Holiday rentals with a pool in Kenneth City

St Pete Casita Studio with Salt Water Pool & Yard

Keep it simple at this peaceful and centrally-located place. La Casita is located minutes from bustling downtown and beautiful bay waterfront restaurants and bars. Tampa International Airport is only 20 minutes away. The property itself is great for relaxing. La Casita is surrounded by lush palm trees and has its own access to the pool a few feet from your front door. Come relax, go to the pool, beach, enjoy the outdoor shower and finish off the day at One of the many nearby restaurants!

Waterfront Condo w/ Pool & Hot Tub! Mins to Beach!

This unit is completely updated and modern! Enjoy a GORGEOUS view from the 20' private balcony overlooking the Bay, pool and hot tub! Watch dolphins every morning while sipping your coffee, or while enjoying a glass of wine in the evening! A 6-minute drive to Madeira Beach, and close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping within 7 minutes. Lots to do; close to fishing including deep sea, and jet skiing. 1 bedroom, sleeps 4; comfy pull-out.

Heated Pool! Huge Walk In Shower! 5 min to beach!

Welcome to Coastal Paradise! This modern villa is newly remodelled and professionally furnished with a beautiful coastal theme. It has a very spacious open layout with plenty of space for the whole family. A huge master walk in shower with two shower heads and four body jets! Out back is a private heated pool with lounge chairs, grill, a hammock, corn hole and a beautiful patio set to enjoy a meal outdoors. Madeira beach is only a 5 min drive away! We also provide all your beach necessities!!

Spectacular beach to bay views from this resort.

Our condo has spectacular water views from the Bay to the Beach. We have a large one of a kind kitchen that is unique to our resort, with granite counter tops, hardwood cabinets, and all stainless steel appliances. Everything you need to prepare a meal is provided along with basic spices and condiments, Coffee, creamer, and sugar. The master bedroom has a new king size bed and walk in closet with all beach gear also available for your use. We have 2 - 50" flat screen TV's with cable as well.

Heated Pool and hot tub luxury vacation house

Spend your vacation in luxury! The hot tub and heated swimming pool are perfect for a family vacation or a couples' retreat. In winter we keep the pool temperature at 85 degrees. Enjoy the stylish furniture, a huge luxurious master suite with a large walk-in closet and work desk, a fully equipped kitchen and all the extras you would expect at the resorts. The living room features a 75’ TV! Short drive to Madeira Beach and Treasure Island. Small parties are allowed. A lot of parking space.

Central Cozy Cottage w/ Heated Pool & Hot Tub!

Welcome to cute & cozy Turtle Cottage located right in the center of St. Pete, close to both Downtown AND several gorgeous Florida beaches. NO CLEANING FEE with competitive, seasonal pricing = a FANTASTIC DEAL for this space! A BEAUTIFUL HEATED POOL & HOT TUB await in the private, fenced-in tropical backyard. Sorry, no pets/animals or babies/children/teens. Adults 21+ only and limited to 2 verified guests. 100% smoke-free property, inside & out. EVERYONE is welcome here. Come & enjoy!

Beach Dream Pool Home-5 Mins to Beach

This magical outdoor space is waiting for you to create lasting memories! Home sleeps up to 12 guests and is just 4 minutes to area beaches and 25 minutes to downtown. A beautiful interior and the home literally has two baclyards that look like a breathtaking resort style backyard that includes a HUGE poolside cabana with TV! The saltwater pool, putting green, life size chess board and fire pit are just a few things that bring this home to life. Optional heated pool for additional cost.

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Gorgeous Heated Pool House Near Gulf Beaches!

🏡 Make unforgettable memories in this inviting 4-bedroom, 1-bathroom heated pool home that comfortably sleeps up to 10 guests—perfect for families and groups. Just 20–25 minutes from St. Pete–Clearwater International Airport and 10–15 minutes from Tampa International Airport, plus only 25–30 minutes to top beaches like Clearwater Beach, Madeira Beach, and St. Pete Beach. You’ll also be just a short drive from shopping centers, parks, golf courses, restaurants, and local attractions!

Modern Unit in the Heart of Downtown St Pete

Welcome to your next St. Petersburg vacation to remember when you book this 1 Bedroom Unit! Boasting a prime downtown location, this vacation rental is within walking distance of shops, restaurants, museums, and the Tropicana Field where you can catch a Tampa Bay Rays game. Take a short drive to the coast and spend the day basking in the Florida sun at St. Pete Beach or Treasure Island. Finish the day back at this well-appointed space with a-home cooked meal with your loved ones.

🏝🏝Charming Bayfront Condo at Boca Ciega

This lovely waterfront condo located in wonderful Boca Ciega Resort in St. Petersburg, FL has everything you need for an extended stay. Centrally located with great views and amenities. Enjoy the sunset and gorgeous views whether it’s inside while lounging on the sofa or outside on the balcony. It sleeps up to 3 people (one bedroom and a sofa in the living room). Full kitchen, TV in living/bedroom, WiFi, and close proximity to the best beaches Florida has to offer.

Pool Home with 2 King Beds | Relaxing Getaways

Catch up with family and friends in this stylish vacation home 🏡 just minutes from the white sandy beaches of Tampa Bay. We’ve got your beach days covered with chairs, towels, and even a cooler so you can simply relax and soak up the sun. After a day at the beach, entertain the whole family with our private mini golf course ⛳️, cool off in the sparkling pool, and enjoy a thoughtfully designed interior that blends comfort and style for the perfect getaway.