Condo vacation rentals in Longboat Key
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Top-rated condo rentals in Longboat Key
Guests agree: these condos are highly rated for location, cleanliness, and more.
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Popular amenities for Longboat Key condo rentals
Weekly condo rentals
Condo in Sarasota
4.91 out of 5 average rating, 92 reviewsCozy, Clean & Crazily Convenient!
This condo was the perfect beach getaway spot. Being a block from the beach, it was a very quick and easy walk and the beach was quite and peaceful! The condo was also incredible comfortable. John and Dottie provided a list of wonderful restaurant suggestions and I have to agree with them that the spearfish grill was the best fish!
Condo in Clearwater Beach
4.81 out of 5 average rating, 134 reviewsLuxury condo at Avalon Club
This is an AMAZING place to stay. Staff was incredible and so nice!!!!!! So responsive when trying to book this place. The place is so clean and beautiful. The front desk staff was so insanely nice. And the girl I forget her name with brown long curly hair was the best. Does she ever go home? lol then the shorter lady working Monday was so nice too. Definitely worth it and I will be back. Amazing.
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 Clearwater
4.93 out of 5 average rating, 138 reviews5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.
Really great place! Spacious unit, enough bedrooms for the whole family, nice large balcony. It was well stocked with towels, beach toys/chairs, and cleaning supplies. It’s not right on the beach or in the heart of Clearwater, but close enough. 5 min walk to the beach, 15-20 min walk to Pier 60.
Condo in Sarasota
4.84 out of 5 average rating, 94 reviews5209B Calle Menorca - Siesta Key Village Condo
This place was a fantastic place to stay! Great pool, the perfect area with walking distance to everything. Unfortunately due to the hurricane the beaches were closed but still wanted to come support the locals & their businesses. Thankfully they got the pool cleaned up & ready for us when we arrived. We really had a great time here.
Condo in Treasure Island
4.86 out of 5 average rating, 472 reviewsBeachfront Condo in Exclusive Resort
Ocean Club is a beautiful place to stay. We were right on the beach and loved the rooftop private deck for sunset views. The staff were very helpful and available if we needed anything. This was a clean, well kept property and I would definitely stay again.
Condo in Clearwater Beach
5 out of 5 average rating, 5 reviewsTwo Bedroom Deluxe Luxury Condo, Clearwater Beach, FL (A794)
Great place to stay. The location is perfect, the beach is amazing and the pool is so nice. I highly recommend this place and the host was great with getting everything setup properly.
Condo in Bradenton Beach
4.88 out of 5 average rating, 130 reviewsTropical Paradise Destination
Robins place is a perfect base for beach adventures. we did things within 15 minutes and within 90 minutes easily. The combination of immediate beach and amenities was perfect for us.
Pet-friendly condo rentals
Condo in Treasure Island
5 out of 5 average rating, 4 reviewsBest Sunset View 3/3 Beachfront Penthouse Condo
Amazing condo with ocean views and a wrap around balcony. A peaceful but convenient location. Very responsive host. We will definitely stay here again. Thank you.
Condo in Madeira Beach
4.88 out of 5 average rating, 130 reviewsJohn's Pass/ Madeira Beach -2Bed / 2Bath
What a great place to stay! Everything was clean and cozy. Loved sitting on the balcony overlooking the marina! Very convenient to shops, beach and restaurants. Would definitely stay here again!
Condo in Madeira Beach
4.88 out of 5 average rating, 8 reviewsMBR 1507 - Vacation 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
5 out of 5 average rating, 11 reviewsMJ’s Condo Minutes from TPA and Busch Gardens
One of the best places I have stayed at thus far. Lots of space, wonderful access to pool and gym. Close proximity to restaurants and shopping. Highly recommend.
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
4.95 out of 5 average rating, 66 reviewsUpdate! Power - Water - WiFi is ON
We had an amazing stay here! The condo had everything we needed and more. The bed was comfortable, condo was clean, furniture was great, Kitchen was well-stocked- They even had some snacks in a basket for us and some k-cups for the Keurig. Ease of getting in and out of parking lot was convenient and of course, the view was Spectacular! We will be back, thank you!
