South Pasadena Vacation Rentals & Private Rental Homes.
84’YACHT, DEEP FALL DISCOUNTS,KING BEDS,MASSAGES,CHEF,KAYAKS,SUP
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 .......
9.8 Star Review
4 Bedrooms
- Sleeps 9
South Pasadena Vacation Rental
Pets Allowed 
Amazing Location! Five Minutes from the Beach! Family-Sized Condo
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.......
Updated 2nd floor 2/2 Condo just 5 minutes to top-ranked St Pete Beach
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 .......
Welcome to Seashell Home
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!!.......
10.0 Star Review
3 Bedrooms
- Sleeps 4
South Pasadena Vacation Rental
Pets Allowed
Stylish & Eclectic Modern 2/2 Apt - WeAreGrateful
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.......
Stylish & Eclectic Modern 2/2 Apt - WeArePeaceful
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.......
Sandy Shores Oasis
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.......
Stylish & Eclectic Modern 2/1 Apt - WeAreJoyful
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.......
Stylish & Eclectic Modern 2/1 Apt – WeAreAuthentic
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.......
**Home away from home**
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 .......
3BR Family Home: SwimSpa, Huge Backyard, Volleyball Court, Fun Games
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 .......
LUXURY PENTHOUSE, Fully Upgraded & Modern, Sunset Heaven: The Getaway Pad!
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!
Waterfront Living• Heated Pool• Luxury Coastal Snowbird Paradise • St Pete Beach
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........
1 Bedrooms
- Sleeps 4
South Pasadena Vacation Rental
Modern home near St Pete Beach w/ saltwater pool
Summary:
Welcome to your relaxing South Pasadena getaway, a comfortable entire home designed for easy coastal living and time well spent together.
- Sleeps 7 | 3 bedrooms | 4 beds | 2 baths
- Salt water pool w/ option to add heat
- Spacious indoor & outdoor living areas
- Large full kitchen & dining space
- Pet-friendly & long-term stays allowed
- Quiet neighborhood near beach & dining
The Space:
Soft coastal light fi.......
9.2 Star Review
3 Bedrooms
- Sleeps 7
South Pasadena Vacation Rental
Pets Allowed
Waterfront condo near beaches | 55+ community
Welcome to relaxed coastal living in one of South Pasadena’s most sought-after active 55+ waterfront communities. This beautifully appointed first-floor condo offers comfort, style, and breathtaking full water views from both the main living areas and your private patio.
Residence Features
• First-floor condo with easy access and no stairs
• Tons of natural light in this corner condo
• Stunning full water views from main living spaces
• Private waterfront patio perfe.......
2 Bedrooms
- Sleeps 4
South Pasadena Vacation Rental
Bay Island Getaway!!!
Welcome to your coastal retreat in this beautiful 3-bedroom, 2-bath third-floor condo. Everything you need for an extended stay. Modern kitchen and bathrooms to the stylish living room and bedrooms, ensuring a comfortable and contemporary stay.
The spacious primary suite features a king bed, ensuite bath, and large windows looking out to the water. The first guest bedroom offers to twin beds and the second has a queen size bed. Both share a hall bath. Step outside and take in the unobstr.......
3 Bedrooms
- Sleeps 6
South Pasadena Vacation Rental
Great View, Resort Perks! Waterfront St Pete Condo
Bay Island 55+ Community | Frequent Dolphin Sightings | Beach Gear Provided | Ground-Floor Unit
Searching for your new home away from home in the Sunshine State? This waterfront condo on Boca Ciega Bay checks all the boxes — spectacular coastal views, dolphin sightings right outside your window, and a community pool to cool off between beach runs. With John's Pass Village nearby, you can spend the day exploring the shops and still be back to catch golden hour from your own lanai.
-- THE .......
Cozy 2-bedroom 2 bath condo on the water in South Pasadena
Fall in love with this custom-designed, 2-bedroom, 2-bathroom waterfront condo that was fully renovated in 2018 with a sleek, open-concept design with high-end finishes. The gourmet kitchen features top-tier appliances, a wine cooler, and quartz countertops. Modern upgrades include advanced wiring, LED lighting, updated plumbing, and a smart thermostat. Located in the desirable Bay Island community, the property offers resort-style amenities, including 24-hour security, six pools, tennis courts,.......
2 Bedrooms
- Sleeps 4
South Pasadena Vacation Rental
Hemingway & The Sea
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. .......
1 Bedrooms
- Sleeps 2
South Pasadena Vacation Rental
Waterfront Resort Style Condo Near St Pete Beach
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.......
Studio
- Sleeps 6
South Pasadena Vacation Rental
Pets Allowed