Vacation rentals with a pool in Harbour Island

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.

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Guesthouse in Tampa Heights

A serene pool area features a shimmering blue pool surrounded by lush greenery, including tropical plants. Two lounge chairs are positioned nearby on a brick patio, providing a comfortable spot for relaxation. A detached structure is visible in the background, set amongst a canopy of trees.

4.89 out of 5 average rating, 439 reviews

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.

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Apartment in Channel District

5.0 out of 5 average rating, 36 reviews

Lux Top-Floor Bayfront 2BR | Pool, Hot Tub, Sauna

Wake up to calm harbor views in this top-floor, east-facing 2BR condo in the heart of Channelside. Designed as an urban bayfront retreat, this 1200+ sq ft home blends modern comfort with a quiet, elevated feel. Enjoy sunrise coffee on the private balcony overlooking Ybor Harbor, then walk to Amalie Arena, Water Street, Sparkman Wharf, or the Convention Center. Perfect for Lightning fans, cruise guests, convention center attendees, and business travelers seeking a refined downtown Tampa stay.

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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, 228 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!

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Apartment in Tampa Downtown

4.95 out of 5 average rating, 127 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.

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4.98 out of 5 average rating, 267 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.

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4.84 out of 5 average rating, 246 reviews

Single Family Pool Home, Close to Downtown Tampa!

Cypress House is conveniently located to explore the best of Tampa Bay, including Downtown, South Tampa, USF, University of Tampa, other Universities, Busch Gardens, the zoo, aquarium, restaurants, walking distance to University Of Tampa and River Walk, & much more! Situated in an upmarket family-friendly residential neighborhood, this 3 bed/4 full bath luxury single-story home boasts a large outdoor pool, outdoor gas grill, outdoor table, laundry, full kitchen gas stove and oven.

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4.89 out of 5 average rating, 103 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

Take a break and unwind at this luxury apartment in the heart of Westshore. Killer location! -7 mins to TPA airport -5 mins to Raymond James -Walk to International Plaza Mall -10 mins to downtown Tampa Enjoy: -Saltwater pool w/ cabanas -2 level gym -Community game room w/ billiards & shuffleboard -Fully stocked chef's kitchen -Peaceful courtyard views -Gas grills -2 Flat screen Smart TVs -W/D in-unit -Complimentary coffee & tea -Dedicated parking upon request

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Superhost

Apartment in Tampa Downtown

4.85 out of 5 average rating, 125 reviews

Bright, Spacious 2BD in heart of Tampa | Free Prkg

Discover our cozy 2-bedroom apartment in North Downtown Tampa, where ease and comfort meet. Perfectly located near Downtown, Channelside, Hyde Park, Ybor City, and Tampa Heights, our inviting space offers a warm welcome. This home away from home includes two bedrooms, a fully-equipped kitchen, and contemporary facilities such as a saltwater pool, fitness center, yoga studio, and clubroom. Explore the finest attractions of Tampa Bay just moments from your front door.

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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.

4.94 out of 5 average rating, 139 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.

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Condo in Channel District

An open-concept living area is highlighted by comfortable seating arranged around a coffee table. A large round mirror reflects natural light, and glass doors lead to a private balcony, offering expansive views. Light wood flooring enhances the modern aesthetic.

4.98 out of 5 average rating, 84 reviews

Chic Downtown Condo

Welcome to your chic sanctuary in the heart of Channel District, Tampa! This modern condo offers a perfect blend of comfort, convenience, and style, ensuring an unforgettable stay in this vibrant neighborhood. This modern retreat offers comfort and style in the heart of the city. Enjoy amazing views from the balcony, explore nearby attractions like Sparkman Wharf, the river walk and Amalie Arena, and unwind in the cozy bedroom. Perfect for your Tampa getaway!

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