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Best Vacation rentals and Airbnb offers in South Pasadena, FL
10 330 reviews
South Pasadena, FL
06/23 – 06/25
$242/nighttotal: $484 (2 )
Gulfport Art District! One Block From The Beach!
2 2
cottage , Gulfport
This Gulfport cottage, a short 5-minute walk from the Gulfport Casino and Beach and 2.6 miles from the Pasadena Shopping Center, offers convenient access to area attractions. This two-bedroom, one-bathroom vacation home sleeps four and includes a full kitchen with refrigerator, microwave, stovetop, and oven, laundry facilities, a terrace, and free parking, plus beach towels and sun loungers.
9.9 196 reviews
South Pasadena, FL
06/23 – 06/25
$254/nighttotal: $508 (2 )
Walk To Beach • Pool • Sleeps 4 • Spotless
1 2
apartment , St. Pete Beach
This St. Pete Beach apartment is steps away from the white sand of Upham Beach, with restaurants and bars within walking distance. It has earned excellent ratings for location, cleanliness, and user experience. The rental features one bedroom, one bathroom, and can accommodate up to four guests. It includes a fully equipped kitchen, beach essentials, a swimming pool, a courtyard with shuffleboard and a tiki hut, charcoal grills, and free parking.
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.
8.5 1598 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.
9.8 247 reviews
South Pasadena, FL
06/23 – 06/25
$271/nighttotal: $542 (2 )
The Sand Dollar - Historic Charm Meets Historic District Beach Chic
1 2
apartment , Gulfport
The Sand Dollar is a second-story apartment in Gulfport's Waterfront District, walking distance from the Pinellas Bike Trail, Stetson School of Law, and Eckerd College. It has received excellent ratings for location, cleanliness, and user experience. The apartment is a one-bedroom, one-bathroom unit with a guest capacity of four. It offers a unique blend of classic charm and modern beach vibes, with a private tropical patio, a fully equipped kitchen, free Wi-Fi, and Netflix.
9.0 2 reviews
South Pasadena, FL
06/23 – 06/25
$224/nighttotal: $448 (2 )
Winter Getaway! Walkable To Beach Access, Restaurants & Nightlife! Beach Equipment Included & Pet Friendly!
1 2
apartment , St. Pete Beach
This St. Pete Beach rental is a short walk from the beach, 4.2 miles from John's Pass, and 7-9 miles from Tropicana Field and the Chihuly Collection. This 300-square-foot apartment features one bedroom, one bathroom, sleeps three guests, and includes free Wi-Fi, on-site parking, a private patio, and a fully equipped kitchen with a microwave, fridge, and toaster.
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.
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.
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.
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.
9.9 287 reviews
South Pasadena, FL
06/23 – 06/25
$192/nighttotal: $384 (2 )
Gulfport+st Pete 2bd King Oasis, Close To It All!
2 2
house , St. Petersburg
This St. Petersburg duplex, located in a peaceful neighborhood near Central Avenue, offers easy access to St. Pete Beach, downtown St. Petersburg, and Gulfport Beach Boulevard, all within a 10-minute drive. The two-bedroom, one-bathroom house comfortably sleeps four guests and features a full kitchen with modern appliances, a fenced yard with outdoor seating, keyless entry, and beach supplies; free on-street parking is available directly in front.
9.4 3563 reviews
South Pasadena, FL
06/23 – 06/25
$158/nighttotal: $316 (2 )
Plaza Beach Hotel - Beachfront Resort
1 2
resort , St. Pete Beach
The Plaza Beach Hotel - Beachfront Resort is located in St. Pete Beach, Florida, directly on the Gulf of Mexico, within walking distance of shops, restaurants, and attractions. The hotel has received excellent ratings for its location, cleanliness, and overall experience. The hotel is a family-friendly resort with a variety of amenities, including a heated outdoor pool, shuffleboard, mini-golf, and a fitness center. Guests can enjoy a complimentary social hour with beer and wine, as well as room service from Chick-Fil-A.
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.
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.
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.
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.
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
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.
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.
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.
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?
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?
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.
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.
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.
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.
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
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.
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.
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.
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.