
Condo vacation rentals in Longboat Key
Find and book unique condos on Airbnb
Top-rated condo rentals in Longboat Key
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Longboat Key condo rentals
Condo rentals with a pool

Condo in Clearwater
4.96 out of 5 average rating, 79 reviewsWelcome to your vacation home
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there

Condo in Tampa
4.96 out of 5 average rating, 132 reviewsTiki Themed Waterfront Condo on Tampa Bay
The Tiki Condo is exactly as described - magical and a great time. We spent our girl’s weekend here, and it was the perfect accommodation. Chris’s check in and check out descriptions were clear and he was super responsive to any requests that popped up. 10/10 and would book again.

Condo in Osprey
4.89 out of 5 average rating, 9 reviewsLovely 2 bedroom condo with pool & tennis courts
This is our second year staying in this complex. There are many walking trails that are a short drive, close to several beaches, restaurants and grocery stores.

Condo in St. Petersburg
4.9 out of 5 average rating, 58 reviews2 bedroom condo with a pool on Boca Ciega Bay
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.

Condo in Bradenton
4.87 out of 5 average rating, 71 reviewsLakeside Condo. Beaches, Restaurants, IMG nearby.
This was a great stay !! The location very convenient ! Very nice and place ! Has 2 bathrooms ! Access to the back yard with a nice pond view ! It has balls and games for the family to use ! And chairs to take to the beach ! Will be back ! Totally recommend !

Condo in Seminole
4.97 out of 5 average rating, 143 reviewsSUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra’s place is lovely! Extremely clean, comfortable, and well stocked kitchen and toiletries. She really has thought of everything. It was helpful having ziploc bags and containers for packing food on the go, spices and pantry essentials, first aid kit for a bandaid that was needed, fans for the bedrooms, etc. I stayed here for a girls weekend and the three of us would all highly recommend it!

Condo in Sarasota
4.97 out of 5 average rating, 61 reviewsPeaceful retreat, pool, hot tub, near Siesta Key!
Great place to stay! It was a very safe community with nice extras and was pretty close to the beaches. So nice to have the extra beach supplies to go shark tooth hunting at Caspersen Beach. The condo was clean and spacious.

Condo in Clearwater
4.93 out of 5 average rating, 143 reviews5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
David's place was absolutely amazing! We have never stayed in an AirBNB before, but the next one will definitely have big shoes to fill. David has everything you could want and more. The pictures matched exactly what we got. He had beach toys, beach towels, coolers. wagon, beach chairs. umbrella, and many other things. Kitchen had everything you would have at home. The only thing you will need to bring is clothes. Every time I contacted David before our vacation, he responded usually within a few hours. While we were there he answered almost immediately. I can't say enough good things about David's condo and him as an owner. Highly recommend! Watching the dolphins during breakfast was a plus! Thank you for everything David!
Weekly condo rentals

Condo in Clearwater Beach
4.81 out of 5 average rating, 141 reviewsLuxury condo at Avalon Club
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.

Condo in Madeira Beach
4.83 out of 5 average rating, 42 reviewsSpacious Beachfront Condo on Madiera Beach! (#106)
The place was as described and the location was perfect. The views were great, couldn’t be any closer to the beach.Could walk to a lot of places to shop, eat or drink. The condo itself was very roomy and can fit 6 to 8 people easily. Comfy beds and couches and recliner chairs. Balcony was really nice to sit in the morning and late afternoon. The only thing negative that I can say is it could use some updating esp in the bathroom(shower). The guest room with the 2 beds could use some better cleaning, dust on the ceiling and lots of dust on the wall decor. Not the owners fault, cleaning company just needs to do better but I understand they don’t have alot of time in between to turn the unit over.But other than that the place was great and had everything you need. My husband loved the huge TV in the living room. Now he thinks we need one🙄 I would definitely book again in the future. Lisa

Condo in Indian Shores
4.85 out of 5 average rating, 40 reviewsBEAUTIFUL Condo w/Balcony ON THE BEACH
we stayed at Joyce's apartment for 7 days. it was wonderful and very comfortable and close to the beach and the pool. we had everything we needed right there. we will definitely book with Joyce again. We had an awesome vacation thank you Joyce.

Condo in Sarasota
4.84 out of 5 average rating, 62 reviewsPrivate Beach Access.Siesta Key.WiFi. Pool. Grill
Great place to stay, with easy hassle free check in. Host was very responsive to questions and very willing to accommodate us for a special request. Great hosts! Thsnk you!!

Condo in Indian Shores
4.92 out of 5 average rating, 12 reviewsSpring Specials minivans at airports
We thoroughly enjoyed our stay. View was beautiful. So peaceful. Philip was so pleasant and checked on us via text to see if we needed anything. We will definitely come back to this wonderful condo.

