Search Condos Rentals in Longboat Key

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Browse Select Longboat Key Condo Rentals

Exterior
Beachfront Condo in Longboat Key
10.0 out of 10, Exceptional, (4)
"We are hesitant to give a great review because we love this place and want to book all our vacations here. We loved the area and the beach, beautiful and quiet. the pool is wonderful too. The condo itself is perfect, tastefully done and easy to feel right at home. The kitchen is amazing and has everything you could possibly need to cook every night. the beds are so comfortable and the whole place feels like brand new. They also have beach chairs, coolers, umbrella, ect. This is the first place...
Beachfront Condo in Longboat Key
Beach
Spacious 2BR Condo, Longboat Key Cranes Bay
10.0 out of 10, Exceptional, (4)
"Spacious condo and appreciated the layout for privacy between the MBR and the twin bedroom. Enjoyed the porch access off the MBR and the FR. Spacious/ updated kitchen also with another separate balcony and breakfast table. Incredibly private and quiet. Perfect walk across the street to the beach ( no life guard beach but you have several public beaches within 15 mins either in Anna Marie island or at Lido beach). The pool is clean and warm. So loved the evening entertainment with the pod of...
Spacious 2BR Condo, Longboat Key Cranes Bay
Property grounds
Take a Peek fabulous unit
10.0 out of 10, Exceptional, (104)
"Unit was wonderful. Clean and well appointed. Balcony had comfortable patio seating and the view was outstanding. Beach was gorgeous and just steps away. The resort is immaculate and well maintained. Jim (our host) was a great communicator and made sure our checkin, stay, and checkout were seamless and enjoyable. We had a great time and already booked for next year. Highly recommend!"
Take a Peek fabulous unit
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Interior
Island property on Longboat Key by the Beach! 3 minute walk to the beach!
10.0 out of 10, Exceptional, (1)
"The condo was as described in the listing. It was nice that the host provided staples (e.g. paper towels, TP, condiments, Tide Pods, basket with breakfast snacks, etc.). Two caveats - the stairs are steep and long and there is no beach access for the condo community."
Island property on Longboat Key by the Beach! 3 minute walk to the beach!
On the beach, sun-loungers, beach towels
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
9.8 out of 10, Exceptional, (128)
"This two bedroom condo was perfect for our family needs. My two kids (preteen girl and teen boy) had their own space and my husband and I appreciated the king bed (my husband is tall, so a king is better than a queen). Everything we needed for the weekend was in the condo. The proximity to the beach, dinner options and even fishing on the pier were exactly what we were looking for. We have been to many gulf beaches and we liked how quite this was vs bigger public beaches."
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
Property grounds
Beach view. Year-round Balcony Sunsets. Just renovated.
9.8 out of 10, Exceptional, (68)
"This is our 4th or 5th stay in this beautiful apartment. The owner & team take great care of the home and keep adding improvements every time we visit. Amazing location, right on the beach. Can't wait to visit again next year!"
Beach view. Year-round Balcony Sunsets. Just renovated.
Exterior
Luxury Beach Condo with Breathtaking Views Upgraded! PROMO 2024 !!,
9.8 out of 10, Exceptional, (216)
"We practically lived on the beautiful Gulf-view lanai, the view is outstanding! And there's nothing better that starting the day with coffee and ending it with wine on the porch while listening to the waves. A wonderful place to unwind for a long weekend - very clean, has all the necessities, great location. It was a total delight!"
Luxury Beach Condo with Breathtaking Views Upgraded! PROMO 2024 !!,
Pool | Outdoor pool, a heated pool
Beachfront Incredible Panoramic Gulf View and The Most Beautiful Sunset.
9.8 out of 10, Exceptional, (118)
"Amazing views from the balcony and easy access to the beach. Location was great. Condo was very clean and had all the amenities we needed. We would definitely stay here again."
Beachfront Incredible Panoramic Gulf View and The Most Beautiful Sunset.
Property grounds
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
9.8 out of 10, Exceptional, (173)
"My wife and I just completed a perfect stay at this beach front property. My wife even said when we entered the room “she was never leaving”. The location, view and surrounding area was just as advertised. The communication and follow-up from the property manager was excellent! We look forward to returning soon!!"
Rare, 5 floor penthouse 60 feet from the sand 170 reviews
Beach nearby
Charming 1 bedroom on Longboat Pass with dock
9.8 out of 10, Exceptional, (26)
"We like to walk beaches and look for shells, there are amazing beaches just a very short walk from this property. The view from the living room and patio is beautiful. In summary, we booked it again for a stay next winter. Looking forward to coming back."
Charming 1 bedroom on Longboat Pass with dock
Aerial view
Spacious 2Bdrm Longboat Key Condo
9.8 out of 10, Exceptional, (25)
"Nice grounds and property. Having the garage was great. The condo was spacious and it was convenient having the washer and dryer on the second floor with the bedrooms. The owners were wonderful to work with and quick to address a couple of concerns upon checking in."
Spacious 2Bdrm Longboat Key Condo
On the beach
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
9.8 out of 10, Exceptional, (88)
"This unit is lovely. The location facing the beach and on the first floor was ideal. It is decorated beautifully. The kitchen is very well stocked with everything you need. The beds (even the sleeper sofa) were comfortable. I don’t have one complaint. Would stay again in a heartbeat!"
GULF FRONT CONDO / PRIVATE PATIO / STEPS TO THE BEACH
On the beach, beach umbrellas
Breathtaking Beach Front Property Ground Floor Condo
9.6 out of 10, Exceptional, (119)
"Sand Cay is amazing!"
Breathtaking Beach Front Property Ground Floor Condo
Property grounds
Panoramic beach View and amazing Sunset.
9.6 out of 10, Exceptional, (85)
"Great place to stay! Very clean, stocked and we really appreciated the view from the room. Sergy was communicative and the staff at Turtle Crawl Inn were very helpful. Exceptionally well maintained and comfortable. Thanks for letting us stay. Our only disappointment was not staying longer! We will be back."
Panoramic beach View and amazing Sunset.
Dining
Amazing 2/2 Condo LBK w/ Spectacular Bay Views!
9.6 out of 10, Exceptional, (7)
"The property was amazing with great views. The balcony was amazing overlooking the water and the pool was gorgeous and heated. It was great having all the boats docked around the property and great bird watching. Had a fabulous time."
Amazing 2/2 Condo LBK w/ Spectacular Bay Views!
On the beach, sun-loungers, beach towels
Turtle Shores BEACHFRONT Retreat! Waterfront oasis to completely unwind!
9.6 out of 10, Exceptional, (9)
"We enjoyed our week at Turtle Shores although access to the beach was difficult for us with our knee troubles......and we never did have any success with the ROKU TV system. I almost bought one to have at our home. I'm so glad that I didn't! We really missed being able to keep up with local news and our usual television shows. We did enjoy the beautiful updates to the condo."
Turtle Shores BEACHFRONT Retreat! Waterfront oasis to completely unwind!
Exterior
Casa Del Mar Longboat Key
4.0 star property
9.4 out of 10, Exceptional, (159)
"A pleasant peaceful stay."
Casa Del Mar Longboat Key
On the beach
Silver Sands #249 Resort by RVA
9.4 out of 10, Exceptional, (43)
"We have an active five year old and we loved this place. The beach out the front and the pool out the side. We loved having a kitchen to save on going out to eat all the time."
The price is £730
includes taxes & fees
7 Jun - 8 Jun
Silver Sands #249 Resort by RVA
Interior
Silver Sands #250 Resort by RVA
9.2 out of 10, Wonderful, (58)
"Beautiful beach, great views from the balcony, we had a great stay."
Silver Sands #250 Resort by RVA
On the beach
Silver Sands #234 Resort by RVA
9.2 out of 10, Wonderful, (24)
"The location, accommodation and friendly staff made this the perfect getaway. Steps away from the beach in a quiet area. It is an older property but our rental was clean and had all the basics you need. We will definitely return."
The price is £281
includes taxes & fees
2 Jun - 3 Jun
Silver Sands #234 Resort by RVA
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See all available properties in Longboat Key
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Longboat Key

