Vacation rentals with a pool in South Pasadena

Glorious Sunsets - Beachfront 2BR Condo

Your perfect getaway on the stunning shoreline of Sunset Beach where soft sand, shimmering waters, and sunsets are part of every day. This spacious unit offers all the comforts and amenities you’d expect, with plenty of room to relax, unwind, and make yourself at home. Just a short walk to laid-back beach bars, restaurants, and live music. Iconic John’s Pass Village is a short drive, where you can enjoy dolphin and sunset cruises, fishing charters, jet ski & boat rentals, shopping, and dining.

Rincón Divino MB 2 Balconies, Ocean & Marina Views

EXCLUSIVE: Saturday checkout is at 5pm. This condo features 2 private balconies, w/ spectacular ocean & marina views. It's stylish decor, meticulously picked quality & comfortable furnishing/accessories are sure to please. It’s conveniently located just across the street from the pristine white sands and sunsets of the Gulf of Mexico. It is adjacent to the #1 tourist destination in the county, John's Pass Village. The property offers a heated swimming pool, hot tub, fitness room & event center.

Inground Pool w/ Game Room - Fully Renovated House

Beautifully remodeled 3 bedroom 2 bath farmhouse with INGROUND POOL in the heart of Gulfport. Looking for the BEACH?(St Pete Beach, Treasure Island etc) We are 6 mins away! If you are looking for amazing restaurants and bars in the middle of St Petes we are only 10 minutes to DOWNTOWN! If your are here for some baseball we are 15 minutes away from Tropicana field and St Pete Pier! If you are looking to explore In clearwater or Downtown Tampa we are only 25 minutes away including TAMPA Airport!

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.

Gulfside Resort: 3 bed, 2 bath /pool access

Welcome to GulfSide Resort, a family-owned gem just a block and a half from St. Pete Beach! Our comfortable vacation suites face a beautiful pool and are a short stroll away from beach bars, restaurants, and shopping. Enjoy our pool, shuffleboard, and putting green, plus complimentary beach chairs and toys. Perfect for group gatherings, we can host up to 35 guests comfortably. Experience relaxation and fun with your loved ones at GulfSide Resort—your ideal vacation spot! The house sleeps 6.

St Pete Retreat WalktoBEACH*HeatedPOOL*PrivateYARD

Come enjoy this getaway vacation home on St Pete Beach!! A one of a kind, fully renovated beach house with pool and private backyard, to provide you with a luxurious yet cozy place to stay. In prime location on St. Pete beach, and a short walk to Treasure island beach! A vacation here offers comfort at home, relaxation at the beach, fun filled outdoor activities (biking, tennis, boat rentals), all while enjoying the vibrant St Pete Beach scene full of amazing beach restaurants and bars.

Renovated 2BD Beach Getaway in Prime Location!

Walk to waterfront restaurants, bars, and white sandy beaches all within 15 mins. Perfect home base for your vacation! This bright ground floor 2BR/2BA condo has been renovated from top to bottom sleeping 4. We're excited to be able to share our home again after the completion of our renovations following the Hurricane in 2024. Our place has the largest, private patio —steps from the pool - and many extras such as beach chairs, umbrella, kitchen appliances, and more for you to enjoy.

Shipwreck Bungalow

Shipwreck Bungalow, your own private paradise! Nestled in a quaint Gulfport neighborhood. Just 10 minutes from St. Pete beach, 10 minutes from lively downtown St. Pete and a few short minutes from funky downtown Gulfport. The Bungalow is surrounded by palms, tropical plants and flowers, beautiful outdoor shower, Tiki bar, heated stock tank pool, fire pit, outdoor games, grill and spacious outdoor seating area. Enjoy lounging by the pool or exploring all this sunny area has to offer!

Hibernate in our Bear Creek Home

This 3 bedroom 2 bath home is located in beautiful Bear Creek. Don't worry, no bears! Great place to relax and enjoy the pool, in a quiet, safe neighborhood. Next to Pinellas Trail, a 40 mile paved trail. Great for walking, running and biking. You can bike downtown 6 mi or 4.6 miles to beaches. We have bikes and for those more adventuresome we have kayaks you may use. House features stable, high speed internet. Close to great restaurants, drugstores, supermarkets and coffee shops.

ST Urban Oasis heated pool

Located in unincorporated St. Pete, you can keep it simple at this peaceful and centrally-located oasis. Want to be near the city and beaches while having your own private backyard sanctuary? This is your place to enjoy it all. This home features two bedrooms, one bathroom, and a private heated pool. The backyard has been filled with beautiful large palms, bamboo, and other zen features to allow you and your family to enjoy a relaxing and easily accessible stay in beautiful St. Pete.

Beachfront Condo in Exclusive Resort

The most stunning views from this brand new condo directly on Treasure Island Beach. This lovely unit is on the 4th, 5th, or 6th floor and provides sweeping views of the ocean. This units has 2 bedrooms and 2 full bathrooms. The inviting open concept living area has one of the best views of the ocean, especially when the retractable sliding doors are opened. The dining table on your private balcony provides a perfect dining area, with the ocean providing a beautiful backdrop.

St. Pete Beach Condo • Heated Pool • Walk to Beach

Relax in this bright, first-floor beach condo just a 4-minute walk to St. Pete Beach. Enjoy a full kitchen, king bedroom, washer/dryer in unit, fast WiFi, and a comfy living area with a sleeper sofa. The gated community offers a heated pool, grilling area, and free parking. Beach chairs, beach towels, and umbrellas are included—everything you need for an easy, comfortable getaway. Walking distance to many restaurants and shops, making this the perfect location!.