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Apartment holiday rentals in Longboat Key

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Popular amenities for Longboat Key apartment rentals

Weekly apartment rentals

Top guest favourite
Flat in Holmes Beach
5 out of 5 average rating, 8 reviews

Sand & Sea Oasis: Condo with Private Beach Access

BrittonRating, 5 stars6 days ago
Fantastic trip from start to finish thanks to Ashley and her chic condo! Not only is this home stylish, spacious and well apppointed - but it is also right on the beach with a nice pool in a great area on Anna Maria Island. This is the perfect place for a party of 4. My husband, my 15 year old daughter and her friend and I couldn’t have been more comfortable. Book now! Don’t wait!
Guest favourite
Flat in Longboat Key
5 out of 5 average rating, 10 reviews

Longboat Key Bungalow

ErinRating, 5 stars3 weeks ago
We had an excellent stay! It was so close to the beach!! I am celiac, so having two GF accommodating restaurants right down the road really was a blessing too! Plenty of space, nice A/C, we had a great Memorial weekend.
Guest favourite
Flat in Longboat Key
5 out of 5 average rating, 7 reviews

Sunset and Beach view unit 402

AbiRating, 5 stars2 weeks ago
Beautiful beach with perfect accommodations! Directly on the beach with breathtaking views. Highly recommend it! Peaceful, private, and can’t wait to go back.
Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 28 reviews

Turquoise Gem 1st Floor

BenRating, 5 stars1 day ago
My family came for a week and loved our stay! The beach is a short walk and John’s instructions were clear to the access. The beach as promised was private and beautiful! We came in June, and weather showed rain everyday, but for us it only rained at night and offered beautiful clouds for a beach sunset. A delightful bonus was the shed with beach items and a wagon to help carry things the beach. It was super helpful and much appreciated! My wife, and our two sons (8 and 11), and I had no problem sharing the space. A/C was cool and quiet, showers were nice, and everything clean. Kitchen is small, but great for cooking simple meals. Cookware is all clean and new! If we find ourselves back visiting the Sarasota area again soon, we will definitely stay here again!
Guest favourite
Flat in Holmes Beach
4.95 out of 5 average rating, 37 reviews

AMI Ohana Beach Resort A with fabulous salt pool!

DiegoRating, 5 stars4 weeks ago
This place was incredible. Clean, amazing location, great accommodating host. Rex replied quickly each time. Me and my girlfriend had one of the best vacations here. We appreciate the memories. Thank you so much!
Top guest favourite
Flat in Longboat Key
5 out of 5 average rating, 36 reviews

Condo with a View 3: Beachfront!

KristiRating, 5 stars1 week ago
Heidi has a gift in making you feel warm & welcome! The welcome taffy treats in the condo, such a delightful start! And then we received a surprise orange juice and mini key lime pie delivery the next morning while the roofers were repairing the building. Amazingly thoughtful Last, the beautiful oceanfront views and short walking steps to the majestic beach are certain to fill your cup of Vitamin Sea! Heidi’s place is a perfect location for a quiet getaway.
Guest favourite
Flat in Holmes Beach
4.93 out of 5 average rating, 29 reviews

Beachfront Anna Maria Island, Walk to Shops!

DonaRating, 5 stars3 days ago
There was plenty of room for our family to spread out and relax! Right on the beach with a beautiful view of sand and water. We felt very much at home with all the conveniences. Morgan was very easy to communicate with, and, we hope to return next year!
Guest favourite
Flat in Lido Key
5 out of 5 average rating, 11 reviews

Cozy 1 bedroom a block from Lido Beach

CarolineRating, 5 stars3 weeks ago
Great location - and super comfy bed! Also amazing that there were beach chairs, towels, & even a wagon! Made it super easy and comfortable to walk to the beach and relax.

Private apartment rentals

Top guest favourite
Flat in Holmes Beach
5 out of 5 average rating, 23 reviews

AMI Beach Front Condo - 50 steps to Beach

RanaRating, 5 stars1 month ago
This is our second time staying at this unit. We really love it! Doug has remodeled it since we have been there. Looks even better. Great location across from the beach and the pool is great!
Superhost
Flat in Indian Rocks Beach
4.87 out of 5 average rating, 55 reviews

Luxury Ocean Front Penthouse

CassieRating, 5 stars1 week ago
Gorgeous views, clean and nicely decorated condo with space for 7 people. Enjoyed meals on the balcony and alternating between the beach and pool. quiet condo complex. would stay again!
Top guest favourite
Flat in Independence Square
4.95 out of 5 average rating, 20 reviews

ON THE BEACH Balcony, BBQ Grill, Jacuzzi

PatrickRating, 5 stars2 weeks ago
This was hands down the best rental I’ve ever stayed in! The beachfront location is absolutely incredible—just steps from the sand with breathtaking views. Everything about the place was perfect, from the comfort to the unbeatable scenery. Don’t miss the chance to stay here—you won’t regret it! The home was spotless, well-equipped, and incredible location. Waking up to the sound of waves and watching sunsets from the patio was pure magic. Communication with the host was seamless and they were incredibly helpful. I’m already planning my next stay—this place is a true gem!
Guest favourite
Flat in Holmes Beach
4.98 out of 5 average rating, 45 reviews

Luxury 2BD Oceanfront Condo + Private Parking

LawrenceRating, 5 stars5 days ago
As a fellow host on Airbnb, I can certainly appreciate a clean place to stay. So many places fall short of this, but I have to say that Akira’s condo met the mark in cleanliness. The condo is also a short walk to the beach which came in extra handy in the evening when we watched the sun set over the ocean. Overall, we had a great time and would book again!
Top guest favourite
Flat in Bradenton
4.97 out of 5 average rating, 98 reviews

Sweet Retreat at Shorewalk!

