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South Pasadena, FL vacation rentals
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Best Vacation rentals and Airbnb offers in South Pasadena, FL

Top Vacation Rentals for Families in South Pasadena, FL

These kid-friendly vacation rentals in South Pasadena, FL keep you close to top city attractions for a stress-free family vacation.

Malyn 7, Waterfront Condo, Short Walk To Beach - South Pasadena, FL
10 10 reviews
South Pasadena, FL
06/23 – 06/25
$250/nighttotal: $500 (2 )

Malyn 7, Waterfront Condo, Short Walk To Beach

1 2
apartment , Treasure Island
This Treasure Island condo, located on Boca Ciega Bay, is a short walk from Gulf beaches and within two blocks of Gulf Boulevard's restaurants and nightlife, including The Floridian, Gigi's Italian, and VIP Mexican.
This first-floor unit offers 490 square feet of space, featuring one bedroom, one bathroom, and sleeping arrangements for four guests, plus access to resort amenities like a pool, grills, and fishing docks; complimentary baby equipment is available.
Beach & Boat Bliss - Boutique Hotel W/ Patio Views - South Pasadena, FL
South Pasadena, FL
06/23 – 06/25
$246/nighttotal: $492 (2 )

Beach & Boat Bliss - Boutique Hotel W/ Patio Views

1 2
apartment , Treasure Island
This waterfront condo in Treasure Island offers direct access to a shared dock and is located 0.3 miles from Treasure Island Beach, with local dining and attractions nearby.
This 450 sq ft, 1-bedroom, 1-bathroom unit accommodates up to 4 guests and features a full kitchen, air conditioning, a swimming pool, a spa, and parking, with a BBQ grill and patio for outdoor dining.
Relaxing Treasure Island Condo Steps From Beach, Watch Sunset From Your Balcony! - South Pasadena, FL
9.4 60 reviews
South Pasadena, FL
06/23 – 06/25
$233/nighttotal: $466 (2 )

Relaxing Treasure Island Condo Steps From Beach, Watch Sunset From Your Balcony!

1 2
apartment , Treasure Island
This 480 sq ft, 1-bedroom condo in Treasure Island's Sunset Beach district is located 50 meters from Sunset Beach, offering direct beach access and unparalleled sunset views from its balcony, and is a quarter-mile from dining and live music venues like Caddy's On The Beach and Katiki.
This family-friendly apartment accommodates up to four guests with a king bed and a queen sofa bed, featuring a fully equipped kitchen, air conditioning, a swimming pool, spa, and on-site barbecues, with proximity to Publix grocery store and cultural attractions like the Salvador Dali Museum.
Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants - South Pasadena, FL
10 68 reviews
South Pasadena, FL
06/23 – 06/25
$174/nighttotal: $348 (2 )

Charming Gulfport Town Guest Cottage Studio -Walk To Beach -Shops -Restaurants

1 2
studio , Gulfport
This Gulfport apartment rental is conveniently located a 10-minute walk from Gulfport Beach and Casino, and within 3 miles of the Pasadena Shopping Center and Palms of Pasadena Hospital.
This one-bedroom, one-bathroom unit sleeps two guests and offers a fully equipped kitchen, free WiFi, a private patio, fenced yard, and access to on-site amenities including a swimming pool, fitness center, and water park.

Best South Pasadena, FL vacation rentals with parking

St Pete Beach - South Pasadena, FL
8.2 4 reviews
South Pasadena, FL
06/23 – 06/25
$192/nighttotal: $384 (2 )

St Pete Beach

1 2
apartment , St. Pete Beach
This St. Pete Beach condo offers direct beachfront access, just a 3-minute walk to St. Pete Beach and 4.4 miles from John's Pass.
This 410 sq ft apartment sleeps up to 3 guests and features a kitchenette with a fridge and microwave, air conditioning, a swimming pool, a hot tub, and a private balcony.
Malyn 107, Waterfront Condo, Short Walk To Beach - South Pasadena, FL
8.7 18 reviews
South Pasadena, FL
06/23 – 06/25
$223/nighttotal: $446 (2 )

Malyn 107, Waterfront Condo, Short Walk To Beach

1 2
house , Treasure Island
This waterfront condo in St. Pete Beach offers stunning pool views and a balcony, located an 11-minute walk from Treasure Island's beaches and attractions, and a short drive from Sunset Beach and John's Pass Village & Boardwalk.
The 480-square-foot unit features one bedroom, one bathroom, sleeps seven guests, and includes a fully equipped kitchen with a dishwasher, free Wi-Fi, air conditioning, private parking, and access to a shared swimming pool.
Bella Sirena Inn - South Pasadena, FL
9.5 275 reviews
South Pasadena, FL
06/23 – 06/25
$163/nighttotal: $326 (2 )

