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Condo vacation rentals in South Pasadena

Find and book unique condos on Airbnb

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Popular amenities for South Pasadena condo rentals

Weekly condo rentals

Superhost
Condo in Clearwater Beach
4.8 out of 5 average rating, 143 reviews

Luxury condo at Avalon Club

EllenRating, 5 stars2 months ago
This facility was exactly what we needed, I will say I was kind of shocked that I thought I prepaid for everything and then was charged for parking as well as a resort fee… Still feel like it was a pretty reasonable price. I just wish she would’ve included it on the front end.
Superhost
Condo in Clearwater
5 out of 5 average rating, 3 reviews

Two Bedroom Deluxe, Clearwater Beach (A442)

ElizabethRating, 5 stars3 weeks ago
We had a great stay at William’s property. He was greet work with! Will book again for one next stay.
Top guest favourite
Condo in Indian Shores
4.85 out of 5 average rating, 41 reviews

BEAUTIFUL Condo w/Balcony ON THE BEACH

ZoeRating, 5 stars3 weeks ago
My family and I stayed here recently and absolutely loved the place and the location. We had to book it last minute after our other Airbnb cancelled 2 days before the trip. Joyce was very helpful and kind which was a relief after booking it such short notice. It’s right on the beach and the condo was super spacious, clean, and homey. We had easy access through her thorough and well communicated instructions. Absolutely no complaints. We hope to come back to the area and would stay with Joyce again! Very
Guest favourite
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 112 reviews

Renovated Condo! Across the Street From The Beach

DellaRating, 5 stars2 weeks ago
Great unit across the street from the beach. The photos matched the amenities. We felt right at home. Everything was fresh and clean. The neighbors were friendly. Beach chairs, umbrella, wagon, towels, and cooler were provided. Nice restaurants and market were within a 10-15 minute walk. We enjoyed our stay here.
Top guest favourite
Condo in Isla del Sol
4.98 out of 5 average rating, 50 reviews

Fully Renovated Waterfront Condo on Isla Del Sol

PattiRating, 5 stars3 months ago
BEAUTIFUL condo! Extremely impressed with how clean and well designed the condo was. We loved the stunning sunset views from the relaxing balcony over looking the water/bay. The furniture was very comfortable and the kitchen was equipped with everything we needed to enjoy a homey Christmas dinner! Thank you Joy and Sol, we look forward to booking again! Patti, Tom and Heather
Guest favourite
Condo in Madeira Beach
4.84 out of 5 average rating, 82 reviews

Special July 2025 - All Rooms Direct Beach Front

CatherineRating, 5 stars5 days ago
Despite the fact that the condo building is still recovering from Hurricane Helene (the elevator and pool needed repairs and was not available to us); we still had a wonderful vacation at Samuel's condo! Large and spacious place, very clean, all the comforts of home. The location was perfect...the beach was steps away; restaurants and stores- a short drive. We absolutely loved our stay!
Top guest favourite
Condo in Clearwater
4.93 out of 5 average rating, 144 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

TracyRating, 5 stars2 months ago
Great 3 Bedroom Condo! Loved the location! Clearwater Beach is a beautiful beach!
Superhost
Condo in Treasure Island
4.86 out of 5 average rating, 514 reviews

Beachfront Condo in Exclusive Resort

HollyRating, 5 stars1 week ago
We had the best girls’ trip (3 generations) this past week at Ocean Club! Our 4th story condo was PRISTINE! The amenities were perfect and the little extra touches were appreciated. The staff checked in on us through text several times and answered questions promptly. The daily towel service was a great feature with so many showers after beach & pool days. One thing that set Ocean Club apart from other condos we’ve stayed in was the checkout process. “Leave your keys on the counter and enjoy your morning!” They truly want you to enjoy every single minute of your visit and that made our morning so much more relaxing! We can’t wait to visit again!