AlexanderRating, 5 stars3 weeks ago
This is a beautiful place to stay, we loved it!
Guest favourite
Flat in Treasure Island
4.98 out of 5 average rating, 65 reviews

Beachfront Condo in Treasure Island

JoseRating, 5 stars2 weeks ago
I had a great stay at this Airbnb! The place was spotless and very well maintained. It’s in a great location just a short walk to the beach and also close to other beautiful beaches, stores, and restaurants. The pool was a nice bonus clean and perfect for relaxing after a day out. For the price, it was a fantastic value. I’d definitely stay here again and recommend it to others looking for a comfortable and convenient place near the beach!
Top guest favourite
Flat in Sarasota
5 out of 5 average rating, 13 reviews

Zen in Paradise-Sarasota

NatalieRating, 5 stars2 weeks ago
Great stay at this Airbnb. It was so clean and tidy. I loved having access to the pool and the parking was convenient to the unit. Ewelina was very responsive. The location was a short drive to everything we needed. Not many things in walking distance but we had a car so it was easy to get around. We would stay here again!
Guest favourite
Flat in Siesta Key
5 out of 5 average rating, 27 reviews

Good Vibrations - stay ON the beach in Siesta Key!

MollyRating, 5 stars1 week ago
Location was excellent, property was clean and as described. Free trolley service right on the corner made traveling to the Village easy. The view of the beach was beautiful and the shower had ample pressure and hot water for the 5 of us. Only thing it was lacking was enough towels and cleaning supplies to keep kitchen area cleaned up after meals. Will. Definitely return in the future!

Apartment rentals with a hot tub

Guest favourite
Flat in Madeira Beach
4.88 out of 5 average rating, 119 reviews

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

ClaireRating, 5 stars1 week ago
we absolutely love staying at Aaron’s !! This was our first time in the upstairs unit, it was so spacious and clean . we really loved all the windows !!! It is walking distances to all the things you need the beach , Lisa’s brunch , John pass shops and restaurants , and 7 eleven !!! As always we will be back
Guest favourite
Flat in Sarasota
4.92 out of 5 average rating, 25 reviews

Siesta Greek getaway

MeganRating, 5 stars1 month ago
this place is great perfect for a quick get away. it's so close to the beach, tons of restaurants nearby. also Chris was very kind an responsive he had beach chairs an canopy that came in handy. cain't forgot about the hot tub it was perfect to end the night and relax.
Guest favourite
Flat in Pinellas Park
4.79 out of 5 average rating, 162 reviews

Oasis Terrace

MelisaRating, 5 stars1 day ago
Stayed here as I came into town for a concert. It was the perfect space, very clean and very private. I would definitely book again!
Top guest favourite
Flat in Central Oak Park
4.94 out of 5 average rating, 158 reviews

St.Pete Modern Retro Oasis

DjunaRating, 5 stars1 week ago
We really enjoyed our stay at this adorable and thoughtfully curated retro oasis! The space was clean, full of charming touches and amenities, and had a truly unique vibe. Being so close to the SunRunner, we were able to explore St. Pete (the pier, downtown, and more) without using our car at all during the weekend! The jacuzzi was also a PERFECT way to unwind. The hosts, Liz and Ernesto, were incredibly welcoming and kind—even offering us a sweet anniversary toast upon arrival. All in all, this is a lovely space with incredibly kind hosts & we’d love to return again soon on our next trip to St. Pete! :)
Guest favourite
Flat in Sarasota
4.93 out of 5 average rating, 28 reviews

Apartment in Sarasota

SaideRating, 5 stars2 weeks ago
We had a wonderful stay at this apartment! Everything was spotless, well-equipped, and exactly as described—if not better. Robert clearly went above and beyond to make sure we were comfortable and had everything we needed. Communication was smooth and responsive throughout our stay. The location was perfect for our vacation, and we felt right at home. Highly recommended!
Guest favourite
Flat in St. Petersburg
4.9 out of 5 average rating, 171 reviews

The Oasis

CherieRating, 5 stars1 week ago
Russell’s place was just as described. The bay of the bay was beautiful! This condo was within short driving distances of many great local beaches and restaurants. It had all the amenities, linens, and other items needed to make our stay perfect. Russell checked in with us prior to our stay, during and after.
Top guest favourite
Flat in Pinecraft
5 out of 5 average rating, 49 reviews

Graceful Getaway Studio

AntonioRating, 5 stars4 days ago
Nathalie and her Airbnb were amazing! She was so friendly and accommodating. The pool, her gardens, the entire place was spotless. We had absolutely no issues! She recommended us to some local places which were super helpful, she also had baby pool floats which was a blessing with our little one! We will definitely come back to this Airbnb! The location is prime, close to the beach, restaurants, and grocery stores! This was a great relaxing vacation thanks to her and her Airbnb!
Superhost
Flat in Madeira Beach
4.78 out of 5 average rating, 101 reviews

Ideal Madeira Beach Retreat~ Family Friends &Fido!

TabithaRating, 5 stars1 week ago
Location of this condo was excellent! We had everything we needed for the beach and our stay. The furniture was very comfortable and we slept well. We would definitely pick this condo again when traveling to Madeira!

Quick stats about flat rentals in Longboat Key

  • Total rentals

    100 properties

  • Nightly prices starting at

    ₹3,454 before taxes and fees

  • Total number of reviews

    890 reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with a pool

    90 properties have a pool

Destinations to explore

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  4. Manatee County
  5. Longboat Key
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