Beachfront holiday rentals in Town &#x27;n&#x27; Country

A wooden pier extends over smooth waters, bordered by rocky outcrops. The sky is painted in vibrant hues of orange and purple as the sun sets on the horizon, casting a tranquil glow across the scene.

4.76 out of 5 average rating, 254 reviews

Rocky Point paradise

New queen size bed and 65" HDTV. Centrally located, directly on Tampa Bay. Condo is located 5 minutes to Tampa Airport, International mall, Westshore Mall, Raymond James Stadium. Award winning Clearwater Beach and St. Petersburg Beach 20 minutes. Minutes to downtown Tampa, Ybor City. Yankees training camp. Walking distance to many restaurants. beach volley ball, beach/sunning area, gas firepit ,heated pool, BBQ grills, 24 hr Laundry facility. Balcony overlooks water. check in/check out is 24/7

Lounge chairs are arranged on the sandy beach, accompanied by thatched umbrellas providing shade. The calm waters of the bay are visible in the background, and a multi-story building is situated beyond the beach area.

4.84 out of 5 average rating, 121 reviews

262*NEW! 3 beds x 2 bath. Amazing Waterfront Views

This is paradise, in Tampa Bay! All waterfront resort conveniently located at the Sailport, of Rocky Point Island! This updated and spacious condo offers 2 bedrooms and 2 bathrooms with a full kitchen and stunning views of the Bay. The condo comes equipped with amenities such as a heated geo-thermal pool, volleyball court, barbecue, fire pits, lounge areas, as well as a fitness outdoor area. It's prime location for entertaining guests, friends, and family. Your minutes from airports, and beaches

4.85 out of 5 average rating, 26 reviews

Balcony sunset views…discounted for December!

Paradise is waiting for you at the only resort on the water in Tampa at Rocky Point Island! You will enjoy beautiful sunsets from your balcony and this beautiful condo has everything that you need for your stay. It's just 10 minutes from the airport and 15 miles from Clearwater Beach and 22 miles from St. Petersburg! The poolside restaurant has amazing food and drinks. The geothermal heated pool is perfect all year round. You will hate to leave and can't wait to come back!! No resort fees!

A modern living area features a plush blue sofa adorned with decorative pillows and a cozy throw. A circular dining table sits near the glass doors, which provide access to a balcony. Natural light brightens the space, complemented by soft-toned artwork on the wall.

4.81 out of 5 average rating, 132 reviews

Breezy Balcony Bliss–Stunning Ocean & Sunset Views

Welcome to your ideal Tampa Bay retreat! Our tropical paradise offers the perfect blend of luxury and relaxation, featuring a wide range of exceptional amenities, you'll discover everything you need for an unforgettable vacation, from the poolside bar to the exciting volleyball court. Unwind in style as you take in the breathtaking views of Tampa Bay from the comfort of your private suite. Soak up the sun by our heated pool or relax in the cozy tiki huts. Great ocean views from your balcony!

Top guest favourite

Home in Palm Harbor

5 out of 5 average rating, 12 reviews

Waterfront Villa w/Hot Tub• Game Room•Kayaks•Bikes

Welcome to Seaside Sanctuary 🌊🌅 – Your Ultimate Waterfront Escape Nestled in charming Crystal Beach, this spacious 4-bedroom, 2.5-bath retreat perfectly blends luxury, comfort, and coastal fun. Go kayaking from your direct Intracoastal access, soak in unobstructed sunsets, relax in the hot tub, challenge friends in the game room, or grill a delicious meal on the patio 🥙. Perfect for family reunions, bestie getaways, wedding weekends—or simply because you deserve a seaside escape!

Top guest favourite

A rectangular saltwater pool is highlighted within a screened enclosure, offering clear views of the blue sky above. Lounge chairs are positioned around the pool, alongside a spa with a stone surround. Lush greenery is visible in the background, contributing to a serene outdoor setting.

Home in Crystal Beach

4.98 out of 5 average rating, 54 reviews

Custom Waterfront 3BR Paradise/Salt WaterPool-Spa

Welcome to your Crystal Beach paradise w/spectacular sunrises over the water from your pool deck, Gulf of Mexico sunsets from front porch. Custom open concept gourmet kitchen with island and butler pantry, spacious 3 bedrooms and 2 spa style bathrooms for you and your guests to enjoy. Step out your sliding doors to a covered Lanai with ceiling fans and sound system to your salt water pool and spa with waterfall. Hotel style lounge chairs, couches, covered dining and Weber grill awaits.

4.94 out of 5 average rating, 68 reviews

Home in Oldsmar

Amazing Private Beach Home

🏡 Welcome to your stunning waterfront retreat with a true million-dollar view! Tucked away on a peaceful cul-de-sac along Oldsmar’s picturesque Shore Boulevard, this elevated home offers a truly special and serene escape. Set on a generous half-acre lot, the property showcases sweeping panoramic views of the sparkling Tampa Bay waters. With 165 feet of private water frontage, you’ll be perfectly positioned to relax, unwind, and enjoy an unforgettable waterfront stay.

Aerial view of the waterfront condominium complex showcases multiple buildings arranged in a U-shape along the coastline. A pool area is visible near the center, surrounded by landscaped grounds and parking spaces. The natural greenery and water enhance the serene setting.

4.59 out of 5 average rating, 71 reviews

☀Oceanfront☀Amazing Balcony view☀Heated Pool ☀

Enjoy breathtaking views of Tampa Bay, Florida from our spacious 1 bedroom 1 bathroom condominium that will accommodate a total of 4 people. 2 queen size beds. 2 TV's in each room. Fully equipped kitchen. This great 1/1 condo is located in the highly desirable waterfront community at Rocky Point Island. Fantastic amenities include private sunning beach, hammocks, heated pool, sundeck, sand volleyball, outside fitness center, fishing pier and picnic area with BBQ!

A panoramic view of the heated pool surrounded by palm trees, with sun loungers positioned for relaxation. The backdrop features the waterfront along Tampa Bay, offering a serene setting. The pool area is framed by neatly landscaped greenery, enhancing the tranquil environment.

4.88 out of 5 average rating, 52 reviews

❤Amazing Waterfront View/Near Downtown& Airport ☀🐬

Relax and enjoy the waterfront view of Tampa's only all-waterfront suite resort. This condo is situated for family and business travelers in mind. Perfect location just minutes from Tampa International Airport, Westshore business district, Clearwater & St. Pete beaches. This unique property offers amazing sunset views with great amenities, waterfront relaxation - This is nothing like your typical hotel. This is your peaceful getaway vacation unlike any other.

Apartment in Madeira Beach

New place to stay

Porch, Pool Access & Walk to the Beach

Step into a bright, modern retreat perfectly situated for a relaxing Madeira Beach getaway. Located in the secure, gated Madeira Beach Yacht Club community, this two-story condo offers peaceful views of the park and recreation center from the screened walkout porch—an ideal spot for morning coffee or evening unwinding. The beach is just a five-minute stroll away, and the community pool sits practically outside your door.