Pet-friendly condo rentals

Top guest favourite
Condo in Indian Shores
5 out of 5 average rating, 13 reviews

Stylish Beachfront Condo, Stunning Views

ConnieRating, 5 stars1 week ago
The place was a gem! Perfect for a family with an in-law and little kids. The location was superb, quiet, peaceful, across the street from an ice cream shop, walking distance to restaurants and minigolf. Also a reasonable drive to take a day trip to Legoland. SO many things to do if you have a cloudy beach day. We felt very welcomed, the coffee bar was my favorite part of the kitchen. The view from the balcony is outstanding, I felt like I was always at the beach even if I was not in the sand. We can not wait to come back again!
Guest favourite
Condo in Madeira Beach
4.88 out of 5 average rating, 138 reviews

John's Pass/ Madeira Beach -2Bed / 2Bath

HollieRating, 5 stars1 week ago
Sitting on the back patio was our favorite spot to relax. It was fun to watch the boats and we even seen dolphins come up in there. It was a great location to walk to the beach and to the pier. Great little spot to get away and enjoy. I would for sure go back.
Top guest favourite
Condo in Tampa
4.95 out of 5 average rating, 19 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

JebRating, 5 stars3 months ago
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.
Guest favourite
Condo in St. Petersburg
4.95 out of 5 average rating, 184 reviews

Sea La Vie- Studio by the bay!

DebRating, 5 stars1 month ago
Allison is a great host! Very responsive and helpful. I’d give her a top tier rating! She’s the best.
Guest favourite
Condo in St. Petersburg
4.96 out of 5 average rating, 83 reviews

Updated Condo-Heated Pool-Private Balcony

BrigitteRating, 5 stars2 weeks ago
Space felt large due to smart design and quality furnishings. Murphy bed was genius! The view out the double sliding doors was just as described. Mother nature contributed to a perfect stay in St.Pete. I highly recommend the boat tour.
Guest favourite
Condo in Clearwater Beach
4.86 out of 5 average rating, 7 reviews

Harborview Oasis in Clearwater Beach

JackieRating, 5 stars2 weeks ago
Such a beautiful condo! We loved watching the dolphins right off the balcony! We paid for a dolphin tour and our kids said watching at the condo was better! The condo is beautiful and the owners are very responsive! Would stay again!
Top guest favourite
Condo in Seminole
4.97 out of 5 average rating, 145 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

DonaRating, 5 stars1 month ago
Sandra's Place was EVERYTHING thats in the posting. She has everything there for you in case u missed something while packing. The place feels like its urs, furnished well, felt like home. Thanks Sandra
Superhost
Condo in Redington Shores
4.73 out of 5 average rating, 186 reviews

2-Bedroom Beachside Condo on Redington Beach!

JudithRating, 5 stars7 months ago
We had a wonderful time in a beautiful area. There were only two of us but it was large enough for a family of 4 to 6 very comfortably. We did not cook but the kitchen is equipped for everything you would need to prepare meals for sure. The pool was warm as I dipped in my toe to check it. You can walk through the pool area directly onto a private path directly to the beach. There was a blanket and beach towels setting for us. The forecast was for rain but God blessed us with 2 beautiful sunny days. 😍

Condo rentals with a pool

Guest favourite
Condo in Madeira Beach
4.87 out of 5 average rating, 78 reviews

Lovely-2 bedroom condo with 2 pools, Madeira beach

PatriciaRating, 5 stars2 weeks ago
Matthew was wonderful. He answered all of my questions. The condo was perfect; it was within walking distance to everything - most importantly the beach. Highly recommend.
Guest favourite
Condo in Madeira Beach
4.86 out of 5 average rating, 49 reviews

