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Condo vacation rentals in Longboat Key

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Popular amenities for Longboat Key condo rentals

Condo rentals with a pool

Guest favorite
The community pool area is highlighted by a large, heated pool surrounded by lounge chairs and palm trees. A covered seating area provides shade, and the adjacent buildings feature balconies overlooking the pool, enhancing the tranquil setting.

Condo in Clearwater

4.96 out of 5 average rating, 79 reviews

Welcome to your vacation home

GrantRating, 5 stars3 months ago
Very nice condo. It was exactly as advertised very clean and comfortable.. I enjoyed my time there
Guest favorite
A view from the balcony reveals a refreshing pool surrounded by palm trees and umbrellas. The water glimmers under bright sunlight, with the bay visible in the background. The area features manicured landscaping and a paved parking space.

Condo in Tampa

4.96 out of 5 average rating, 132 reviews

Tiki Themed Waterfront Condo on Tampa Bay

ChristenRating, 5 starstoday
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.
Superhost
An upgraded kitchen is displayed with sleek white cabinetry and stainless steel appliances. A large island with a white countertop provides seating. Pendant lights hang above, illuminating the workspace. Open shelves feature plants and dishware, enhancing a clean and functional atmosphere.

Condo in Osprey

4.89 out of 5 average rating, 9 reviews

Lovely 2 bedroom condo with pool & tennis courts

MarlynRating, 5 stars12 months ago
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.
Guest favorite
A spacious outdoor pool is surrounded by palm trees, reflecting the twilight sky. The water is illuminated, showcasing clear blue tones. Lounge chairs are positioned around the pool, offering relaxation areas as the sunset casts soft hues over the landscape.

Condo in St. Petersburg

4.9 out of 5 average rating, 58 reviews

2 bedroom condo with a pool on Boca Ciega Bay

GeraldRating, 5 stars2 months ago
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.
Superhost
A brightly decorated bedroom features a spacious white bed, dressed in a colorful quilt with a coastal theme. Nightstands with lamps are positioned on either side, and a white sofa adds additional seating. Light filters through vertical blinds, enhancing the airy ambiance.

Condo in Bradenton

4.87 out of 5 average rating, 71 reviews

Lakeside Condo. Beaches, Restaurants, IMG nearby.

KarinaRating, 5 stars1 month ago
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 !
Guest favorite

Condo in Seminole

4.97 out of 5 average rating, 143 reviews

SUNNY DELIGHT! HEATED POOL 2 miles to the beach🐶

HeatherRating, 5 stars3 weeks ago
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!
Guest favorite
A large swimming pool is surrounded by lounge chairs beneath the shade of tall trees. A separate hot tub is visible next to the pool, with a red umbrella providing shade to a nearby table. The area is fenced, offering a sense of privacy.

Condo in Sarasota

4.97 out of 5 average rating, 61 reviews

Peaceful retreat, pool, hot tub, near Siesta Key!

JulieRating, 5 stars1 month ago
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.
Guest favorite
A spacious outdoor pool area includes a rectangular pool surrounded by a brick patio and lounge chairs. A hot tub is positioned nearby, with lush greenery and palm trees providing a natural ambiance in the background.

Condo in Clearwater

4.93 out of 5 average rating, 143 reviews

5 *Waterfront Condo,3 Beds,2 Baths, Pool, HOT-TUB.

MelissaRating, 5 stars2 months ago
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

Superhost
A spacious rooftop terrace features modern outdoor seating, including gray cushioned sofas and white lounge chairs. The ocean view extends beyond the glass railing, showcasing a clear blue sky and the sandy beach below. Two tall heaters add ambient lighting to the area.

Condo in Clearwater Beach

4.81 out of 5 average rating, 141 reviews

Luxury condo at Avalon Club

EllenRating, 5 stars2 weeks ago
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.
Superhost

Condo in Madeira Beach

4.83 out of 5 average rating, 42 reviews

Spacious Beachfront Condo on Madiera Beach! (#106)

LisaRating, 5 stars7 months ago
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
Guest favorite
A patio area is furnished with a table and six chairs, surrounded by a low railing. An umbrella provides shade over the table. The beachfront and ocean are visible in the background, with beach umbrellas set up along the shoreline.

