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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.

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.
Winter Getaway! Walkable To Beach Access, Restaurants & Nightlife! Beach Equipment Included & Pet Friendly! - South Pasadena, FL
9.7 4 reviews
South Pasadena, FL
06/23 – 06/25
$246/nighttotal: $492 (2 )

Winter Getaway! Walkable To Beach Access, Restaurants & Nightlife! Beach Equipment Included & Pet Friendly!

1 2
apartment , St. Pete Beach
Sala 6 is a St. Pete Beach rental, a short walk from the beach and approximately 4 miles from John's Pass Village & Boardwalk.
This 450-square-foot one-bedroom, one-bathroom apartment sleeps five and features free Wi-Fi, a fully equipped kitchen, private parking, and a terrace.
Perfect Cottage In Art District Of Gulfport - South Pasadena, FL
9.6 157 reviews
South Pasadena, FL
06/23 – 06/25
$219/nighttotal: $438 (2 )

Perfect Cottage In Art District Of Gulfport

2 2
cottage , Gulfport
This cozy cottage is located in the Art District of Gulfport's Waterfront District, just a short walk from the beach and downtown area. It has received excellent ratings for location, cleanliness, and overall user experience.
This one-bedroom, one-bathroom cottage is perfect for couples or solo travelers and comfortably sleeps up to 4 guests. Enjoy the fully equipped kitchen, private garden, and covered porch with a barbecue and seating area.
Gorgeous 2 Story Gulfport Original Sears Home - South Pasadena, FL
9.5 114 reviews
South Pasadena, FL
06/23 – 06/25
$309/nighttotal: $618 (2 )

Gorgeous 2 Story Gulfport Original Sears Home

3 2
apartment , Gulfport
This charming Gulfport beach house is located in a quiet neighborhood, just a short walk from the beautiful Gulfport Beach and a quick drive to the bustling downtown area. The house has received excellent ratings for location, cleanliness, and overall user experience.
The home offers 1190 square feet of space with three bedrooms, two bathrooms, and a capacity for five guests. Amenities include a modern kitchen with a refrigerator, microwave, and dishwasher, a private bathroom in the master suite, a spacious yard with a gazebo, and a gas grill for outdoor cooking.

Best South Pasadena, FL vacation rentals with parking

Pet Friendly~ Close To Beach~ Parking Included - South Pasadena, FL
9.4 13 reviews
South Pasadena, FL
06/23 – 06/25
$230/nighttotal: $460 (2 )

Pet Friendly~ Close To Beach~ Parking Included

1 2
apartment , Gulfport
This Gulfport beachfront condo is a 5-minute walk from Gulfport Beach and Casino, with Pasadena Shopping Center 2.7 miles away.
This 600-square-foot apartment sleeps four, features two bedrooms, one bathroom, a fully equipped kitchen, free WiFi, a balcony, on-site water park access, and barbecue grills, making it perfect for families.
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.
Private Cozy Suite // Beach Within 5 Miles - South Pasadena, FL
9.4 52 reviews
South Pasadena, FL
06/23 – 06/25
$132/nighttotal: $264 (2 )

Private Cozy Suite // Beach Within 5 Miles

2 2
apartment , St. Petersburg
This St. Petersburg apartment rental in Disston Heights offers convenient access to Pasadena Shopping Center, Tampa Bay, Tropicana Field, Gulfport Beach, and Palms of Pasadena Hospital, all within 6 miles.
The two-bedroom, one-bathroom unit sleeps three guests and includes free WiFi, parking, a kitchenette with a refrigerator and microwave, a Smart TV, and beach towels for nearby Gulfport Beach.
Tropic Terrace #32 - Beachfront Rental Apts - South Pasadena, FL
9.2 60 reviews
South Pasadena, FL
06/23 – 06/25
$316/nighttotal: $632 (2 )

Tropic Terrace #32 - Beachfront Rental Apts

1 2
apartment , Treasure Island
This beachfront rental is located just a 2-minute walk from Treasure Island and a short drive from Madeira Beach, John's Pass, and John's Pass Village and Boardwalk. It has excellent ratings for cleanliness, location, and user experience.
The apartment has one bedroom and one bathroom. Amenities include a heated pool, free Wi-Fi, a fully equipped kitchen, air conditioning, and a terrace/balcony.

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.

