Waterfront vacation rentals in Bay Pines

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Top-rated waterfront rentals in Bay Pines

Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Condo in Treasure Island

4.99 out of 5 average rating, 188 reviews

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.

Guest favorite

Home in Treasure Island

4.84 out of 5 average rating, 168 reviews

Eiko Beach House 4BR/3BA Heatd Pool*Hot Tub* Pets

BEACHFRONT HOUSE Private Heated Pool & Spa, Pets OK *** Photos updated Jan 26th 2025 Enjoy amazing sunsets & white sandy beaches from this unique property. About 1/4 acre, beach front property directly on the Gulf of Mexico. Located on a quiet street in Treasure Island, just a few blocks to John's Pass shops. ENJOY great family times, never ending views of sunsets, boating, dolphins, sea birds. Great location walk to John's Pass for great shopping, restaurants, boat rentals, fishing trips.

Top guest favorite

Bungalow in Oldsmar

4.98 out of 5 average rating, 117 reviews

salt living at its best

- Resort Style Water front - Stand alone - Hot tub - Sunrise / sunset views on dock - free Kayaks - Internet / YouTube cable - 65” smart TV - Spacious Bedroom with king size bed, walk in closet and flat TV - Washer and Dryer in unit - Designated work space -Pet friendly - Fenced private patio - Free 2 cars / Boat Parking. - Central location ( beaches, restaurants, Tampa, St Pete’s, safety Harbor, Dunedin - 11 minutes from Ruth Eckerd event Hall - Pristine clean - Coffee station - Dining area

Top guest favorite

Condo in Treasure Island

4.96 out of 5 average rating, 167 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️Escape to Shore Thing🏖️ RENOVATED 2025 🌅Mesmerizing Sunsets: Capture breathtaking sunsets. 🐬 Spot Dolphins & Manatees: Experience the magic of marine life. ✨ Elegant Interiors: Revel in my chic, coastal, modern decor. 🚶 Steps from the Beach: Just a short stroll to the sandy shores and crystal-clear waters. 🍽️ Gourmet Kitchen: Cook your meals in the fully equipped, high-end kitchen. 👩‍💼 Customer-Centric Service: I am here to ensure your stay is nothing short of perfection.

Superhost

Apartment in Madeira Beach

4.77 out of 5 average rating, 102 reviews

Ideal Madeira Beach Retreat~ Family Friends &Fido!

Keep it beachy fun at this super 2 bedroom 1 bath condo. Catch a sunset sitting on the balcony with a view of the boats in the marina below. This smartly furnished condo is designed with all the comforts of home. A Master King Suite attaches to a shared bath with the Queen Bedroom. Open kitchen, living & dining with ample seating & a pull out sofa bed. A year round heated pool and spa with a sun shelf & Madeira Beach is across the street! We provide beach towels, chairs, umbrella & buggy.

Guest favorite

Home in St. Petersburg

4.98 out of 5 average rating, 179 reviews

SPARKLING HOT Modern Pool Home- Minutes to beach!

This recently remodeled home features 4BR/3BA, including a charming poolside guest bungalow. The interior design is a showstopper—photos don’t do it justice! Enjoy a dream kitchen and saltwater pool overlooking a lake teeming w/ wildlife. Smart TVs in every room and outside (with WiFi)! Located just 8 minutes from the beach in a family-friendly neighborhood near dining and shopping. Professionally cleaned for a pristine stay. Heated pool option available for an extra cost. Book now!

Superhost

Tiny home in St. Petersburg

4.86 out of 5 average rating, 117 reviews

Great Value Studio |Extra Clean |Outdoor Kitchen

Welcome to our thoughtfully designed studio—small but full of comfort, efficiency, and charm. If your priority is a cozy bed , a truly clean space and location, look no further. Loved by hundreds of wonderful guests, this is one of two private studios in a tiny house, ideal for solo travelers or couples. You’ll have everything you need, plus access to a beautiful shared gazebo with seating, dining areas, and lush greenery. We have a team of four Superhosts, available to help. 🌴☀️🏖️

Guest favorite

Tiny home in St. Petersburg

4.91 out of 5 average rating, 144 reviews

King Bed Studio | Extra Clean | Outdoor Kitchen

Guest favorite

Apartment in St. Petersburg

4.9 out of 5 average rating, 171 reviews

The Oasis

Welcome to Boca Ciega Oasis! The "Oasis" suite 409 has been totally remodeled in January 2022. This includes a new queen sofa couch in LR, new refrigerator, stove, washer/dryer, and balcony tables and chairs. The 4th-floor view is the best but 409 is also centered beautifully to take in the expansive Boca Ciega Bay! Directly below the balcony is the swimming pool, Hot tub, and observation pier! The marina is to your left. See all while sitting in our bar height chairs and tables.

Top guest favorite

Condo in St. Petersburg

4.98 out of 5 average rating, 269 reviews

PRICELESS VIEW Boca Ciega Bay Condo 1/1 #209

My place is across the street from Target and many restaurants within walking distance. There is a PSTA Bus stop right at the entrance to the condo property.Uner and Lyft are availablThe Pinellas Trail is across the street. The VA Hospital and Bay Pines Park are biking or walking distance. The closest beach is Madeira Beach 2 miles from the condo. All Utilities, Cable/Internet are included. Parking is free and close to the elevators. Plenty of parking spaces are available also.

Guest favorite

Apartment in St. Petersburg

4.93 out of 5 average rating, 99 reviews

Waterfront studio by Madeira w pool

Incredible open water views from this studio condo on Boca Ciega Bay! Beautiful sunsets over water from your private balcony or from the heated pool and spa area with full views of Boca Ciega Bay. Private fishing pier on site, and a dock available for short-term use (loading and unloading). Exercise room overlooking pool. Left most (quietest) building in complex. Minutes to War Veterans’ Memorial Park, boat launch, boat rentals, trails, Madeira Beach, downtown St Pete.

Superhost

Condo in St. Petersburg

4.81 out of 5 average rating, 195 reviews

🏝🏝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.