Condo in Seminole
4.96 out of 5 average rating, 132 reviewsSUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶
Sandra's place was exactly as described. what really stood out for me was how stocked the condo was. I have stayed in other airbnb where they give you one towel per person, one trash bag, one roll of toilet paper etc but Sandra has her place stocked for you! Also another plus for us was that she provided everything you could need for a beach day. Her place has a pop up tent, umbrellas, beach toys and nets, chairs, a cooler! Great place to stay close to restaurants and shopping and minutes away from the beach.
Condo in Palm Harbor
5 out of 5 average rating, 17 reviewsInnisbrook Resort 2-3 bedroom, Ground Level
Cannot say enough good things about Patti. First of all her place is immaculate, very roomy and has everything you need for a short or extended stay. No need to look elsewhere. More importantly, she has been incredibly helpful to us as we lost use of our home in Hurricane Helene. She has been one of the angels who have come into our life and really cares about helping us. Cannot wait to get our house up and running and have her over for dinner! Back to her condo. A great rental. You will not be disappointed.
Condo rentals with a pool
Condo in Clearwater
4.96 out of 5 average rating, 77 reviewsWelcome to your vacation home
George's place was amazing. When we entered it smelled so clean and refreshing. Clearwater Beach was a short drive away and the pool at the location was a nice quiet space to lounge during the day. George was very responsive to questions and any communication. If this is available I would definately stay again.
Condo in Tampa
4.97 out of 5 average rating, 105 reviewsTiki Themed Waterfront Condo on Tampa Bay
Chris was an excellent host and the condo was so cool. I’m a big fan of the Polynesian Resort at Disney and it felt like I was staying there 🌴🌺 Very awesome tiki & adventure theme and was very cozy. Definitely recommend!
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
4.89 out of 5 average rating, 55 reviews2 bedroom condo with a pool on Boca Ciega Bay
We were in St. Pete to drop off our daughter at Eckerd College. Rich’s place couldn’t be in a more perfect location for that. Not to mention that it’s also super close to the beach and the condo comes equipped with everything you need to spend the day there! The condo is big and was very comfortable for our family of 4. And the views from the balcony are spectacular! The amenities were excellent and we took advantage of both the tennis court and the pool, from where we watched many a gorgeous sunset. The condo is close to a bridge and it can get fairly noisy, but we weren’t bothered by it at all. Slept like babies! Rich is a great host and quick to respond to any questions we had. We’ll be back for sure!
Condo in Bradenton
4.87 out of 5 average rating, 68 reviewsLakeside Condo. Beaches, Restaurants, IMG nearby.
The owners are very helpful when we tried to extend our stay in the place. Very responsive and Good communication!
Condo in Sarasota
4.97 out of 5 average rating, 59 reviewsPool, hot tub, near Siesta Key! POWER ON!
We have stayed here before and highly recommend
Condo in Clearwater
4.95 out of 5 average rating, 111 reviewsPOOL VIEW IN A MODERN CONDO - Feel at Home
We really enjoyed our stay here. The place was very clean, nicely decorated, really comfortable bed and everything we needed and more to cook our meals. We spent quite a few days at the beach and there were chairs, beach umbrella, small cooler and towels available. The pool at the place was also wonderful and a great way to spend a warm summer afternoon. Bed was extremely comfortable and the shower was roomy. We would definitely stay here again.
Condo in Indian Shores
4.9 out of 5 average rating, 42 reviewsIntracoastal | Indian Shores | Beach across street
My husband and I loved staying here for our honeymoon. Very close to lots of local attractions like Jon’s pass and Indian rocks beach. For the fishing lovers, the location of being right on the intercostal was great for night fishing and there’s some nearby parks that having fishing piers as well. Really enjoyed the pool on site as well
Quick stats about condo rentals in Longboat Key
Total rentals
440 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
3.5K 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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