Family-friendly vacation rentals in South Pasadena

Comfortable 2BR condo, walk to all sand beach

No damage from hurricanes. Come, enjoy the beautiful West Coast of Florida. My condo is walking distance to a beautiful all sand beach, less than 10 minutes. Heated swimming pool and designated free parking for one car on the property. Many restaurants and bars within walking distance. 2 free lighted tennis courts across the street. Unlimited high speed Wifi. My building does not allow pets of any kind. I can't rent to groups of people under the age of 25. Just 1.5 hours to Disney/Universal

Adorable Suite: 15min to beach, 10min downtown

Entire apartment with a complete kitchen, full bath, A/C, WiFi (300mbps), you have a private entrance and all the comforts of home. Comfortable queen size bed. You are located 15 minutes from St Pete Beach and 10 minutes to downtown St Pete. You have off street parking. Very safe and quiet location. You have an easy check in via lock box after 3pm, and check out is simple, leave the key then lock the door behind you. We have plenty of secret spots to recommend. Very experienced Super Hosts.

The Flamingo Flat

This is a charming freshly painted mid-century modern "Old Florida Coastal" home! Great location with off-street parking. Fully furnished covered porch with ceiling fans in very private partially fenced yard. Just a 1 mile walk or ride to Gulfport Beach and Arts District, and 3 miles to Sunset Beach on the pristine Gulf of Mexico. Two bedrooms (1 queen and 1 twin). People of ALL sizes, colors, beliefs, cultures, religions, sexes and backgrounds are welcome here as long they DO NOT SMOKE!

Luxury studio in a jungle

This comfortable, private apartment is located above the detached garage of a restored 1930 house situated on a triple lot in one of the best neighborhoods in town. It's very close to lively downtown St. Pete, yet very quiet and private. The koi pond with cascading waterfalls is one feature of the lush jungly yard with pool and hot tub. A new 55" Samsung smart TV has just been installed. Enjoy Spectrum cable or sign into your streaming services.

Charming apartment in Historic Kenwood

Cute, spacious apartment located in Historic Kenwood, which was named 2020 “Neighborhood of the year” by NUSA. Our apartment is above our large garage. Lots of charm and just enough space to spread out a little for some privacy. Located close to downtown, walking distance to lots of restaurants, breweries and bars but still a short drive to our beautiful beaches. You access the apartment through our side gate and up an exterior stairway.

Gulfport Beach Studio on Bay

This rustic studio- 'the annex'- can be rented with Waterfront 1BR-Private Beach (https://www.airbnb.com/rooms/10678164) or 2BR Private Beach Paradise (https://www.airbnb.com/rooms/2459284) as an additional space on the same property. It is steps to restaurants, nightlife, public transport, the beach, and family-friendly activities. You’ll love my place because of the retreat-like feel, the light, the comfy bed, and the neighborhood.

Waterfront condo on top floor @ Boca Ciega Resort

Great view of water. Especially beautiful sunsets! Top floor end unit for privacy. Pinellas trail across the street to ride your bike or hike, a beautiful 38 mile trail. Plenty of restaurants nearby and grocery stores. Only 8 min drive to beach. 15 min from downtown St. Pete. Enjoy pool and hot tub overlooking the intercoastal or stay indoors and enjoy puzzles and games.

Lovely Home in Quiet Neighborhood!

This is a lovely home in quiet neighborhood. Beautiful wood laminate flooring, modern feel with wifi, 55" smart tv, Sleep Number queen bed and tv in master bedroom. Quick access to Tampa and St. Pete/Clearwater airports, beaches, nightlife and culture in St. Petersburg and Tampa plus shops, restaurants and malls. Getting around Tampa bay is a cinch from here!

Elegant & Relaxing Beachside Paradise - Pool

Hurricane Update!! This condo is currently undergoing a full renovation due to some storm damage, with a projected reopening date of July 15th. It will be refreshed and better than ever—stay tuned! The grounds have been completed, with some first-floor renovations still ongoing in the community, and the pool is open and heated!!