Vacation rentals with a pool in Rocky Point

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.

4.77 out of 5 average rating, 282 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

LocationFamilyTV

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.

4.86 out of 5 average rating, 142 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

LocationFamilySleep quality

4.93 out of 5 average rating, 136 reviews

A serene outdoor space features a sparkling pool framed by lush tropical landscaping. A relaxing spa is integrated into the pool area, accompanied by comfortable lounge chairs. A shaded cabana and grilling station are visible in the background, enhancing the inviting ambiance.

Home in Tampa

The Jungalow SOHO - Pool/Hot Tub

The Jungalow is the ultimate urban oasis. Enjoy the luxuries of the home or venture out to local attractions like the iconic Bayshore Boulevard, Historic Hyde Park, SOHO, Downtown and more. This home was designed with comfort and convenience in mind. Fully equipped with a smart tv, high-speed WIFI, pool and hot tub - this place is paradise. Central to the action - walk to unique rooftop bars, restaurants and shops or Uber to local attractions like Water Street, Amalie Arena, and the Riverwalk.

LocationValueComfort

4.95 out of 5 average rating, 126 reviews

Tampa Bay Waterfront Views Rocky Point

Welcome to your home away from home! 🌴 Our Bayside Condo is a 1-bedroom, 1-bath that comfortably sleeps 4 with a full-size sleeper sofa. Enjoy a full kitchen, free Wi-Fi, cable TV, and a private balcony with views of Tampa Bay and the pool. 🌅 Relax at the heated pool or grab drinks and enjoy music at the Big Bamboo Bayside Tiki Bar. 🍹🎶 Conveniently located on the same floor as laundry and one level above the Sailport visitor center—everything you need for a perfect getaway! Book now!

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The living area showcases a stylish futon, designed to convert into a bed, complemented by a circular coffee table atop a textured rug. A modern kitchen area features a granite countertop, wooden cabinetry and two bar stools, while large windows allow natural light to fill the space.

4.93 out of 5 average rating, 443 reviews

Stunning Waterfront Suite w/Incredible Sunset View

This renovated Waterfront Suite is perfect for couples, small families & business travelers looking for a tropical getaway. Minutes from the Airport, downtown Tampa, Laser Spine Institute, and Raymond James Stadium. It offers the best sunset views in Tampa. This is the only all-water-front resort in the city of Tampa and offers bay views, pool & a unique tropical atmosphere. Why settle for a mediocre hotel room when you can have a truly exotic experience in this spacious Waterfront Suite.

LocationFamilySleep quality

Superhost

Apartment in Tampa Downtown

4.95 out of 5 average rating, 117 reviews

Mint House by Kasa | Studio in Tampa Downtown

Step into the energy of Tampa’s thriving Channel District (Channelside), close to the Sparkman Wharf, Benchmark International Arena, and the Florida Aquarium. Perfect for work trips and longer stays, you’ll find comfort in our selection of apartment-style suites with full kitchens and in-unit laundry, plus an outdoor plunge pool, grill area, and fitness center. Our tech-enabled apartments offer self check-in at 4pm, 24/7 guest support by text, and Virtual Front Desk via mobile device.

ValueLocationWalkability

A serene balcony view captures a sunset over calm waters, with silhouetted palm trees in the distance. A small round table with a lantern sits next to a comfortable chair, creating an inviting space for relaxation.

4.95 out of 5 average rating, 382 reviews

Modern Waterfront Condo - Captivating Sunset Views

This waterfront one bedroom condo will be your perfect place to relax and make new beautiful memories whether is for holiday or business. It has a fully equipped kitchen. Laundry and dryers are coin operated located at third floor. Guests are allowed to use resort’s common areas like heated pool, fire pit bar/ restaurant. Located near Tampa airport (TPA). Within walking distance of public beach restaurants, and Courtney Campbell trail. Resort doesn't have access to the beach.

ValueFamilyComfort

4.89 out of 5 average rating, 101 reviews

A large heated saltwater pool is framed by tropical palm trees and multiple lounge chairs. The building in the background features beige walls and large windows, creating a welcoming atmosphere. Umbrella-covered tables are visible to one side, providing shaded seating options.

Apartment in Tampa

Tampa Tropical-Saltwater Pool-10 Min to TPA

Take a break and unwind at this luxury apartment in the heart of Westshore. Killer location! -7 mins to TPA airport -5 mins to Raymond James -Walk to International Plaza Mall -10 mins to downtown Tampa Enjoy: -Saltwater pool w/ cabanas -2 level gym -Community game room w/ billiards & shuffleboard -Fully stocked chef's kitchen -Peaceful courtyard views -Gas grills -2 Flat screen Smart TVs -W/D in-unit -Complimentary coffee & tea -Dedicated parking upon request

LocationFamilyOutdoor spaces

A modern living area features a sleek futon couch with red cushions, positioned across from a wall-mounted television. Natural light floods in from sliding glass doors, which open to a private balcony with views of the waterway. Potted plants and decorative lighting add subtle accents.

4.92 out of 5 average rating, 549 reviews

Tropical Waterfront Escape

Custom-designed, privately owned condo that is both relaxing and peaceful. Located in the only all-water-front resort in the city makes this one of Tampa's best hidden secrets! The space is one of a kind and comes fully furnished and equipped with everything you could possibly want or need including a gourmet kitchen, heated pool, restaurant/bar, outdoor fitness circuit, volleyball courts, tiki huts, relaxing firepit, high speed WiFi ... and that's just the beginning!

ValueFamilyGrill

4.9 out of 5 average rating, 230 reviews

Sage & Sea | Mangrove View + Pool on Tampa Bay

Welcome to Sage & Sea 🌊 Tampa Bay water-view escape with sage green touches & Tulum vibes. Private balcony faces bay - spot dolphins, turtles & rays. Resort access at Sailport with heated pool year-round. Unbeatable location: ✈️ 10 min to TPA Airport 🏈 12 min to Raymond James Stadium 🎓 10 min to University of Tampa 🏖️ 30 min to Clearwater Beach 🏙️ 20 min to Downtown Tampa 2 futons, spa bath, full kitchen, workspace. Free parking + Self-Check-In.

LocationFamilyWifi

5.0 out of 5 average rating, 169 reviews

The grotto-style pool area features natural rock formations with cascading waterfalls and lush tropical plants. A hot tub is integrated into the design, providing a relaxing space. The serene water reflects the clear blue sky, while views of the bay are visible in the background.

Home in Oldsmar

Bayside Retreat your tropical oasis

"Bayside Retreat" is a Charming Private 1~bedroom/1 bath with full living room suite, located right on the water of upper Tampa Bay. Spend a quiet day lounging in the grotto pool, kayaking the bay, or a lazy day reading in the hammock. Enjoy breath taking sunrise and sunsets from the dock. Your own Tropical Paradise away from the rest of the world....... Just 15min to Raymond James Stadium. Centrally located 15 miles from TPA Airport

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