Bilmar Beach Resort - South Pasadena, FL
8.5 1597 reviews
South Pasadena, FL
06/23 – 06/25
$190/nighttotal: $380 (2 )

Bilmar Beach Resort

1 2
resort , Treasure Island
The Bilmar Beach Resort in Treasure Island, Florida is located directly on the Gulf Coast, just a short distance from the popular John's Pass Village & Boardwalk. This resort has earned high ratings for its cleanliness, location, and overall quality, making it a great choice for travelers looking for a comfortable and enjoyable stay.
The Bilmar Beach Resort offers spacious rooms and suites, ideal for families and groups. Guests can enjoy a variety of amenities, including two heated pools, a fitness center, a beachside fitness trail, a restaurant, a bar, and more.
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.
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.
519 - Island Inn - South Pasadena, FL
9.4 245 reviews
South Pasadena, FL
06/23 – 06/25
$346/nighttotal: $692 (2 )

519 - Island Inn

1 2
house , Treasure Island
This Treasure Island house is located just 1.5 miles from the St. Pete Beach Theatre and 3 miles from the Dolphin Landings Charter Boat Center, offering easy access to local attractions and activities. The property has received excellent ratings for its cleanliness, location, and overall experience.
The vacation rental has one bathroom and can comfortably accommodate up to three guests. Amenities include a fully equipped kitchen, air conditioning, a swimming pool, a terrace, a garden, parking, and internet access. Guests can also enjoy stunning sea views, a relaxing atmosphere, and proximity to the Boca Ciega Bay Aquatic Preserve.

Best South Pasadena, FL vacation rentals with air conditioning

- Paradise Ln-dolphin View - Boats Welcome !! - South Pasadena, FL
9.8 106 reviews
South Pasadena, FL
06/23 – 06/25
$260/nighttotal: $520 (2 )

- Paradise Ln-dolphin View - Boats Welcome !!

1 2
apartment , Treasure Island
This waterfront apartment is located in Treasure Island, just a short walk from St. Petersburg - Clearwater Beaches and a short drive from John's Pass Village & Boardwalk, offering easy access to a variety of attractions and activities. The apartment has received excellent ratings for cleanliness, location, and overall experience.
This one-bedroom apartment offers 460 square feet of space and can comfortably accommodate up to four guests. The apartment features a fully equipped kitchen, a spacious living area, a private balcony, and access to a variety of amenities including a swimming pool, a tennis court, and a spa.
45 M² Condo ∙ 1 Bedroom ∙ 4 Guests - South Pasadena, FL
9.3 3 reviews
South Pasadena, FL
06/23 – 06/25
$224/nighttotal: $448 (2 )

45 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Treasure Island
This Treasure Island condo offers direct access across from Sunset Beach and is a short walk to Caddy's Treasure Island and Ka'Tiki, with John's Pass Village and St. Pete Beach within a 25-minute drive.
This 470 sq ft, 1-bedroom, 1-bathroom apartment accommodates up to 4 guests and features a full kitchen, air conditioning, WiFi, and onsite parking, with a swimming pool and garden for guest enjoyment.
Funshine Pointe Capri: Intracoastal Views  Pool  Walk To Beach - South Pasadena, FL
10 171 reviews
South Pasadena, FL
06/23 – 06/25
$244/nighttotal: $488 (2 )

Funshine Pointe Capri: Intracoastal Views Pool Walk To Beach

1 2
apartment , Treasure Island
This Treasure Island waterfront rental is less than a mile from St. Pete Beach, John's Pass Village & Boardwalk, and St. Petersburg Municipal Beach, offering easy access to area attractions.
This 670-square-foot, one-bedroom, one-bathroom unit sleeps four and features a fully equipped kitchen, swimming pool, and on-site garden with barbecue grills.
56 M² Condo ∙ 1 Bedroom ∙ 4 Guests - South Pasadena, FL
9.5 22 reviews
South Pasadena, FL
06/23 – 06/25
$229/nighttotal: $458 (2 )

56 M² Condo ∙ 1 Bedroom ∙ 4 Guests

1 2
apartment , Gulfport
This Gulfport apartment rental is located 173 yards from Gulfport Beach Recreation Area and 5 miles from St. Pete Beach, offering easy access to Gulfport's attractions.
The 590-square-foot unit features one bedroom, one bathroom, sleeps four, and includes amenities such as a king-size bed, full-size sleeper sofa, in-unit kitchen with a fridge, on-site parking, Hulu Live, and a shared gas grill.
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