Walk to Beach,Extra Clean,WiFi, 2 Pools Staycation

AndreaRating, 5 stars9 months ago
Loved our stay. Have stayed at the Yatch Club before, but loved the size of this home. The second bedroom has twin beds but also a roll away bed in the closet (even though we ended up not needing it). The rooms were very large! We had everything we needed for the beach available to us, but the beach cart does need an update (should be larger and needs replaced (if you are coming with a larger family than 2). Every other thing you could possibly use at the beach is there at your disposal. The swimming pool is directly beside the house, which was awesome! The beds were comfortable and it is quiet! Will return here! (We stayed here for 3 weeks)
Top guest favourite
Condo in Clearwater
4.96 out of 5 average rating, 80 reviews

Welcome to your vacation home

GrantRating, 5 stars5 months ago
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there
Top guest favourite
Condo in Tampa
4.97 out of 5 average rating, 144 reviews

Tiki Themed Waterfront Condo on Tampa Bay

MichaelRating, 5 stars2 weeks ago
Words and pictures cannot explain how awesome the tiki theme is at this place. Floor to ceiling every inch is well thought out and fits the fun theme for a stay in Tampa. Chris was very responsive and informative of the entire experience from check in to check out. I would definitely seek to stay here again if ever in the area!
Superhost
Condo in Indian Shores
5 out of 5 average rating, 4 reviews

2,000 SqFt Condo w/ Private Indoor Poolside Cabana

JessRating, 5 stars6 days ago
We had a truly wonderful stay at this beautiful beach property with our young family and parents. The ambiance of the home was warm and inviting, with thoughtful touches throughout that made it feel like a true getaway. The location was perfect — just steps from the beach and close to everything we needed, yet peaceful and relaxing. We especially loved the pool, which quickly became a favorite spot for both kids and adults to unwind. The host was fantastic — responsive, kind, and incredibly helpful from start to finish. Communication was seamless, and every question we had was answered promptly and thoroughly. We couldn’t have asked for a better experience and would gladly return for another stay. Highly recommend!
Guest favourite
Condo in St. Petersburg
4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

GeraldRating, 5 stars4 months ago
The number one thing is that this has a beautiful view of the water out of the living room sliding glass door/window. The living room is large and comfortable. The beds are comfortable. The kitchen is functional to take care of yourself. The washer/dryer work well and have good capacity. Probably the only complaints are the parking is somewhat limited especially for a large SUV. The TV is not a "Smart" TV so I had to go out and buy a Roku to be able to watch shows. I never figured out how the cable worked. One can hear the road noise from the causeway, but surprisingly, it didn't keep anyone awake. Richard is easy to work with and responded fast to our numerous questions. I look forward to staying there again.
Guest favourite
Condo in Clearwater
4.94 out of 5 average rating, 116 reviews

POOL VIEW IN A MODERN CONDO - Feel at Home

SusanRating, 5 stars3 months ago
The condo was great. Impeccably clean and provided everything you might need during your stay. It was excellent value for the rate. It was also a very short and simple drive to get to Clearwater beach. I would definitely go back.
Guest favourite
Condo in Treasure Island
4.91 out of 5 average rating, 23 reviews

1br Condo with Pool and Palms View & Beach Access

SallyRating, 5 stars2 weeks ago
We had a wonderful time, loved the condo and Treasure Island. The condo was very comfortable and perfect for me and my 2 daughters. The walk to the beach was 5 minutes, just across the street. The beach is beautiful, we walked over every night to see the most gorgeous sunsets. We collected beautiful shells every AM. The pool was refreshing with beach towels and chairs provided. We enjoyed the patio at the condo which overlooks the pool. Jordyn was wonderful to work with and answered all questions we had very promptly. Nicest property manager I've ever worked with, we definitely will go back. And its close to the airport. We really enjoyed everything!

Quick stats about condo rentals in South Pasadena

  • Total rentals

    140 properties

  • Nightly prices starting at

    $69 CAD before taxes and fees

  • Total number of reviews

    6.5K reviews

  • Family-friendly rentals

    60 properties are a good fit for families

  • Rentals with a pool

    120 properties have a pool

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

Destinations to explore