Condo vacation rentals in South Pasadena

An outdoor seating area is shown with a glass-top table surrounded by four blue chairs. Two charcoal grills are positioned nearby under palm trees, with a view of the water in the background. The screened cabana features a thatched roof, providing a relaxing atmosphere.

4.91 out of 5 average rating, 155 reviews

Waterside Studio in the heart of TI, walk to beach

Location!!! This charming 2nd floor studio is located in the heart of legendary Treasure Island on the Intracoastal waterway of Boca Ciega Bay, only 3-7 min walk from the beautiful Gulf beaches, restaurants, shopping, and many great beach bars. Relax in the heated pool, have a cookout with the grills and screened waterfront cabana, complete with TV and minifridge, and watch the sunset or fish on one of two docks as dolphins frolic in the warm Gulf waters around you! Your perfect vacation awaits!

4.96 out of 5 average rating, 183 reviews

~Shore Thing~ Coastal Exquisite Waterfront Condo

🏖️ Shore Thing Retreat 🏖️ 🐬 Marine Magic Awaits - Watch dolphins dance and manatees glide right by! 🌅 Sunset Serenity - Unwind with views as the sun melts into the horizon. 🚶 Beachside Bliss -Just steps away from powdery sands & shimmering waters of Treasure Island. ✨ Stylish Coastal Vibes - Immerse yourself modern interiors with a breezy beach flair. 🍽️ Chef’s Dream - Whip up delicious meals in a fully stocked, luxury kitchen. 👩‍💼 Service with Heart - Your comfort is my priority!

4.95 out of 5 average rating, 260 reviews

A private balcony offers a serene view of the bay, framed by lush palm trees. A glass table and two chairs are positioned for easy enjoyment of the surroundings, while the sparkling water glimmers under a clear blue sky.

Condo in St. Petersburg

Beautiful waterfront condo! Mins to beach!

Guests LOVE this condo! It's completely updated and very modern!. Enjoy 2 larger TV's, plus a GORGEOUS view from the 20' private balcony overlooking the Bay! This condo in St. Petersburg is in a great location close to all amenities with many restaurants nearby, including Doc Ford's next door, and shopping nearby. Lots to do; and a 6 minute drive to Madeira Beach! Close to fishing including deep sea. 1-bedroom with a King size bed, plus a new pull-out couch.. all new (not yet shown in pics)!

An aerial view captures a multi-story condominium overlooking a beach. Lush palm trees surround a heated pool area, with docks lining the waterfront. The expansive coastline is visible in the background, highlighting the scenic proximity of beach and bay.

4.99 out of 5 average rating, 200 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.

4.96 out of 5 average rating, 141 reviews

A cozy living area features a comfortable gray sofa and a blue accent chest. Large glass doors open to a balcony, showcasing water views. A ceiling fan provides a gentle breeze, while decorative elements like wall art and a rug add a touch of charm.

Condo in St. Petersburg

Waterfront condo | heated pool | hottub

Wake up to waterfront views! Sip morning coffee on 20-ft private balcony overlooking Boca Ciega Bay, watch dolphins, unwind in the heated pool & spa while taking in stunning sunsets. This quiet corner condo offers a serene escape minutes from Madeira Beach, St. Pete, and local attractions, perfect for couples or solo travelers. Highlights: • Direct waterfront views • Heated pool, hot tub • Nearby boat rentals, trails, & Madeira Beach • 5 mins to Gulf beaches + 15 mins to Downtown St. Pete

Superhost

A spacious living area is illuminated by natural light from large windows. Two sofas, one being a sleeper, are arranged around a circular glass table. The kitchen area features wooden cabinetry with a black countertop, while decorative wall frames provide a subtle touch.

Condo in St. Pete Beach

4.83 out of 5 average rating, 249 reviews

Amazing condo minutes to the beach*** heated pool

This beautiful and spacious condo near the beach is all you need for your perfect vacation! We are just a short 10- 12 minutes walk or 2 minutes drive to the closest beach and many restaurants and shops. Very close to the Caddy's on the beach ( 2 min drive), John Pass Village ( 6 min drive), drive to Downtown St Pete for night life and great restaurants. Egan park is very close and tennis courts are right across the street Heated Pool is available year around and open from dusk to down.

4.91 out of 5 average rating, 213 reviews

A scenic view of a heated pool is highlighted, with sun loungers positioned under yellow umbrellas along a sandy beach in the distance. A cozy living area features a comfortable couch and a dining table, while a second image showcases the inviting pool area with surrounding greenery.

Condo in St. Pete Beach

Quiet condo with heated pool- 4min walk to beach!

Experience the ultimate beachside getaway in our cozy 1st floor unit in a gated condo. Great choice for those wanting to relax like a Floridian with a pool and the beach just steps away. Enjoy this quiet section of Upham beach for your perfect vacation! Our condo comfortably accommodates up to 5 guests with a king bed, a memory foam sofa bed, and an air mattress. Washer and dryer, plus parking for 2 cars. Blocks away you’ll find dozens of restaurants, as well as grocery stores and shopping.

A well-maintained swimming pool is surrounded by palm trees and greenery, overlooking the intercoastal waterway. The clear blue water of the pool contrasts with the vibrant landscape, and a serene view of the water can be seen in the background.

4.99 out of 5 average rating, 135 reviews

Treasure Island 1 BR condo intercoastal waterfront

Beautiful 1 BR 1 bath condo with awesome water view of the intercoastal located in Westwinds Waterfront Resort 800 square feet with large living area including 65 in tv, queen sofa sleeper, full kitchen, king bed in master. Short walk to beach of Treasure Island. Grocery store, restaurants and bars all within walking distance. The Resort has heated pool, two gas grills, elevators and 3 docks and peaceful area to just sit and look at the water. Boats up to 24’ welcome with reservation.

The modern condominium complex features multiple balconies overlooking a pool area. Vibrant tropical plants surround the pool deck, which is equipped with lounge chairs and shaded umbrellas. Clear blue skies and palm trees add to the inviting outdoor space.

4.89 out of 5 average rating, 147 reviews

Beachfront Condo Resort on Treasure Island

Be among the first to experience this new condo resort. 992 sq ft of beachfront luxury with full resort amenities. These upper-floor corner units have gorgeous views of the ocean, and each room has a window with beach views. With 2 bedrooms and 2 bathrooms and a pullout couch in the living room, these units can comfortably house 6 people. After arriving in your open concept living area, you will access your private balcony through retractable sliding doors that let the ocean air in.

The image captures the serene waters of Boca Ciega Bay under a bright sky filled with fluffy clouds. Wooden docks extend into the water, with boats seen in the distance. Lush greenery frames the view, enhancing the natural beauty of the scene.

4.92 out of 5 average rating, 138 reviews

SolMate 2/2, boat slip, kayaks, beach, HGTV

Featured on HGTV Beachfront Bargain Hunt (Season 27 Episode 10). Newly renovated beach home, bright and beautifully appointed 2 bed/2 bath second floor condo with balcony overlooking Boca Ciega Bay. Modern beach decor. Only few steps to Treasure Island’s white sandy BEACH. Incredible water views from every window. 3 KAYAKS available (must sign waiver). Fun activities including ping pong, corn hole, etc. in common area. Only 6 units on property.