Vacation rentals with a pool in South Tampa

Cozy & Chic Townhome in the Heart of South Tampa

LOCATION, LOCATION, LOCATION! I have absolutely adored living in this hidden DIAMOND of a townhome. It’s time to share my favorite place with the world. Welcome to Diamond in The Bay! *5 mins to Bayshore Blvd *10-15 mins to all Downtown Tampa has to offer (Soho, Hyde Park Village, Amalie Arena, etc) *10 mins to Tampa International Airport *15 mins to Historic Ybor *20 mins to Raymond James Stadium *20-25 mins to Downtown St Petersburg *30-35 mins to St Pete Beach *45 mins to Clearwater Beach

Downtown Tampa Pool House! Walk to Armature Works!

Location! Location! Enjoy Tampa at this modern brand new remodeled POOL HOUSE with the BEST LOCATION & with POOL access! SAFE & EASY location in downtown. Come Experience events, food, festivals & nightlife only 1 block from #1 destination, Armature Works- a famous destination for food, fine dining, events, & fun! Enjoy a quiet downtown getaway to enjoy the pool, biking, paddle board or walk the beautiful Riverwalk.Full kitchen! (* We had NO Damage from Hurricane and home is Not in Flood Zone).

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.

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.

Historic Pool Home (heated pool) in South Tampa.

Our comfortable historic pool home was originally built as a Church. Now, it is a private oasis! We are 25 minutes from beautiful Gulf beaches, and only 1 hour from Disney. Busch Gardens is also less than half an hour away. Quick access to Raymond James Stadium. Enjoy our beautifully landscaped private pool, and walk to Starbucks and other local restaurants. Dogs welcome with pre-approval from your hosts. We would love to welcome you to our clean and cozy home. No cleaning fees! ;-)

Tampa Retreat with Heated In-Ground Pool & Spa

*****AVAILABLE TODAY - (FEBRUARY 9, 2026) - BOOK NOW!!! 🏠 Experience comfort and style in this excellent and super cute home, perfectly located near MacDill Air Force Base. This beautifully designed property features a heated in-ground saltwater pool, ideal for relaxing and enjoying the Florida sunshine. Inside, you’ll find everything you need for a memorable stay. Whether you’re visiting for business or leisure, this home offers the perfect blend of fun, function, and relaxation. 🌴✨

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

New for 2026– Luxury Redesign in South Tampa! This 5 bedroom, 3.5 bath, 1923 home blends historic charm with a brand new upscale interior. Perfectly located just 2 blocks from Bayshore Blvd and Hyde Park, and minutes from Downtown, Riverwalk, and UT. Enjoy memory foam beds, organic cotton linens, 2 King suites, 2 California King bedrooms, 2 twins, custom sofas, designer finishes, and thoughtful touches throughout. A refined, comfortable base in Tampa’s most walkable, sought-after area.

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.

Private Oasis w/ Heated Pool and Arcade!

-9FT DEEP *HEATED* SALTWATER POOL ($25 / day) AT 85 DEGREES UPON REQUEST -COMMERCIAL ARCADE WITH >4500 GAMES 4 PLAYERS! -NBA JAM, GOLDEN TEE, THE SIMPSONS, NFL BLITZ, MUCH MORE! -MASTER KING BEDROOM -FULLY FENCED BACKYARD -OUTDOOR FIRE PIT -WEBER GRILL (Kamado Joe Smoker broke) Stay comfortably in this quiet, 4/3 pool home, with a commercial family arcade! Enjoy a staycation at this tastefully updated home or take a quick ride to one of the many local Tampa area attractions!

VIP Tampa Stay w/ Concierge, Pool & Backyard Oasis

🌴☀️ Welcome to The Saint Airbnb — your private Tampa resort getaway! 🏡💫 This stylish and colorful 4BR, 2BA retreat brings together everything you love about Florida living — sunshine ☀️, palm trees 🌴, and poolside fun 🏖️ — all just minutes from Hyde Park 🍸, Amalie Arena 🎶, Raymond James Stadium 🏈, and St. Pete’s beaches 🌅! Whether you’re here for a game day 🎉, a weekend escape 🧳, or a family vacation, The Saint is where good vibes ✨ and great memories 💕 meet!

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.

Cozy Palma Ceia Cabana close to Westshore & TIA [Airport]

As you walk through tropical palm trees and flowery shrubs to this quiet cabana, you won't believe that you are just minutes to Tampa International Airport, Hyde Park Village and Downtown Tampa. The spacious cabana has a large desk for working remotely, a king size bed and cozy sitting area. The beautiful patio area is perfect for a morning cup of coffee or a sunset glass of wine. There is a large walk-in shower and a well-equipped kitchenette.