urban oasis. Massive glass walls and a custom mural celebrate Tampa's history while opening to a vibrant pool and spa. Settle in for an unforgettable stay.

LocationFamilyCondition

Superhost

A set of two white wicker chairs and a small table are positioned on a balcony, providing views of the Gulf of Mexico. The ocean and sandy beach stretch into the distance, with clear blue skies overhead.

Apartment in Clearwater Beach

Amazing views on beachfront

This spacious upper-floor, 3-bedroom condo hotel suite offers views of the Gulf of Mexico from your private balconies. While preparing your morning coffee on the spacious kitchen island, you can see the water of the Gulf of Mexico. Each suite can accommodate 10 people, with 3 bedrooms, 2 of them with a King bed in each bedroom and the third with 2 Queen beds, each of them with their own ensuite bathroom, in total 3 1/2 bathrooms, also a comfortable full-sized sofa bed in the living room.

FamilyValueQuiet

4.9 out of 5 average rating, 492 reviews

A serene outdoor space is featured, showcasing a circular arrangement of Adirondack chairs surrounding a fire pit. Soft string lights illuminate the area, with a hammock positioned nearby. The backdrop includes the water, a boat dock, and trees under a colorful sunset sky.

4.92 out of 5 average rating, 232 reviews

Luxurious "Riverfront Oasis" - Waterfront w/pool

Luxurious, riverfront home with a coastal-farmhouse design, creating the ultimate Florida getaway or staycation! Spend your vacation relaxing in our private heated, waterfall pool, around the fire pit, or dining on the lit up boat dock. Beautifully furnished and professionally designed with lots of additional amenities, including bathrobes, aromatherapy diffusers, TWO fully stocked kitchens, bluetooth speaker, fishing poles and more! Plus, spectacular views of the Downtown Tampa Skyline!

ValueLocationCheckout

4.98 out of 5 average rating, 270 reviews

Elegant 5BR Historic Gem w/ pool, walk to Bayshore

Luxury design in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with an upscale interior. It’s perfectly located just 2 blocks from Bayshore Blvd, near Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King rooms, 2 twins (with the option to convert to a King) custom sofas, and thoughtful designer finishes. A refined, comfortable base in Tampa’s most walkable, sought-after area.

ValueLocationHospitality

4.92 out of 5 average rating, 101 reviews

The private screened pool and spa area features a clear view of the tranquil water, framed by palm trees. A putting green is positioned beside the pool, alongside colorful inflatable pool toys. Comfortable seating is arranged under the protective screen, creating a relaxing outdoor space.

Home in Ruskin

Lakefront • Heated Pool & Spa • Basketball • Grill

➤ One-of-a-kind Florida Getaway! HGTV-built Serene Waterfront Pool Retreat, just 3 Min to Tampa Bay Boat Launch! ➤ Sunset Views, Relax in the Screened Pool & Spa ★ Indoor Basketball Court – a Hit for Families! ★ Fish from the shoreline or Fire up the BBQ Grill ★ Game Room + Tonal Smart Gym for All-Day Fun • Designer Finishes, Spacious Roomy Layout, Perfect for Groups • Fast Wi-Fi, Smart TVs, & Dedicated Workspaces ➤ Ideal for Family/Group Vacations, Fishing, Pet-Friendly Sta

LocationFamilyCheckout

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, 390 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

LocationFamilyKitchen

4.89 out of 5 average rating, 157 reviews

Home in Land O' Lakes

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.

FamilyValueSleep quality

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, 146 reviews

Lakeview Retreat with Private Pool Perfect Getaway

Welcome to our charming Tampa retreat! This newly renovated house has been carefully designed with an open layout, it features 2 bedrooms and 2 full bathrooms. The highlight of this home is undoubtedly the patio area, beautiful outdoor furniture, and an amazing pool with a stunning and unique view of the lake canal. The location is perfect, everything is nearby with quick access to major highways such as I-4, I-75, and I-275.

LocationValueCheckout

4.98 out of 5 average rating, 195 reviews

Home in Pinellas Park

Insta Worthy Retreat -HTD Pool- Arcade Room- Golf

☀️ Looking for a place the whole family/group can enjoy? This centrally located modern home is full of fun and style, with everything you need—from a fully stocked kitchen 🍽️ to beach supplies ⛱️ and more. Enjoy an Insta-worthy space with 5-hole mini golf, giant outdoor games, a heated pool, arcade & board games, and cozy spaces inside and out. 📍 Just 6 miles to the beach and Downtown St. Pete—perfect for your getaway!

LocationFamilyBack garden

A private pool area is surrounded by lush greenery, featuring a spacious pool with a spa at one end. Sunlight reflects off the clear water, highlighting the relaxing atmosphere of the outdoor space.

4.91 out of 5 average rating, 173 reviews

Tampa Waterfront Heated Pool/ Hot Tub Oasis w Dock

Enjoy this South Tampa waterfront pool home, centrally located off Westshore. Close proximity to Clearwater, downtown Tampa, and Orlando. Featuring brand new contemporary finishes and breathtaking views. This home Is monitored on video surveillance on the exterior corners of the home as well as the back yard and front door ring camera. Device will record during reservations. No parties of any kind will be permitted.

