Beachfront holiday rentals in Town 'n' Country

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

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

Sunset Over Tampa Bay-Serene Waterfront Escape

Wake up to breathtaking waterfront views from your private balcony at Sailport Waterfront Suites, located on Rocky Point Island—Tampa’s only true waterfront resort. This beautifully renovated 1-bedroom, 1-bath condo offers direct water views. Inside, you’ll find a modern space thoughtfully designed for a comfortable and memorable stay—ideal for couples, friends, or business travelers. Start your mornings overlooking the water, spend your days exploring Tampa’s top attractions or nearby beaches.

Sunset views, heated pool and remodeled

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!

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!

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.

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.

☀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!

Guest Suite + Pool ~ 2 min from the beach

Kick back and relax in this deluxe guest suite, with your own private pool and patio! This spacious ground floor unit features a queen size bed, bathroom, small well-stocked kitchenette, and exclusive access to patio and pool from your unit. Just a 2 min drive to Sunset Beach, 5 min to Fred Howard Park, and 7 min to the Sponge Docks. Also just a short drive to Dunedin & America’s #1 Beach: Clearwater Beach. Enjoy FL livin’ at its finest! ☀️

Modern Tampa Waterfront Condo | Heated Pool & Bar!

Welcome to The Pearl Suite, a vibrant, designer penthouse-style condo. - 1BR/1BA with a comfortable queen bed and pull-out sofa - Modern kitchen with stainless steel appliances - Private balcony with unobstructed Tampa Bay views - Year-round heated pool (please note that the resort is family-friendly, so there will likely be kids) - Outdoor gym and scenic fishing pier - Complimentary Wi-Fi and parking

NEW Sea Drift Oasis - Heated Pool, Spa, Game Room

Welcome to Sea Drift Oasis, an elegant coastal sanctuary just one block from Crystal Beach. This luxury retreat features a heated pool and spa, refined firepit lounge, private game room with pool table and PS5. Steps from a scenic fishing dock and unforgettable sunsets, this 4-bedroom home is ideal for discerning families and golf or fishing groups seeking privacy, comfort, and a premium coastal experience.

Rebuilt Tampa Escape | Chefs Kitchen, Big Yard 12+

✨ Welcome to your modern Tampa retreat — fully rebuilt in 2025 with a chef’s kitchen, soaring ceilings, and designer lighting. Host unforgettable gatherings in the spacious open layout or out back on the huge fenced deck with BBQ + lounge seating. Sleeps 12+ with 3 bedrooms, 2 luxury baths, and a wide living area perfect for family trips, business groups, or game-day weekends.