Condo vacation rentals in Longboat Key

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Popular amenities for Longboat Key condo rentals

Condo rentals with a pool

Guest favorite
Condo in Treasure Island
5 out of 5 average rating, 11 reviews

Beach Front Penthouse with Views

BethanyRating, 5 stars1 month ago
This is a beautiful, quiet and clean condo right on the beach. Great views and location to restaurants. The space had everything we needed stocked up.
Guest favorite
Condo in Indian Shores
4.93 out of 5 average rating, 136 reviews

"Jewel At The Shores" Gulf Front, sleeps 5

DerekRating, 5 stars1 week ago
Excellent location! Everything you need is in the condo. Hope to come back soon!
Guest favorite
Condo in Belleair Beach
4.85 out of 5 average rating, 53 reviews

Belleair Beach 215 Beachfront Gem Steps from Sand

MeganRating, 5 stars6 days ago
This Airbnb has a GORGEOUS view! It was so peaceful to be able to sit on the balcony and watch the ocean. And the beach was right there to walk down to. Was well-worth it to spend a week here away from my busy job - I’m leaving relaxed.
Superhost
Condo in Sunset Beach
4.92 out of 5 average rating, 48 reviews

INCREDIBLE SUNSET BEACH OCEANFRONT TOP FLOOR CONDO

MaryRating, 5 stars1 month ago
Beautiful view of the Gulf of America to watch dolphins, shipping carriers and cruise ships coming and going. The beach area is mostly crushed shells until you get to the water. Nice seeing the beach was patrolled by police regularly even in a gated area. Was able to see Manatee in the canal and watch fishing boats coming and going. Parking was easy. Condo is very clean and well decorated with that comfortable relaxing feeling - we enjoyed the balcony for awesome sunsets and star gazing or our morning coffee. The restaurant/bars are not within walking distance but were only a short drive (all of them had good food). You pay by card for parking at most locations. We would definitely stay at this beautiful location again - one of my most relaxing trips.
Guest favorite
Condo in Madeira Beach
4.92 out of 5 average rating, 13 reviews

Chambre 303-Great Beachfront Condo!

JosephRating, 5 stars2 weeks ago
Amazing place right on the beach and walking distance to John’s Pass. Everything was just as advertised. Plenty of space and awesome view of the ocean from the balcony (the high Adirondack chairs on the balcony added a good touch and made for easy viewing). Easy beach access. Clean, Furnished nicely, and bed was comfortable. Has everything you’ll need for a fun relaxing vacation. We’ll be back!
Top guest favorite
Condo in Sarasota
5 out of 5 average rating, 45 reviews

Breathtaking Beachfront Views in Siesta Key

AverieRating, 5 stars1 week ago
this was by far our favorite vacation ever! the place was very clean, cozy, and perfect for our week. the hosts were very kind and responsive. can’t recommend this enough! siesta key was a beautiful place to stay, as well. so many good restaurants and little shops with lots to do! our favorite restaurant was spearfish 10/10 recommend. we will definitely be coming back again to this airbnb!
Top guest favorite
Condo in Lido Key
5 out of 5 average rating, 76 reviews

Chic Beach Condo>>Best Location On Lido Keys

LisaRating, 5 stars2 weeks ago
If you want to be right by the beach and have a quiet location then this place is exactly where you want to stay. This one bedroom condo had all of the amenities that you need for a beach trip . We brought our own cool cabana for extra sun protection, and Vincent supplied cooler , chairs, towels , sand toys, etc to enjoy a day at the beach. The holiday weekend(Memorial day) was very busy on the beach with lots of loud music which we did not enjoy. The people playing this loud music didn’t seem To care that other people were even on the beach. After The Weeknd the crowd seems to disburse. My husband and I went to Siesta key beach and drove out to Anna Marie island which we also enjoyed. The pool at the condo wa very nice , quiet with shaded areas, grills to cook if you wanted and noodles to float on. We alerted Vincent of a leaky kitchen faucet so he knows to have maintenance look at it and he responded right away. I would consider staying here again. Vincent was a wonderful host.
Top guest favorite
Condo in Bradenton Beach
5 out of 5 average rating, 27 reviews

AMI Perfect Experience

Patrick and LisaRating, 5 stars8 months ago
I gave these people a five star review, even though we never got to stay there. Unfortunately, with hurricane Helene, it caused us from being able to even access the island. These people deserve a five star rating for the communication they kept up before the storm even hit and letting us know as soon as they knew, that we would not be able to stay there. They went above and beyond with communicating! Hoping that things could be recovered quickly for them and the rest of the island.

