Family-friendly vacation rentals in Bay Pines

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!!

Family · Kitchen · Laundry

Surf’s UP! Pool, Cabana & Poolside bungalow!

Presented by "ST PETE VACATION HOMES". Explore our 5 Airbnb homes online or on our Airbnb profile. Home sleeps 8 guests. OUTDOOR FEATURES: * adorable guest bungalow * saltwater pool w/ optional heater * large tiki hut w/ lounge seating, TV & beverage fridge * lounge seating w/ TV * bar top seating * propane grill * tropical foliage LOCATION: • madeira beach ~6 minutes • walmart, dining + coffee ~1 minute WALK!😇 • john’s pass village & boardwalk~10 minutes • downtown st. pete ~25 minutes

Family · Kitchen · Value

The Blue Fin, 3 Bed/ Heated Pool/ XBOX

Kick back and relax in this calm, stylish beach-vibin home. The 2 bedroom plus queen size sleeper sofa in sunroom is the perfect spot to get away and never have to leave. Enjoy your morning coffee or afternoon cocktail lounging by the fire pit. Light up the grill and cook your meal while you enjoy a pool heated to 86 degrees for free! Wifi and 3 streaming TV's. If you want to get out and explore, you are only 6 minutes from the award winning beaches and 25 minutes from downtown St Pete.

Kitchen · Family · Biking

Beachy Bohemian Bungalow with all the perks!

This cozy spot sits in a quiet neighborhood that boasts access to the Pinellas Trail Bike rental close Full kitchen w/ extras Queen bed w/ built in drawers Shelves & clothing rack Smart TV Full bath w/ walk-in shower Ample outlets/ USB Private deck for sun & shade Beach chairs, towels etc for beach Convenient to a dozen parks, beaches, shopping & restaurants. 2 miles to Madeira Beach 3 m - Johns Pass 1.2 m - Seminole City Center 7.6 m - St. Pete/ Clearwater Airport NO SMOKING NO PETS

Indoor spaces · Kitchen · Checkout

Beautiful Tampa Bay Pool Home Near Gulf Beaches

A beautiful Gulf Coast residence with many amenities to offer. Bright and open furnished spaces, for relaxing and entertaining up to 10 guests. A quiet, upscale neighborhood , your just 6 minutes from Madeira Beach and many other Gulf of Mexico beaches. Or, fun & sun in the private pool outback. 20 minutes from Downtown St Pete, which offers restaurants, museums, the new Pier, and excellent night life. Very close to countless restaurants, shopping, coffee shops, and grocery stores.

Family · Indoor spaces · Decor

Villa Kailāsa-Pool, 6 min drive to the Beach!

Welcome to heaven on earth! This stylish modern ranch features 3 comfy bedrooms, 2 baths, elegant living and dining spaces, a full kitchen, office nook, and 3 smart TVs. Designed for families, it includes a crib, toys, bikes, beach gear, arcade basketball, and laundry. Slide open the doors to your private oasis—featuring a brand-new heated pool (78–83ºF, 8 AM–10 PM) perfect for relaxing, playing, and making lasting memories in comfort and style. We can’t wait to host you!

Family · Kitchen · Beach

Pesky Pelican Studio 3 miles to Madeira Beach

Relax and recharge in this cozy studio-perfect for 2. This property is located in a friendly, laid-back neighborhood just a 6 minute drive to Madeira Beach. Easy access to several gulf beaches, bars, restaurants and airports. Spend the day relaxing on the patio or fun in the sun at the beach. Book one of the many adventure tours out of Johns Pass Village and make this a vacation you won’t forget! Tiki Boats/Jet Ski/Parasail. Queen bed, coastal tiled bathroom, kitchenette, patio

Kitchen · Family · Air conditioning

Coastal Retreat Near Madeira Beach With Game Room

This 2-bedroom unit with a bonus Game Room and Sunroom is the perfect getaway for up to 6 people looking to enjoy the beautiful beaches of this area. Located in a quiet neighborhood on a private cul-de-sac, it is the perfect place to rest and recharge between trips to the most beautiful beaches in the world. This location is just a quick 5-minute drive (2 miles) to the Madeira Beach access and a 10-minute drive (3.7 miles) to the famous John's Pass Village and Boardwalk.

Indoor spaces · Kitchen · Cleanliness

Waterfront studio! Heated pool and hottub

Wake up to stunning waterfront views! Unwind in this bright studio overlooking Boca Ciega Bay, sip coffee on your private balcony while watching dolphins. Highlights: • Direct waterfront views from balcony • Heated pool, spa & fitness center overlooking bay • Minutes to Madeira Beach, St. Pete, & War Veterans’ Memorial Park • Cozy king bed • Close to boat rentals, trails, and waterfront dining Perfect for romantic getaway or peaceful solo escape!

Family · Indoor spaces · Cleanliness

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!

Indoor spaces · Family · Amenities

Harmony Breeze by Madeira Beach

Welcome to your beach getaway! Our home combines boho charm with coastal inspiration and beautiful natural light, giving you the perfect peaceful atmosphere for your home away from home. Perfect for: • Beach Vacations • Weekend Getaways • Family Retreats • Homebase for work travel Located 5 min from the beach, close to a variety of shops and restaurants, 4 min from the Bay Pines VA, and easy access to downtown.

Family · Kitchen · Checkout

Breathtaking Waterview & Pool View Condo

Waterfront condo with pool view. The view of the intercoastal is fantastic. Especially beautiful sunsets! Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking intercoastal or stay indoors and enjoy puzzles and games.

Family · Kitchen · Layout