South Pasadena Vacation Rentals & Private Rental Homes.

South Pasadena Condo 5.0 Star Review

Enjoy this quiet, completely renovated one bedroom condo on Bay Island. The community has 5 pools, tennis courts, shuffleboard, billiard room and table tennis. Relax by the pool or stroll along the water in this very popular 55+ community. Just over a mile to the beach and surrounded by shopping and restaurants. The unit is on the 3rd (top) flo.......read more

1 Bedrooms - Sleeps 4
Condo in South Pasadena

South Pasadena House boat 5.0 Star Review

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

Rcent 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 .......read more

4 Bedrooms - Sleeps 9
House boat in South Pasadena

South Pasadena 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 .......read more

2 Bedrooms - Sleeps 4
Condo in South Pasadena

South Pasadena Condo 5.0 Star Review

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 .......read more

2 Bedrooms - Sleeps 4
Condo in South Pasadena

South Pasadena Vacation Rental 4.3 Star Review

Whether you're on vacation with the family, or traveling for work, this is your perfect home away from home! A quick 5 minute drive to St Petersburg Beach. Only 10 minutes away from Downtown St. Petersburg. Just 15-20 minutes away from Downtown St. Petersburg, Tropicana Field, St Pete Pier, Sunken Gardens, and Sawgrass lake park. Also, 25 minutes .......read more

3 Bedrooms - Sleeps 10
Vacation Rental Home in South Pasadena

South Pasadena Vacation Rental

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 & flor.......read more

3 Bedrooms - Sleeps 5
Vacation Rental Home in South Pasadena

South Pasadena Condo 5.0 Star Review

Beautifully furnished, comfortable and cozy 2 bed, 2 bath waterfront condo in the Highly Desirable Resort-Style 55+ community of Bay Island! The master bedroom offers a Queen Size Bed (Hybrid mattress) and the Guest Room offers a Double Bed (standard mattress) + a Twin Bed (Foam Mattress). This condo is located on the 3rd floor, with elevator acces.......read more

2 Bedrooms - Sleeps 4
Condo in South Pasadena

South Pasadena Condo 4.8 Star Review

Live on an island! Watch the Dolphins from your private balcony overlooking deep water canal to Boca Ciega Bay and the Gulf of Mexico. Or walk around the 1 1/2 mile trail inside this large gated condo complex with 6 heated pools, 2 spas, workout gyms, large clubhouse with ballroom, library, arts and crafts studio, marina, fishing dock and tenn.......read more

1 Bedrooms - Sleeps 2
Condo in South Pasadena

South Pasadena Apartment 4.9 Star Review

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 di.......read more

2 Bedrooms - Sleeps 5
Apartment in South Pasadena

South Pasadena Apartment 4.9 Star Review

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 th.......read more

2 Bedrooms - Sleeps 5
Apartment in South Pasadena

South Pasadena Vacation Rental

This vacation home in St. Petersburg Beach, FL, is a tranquil oasis. 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 .......read more

3 Bedrooms - Sleeps 6
Vacation Rental Home in South Pasadena

South Pasadena Vacation Rental

Savor your next stay in the St Pete area when you book this colorfully decorated South Pasadena vacation rental! Primely located within walking distance of a waterfront park and the SunRunner bus stop — and only 2 miles from St. Pete Beach — the 2-bedroom, 1-bath vacation rental offers easy access to plenty of activities. Whether you prefer sho.......read more

2 Bedrooms - Sleeps 4
Vacation Rental Home in South Pasadena

South Pasadena Apartment 5.0 Star Review

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 4 minutes away driving, you can feel the breeze as soon as you step outside. You also can try St Petersburg’s dive.......read more

2 Bedrooms - Sleeps 4
Apartment in South Pasadena

South Pasadena Apartment 5.0 Star Review

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 dive.......read more

2 Bedrooms - Sleeps 4
Apartment in South Pasadena

South Pasadena Condo

Brand new listing. Situated on Boca Ciega Bay. Amazing views wherever you look! Stunning 2/2 condo close to everything in St. Pete. Less than 2 miles from Upham Beach, and a little over a mile to historic Corey Ave. 10 minute walk to the new Sun Runner, grocery stores, hardware stores, etc. Park in your assigned space and walk, bike or bus an.......read more

2 Bedrooms - Sleeps 2
Condo in South Pasadena

South Pasadena Vacation Rental 4.9 Star Review

Newly remodeled 3br 2ba modern home only 4 minutes from St Pete Beach! Canal water access right in the backyard with Adirondack chairs on the dock for you to relax in. There is plenty of parking for up to 8-10 cars. There's enough space for an RV or boat. This property is pet friendly and near lots of great dining options.
Each bedroom is .......read more

3 Bedrooms - Sleeps 9
Vacation Rental Home in South Pasadena

South Pasadena Apartment

Welcome to your home-away-from-home, a splendid 3-bedroom, 1-bathroom haven ideally situated just 2 miles from the stunning Sunset Beach. Convenience meets comfort, as this unit is perfectly positioned two blocks away from Publix grocery, a public park, and tennis courts. Your gateway to exploration, this gem is only 30 minutes from Tampa airport a.......read more

3 Bedrooms - Sleeps 6
Apartment in South Pasadena

South Pasadena Apartment

Your Perfect Coastal Retreat Escape to our inviting 3-bedroom, 1-bath rental unit that promises the perfect blend of comfort, convenience, and beachside charm. Nestled just 2 miles from the pristine shores of Sunset Beach, and a stone's throw away from Publix grocery, a public park, and tennis courts, this location offers the ideal setting for a me.......read more

3 Bedrooms - Sleeps 6
Apartment in South Pasadena

South Pasadena Condo

Gorgeous 1 bedroom/1 bath condo on the 3rd floor located on the Boca Ciega Bay Intercoastal waterway. This lovely space was totally renovated in June 2021, including cabinetry, fresh paint, and new tub and tile in the beautiful bathroom, and handicap height toilet.