Weekly condo rentals

Guest favorite
Condo in Bradenton Beach
4.92 out of 5 average rating, 12 reviews

Steps to Beach on Anna Maria | 2 Pools & Hot Tub

BradleyRating, 5 stars4 weeks ago
Nice, clean and great location, we have stayed in this neighborhood for several years now and will continue to do so. The street is quiet and great for a family vacation. We are a huge fan of the ground floor beach storage room so you don’t have to lug chairs up and down the stairs and drag sand everywhere. Morgan sent clear and precise instructions that were easy to follow.
Superhost
Condo in Anna Maria
4.88 out of 5 average rating, 33 reviews

Barefoot Mermaid 4, steps to the beach

HannahRating, 5 stars2 weeks ago
We had a great stay here! Super close to the beach and shops / restaurants. Couldn’t have been a better location! The condo was comfortable and had everything we needed for our stay.
Guest favorite
Condo in Holmes Beach
4.97 out of 5 average rating, 29 reviews

Sunset Villa D by Beach Boutique Rentals

KatieRating, 5 stars3 weeks ago
We truly enjoyed our stay and the condo was perfect for what we needed. We enjoyed the ambiance by the outdoor pool and grill. The quick walk to the beach made it easy to view the amazing sunsets. The condo was very clean and the bed was so comfortable!
Top guest favorite
Condo in Venice Beach
4.95 out of 5 average rating, 86 reviews

Short walk to beach 4, King bed, Dog Friendly

KatieRating, 5 stars2 weeks ago
Loved this spot! You can’t beat the location! I would recommend staying here if you want to spend everyday at the beach. šŸ˜ŽšŸ–ļø
Guest favorite
Condo in Bradenton Beach
4.97 out of 5 average rating, 32 reviews

Prettiest Home on AMI! Gulf View - Still Renting!

VerleRating, 5 stars1 month ago
Bryce was extremely responsive and his place was squeaky clean. Convenient location 1.5 blocks from the beach.
Top guest favorite
Condo in Lido Key
4.96 out of 5 average rating, 85 reviews

Vacation Delight at Chasing Sunshine at Lido Key.

KristenRating, 5 stars3 weeks ago
My mom and I got away for a long Mothers Day / birthday weekend at Sue's place. Exactly as pictured and advertised. We enjoyed the beach by day and St. Armonds Circle each night. walked home each night feeling safe! The bed and pillows were extra compfy! I would definitely return here and hope to again soon! Thanks Sue for the wonderful stay and quick communication when I missed some details needed. šŸ™ƒ
Guest favorite
Condo in Bradenton Beach
4.96 out of 5 average rating, 51 reviews

Next to Beach & Largest Pool on Island-258

LoriRating, 5 stars2 months ago
The condo was one of the best we’ve ever stayed at (and we’ve rented a lot!). Very clean and comfortable, and decorated nicely. Everything was provided. Nice location right across the street from the beach to see beautiful sunsets. And if we didn’t want to go to the beach, we could see the sunset perfectly right outside the front door! Great restaurants that we could walk to. Great vacation!!
Guest favorite
Condo in Bradenton Beach
4.91 out of 5 average rating, 45 reviews

Gorgeous Gulf Views - Beachfront 2BR/2B Condo

RetaRating, 5 stars1 month ago
Wow! This was even more spacious and beautiful in person. We absolutely loved the location...I mean you can't get any better than this. The view is just spectacular from inside and the screened in porch. We enjoyed the clean pool area and of course the fact that this is directly on the beach. All the little extras like high end beach umbrellas, chairs, wagon, beach towels, and more exceeded our expectations. The bottle of wine and beautiful card upon arrival were such a thoughtful and appreciated surprise. Beds and furniture were all super comfy and we felt right at home. Thanks so much for a wonderful week. We made amazing memories there with our two teen girls and we all look forward to returning next year.

