South Pasadena Vacation Rentals & Private Rental Homes.

The Lady Pearl elegantly welcomes you home to this four bedroom, two and a half bath floating luxury residence docked in her protected marina with on-board options galore!

Recent stem to stern remodel of this one-of-a-kind luxury yacht affords unparalleled on-board amenities and our updated interiors (winter of 2022) provide a cool fresh vibe you're certain to love.

Modern fine finishes and fabrics, state of the art lighting and electronics, 60" Samsung LED with surround sound and .......

House boat in South Pasadena
4 Bedroom Sleeps 9
Pet Friendly

The unit is in a perfect location in South Pasadena. Only 5 minutes from St. Pete Beach and Treasure Island Beach. South Pasadena is conveniently located near St. Petersburg, Clearwater and Tampa, and just a short drive to the Orlando area.
Our non-smoking condo is a two bedroom with a king size bed in master bedroom, and twin and double bed in second bedroom. Desk and chair if you work remotely is located in living room area. Fully renovated kitchen and stainless steel appliances, two full b.......

Condo in South Pasadena
2 Bedroom Sleeps 4

Large 2 bedroom 2 full bath condo with over 1,100 square feet of living space plus a screened-in lanai overlooking the marina.
Some of America's best beaches, St Pete Beach, Sunset Beach, Treasure Island Beach, Clearwater Beach are just minutes away.
Located in Pasadena Cove, a gated community with a marina and scenic walking paths.
Right next door is the clubhouse with a fitness center, billiards as well a pool and spa.
Nearby shopping, restaurants, golf courses, museums (including .......

Condo in South Pasadena
2 Bedroom Sleeps 4

Welcome to our calm & charming Home!
Your family will be close to everything when you stay at this centrally-located place. Just 1.9 miles from the upham/st pete beach access, close to bars, restaurants, art galleries, craft beer, nail Spa, local shopping and much more..
Private access & private stay. Large backyard to enjoy your Bbq & florida sunny days.
St Pete beach was voted #1 Beach in America by TripAdvisor!!.......

Vacation Home in South Pasadena
3 Bedroom Sleeps 4
Pet Friendly

Our apartment 'Grateful' is a combination of pleasing colors and a delicate attention to detail in every corner that will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches 4 minutes away driving, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

As you walk into this glamorous apart.......

Apartment in South Pasadena
2 Bedroom Sleeps 5

A combination of pleasing colors and a delicate attention to detail in every corner will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches under 5 minutes away, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

As you walk into this glamorous apartment you will feel how this carefu.......

Apartment in South Pasadena
2 Bedroom Sleeps 5

This vacation home is less than 3 miles from St. Petersburg Beach. With its prime location just moments away from the stunning beaches, this charming retreat offers an unforgettable experience for those seeking a relaxing and rejuvenating escape. The vacation home offers a fully equipped kitchen & multiple bedrooms, each thoughtfully designed to provide a restful retreat after a day of exploration.

KITCHEN

- Pots and pans, baking dishes, containers for leftovers

- Drinking g.......

Vacation Home in South Pasadena
3 Bedroom Sleeps 6

Our apartment 'Joyful' is a combination of pleasing colors and a delicate attention to detail in every corner that will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches 5 minutes away driving, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.

As you walk into this glamorous apartme.......

Apartment in South Pasadena
2 Bedroom Sleeps 4

Our apartment 'Authentic' is a combination of pleasing colors and a delicate attention to detail in every corner that will let you experience the magic of an eclectic space in the heart of St Petersburg. With the beautiful sand beaches just 5 minutes away, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s diverse restaurant scene and visit the museums displaying art permanent collections and traveling exhibits.
As you walk into this glamorous apartment y.......

Apartment in South Pasadena
2 Bedroom Sleeps 4

Why book 3 or 4 hotel rooms when you can book this beautiful and completely remodeled 4-bedroom, 2.5 bath 1788 sq. ft. home, centrally located in desirable South Pasadena Florida. Professionally decorated in a contemporary beach décor, stunning, spacious and very private!

There is no lack of amazing things to do around the home, but if you want to be close to the St. Pete Beach, you are only 2.5 miles away and 6.5 miles to downtown St. Pete where night life entertainment abounds. Visit .......

Vacation Home in South Pasadena
4 Bedroom Sleeps 10

The perfect family escape with backyard fun!

Just a couple min from the beach, our expansive backyard is your playground, boasting a covered, screened patio with a Fire Pit, SwimSpa, Sand Volleyball Court, Cornhole, & more beach/bbq games.

Walking distance to restaurants, stores & the coast, it’s perfect for families or groups seeking a memorable beach vacation.

2 king-sized beds and a twin-over-queen bunk bed.
Pack-n-Play crib and changing table are also available for .......

Vacation Home in South Pasadena
3 Bedroom Sleeps 8

RARE Luxury Penthouse corner unit, fully updated, with the largest balcony in St. Pete Beach area to enjoy a relaxing Sunset, lay out, or just the beautiful bay.

30 Day minimum stay

GREAT LOCATION, 1.5 miles from St. Pete Beach, on Boca Ciega Bay, near #1 Ranked beaches in FL, restaurants, bars, etc.

15 minutes from Downtown St. Pete which has turned into a mini-Miami vibe, tons of LIVE music at night and during day, amazing shops, Pier, activities, markets, and fun!

Condo in South Pasadena
2 Bedroom Sleeps 4

Gated waterfront condo in South Pasadena offering the perfect mix of relaxed coastal living and convenience. Spacious 1-bedroom, 1.5-bath with open, bright and inviting layout designed for comfort and privacy. Enjoy waterfront views, easy access to beaches, and a secure, peaceful community , ideal for snowbirds, remote workers, or extended stays........

Condo in South Pasadena
1 Bedroom Sleeps 4

Summary:

Welcome to your relaxing South Pasadena getaway, a comfortable entire home designed for easy coastal living and time well spent together.



- Sleeps 9 | 3 bedrooms | 4 beds | 2 baths

- Salt water pool w/ option to add heat

- Spacious indoor & outdoor living areas & BBQ grill

- Large full kitchen & dining space

- Pet-friendly & long-term stays allowed

- Quiet neighborhood near beach & dining



The Space:

Soft coas.......

Vacation Home in South Pasadena
3 Bedroom Sleeps 9
Pet Friendly

Welcome to your waterfront retreat on Florida’s sunny Gulf Coast! Nestled in the coveted Hemingway Condos, this beautifully updated vacation home is just what you’ve been looking for. Foremost, you’ll love the breathtaking views from your private 4th floor balcony. Spend each morning sipping coffee while watching boats float by or enjoy an evening cocktail at sunset. The island life you crave is within reach.

Step inside, and you’ll notice the attention to detail throughout. .......

Condo in South Pasadena
1 Bedroom Sleeps 2

Enjoy an extended stay in this spacious 2BR/2BA condo located in a beautiful waterfront community in South Pasadena. Relax by one of 6 pools, play pickleball or tennis, soak in the hot tub, or spend the day at nearby St. Pete Beach just 1 mile away. The community also offers a fitness center, billiards room, and scenic Intracoastal views. Perfect for snowbirds, remote workers, and longer Florida getaways.

Welcome to your Florida home away from home.
This comfortable 2-bedroom, 2-bath c.......

Condo in South Pasadena
Studio Sleeps 6
Pet Friendly