On the beach, sun-loungers, beach towels
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
9.8 out of 10, Exceptional, (128)
"This two bedroom condo was perfect for our family needs. My two kids (preteen girl and teen boy) had their own space and my husband and I appreciated the king bed (my husband is tall, so a king is better than a queen). Everything we needed for the weekend was in the condo. The proximity to the beach, dinner options and even fishing on the pier were exactly what we were looking for. We have been to many gulf beaches and we liked how quite this was vs bigger public beaches."
Gorgeous condo on the beautiful Longboat Key beach.Next door #9 also available.
Sun-loungers, beach towels
THE BEACH, condo #107, PRIVATE BEACH
9.8 out of 10, Exceptional, (54)
"Place was clean and excellent location but not quite as depicted from on line picture. Could not see water from patio chairs - had to stand on toes to see because large amounts of bushes obstructed view. Grill was right next to our room so people were walking in front of our room to use it and the entry way was in a dark hidden corner right next to community bathroom and community laundry. Would have been nicer to be on 2nd floor to see the ocean and have more privacy."
The price is £341
includes taxes & fees
20 May - 21 May
THE BEACH, condo #107, PRIVATE BEACH
Property grounds
Direct Beachfront Gulf with Amazing Views
9.8 out of 10, Exceptional, (83)
"We absolutely loved this condo. It looks exactly as presented in the description. The location was great, and we loved spending our days at the beach! So convenient to restaurants and other attractions. Very relaxed, peaceful resort. We would definitely stay here again!!"
Direct Beachfront Gulf with Amazing Views
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

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How can I find cheap condos in Longboat Key?
With Expedia’s user-friendly filter tool, sourcing cheap condos in Longboat Key is easy. To view properties that are very pocket friendly, narrow your search by star rating, amenities and budget.