Sarasota Skyline At Sunrise

Longboat Key Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Jun 26 - Jun 28
In two months
Aug 7 - Aug 9
In three months
Sep 4 - Sep 6
In four months
Oct 2 - Oct 4

Our top choices for Longboat Key vacation rentals

Smart TV

Sunset and beach view from your balcony Unit 403

Sunset and beach view from your balcony Unit 403
Longboat Key
9.8 out of 10, Exceptional, (115 reviews)
"We arrived late in the day and found the check in process well thought out and easy. The unit was very clean, the office staff very friendly and helpful. The whole facility was very quiet. Finally, the location was great, right on the beach. "
United States
Hal S.
$387 nightly
The price is $425
Jun 18 - Jun 19
Total with taxes and fees
Sunset and beach view from your balcony Unit 403
Beach nearby

Best views of the beach from your balcony Unit 301

Best views of the beach from your balcony Unit 301
Longboat Key
9.8 out of 10, Exceptional, (91 reviews)
"Everything was great "
United States
kirt v.
Best views of the beach from your balcony Unit 301
On the beach

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.

Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
Longboat Key
8.4 out of 10, Very Good, (19 reviews)
"The room was clean and the pool area was right on the beach. The beach itself is gorgeous, perfect for long walks, swimming and sunsets! "
United States
Lynne S.
$320 nightly
The price is $356
Jun 15 - Jun 16
Total with taxes and fees
Beachfront- Longboat Key efficiency condo w/ king size bed, steps to sand.
On the beach, beach umbrellas

1BR Beach Getaway – Silver Sands #254 by RVA

1BR Beach Getaway – Silver Sands #254 by RVA
Longboat Key
9.2 out of 10, Wonderful, (95 reviews)
"Great view, clean, beautiful!"
United States
Bethany
$400 nightly
The price is $446
Jun 21 - Jun 22
Total with taxes and fees
1BR Beach Getaway – Silver Sands #254 by RVA
On the beach, sun loungers, beach towels

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW
Longboat Key
10.0 out of 10, Exceptional, (92 reviews)
"Host was wondeful!Location and condo fabulous!"
United States
Linda D.
$406 nightly
The price is $453
Jul 5 - Jul 6
Total with taxes and fees
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
On the beach, beach umbrellas

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (80 reviews)
"Very happy with my stay. Room was very clean, beautifully decorated and very comfortable. Perfect efficiency! Highly recommend"
United States
Gloria
$318 nightly
The price is $354
Jun 21 - Jun 22
Total with taxes and fees
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach, beach umbrellas

Gulf Views – Silver Sands #250, Longboat Key by RVA

Gulf Views – Silver Sands #250, Longboat Key by RVA
Longboat Key
9.0 out of 10, Wonderful, (78 reviews)
"The host staff were very helpful."
United States
Ann S.
$488 nightly
The price is $543
Jul 7 - Jul 8
Total with taxes and fees
Gulf Views – Silver Sands #250, Longboat Key by RVA
On the beach

Luxurious Beachfront Jr. Suite by FVC

Luxurious Beachfront Jr. Suite by FVC
Longboat Key
9.4 out of 10, Exceptional, (80 reviews)
"The space was exactly as described, beautiful, comfortable, right on the beach with excellent balcony space. The kitchen has everything you need and the area is really amazing!"
United States
Debra J.
$684 nightly
The price is $760
Jun 20 - Jun 21
Total with taxes and fees
Luxurious Beachfront Jr. Suite by FVC
Property grounds

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews

Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
Longboat Key
10.0 out of 10, Exceptional, (208 reviews)
"Great location."
United States
Janet B.
$540 nightly
The price is $602
Jun 14 - Jun 15
Total with taxes and fees
Are you ready for a luxury 5-floor penthouse 60 ft from water, 207 reviews
On the beach

Updated Beachfront Condo at Prestigious Long Boat Key Resort

Updated Beachfront Condo at Prestigious Long Boat Key Resort
Longboat Key
8.4 out of 10, Very Good, (19 reviews)
"Great location, and it was a clean, updated, and comfortable stay!!"
United States
Brian B.
$804 nightly
The price is $895
Jun 15 - Jun 16
Total with taxes and fees
Updated Beachfront Condo at Prestigious Long Boat Key Resort
On the beach, beach umbrellas

Roomy 2BR Retreat – Silver Sands #239 by RVA

Roomy 2BR Retreat – Silver Sands #239 by RVA
Longboat Key
9.6 out of 10, Exceptional, (48 reviews)
"Condo was great! Lots of space, clean, and great location"
United States
Sherry R.
$480 nightly
The price is $534
Jun 19 - Jun 20
Total with taxes and fees
Roomy 2BR Retreat – Silver Sands #239 by RVA
Outdoor dining

Island Time on LBK!

