
Condo holiday rentals in Bay Pines
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Top-rated condo rentals in Bay Pines
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Popular amenities for Bay Pines condo rentals
Weekly condo rentals

Beautiful Sunset and Bay Views
Great spot for us as a couple. Balcony views, pool, hot tub, close to fun beach areas. We seen manatees and dolphins everyday.

BOCA CIEGA Condominium - 107
This place is extremely beautiful! The other tenants are so kind which adds to the experience!

2MinWalkToBeach/HeatedPool/Balcony/BeachGear/Cart
Vanessa's place was great! As soon as we walked in we were very pleased. I've stayed in several units on the property and this one by far has been my favorite. Would definitely stay here again!

Updated Condo-Heated Pool-Private Balcony
We loved this property. The views were incredible. The view out of the sliding glass doors is even better than the pictures. We watched dolphins every morning. We loved being able to walk over to Doc Ford’s and eat. The bed was a little uncomfortable, but the rest of the unit was very accommodating and comfortable. All the staples you will need while there are also provided. We were sad to go!

Tampa Bay/St Petersburg Condo
Great place to stay! It was exactly the way it was described in the listing. Kamil was super responsive and answered any questions quickly! Highly recommend!

Madeira 2 Bed/2 Bath With View Of Beach & Sunsets
Great place for a quick and easy getaway vacation. Perfect across the street from beautiful beach. Pool seemed a little smaller than picture but was good size. There were pool crowds at points but not bad at all. And right next door to BOGO margaritas all day :-)

Gulf Waterfront Studio! Near Madeira Beach
Great stay! Has everything you need in a little studio and centrally located. Beautiful water view and we saw dolphins! The road is super loud out on the patio, but with the door shut at night it's not noticeable. Would stay again.

Paradise Found ! Pet friendly
excellent location,just a short drive away for food,shopping and beaches,easy in and out of condo with the keypad,plenty of parking,we watched dolphins playing in the bay one morning while having coffee,the only thing i would have liked to use the pool and hot tub after dark,other than that we feel lucky to have stayed here and highly recommend it.
Pet-friendly condo rentals

John's Pass/ Madeira Beach -2Bed / 2Bath
The place was super nice, clean, newer appliances, nicely decorated. We sat out and had coffee on the patio in the morning, overlooking the marina. The beach was just a short walk across the road. It was nice that there’s a crosswalk with lights right there. Overall, a very nice stay and I’d definitely recommend it!

Seasalt Breeze private cozy unit
Beautiful, very clean condo, very clean pool. Great location only a short drive to Clearwater beach. Margaret was very responsive to our questions and was an excellent host. Would highly recommend staying at this location.

Madeira Beach! Beachway Seminole
Our stay at Fred's place was absolutely wonderful! Very spacious for an apartment/condo. We were overwhelmed by the homey feeling, the decor, and all the amenities available for use. We enjoyed a couple trips to the pool, and took advantage of the beach towels, chairs and cooler. Fred was available for the few questions we had and his overall friendliness was refreshing. We would definitely stay again if we take another trip to Seminole or the Clearwater Beach area. Thank you Fred!

"The Merry Yacht" lovely condo 2/2
My son and I stayed at "The Merry Yacht" when in town for Eckerd college dorm summer move in. Condo exactly as described and she and her husband were consistently kind and timely with communication. They did not hesitate to allow my son to check in a few hours after I reached out the morning we arrived with a request as we were exhausted from early morning travel. Quiet, condo so comfortable and homey; pristine throughout. Safe and short walk to Starbucks and one of our favorite restaurants in St Pete - Tiki Docks. Would highly recommend and would definitely stay again!