Bella Sirena Inn

1 2
apartment , St. Pete Beach
This St. Pete Beach apartment is a short walk from St. Pete Beach Theater and a short drive from Dolphin Landings Charter Boat Center, putting you in the heart of the action. Guests consistently rate the apartment excellent for location, cleanliness, and overall experience.
The apartment has one bedroom and one bathroom, perfect for a couple or small family. Enjoy amenities like a swimming pool, terrace, garden, and free parking, along with a fully equipped kitchen and free Wi-Fi.
Beautiful 1 Br 1 Bath Condo On Intercoastal In Treasure Island - South Pasadena, FL
10 166 reviews
South Pasadena, FL
06/23 – 06/25
$310/nighttotal: $620 (2 )

Beautiful 1 Br 1 Bath Condo On Intercoastal In Treasure Island

1 2
apartment , Treasure Island
This one-bedroom condo is located in Westwinds Waterfront Resort in Treasure Island, just a short walk across the street from the beach and within walking distance of grocery stores, shops, restaurants, and bars. The apartment has received excellent ratings for user experience, location, and cleanliness.
This 800 square foot vacation rental comfortably accommodates up to four guests and offers a fully equipped kitchen, a spacious living area with a 65-inch Smart TV, and a master bedroom with a king bed. The condo also provides access to resort amenities like a heated pool, two gas grills, three docks, and a peaceful area to relax by the water, along with beach chairs, an umbrella, and towels for guest convenience.

Frequently Asked Questions about vacation rentals in South Pasadena, FL

  • Which walking or cycling routes are the best in South Pasadena, FL?

    South Pasadena is a great place to explore on foot or by bike. You can take a stroll along the waterfront on the Pinellas Trail, which runs for miles along the Gulf Coast. The trail is paved, flat, and perfect for a leisurely walk or bike ride.
  • What are the best Airbnb and vacation rentals in South Pasadena, FL?

    **Home Away From Home**, 2 Bed 2 Baths Eclectic Modern Apt - Wearegrateful and 2 Bedroom 2 Baths Eclectic Modern Apartment - We Are Peaceful are the most popular Airbnb and vacation rentals in South Pasadena, FL among travelers.

  • What sports or outdoor activites can visitors enjoy in and around South Pasadena, FL?

    South Pasadena is a great place to enjoy the outdoors. You can go fishing, kayaking, or paddleboarding in the Gulf of Mexico. There are also plenty of parks and green spaces where you can go for a walk, jog, or play a game of frisbee.
  • What are the most popular Airbnbs in South Pasadena, FL?

  • What other towns or cities can be easily accessed from South Pasadena, FL?

    South Pasadena is a great base for exploring the Tampa Bay area. You can easily drive to St. Petersburg, Clearwater, Tampa, and even Sarasota. You can hop on the Pinellas Trail and ride your bike to St. Petersburg, which is only about 10 miles away.
  • What are the best vacation rentals with a pool in South Pasadena, FL?

  • What amenities are commonly available in vacation rentals in South Pasadena, FL?

    Vacation rentals in South Pasadena usually come with all the comforts of home, like a kitchen, laundry facilities, and a living room. Many also have a private pool or hot tub, and some even have a view of the Gulf of Mexico.
  • What are the best rentals for families and kids in South Pasadena, FL?

  • What time of year is best to rent a vacation rental South Pasadena, FL?

    The best time to visit South Pasadena is during the spring or fall when the weather is mild and the crowds are smaller. You can also visit during the summer, but it can get hot and humid, and there are more tourists.
  • What are the best rentals or Airbnbs with a jacuzzi in South Pasadena, FL?

    The best vacation rentals or Airbnb with a jacuzzi in South Pasadena, FL are **Home Away From Home**, Pasadena Pineapple Palace and Gorgeous Home 10 Minutes To Madeira Beach With Jacuzzi.

  • What are the local dishes in South Pasadena, FL region?

    You'll find lots of fresh seafood in South Pasadena, so be sure to try some grouper, snapper, or shrimp. There are also plenty of great restaurants serving up classic Southern comfort food, like fried chicken, biscuits and gravy, and collard greens.

Destinations nearby

Best Vacation Rentals with Balconies in South Pasadena, FL

Enjoy stunning views from your private terrace when you book one of these vacation rentals in South Pasadena, FL.

Lorelei Resort Motel - South Pasadena, FL
8.4 468 reviews
South Pasadena, FL
06/23 – 06/25
$155/nighttotal: $310 (2 )

Lorelei Resort Motel

1 2
resort , Treasure Island
The Lorelei Resort Motel sits right on the waterfront in Treasure Island, just a short walk from the famous St. Petersburg - Clearwater Beaches and a quick drive to John's Pass Village & Boardwalk. Guests consistently rate this motel as "very good," enjoying its convenient location and comfortable accommodations.
The motel features rooms that can accommodate up to two guests and offers a variety of amenities to enhance your stay. Enjoy the outdoor space with a rooftop terrace, garden, and barbecue grills, or take advantage of the free Wi-Fi, parking, and room service.
Cute Cottage Near The Beach With Grill Enclosed Yard Wifi Wd Deck And Ac - South Pasadena, FL
9.2 10 reviews
South Pasadena, FL
06/23 – 06/25
$264/nighttotal: $528 (2 )