Island Time on LBK!
Longboat Key
10.0 out of 10, Exceptional, (127 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
$467 nightly
The price is $520
Jul 7 - Jul 8
Total with taxes and fees
Island Time on LBK!
On the beach, beach umbrellas

Bright Beach Studio – Silver Sands #255A by RVA

Bright Beach Studio – Silver Sands #255A by RVA
Longboat Key
8.8 out of 10, Excellent, (69 reviews)
"The communication was excellent and the staff very friendly. I would recommend this stay for anyone requiring a small room with easy beach access. My only negative was that the bathroomneeds updating. Overall this is a great location for beach lovers! "
United States
rebecca g.
$298 nightly
The price is $332
Jun 15 - Jun 16
Total with taxes and fees
Bright Beach Studio – Silver Sands #255A by RVA
Property grounds

Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027

Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027
Longboat Key
9.8 out of 10, Exceptional, (268 reviews)
"The unit has a perfect balcony view of the beach. The space was very clean and comfortable with many amenities including coolers and beach umbrellas. The property provides nice lounge chairs for the beach. The host Anna was quickly responsive to our questions and needs during our visit. Highly recommend this property !"
United States
Tracey s.
$597 nightly
The price is $664
Jun 20 - Jun 21
Total with taxes and fees
Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (81 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
$488 nightly
The price is $544
Jun 22 - Jun 23
Total with taxes and fees
Drift & Dune – Longboat Beachfront #101 RVA
On the beach, sun loungers, beach towels

Vitamin Sea on Longboat Key!

Vitamin Sea on Longboat Key!
Longboat Key
10.0 out of 10, Exceptional, (93 reviews)
"Great accommodations, excellent location, amazing host!"
United States
Ella F.
$463 nightly
The price is $515
Jun 22 - Jun 23
Total with taxes and fees
Vitamin Sea on Longboat Key!
On the beach, beach umbrellas

Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA
Longboat Key
9.6 out of 10, Exceptional, (79 reviews)
"Right on beach-perfect for a short stay"
United States
Sean P.
$327 nightly
The price is $364
Jun 23 - Jun 24
Total with taxes and fees
Affordable Beach Studio – Silver Sands #257A by RVA
TV, offices

Gulf-View Beachfront Condo – Unit 203 – Longboat Key

Gulf-View Beachfront Condo – Unit 203 – Longboat Key
Longboat Key
10.0 out of 10, Exceptional, (1 review)
"Condo was very clean and nicely furnished. View was amazing! Beach was perfect!"
United States
Michelle N.
Gulf-View Beachfront Condo – Unit 203 – Longboat Key
Property grounds

50 ft from sand, Private Island 125 +review

50 ft from sand, Private Island 125 +review
Longboat Key
10.0 out of 10, Exceptional, (134 reviews)
"Jim is a great host - he is great at communicating before, during, and at the end of the stay. The condo we stayed in was exactly as described and was wonderful!!"
United States
Robin G.
$547 nightly
The price is $609
Jun 21 - Jun 22
Total with taxes and fees
50 ft from sand, Private Island 125 +review
On the beach, beach umbrellas

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Longboat Key
8.8 out of 10, Excellent, (43 reviews)
"Enjoyed our stay"
United States
Susan C.
$312 nightly
The price is $347
Jun 19 - Jun 20
Total with taxes and fees
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Longboat Key Hotel Reviews

Zota Beach Resort

Zota Beach Resort

10/10 Excellent
"Every aspect of the resort was top notch. It was extremely clean, well maintained, and efficient. Every staff member from valet to cabana and beach folks were excellent. Everyone was very respectful helpful and went above and beyond with every request. Cleaning services twice per day! We will return."
Shane 6-night trip
Posted 1 hour ago
Zota Beach Resort

Price trends for vacation rentals in Longboat Key

Less expensive
More expensive
This month
Next month
October
February
$463
$458
Month
Price
January
$430
February
$539
March
$484
April
$441
May
$409
June
$463
July
$458
August
$384
September
$374
October
$371
November
$394
December
$429
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed vacation rentals in Longboat Key. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Longboat Key

Everything you need to know about Longboat Key vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Longboat Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Longboat Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Longboat Key vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Longboat Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Longboat Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $356 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Longboat Key rentals

At Expedia, we put the best Longboat Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Longboat Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Longboat Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Longboat Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find a vacation rental in Longboat Key?

Yes, we have vacation rentals near popular local attractions in Longboat Key, or you can go with a secluded option if you're looking for relaxation. Nature enthusiasts will enjoy the popular beaches in Longboat Key. Make sure you have time to check out the monuments while you're in the area.

What are some of the best vacation rentals that Longboat Key has to offer?

Siesta Key Island Rentals: This vacation home rental near Longboat Key comes with free WiFi so you can feel at home during your trip. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals are there in Longboat Key?

Choose from 23 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Jewfish Key and Longboat Key Beaches are a couple of lovely local spots to get outside and enjoy nature. Siesta Key Beach and Coquina Beach are other popular places to visit in the area.

What are vacation rentals like in Longboat Key?

Vacation rentals are privately owned accommodations you can stay in for several days or more in Longboat Key. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from public hotel elevators and busy reception areas while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for a family getaway.