Holiday rentals with a pool in Progress Village

Modern Beach House! By Deinys SR Properties

Welcome to your home away from home! This 2 bed, 2.5 bath townhome has private baths & walkin closets in each room, inunit washer/dryer, and private driveway parking. Fur babies are welcome, and families with little ones too we offer a PacknPlay and baby utensils upon request. As a mom of twin toddlers, I’ve made it my mission to make your stay comfy and stress free. Just 15–20 mins from Downtown Tampa & Busch Gardens, and 45 mins from the beach! Our home is ready to welcome you with open arms.

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).

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

Pond View ground floor Condo located in within minutes of Tampa Bay's main attractions: Bush Gardens, Hard Rock Cafe and Casino, Tampa Aquarium, Top Golf, Ybor City, Convention Center, I FLY and shopping malls. Condo has a large Resort Style pool, Keyless entry, washer/dryer in the unit and owner on site for if needed. Pickleball, Tennis court, Volleyball, Disc Golf and 24/7 Gym also available. Relaxing community with several ponds and trails to be explored near the unit. FUN/SUN/Business

Lakefront 4-Bedroom Home with Pool

Enjoy a relaxing stay in this lakefront 4-bedroom home. - Spacious interior with open living areas - Screened-in private pool and patio - Family-friendly amenities including games and toys - Beautiful lake views, perfect for morning coffee - Pool table for indoor entertainment - Easy access to shopping, dining, and Tampa Families are well accommodated with books, games, toys, pack n play, and a high chair, making this an easy and enjoyable stay for guests of all ages.

The Sunset Getaway

Step into The Best Sunset Getaway to relax with friends and family. As you enter this beautiful home, you will immediately feel the coziness it provides, and you will feel right at home. You will have access to a fenced backyard overlooking a beautiful lake with the most amazing sunsets. There is 2 community pools, just 1 block away. Close to shops and restaurants and less than 50 minutes away from beautiful beaches. Just 30 minutes away from the airport and Busch Gardens.

Spacious Modern Retreat for Family Fun Near Tampa!

Experience the ultimate Florida getaway in this spacious 3,000 sq ft modern home, perfect for families or groups. Enjoy a dedicated office, plus an 80-inch 3D TV for movie nights or sports games. Conveniently located near top attractions: 15 mins to downtown, 10 mins to dining and shopping, 50 mins to beaches, 10 mins to TopGolf, 15 mins to the casino, 20 mins to Busch Gardens, and just 1 hour from Disney. Embrace comfort, convenience, and excitement—book your stay today!

Cheerful Newly Renovated 3-bdrm *Heated* POOL/SPA!

Your family will be close to everything when you stay at this centrally-located highly sought after neighborhood. From Downtown Tampa to Sarasota/Clearwater's award-winning beaches to #1 sports teams in the country plus all the attractions. This beautiful renovated pool home will fit all your family's needs with a SCREENED-IN POOL and SPA that both can be HEATED(extra charge) game room, firepit, outdoor shower, upscale kitchen and baths, all fenced in for privacy.

The Guest House at Riverbend Retreat Fla.

True Florida-style living under the oaks and palms on the Alafia River with beautiful views and comfortable beds. We include use of the pool, spa, fire pit, hammock, putting green, yard games, BBQ and dock area. There are additional bedrooms in the adjoining house for larger groups. Fisherman can cast into the river with expectations of catching Sheepshead, Red Snapper, Speckled Trout, Snook, Spotted Bass and Florida Gar off the dock. We also catch blue crabs.

*Apollo Escape* – Canalfront Home + Private Pool

Escape to this canalfront pool home—perfect for families or groups looking to unwind and reconnect. With 4 bedrooms, 2 kitchens, a game room, and a private dock, there’s space for everyone to relax. Swim in the pool, grill in the backyard, or enjoy movie night in one of two living rooms. Just 30 minutes from Tampa and minutes to beaches, marinas, and waterfront restaurants—This dog-friendly retreat offers the Florida summer your family deserves.

Boutique Bungalow with Private Saltwater Pool

Relax in a crisp Florida bungalow with a private saltwater pool set in a fully private backyard oasis. Whether you are coming to Tampa for an event, extending your cruise vibe, or coming to Tampa for work, this home has got you covered. You’ll be 15 minutes from the Tampa Convention Center and the Port Tampa Bay Cruise Terminal, close to South Tampa dining and nightlife, 10 minutes to TPA, and an easy drive to award-winning Gulf beaches.

Charming Home, quiet community.

Enjoy a spacious 3BR/2BA home with a private patio, access to a sparkling community pool, and a fully equipped kitchen. Perfect for families, couples, or groups, the home features cozy bedrooms, modern amenities, smart TV, and high-speed WiFi. Located near shopping centers, restaurants, and local attractions, you’ll have everything you need just minutes away. Plus, we’re pet-friendly, so your well behaved friends can join the fun too!

Tampa Retreat with Heated In-Ground Pool & Spa

🏠 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. 🌴✨