Cute Cottage Near The Beach With Grill Enclosed Yard Wifi Wd Deck And Ac

1 2
apartment , Treasure Island
This pet-friendly apartment is located in Treasure Island's Sunset Beach district, a 5-minute walk to St. Petersburg-Clearwater Beach and Sunset Beach, and near Splash Island Water Park and the Salvador Dali Museum.
This 530 sq ft unit accommodates up to 4 guests with 1 bedroom and 1 bathroom, featuring a full kitchen, air conditioning, a private garden, patio, and barbecue, plus an in-unit washer and dryer.
149 M² House ∙ 3 Bedrooms ∙ 8 Guests - South Pasadena, FL
10 3 reviews
South Pasadena, FL
06/23 – 06/25
$132/nighttotal: $264 (2 )

149 M² House ∙ 3 Bedrooms ∙ 8 Guests

3 2
house , Gulfport
This 1600 sq ft house in Gulfport's Waterfront District is a 5-minute walk from the main district and 1 block from the dog park, with the Pinellas Bike Trail located a half-mile away.
This pet-friendly accommodation offers 3 bedrooms, 2 bathrooms, sleeps 8, and features a fully equipped kitchen, two living areas with flat-screen TVs, a shaded patio, and complimentary bikes.
Short Drive To Famous Johns Pass Village! Free Parking, Pool And Hot Tub - South Pasadena, FL
8.0 4 reviews
South Pasadena, FL
06/23 – 06/25
$256/nighttotal: $512 (2 )

Short Drive To Famous Johns Pass Village! Free Parking, Pool And Hot Tub

2 2
apartment , Treasure Island
This Treasure Island beachfront condo is directly across from the Gulf of Mexico, offering easy access to the beach and proximity to area theme parks.
The 930-square-foot unit features two bedrooms, two bathrooms, and accommodates up to six guests, boasting a fully equipped kitchen, in-unit laundry, a private balcony with Gulf views, and resort amenities including a heated pool and hot tub.

Best South Pasadena, FL vacation rentals with air conditioning

Walk Everywhere | Beach, Dining, Pool + Parking - South Pasadena, FL
9.8 25 reviews
South Pasadena, FL
06/23 – 06/25
$156/nighttotal: $312 (2 )

Walk Everywhere | Beach, Dining, Pool + Parking

1 2
apartment , Treasure Island
This Treasure Island rental is a one-bedroom apartment, a four-minute walk from the beach and within walking distance of many restaurants.
The unit sleeps four guests in two full-sized beds and includes a full kitchen with a microwave, stove, and dishes, free Wi-Fi, cable TV, air conditioning, a swimming pool, and one assigned parking space.
41 M² House ∙ 1 Bedroom ∙ 2 Guests - South Pasadena, FL
9.8 9 reviews
South Pasadena, FL
06/23 – 06/25
$232/nighttotal: $464 (2 )

41 M² House ∙ 1 Bedroom ∙ 2 Guests

1 2
house , Treasure Island
This Treasure Island duplex, located in a peaceful neighborhood a two-minute drive from Treasure Island's beaches and two miles from John's Pass Village, offers easy access to local restaurants and attractions.
This 440-square-foot, one-bedroom, one-bathroom vacation rental sleeps two guests and features a fully equipped kitchen, air conditioning, a private garden, and access to a tennis court and parking.
107 · Boat Dock- Bbq Walk To Beach Great Views - South Pasadena, FL
9.7 163 reviews
South Pasadena, FL
06/23 – 06/25
$237/nighttotal: $474 (2 )

107 · Boat Dock- Bbq Walk To Beach Great Views

1 2
apartment , Treasure Island
This one-bedroom apartment is located in St. Pete Beach, just a short drive from Treasure Island, Sunset Beach, and John's Pass, making it a great base for exploring the area. The apartment has received excellent ratings for location, cleanliness, and overall experience.
The apartment is ideal for a small family or group of friends, with a comfortable layout and a capacity of three guests. You'll have access to a private pool and garden, air conditioning, a fully equipped kitchen, free Wi-Fi, parking, and a picnic area, ensuring a relaxing and enjoyable stay.
Unit 104 - Sandpiper Place - South Pasadena, FL
9.9 18 reviews
South Pasadena, FL
06/23 – 06/25
$183/nighttotal: $366 (2 )

Unit 104 - Sandpiper Place

1 2
apartment , Treasure Island
This Treasure Island condo boasts a poolside location, two blocks from the beach and walking distance to restaurants and shops.
The fully renovated one-bedroom, one-bathroom unit sleeps four, features a complete kitchen with dishwasher, and offers direct pool access, plus on-site amenities including a grill, cabana, shuffleboard, fishing dock, and coin-operated laundry; beach essentials are available upon request.
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