ValueLocationIndoor spaces

Popular amenities for Tampa rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.98 out of 5 average rating, 215 reviews

A serene outdoor space features a large swimming pool surrounded by lounge chairs. A covered area can be seen in the background, offering seating and a barbecue setup. The pool area is illuminated with soft lighting, creating an inviting atmosphere.

Home in Town 'n' Country

The T and C Club

ValueFamilyComfort

4.88 out of 5 average rating, 221 reviews

The kitchen features wooden cabinetry, a central island with seating, and modern appliances. Natural light enters through the glass doors, illuminating the granite countertops. A coffee maker and dishwasher are visible, and the tiled floor adds a polished finish to the overall space.

Home in Town 'n' Country

Entire residential home, Tampa. 3/2, Pool.

ValueLocationKitchen

4.96 out of 5 average rating, 112 reviews

A tranquil poolside view captures the serene waters of the Anclote River at sunset. Soft purple lighting reflects from the pool's surface. Spacious seating areas invite relaxation, with silhouettes of boats visible in the background against the vibrant sky.

Home in Holiday

Paradise!Renovated waterfront pool home.Sunsets!

ValueFamilyAmenities

Superhost

A covered patio area is showcased, featuring comfortable seating arrangements that include two lounge chairs and a sectional with a coffee table. The space is framed by a screened enclosure, providing unobstructed views of the pool and surrounding greenery.

4.88 out of 5 average rating, 109 reviews

Bayshore - Pool - Outdoor Kitchen - Yard

ValueFamilyParks

4.93 out of 5 average rating, 57 reviews

Luxury Pickleball Heated Pool Spa Billiards

FamilyLocationParking

4.97 out of 5 average rating, 99 reviews

Home in Town 'n' Country

Traditional Home in Tampa

FamilyValueGrill

4.92 out of 5 average rating, 39 reviews

Heated Pool Spa /King Bed /Near Zoo & Bush Gardens

FamilyValuePool

5.0 out of 5 average rating, 18 reviews

Heated Pool/Spa • Theater • Mini Golf • Sleeps 12

LocationFamilyPets

Apartment rentals with a pool

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, 248 reviews

Tiki Themed Waterfront Condo on Tampa Bay

LocationValueParking

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

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Apartment in Sunset Beach

Direct Gulf View On The Beach w/ Music & Food #502

ValueLocationSolo travel

4.91 out of 5 average rating, 109 reviews

4.95 out of 5 average rating, 127 reviews

Tampa Bay Waterfront Views Rocky Point

FamilyLocationNearby

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.76 out of 5 average rating, 287 reviews

Rocky Point paradise

ValueLocationDecor

4.9 out of 5 average rating, 129 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.

Apartment in Riverview

Spacious 2/2 ResortStyle Condo near Downtown Tampa

LocationValueParking

4.97 out of 5 average rating, 157 reviews

Apartment in Clearwater

Spacious Key West Retreat, Fun 2 BR, Resort Pool

FamilyLocationLayout

4.9 out of 5 average rating, 237 reviews

Top Floor | Mangrove Bayview + Pool at Tampa Bay

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Other holiday rentals with a pool

4.93 out of 5 average rating, 350 reviews

A softly lit pool area is showcased at night, featuring a clear swimming pool surrounded by pavers. Lounge chairs are visible near a wooden pergola, while string lights gently illuminate the landscape, enhancing the tranquil atmosphere with lush vegetation in the background.

Guest suite in Tampa

The Gem at Ridgewood Park

FamilyValueParking

4.94 out of 5 average rating, 152 reviews

The charming exterior features a blue wooden house with a welcoming front porch. Two bright yellow chairs sit invitingly on the porch. Lush greenery surrounds the home, and a white picket fence adds to the inviting atmosphere. A decorative plant is positioned beside the door.

Bungalow in Tampa

• Casa De Belen • Bungalow in Ybor City!

ValueFamilyComfort

Superhost

4.84 out of 5 average rating, 251 reviews

Single Family Pool Home, Close to Downtown Tampa!

LocationFamilyDecor

5.0 out of 5 average rating, 27 reviews

Allison Palms Luxury Tampa Townhome + Pool

FamilyLocationCondition

4.99 out of 5 average rating, 73 reviews

An inviting living area is displayed, featuring a large flat-screen TV and comfortable seating arranged around a bright, airy space. Natural light fills the room, highlighting the modern decor and open layout.

Home in Apollo Beach

2 Million $ Villa • Heated Pool & Spa • Waterfront

ValueFamilyCheck-in

A modern kitchen features wooden cabinetry, a granite countertop, and stainless steel appliances, including a coffee maker. The heated pool with a fountain is visible outdoors, surrounded by a paved area and lounge chairs. An adjacent bathroom showcases a sleek design with a glass shower enclosure.

4.96 out of 5 average rating, 55 reviews

Gorgeous Home/Heated Pool/Clearwater/Tampa/Disney

FamilyLocationComfort

4.93 out of 5 average rating, 67 reviews

Home in Brandon

Sleeps 16~Heated Pool~Outdoor Movies

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