Holiday rentals with a fireplace in Boca Ciega Bay

Spacious and Short Drive to Beach

Nestled in the heart of Bay Pines, Florida, our retreat offers a relaxing family getaway for a fun-filled vacation, being an ideal spot to create unforgettable memories. Our home boasts a central location, just minutes from Gulf beaches, local attractions, and dining/shopping options. Explore nearby parks, catch a sunset at Madeira Beach, or take a short drive to the famous John’s Pass Village & Boardwalk. Our home features spacious living areas, a fully equipped kitchen, and a private backyard.

Centrally Located Cozy 1-bed Private Cottage!

This charming private cottage is ideally located near beautiful views, beaches, art, culture, restaurants, and a variety of family-friendly activities. Guests love the space for its peaceful ambiance, great location, and inviting outdoor areas. It’s a perfect stay for couples, solo travelers, business guests, or anyone looking for a cozy getaway. Enjoy private parking just steps from the entrance, along with a BBQ grill, a brand-new hot tub, and an outdoor gas fireplace—perfect for relaxing!!!

Central Bungalow Near DTSP with Swim Spa

Vacation like a local at this centrally located bungalow style residence. This 3BR 2 Bath home is set to entertain our guests. Indoor living space Includes two sitting areas, fireplace and workstation. The dining room and kitchen welcomes you home with all the amenities you need to keep everyone happy. For our outdoor lovers, we welcome you to the tavern. This fully functional outdoor living space includes a grill, tv, sectional seating, full size bar. Be our guest and enjoy St Pete like a local

JOJO'S Beachside 1Acre Estate-New Pool

LUXURY CUSTOM HOME WITH NEW HEATED SALTWATER POOL ONLY 1.5 MILES TO BEAUTIFUL WHITE SAND REDINGTON BEACH ON 1 ACRE OF LAND. HOME HAS JUST BEEN TOTALLY RENOVATED WITH TASTEFUL FINISHES. THIS AREA IS VERY QUIET AND UNIQUE FOR PINELLAS COUNTY WITH LARGER LOTS AND HOMES. 2300 SQUARE FEET WITH HIGH VAULTED CEILINGS. LARGE OPEN KITCHEN, T.V.'S IN EVERY RROM. GREAT LOCATION JUST MINUTES FROM: COFFEE SHOPS , GROCERY STORE, SHOPPING, RESTAURANTS, MOVIE THEATERS AND PARKS. LARGE PAVER DECK BY POOL AREA.

Gulf View Penthouse | Steps to Beach + Johns Pass

Your Penthouse Paradise awaits at our Gorgeous, 7th-floor Gulf-View Condo in the new Madeira Bay Resort! Enjoy sweeping views of the beach, Gulf of Mexico, & miles of pristine coastline. Just steps from the sand & 1 block from John’s Pass Village & Boardwalk. Walk to dining, shopping, bars, & water sports. Come experience the best of Madeira Beach & make unforgettable memories in our newly furnished, well-stocked, luxury retreat w/all the comforts of home. Perfect for groups or families alike.

Bali inspired near White Sand beaches and Downtown

Escape to our beautifully renovated SPACIOUS Home, centrally located just 15 minutes from downtown Saint Pete and the beaches. Relax in our Balinese Moroccan inspired master bedroom suite with high ceilings and cook in our stunning kitchen. Enjoy a round of golf on our putting green. Unwind in the HOT TUB after day at the beach. Plenty of fun games such as Foosball, connect 4, perfect for gathering with family and friends. Come stay with us and experience the ultimate in comfort and luxury!

Island Palm*hotel style suite*only 5 miles 2 beach

Completely private hotel style suite Queen bed with 4 inch memory foam topper. Weekly& Monthly Discounts Two guests MAX (including children) Guest suite Quiet neighborhood Quiet hours are 10 pm –9 am Off street parking - free Fabulous beaches just 5 miles from location St. Pete Pier, Busch Gardens, Adventure Island, Sunken Gardens, Clearwater Marine Center, Florida Aquarium, Dali Museum, & much more! Bay Pines Memorial Park, Seminole Lake Park FOR HEALTH REASONS NO ANIMALS!

SHEEK and Glam- heated pool Updated! 3 mi to beach

UPDATED modern Light and bright colorful condo w FREE HEATED POOL! First floor NO stairs. 2 miles from the beach. Crazy FAST WIFI- at 600mbps !!! Great central location close to 2 malls, restaurants, parks and many local gulf coast beaches. SAFE GATED quiet community has a heated pool, gym, tennis courts and gas grills for you to enjoy. Just bring your beach blanket and swim suit and RELAX! Walking distance to so many stores/restaurants and the Pinellas trail !

Luxury St Pete Pool Home-2.6mi to beach-Jetted Tub

Welcome to your beach getaway, in the peaceful and elegant community of Pasadena Golf Club Estates. This beautiful pool home is newly remodeled and is minutes to multiple beaches. Less than 5 miles to St Pete Beach, Treasure Island, and Gulfport Beaches. Centrally located, and minutes to the Historic Waterfront District, Hickman Theatre, local and fine dining, and numerous shopping centers. Each bedroom has direct access to the backyard and pool.

Private Ocean View Beach Retreat with Balcony

Only steps from the beach, this newly updated and perfectly located beach condo is your luxury getaway. The large bedroom, lofty living area and modern open kitchen, as well as the generous balcony with direct view of the Gulf will make you never want to leave again. This condo is better equipped than your average vacation rental and comes with your private daily sunset spectacle. Continue to read for more...

COASTAL CHIC! Luxury Apartment with Oceanviews

Welcome to our Gulf View Condo SEASIDE #1604 at the "Madeira Bay Resort" - just steps from the beautiful white-sanded Beach and famous John's Pass! Built in 2020, you will enjoy brand new amenities, luxurious furnishings, memory foam beds, an electric fireplace, a gourmet kitchen and all beach essentials, so you only have to pack your flip flops and come on over!

Tropical Disco | Pool & Fire Pit | St Pete Beach

Welcome to Tropical Disco - a 70s-inspired luxury retreat with a private pool, fire pit, record player, and a disco ball that sets the vibe. This 4-bedroom, 2-bath Superhost home (4.93 ⭐, Guest Favorite, Top 5% on Airbnb) sleeps up to 10 and is minutes from St. Pete Beach. Perfect for family gatherings, friend group getaways, and milestone celebrations.