Condo in Treasure Island
4.87 out of 5 average rating, 504 reviewsBeachfront Condo in Exclusive Resort
Me and my kids absolutely loved it!

Condo in Clearwater Beach
4.89 out of 5 average rating, 45 reviewsApril Availability |Bay Front| FREE Parking
Karen’s home in Clearwater was better than expected! The condo was beautiful and incredibly spacious for four adults to comfortably enjoy the many areas to relax. We loved sitting outside on the deck in the early morning for coffee, after the beach to relax, and in the evening at night looking at the stars. The place was incredibly well equipped and well decorated. Comfortable furniture, well stocked kitchen, large comfortable beds, great living room and outdoor furniture that allowed us all to sit together and enjoy the space. Karen was a great host - really helpful, checking in to ensure everything was going well and we were enjoying the space. She provided the perfect amount of proactive communication and was wonderfully accommodating to our group. We really enjoyed our stay and look forward to coming again soon! Thank you for sharing your lovely home, Karen!

Condo in Bradenton Beach
4.89 out of 5 average rating, 132 reviewsTropical Paradise Destination
Wonderful host - responsive, helpful and flexible around our departure time. The apartment is small but cozy, very well provisioned and extremely convenient. Just steps to the beach!
Pet-friendly condo rentals

Condo in Indian Shores
5 out of 5 average rating, 5 reviewsStylish Beachfront Condo, Stunning Views
Max's condo exceeded our expectations. The pictures showed a beautiful place, but it was even better than the photos! Everything was clean and all of the amenities were provided. Kitchen had everything you could want, bedrooms had comfortable beds, beautiful linens and towels. Great view with furnishings. Location was right in the beach in a very safe neighborhood. even beach equipment was available. Easy access to parking.

Condo in Bradenton
4.81 out of 5 average rating, 26 reviewsCortez Gardens #15, Close to Beach, 3B2B 10people
This air bnb was cozy and had everything we needed!

Condo in Madeira Beach
4.88 out of 5 average rating, 8 reviewsMBR 1507 - Coastal retreat in Madeira Beach!
Would absolutely stay here again! The views were beautiful and gorgeous from the condo, even the view from the parking garage was amazing. Right in the center of a lot of things to do, peaceful and super clean. The host was amazing at communication and was super helpful throughout the stay, really went above and beyond!!

Condo in Tampa
4.95 out of 5 average rating, 19 reviewsMJ’s Condo Minutes from TPA and Busch Gardens
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.

Condo in Treasure Island
4.88 out of 5 average rating, 17 reviewsIsland Getaway: 2BR Condo, Bay & Pool Views
I rented this for my family to celebrate some birthdays with some peace and the beach, the area was perfect across from the beach, Publix within walking distance, close to some really good restaurants. The apartment was very comfortable for our family of 4 and dog friendly. We loved that the building only has about 10-12 units and made our pool visits feel more private. When we checked in the front desk was very nice and they recommended some spots nearby. Our kids really liked the inflatable park nearby as well. We are already planning our next stay. Thank you Summer

Condo in Siesta Key
4.87 out of 5 average rating, 101 reviewsSiesta Village Short Walk to Beach w heated Pool
This place was fantastic with everything we needed. It was close to everything and a short drive to some of the other local activities. Short walk to multiple beach entrances and a cart, chairs, umbrella, etc. was all available to take to the beach. There’s a local shuttle that takes you all over the island for free and a market around the corner that’s fully stocked with everything you need to cook some meals there. We did the night time LED kayaking and then did the Mangrove Eco Tour with Kayaking SRQ, ask for Kaleb for the mangrove tour, the man knew everything about the area, its history, conservation, and gave some great restaurant and attraction recommendations in the area. Or… just hang out at the beach. We were there during tropical storm Debby and Kathryne communicated with us throughout. Absolute amazing stay… even with a tropical storm! We can’t wait to come back.

Condo in St. Petersburg
4.96 out of 5 average rating, 77 reviewsUpdated Condo-Heated Pool-Private Balcony
There is an incredible view off the deck! We enjoyed this greatly. Condo was clean and comfortable. We would highly recommend this place.

Condo in Clearwater Beach
4.83 out of 5 average rating, 6 reviewsHarborview Oasis in Clearwater Beach
Will definitely be staying again! Very quick to respond and very easy to work with !
Quick stats about condo rentals in Longboat Key
Total rentals
440 properties
Nightly prices starting at
ﺩ.ﺇ220 before taxes and fees
Total number of reviews
3.6K reviews
Family-friendly rentals
330 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
410 properties have a pool
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