Beautifully decorated by the owner with very comfortable living room seating,.......read more

1 Bedrooms - Sleeps 3
Condo in South Pasadena

South Pasadena Vacation Rental

Welcome to our beautifully remodeled Key West style cottage home. This is an ideal location just minutes to the alluring white sandy beaches of Treasure Island and St Pete Beach. You are walking distance to shopping and dining. You can also walk to the brand new *free* SunRunner (psta.net/sunrunner/) which conveniently takes you to either downtow.......read more

1 Bedrooms - Sleeps 4
Vacation Rental Home in South Pasadena

South Pasadena Apartment

Conveniently located just 2 miles from Sunset Beach and a mere two blocks away from Publix grocery store, a public park, and tennis courts, this unit offers prime accessibility. It's a quick 30-minute drive to Tampa airport and only 15 minutes to downtown St. Petersburg. Fully furnished with all the necessary amenities, the unit also provides on-si.......read more

3 Bedrooms - Sleeps 6
Apartment in South Pasadena

South Pasadena Vacation Rental 4.6 Star Review

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.......read more

4 Bedrooms - Sleeps 10
Vacation Rental Home in South Pasadena

South Pasadena Condo

This quite fully furnished 2 Bedroom/2 bath condo is located on the first floor and is available for rent starting on 12/14/2022.
This condo comes with one parking stall and is conveniently located in a quite neighborhood that is only a short drive away from grocery stores and only 6 min drive to St Pete Beach.

This complex has a heated .......read more

2 Bedrooms - Sleeps 5
Condo in South Pasadena

South Pasadena Vacation Rental 4.9 Star Review

Arriving here is sure to bring a smile to your face! The vibrant colors of Florida immediately immerse you in a beachy atmosphere. This recently renovated home boasts 2 bedrooms, 1 bath, and an additional bonus room. The updated kitchen is an ideal spot for gathering after an enjoyable day at the beach. You'll find yourself within walking distance .......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in South Pasadena

South Pasadena Condo

3/3 1 level condo with semi private elevator into unit. Park across the street for close by exercise. Blocks to beach with sunrunner bus free out front to st pete beach and downtown St petersburg and trolley to North County beaches. Condo listed for sale and showings will be allowed with 24hr notice. Discounted to reflect any inconvenience. Thanks .......read more

3 Bedrooms - Sleeps 6
Condo in South Pasadena

South Pasadena Vacation Rental 4.8 Star Review

Central location with views of Palms & Florida flora. Gorgeous sunroom & large fenced-in backyard w/ tropical plants, a deck overlooking our creek, covered patio, Volleyball court, grill, hammocks, fire pit & enough room for yard games.

6 mins to St Pete Beach (rated #1 beach in 2021). 10 mins to central Downtown St Petersburg and 3 minutes .......read more

3 Bedrooms - Sleeps 8
Vacation Rental Home in South Pasadena

South Pasadena Vacation Rental

No expenses have been spared at this eloquent home that includes its own boat slip, fishing from the dock, pool (heated is an additional $300/month), jacuzzi and 70" tv. The outdoor kitchen and fireplace are great for entertaining and watching the sunsets in the evening.
The open gourmet kitchen is equipped with a large island perfect for gather.......read more

3 Bedrooms - Sleeps 7
Vacation Rental Home in South Pasadena

South Pasadena Condo

3 bd, 3.5 bath, 2 story 2,430 sf luxury penthouse condo w/panoramic views from every room of Boca Ciega Bay & Intercoastal waterway. Tastefully decorated. Fully equipped. Remodeled throughout. Sixteen ft cathedral ceiling living rm. Elegant dining rm. Large tv/family room w bar, frig, microwave, and amazing daytime and evening views. Two master sui.......read more

3 Bedrooms - Sleeps 8
Condo in South Pasadena

South Pasadena Condo

Newly renovated, CLEAN, waterfront condo, within walking distance to St. Pete Beach. Enjoy the Florida sunrises from your own fishing dock/sun deck and make sure to take advantage of the pool if it gets a little too warm!

PRIME LOCATION!!

John’s Pass, Edgemont Key, Pass a Grille, St. Pete beach, Sunset beach, Treasure Island and Ma.......read more

1 Bedrooms - Sleeps 4
Condo in South Pasadena

South Pasadena Vacation Rental

About this space
Relax with the whole family in this 2 bedroom 1 bathroom, and one game room house. Free parking in front of the house. Washer and dryer available to use. A little patio in the backyard, covered with retractable pergola, and an outside grill for those fun nights. Large tv in the living room, and a smaller one (40inch) in the “k.......read more

2 Bedrooms - Sleeps 5
Vacation Rental Home in South Pasadena

South Pasadena Vacation Rental

Come and Relax at this wonderful waterfront home tucked away in a quiet island in S. Pasadena. 2 bedrooms 2 bathrooms with a 2 car garage. Large Dock for fishing, boating and other activities. Short drive or a bike ride to the world famous St Pete Beach. Sleeps 6. Available April 1.......read more

2 Bedrooms - Sleeps 6
Vacation Rental Home in South Pasadena

South Pasadena Vacation Rental 4.7 Star Review

Located in the city center, this welcoming vacation home lets you experience it all in St. Petersburg. Thanks to the convenient onsite parking, you can either leave your vehicle behind and let your feet make short work of the 5-minute walk to Pasadena Shopping Center, or easily tackle the quick 5-minute drive to St. Petersburg - Clearwater Beach.......read more

3 Bedrooms - Sleeps 9
Vacation Rental Home in South Pasadena