Villa Al Golfo Pristine Waterfront Oasis
We honestly couldn’t have picked a better place to celebrate our birthdays. From the moment we arrived, the owners were so warm and inviting. They surprised us with a few welcome goodies, which was such a thoughtful touch and really made us feel at home right away. The unit was beautiful—clean, spacious, and honestly felt like a little slice of luxury. The bed was super comfortable, and the towels and bedding were incredibly soft and fresh—you can tell they really take pride in keeping everything in top shape. The view of the bay was amazing, and we got to watch dolphins swim by from the unit, which was just magical. They had canoes available for us to use, which made for a fun and peaceful afternoon out on the water. The location was perfect—just a short walk to the beach, shops, and restaurants. They gave us some great local restaurant recommendations too, and we ended up trying a few that we might have otherwise missed. Can’t wait to come back. Thanks Lyn & Frank

Amazing views on beachfront
It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.

Penthouse Condo on Water Steps to Beach+Johns Pass
Great stay in Madeira Beach. Very relaxing little town. Loved walking to everything. Fully equipped kitchen which helped us because we love cooking our own food. All the bars and hot spot were so close. Communication was friendly and instructions were clear. House was very clean. Loved the view from balcony.

Awesome Madeira Beach Location Close To It all!!!
Stayed for a weekend and everything was perfect! The location is amazing, right next to John’s pass and Madeira Beach. Nice little condo complex, quiet and safe neighborhood. Everything was as described inside. Would go back again, very happy with our stay.
Condo rentals with a pool

Minutes from the Beautiful Sandy Beaches!
Lindsay was an excellent host, and the condo was clean, private, and had excellent amenities!

Watch dolphins from the balcony! Top modern! #410
We had an amazing time! The view is beautiful just like the photos. Daniel was responsive and very friendly. The location was great and easily accessible! We had no issues with the air bnb and I would absolutely stay again. Thank you Daniel!

Madeira Beach getaway; walk to the beach
Wow great place and great hosts!! Conrad had no problem adjusting checkout time because we lost two days of our trip because of Tropical Storm Debbie and our plane was to leave much later that day. They also got in touch with us to see if we were doing well and if we needed anything because of the storm. Place was well equipped. We were 6 and it was great to have a shower that had its own door so that others could get ready in the bathroom. There was a half bathroom downstairs too! Just minutes to the beach, Dollar Tree, liquor store and Winn Dixie!! We would definitely stay here again!!

peace & quiet & relax on Boca Ciega bay!!
We really enjoyed the condo, everything was exactly as described. Balcony was very enjoyable for coffee and night caps. I wish we could of stayed at the pool after dark would be the only negative

Waterfront penthouse 1bdrm by Madeira beach
Kim.kindly let us check in 2 hours early and was very helpful Her place is beautiful with great views and we saw the dolphins in the bay Right beside Doc Ford's restaurant

3Br GULF FRONT, Best Views, POOL and Hot tub! BC
This condo was perfect for our family! The balcony overlooking the beach was great and the beach was perfect! Ellen’s place had beach chairs for all of us, as well as coolers and toys and the beach wasn’t crowded at all. It was also an easy drive to Clearwater and St Pete’s. I would definitely recommend and rent here again!

Elegant Waterfront Place for Two/Boca Ciega Resort
We loved it!!! We received free!!!! Water Soda Coffee Super nice and clean!! We will be back!!

Ideal beach getaway condo!
Excellent location to the beach. Lovey condo, as described and as in pictures listed. Host was very responsive and helpful.
Quick stats about condo rentals in Bay Pines
Total rentals
40 properties
Nightly prices starting at
$50 NZD before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with a pool
30 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Anna Maria Island
- Siesta Beach
- Dunedin Beach
- Anna Maria Public Beach
- Crescent Beach
- John's Pass
- Turtle Beach
- Bean Point Beach
- Busch Gardens Tampa Bay
- Raymond James Stadium
- Cortez Beach
- Lido Key Beach
- Amalie Arena
- Coquina Beach
- Gulfport Beach Recreation Area
- Vinoy Park
- North Beach
- Fort De Soto Park
- Tampa Theatre
- Jannus Live
- Curtis Hixon Waterfront Park
- ZooTampa at Lowry Park
- Splash Harbour Water Park
- Adventure Island