Pet-friendly condo rentals

Guest favorite
Condo in St. Petersburg
4.92 out of 5 average rating, 157 reviews

Heron's Hideaway- Studio by the bay!

TylerRating, 5 stars3 weeks ago
Alison went above and beyond to make this trip everything and more. she was responsive, personable and kind. would stay here again and recommend to family/friends. five stars!
Guest favorite
Condo in Treasure Island
4.9 out of 5 average rating, 126 reviews

Waterside Studio in the heart of TI, walk to beach

FrancineRating, 5 stars3 days ago
My husband and I needed a little staycation after a stressful few months. The little apartment at the beach was perfect. The location was beautiful despite the fact that the area is still recovering from a few hurricanes last year. The host was also very helpful and gave some great recommendations. The only negative thing that I can say is that my stay was too short. I look forward to staying there again.
Guest favorite
Condo in Madeira Beach
4.75 out of 5 average rating, 449 reviews

Beach Chill Inn #3 - Studio

RjRating, 5 stars3 days ago
This studio was a perfect and cozy little spot for my fiancƩe and I. Literal steps to the beach, ice cold AC, super clean, and very close to tons of shopping/eating/drinking spots. I would absolutely book this rental again for another weekend getaway!
Superhost
Condo in Indian Rocks Beach
4.96 out of 5 average rating, 120 reviews

Villa Al Golfo Pristine Waterfront Oasis

SashaRating, 5 stars1 month ago
Lyn is a wonderful host and the villa is just amazing! It looked just like the photos, right next to water, 2 minute walk to the beach, sparkling clean, has everything one needs for a wonderful vacation. Lyn was very kind to reach out in advance asking for coffee/cream preferences, and during the stay even offered to buy us dinner just to brighten our stay even more! She is super friendly and easy to talk to, and overall our stay could not have been better.
Guest favorite
Condo in Sarasota
4.87 out of 5 average rating, 112 reviews

Anchor house +6 min. from Siesta Beach+heated pool

CarlosRating, 5 stars1 week ago
If you are looking for a place in Sarasota with everything you need closed to you like restaurants, dinner, food shopping etc at just minutes from siesta key then this is the place. Very clean and definitely what you see in pictures is what you getting. I stay here with m wife and two kids, we are very happy with pick this place, will definitely book again.
Guest favorite
Condo in Clearwater Beach
4.9 out of 5 average rating, 374 reviews

Amazing views on beachfront

MicheleRating, 5 stars6 days ago
It was a great stay with plenty of space and easy access to the beach. Just what we anticipated.
Guest favorite
Condo in Bradenton Beach
4.88 out of 5 average rating, 121 reviews

Charming and Updated 1 Bedroom in Runaway Bay

MeleahRating, 5 stars1 week ago
My fiancĆ© and I really enjoyed our stay at David’s place in Bradenton! The space was super clean and had everything I needed for a comfortable stay. Communication was excellent throughout; the host was responsive, helpful, and always timely with their messages. One of the best parts was the beach access—super convenient, and the place was stocked with everything from a beach cart, umbrellas, chairs, and beach towels etc. which made days at the beach so easy. There were also a few great local tips provided, which I definitely took advantage of. Honestly, I wouldn’t change a thing. I’d absolutely stay here again and highly recommend it to anyone visiting the area. Thank you for a wonderful stay!
Superhost
Condo in Clearwater Beach
4.83 out of 5 average rating, 126 reviews

Direct Waterfront "The Lily Pad" Walk to Beach

AndrewRating, 5 stars6 days ago
We had a great time during our stay! The unit is in a great location what is off the beaten path a bit but is still walkable to restaurants and the beach. Andrew was super responsive and had great information, and made for an easy AirBnB experience.

Quick stats about condo rentals in Longboat Key

  • Total rentals

    450 properties

  • Nightly prices starting at

    ļŗ©.ļŗ‡184 before taxes and fees

  • Total number of reviews

    3.6K reviews

  • Family-friendly rentals

    340 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    420 properties have a pool

Destinations to explore

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  5. Longboat Key
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