Condo in Indian Shores

4.85 out of 5 average rating, 40 reviews

BEAUTIFUL Condo w/Balcony ON THE BEACH

NadineRating, 5 stars7 months ago
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.
Guest favorite

Condo in Sarasota

4.84 out of 5 average rating, 62 reviews

Private Beach Access.Siesta Key.WiFi. Pool. Grill

ScottRating, 5 stars3 weeks ago
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!!
Guest favorite
A balcony overlooks the ocean, featuring a table with chairs. The sandy beach and azure water are visible in the background, with lounge chairs arranged along the shoreline. Palm trees provide a tropical ambiance against the clear blue sky.

Condo in Indian Shores

4.92 out of 5 average rating, 12 reviews

Spring Specials minivans at airports

CindyRating, 5 stars5 months ago
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.
Superhost

Condo in Treasure Island

4.87 out of 5 average rating, 504 reviews

Beachfront Condo in Exclusive Resort

SabreenRating, 5 stars2 days ago
Me and my kids absolutely loved it!
Guest favorite
A spacious balcony with comfortable seating overlooks Clearwater Bay, offering scenic water views. The expansive glass doors maximize natural light, creating a bright atmosphere. The calm water reflects the clouds above, enhancing the connection with the tranquil surroundings.

Condo in Clearwater Beach

4.89 out of 5 average rating, 45 reviews

April Availability |Bay Front| FREE Parking

CourtneyRating, 5 stars1 month ago
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!
Guest favorite

Condo in Bradenton Beach

4.89 out of 5 average rating, 132 reviews

Tropical Paradise Destination

RachelRating, 5 stars2 weeks ago
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

Guest favorite
The image showcases a serene beach scene framed by lush green trees. Soft sand meets gentle waves under a bright blue sky. Vibrant coastal vegetation leads to the sandy shoreline, where silhouettes of beachgoers can be seen in the distance, enjoying the tranquil setting.

Condo in Indian Shores

5 out of 5 average rating, 5 reviews

Stylish Beachfront Condo, Stunning Views

CatherineRating, 5 stars1 week ago
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.
Superhost

Condo in Bradenton

4.81 out of 5 average rating, 26 reviews

Cortez Gardens #15, Close to Beach, 3B2B 10people

MonicaRating, 5 stars2 months ago
This air bnb was cozy and had everything we needed!
Superhost
An inviting living area features a dark blue sofa accompanied by plush pillows, set against light-colored walls. A round dining table accommodates six, while a large window provides views of the coastal scenery. A ceiling fan and wall art enhance the contemporary ambiance.

Condo in Madeira Beach

4.88 out of 5 average rating, 8 reviews

MBR 1507 - Coastal retreat in Madeira Beach!

JequeattaRating, 5 stars4 months ago
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!!
Guest favorite
The exterior view of a three-story condo building is shown, surrounded by lush greenery. Several parked cars are visible in the foreground, with designated spaces and a well-maintained landscape enhancing the inviting atmosphere of the property.

Condo in Tampa

4.95 out of 5 average rating, 19 reviews

MJ’s Condo Minutes from TPA and Busch Gardens

JebRating, 5 stars1 month ago
What a delightful find - Mallory is an excellent host and her condo was clean, comfortable, conveniently located, and well stocked with coffee and toiletries.
Guest favorite

Condo in Treasure Island

4.88 out of 5 average rating, 17 reviews

Island Getaway: 2BR Condo, Bay & Pool Views

NathalieRating, 5 stars10 months ago
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
Guest favorite

Condo in Siesta Key

4.87 out of 5 average rating, 101 reviews

Siesta Village Short Walk to Beach w heated Pool

CoryRating, 5 stars6 months ago
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.
Guest favorite
A white mug with a motivational phrase rests on the railing of a private balcony, overlooking calm waters. The scene includes calm blue skies and distant boat docks, suggesting a peaceful atmosphere and inviting views.

Condo in St. Petersburg

4.96 out of 5 average rating, 77 reviews

Updated Condo-Heated Pool-Private Balcony

DebbieRating, 5 stars3 weeks ago
There is an incredible view off the deck! We enjoyed this greatly. Condo was clean and comfortable. We would highly recommend this place.
Guest favorite
A bright living room offers a mix of comfortable seating with a white sofa and coordinating chairs. A vibrant area rug adds color, while large glass doors reveal an inviting view of the harbor. Decorative artwork adorns the walls, enhancing the relaxed ambiance.

Condo in Clearwater Beach

4.83 out of 5 average rating, 6 reviews

Harborview Oasis in Clearwater Beach

ShawnRating, 5 stars5 months ago
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

Destinations to explore

  1. Airbnb
  2. United States
  3. Florida
  4. Manatee County
  5. Longboat Key
  6. Condo rentals