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Longboat Key Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Longboat Key vacation rentals

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, (96 reviews)
"Great view, clean, beautiful!"
United States
Bethany
The price is AED 1,047
AED 1,871 total
includes taxes & fees
21 Jul - 22 Jul
1BR Beach Getaway – Silver Sands #254 by RVA
On the beach

Oceanfront Bliss–Longboat Key Beach 106 by RVA

Oceanfront Bliss–Longboat Key Beach 106 by RVA
Longboat Key
8.8 out of 10, Excellent, (102 reviews)
"Beautiful sunset view. "
United States
Rhonda V.
The price is AED 617
AED 1,294 total
includes taxes & fees
19 Jul - 20 Jul
Oceanfront Bliss–Longboat Key Beach 106 by RVA
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.
The price is AED 863
AED 1,889 total
includes taxes & fees
28 Jun - 29 Jun
Roomy 2BR Retreat – Silver Sands #239 by RVA
On the beach

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (82 reviews)
"Check in and out was easy, the pool and condo were great, and the location was awesome!"
United States
Bailey B.
The price is AED 1,495
AED 2,570 total
includes taxes & fees
23 Jul - 24 Jul
Drift & Dune – Longboat Beachfront #101 RVA
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
The price is AED 624
AED 1,306 total
includes taxes & fees
26 Jul - 27 Jul
Relax at Gulf – Silver Sands Resort #232, Longboat
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.
The price is AED 918
AED 1,678 total
includes taxes & fees
5 Jul - 6 Jul
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
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)
"Great location for the price! Also, it was well equipped with everything you need."
United States
LJ G.
Cabana Beach Club - Beachfront Stunning Ocean View *Snow Bird Promo* Winter 2027
Outdoor dining

Island Time: Open July 7 - 10!

Island Time: Open July 7 - 10!
Longboat Key
10.0 out of 10, Exceptional, (129 reviews)
"Great host! Amazing location. Loved the beach access and views! Highly recommended "
United States
Bonnie N.
Island Time: Open July 7 - 10!
On the beach

Charming 1-bedroom, beachfront condo in marvelous Longboat Key

Charming 1-bedroom, beachfront condo in marvelous Longboat Key
Longboat Key
9.2 out of 10, Wonderful, (55 reviews)
"Adorable and clean place. Perfect location with beach and pool so close by. Loved everything about the stay!"
United States
Alene D.
The price is AED 918
AED 1,636 total
includes taxes & fees
28 Jun - 29 Jun
Charming 1-bedroom, beachfront condo in marvelous Longboat Key
On the beach

Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA
Longboat Key
9.2 out of 10, Wonderful, (133 reviews)
"Great beach!"
United States
Carolyn
The price is AED 808
AED 1,559 total
includes taxes & fees
29 Jun - 30 Jun
Oceanfront Oasis – Longboat Key 226 by RVA
Exterior

Sandy Toes: Open July 26 - 31!

Sandy Toes: Open July 26 - 31!
Longboat Key
9.8 out of 10, Exceptional, (13 reviews)
"We had a wonderful stay, the condo was very well equipped and the host was absolutely fantastic! "
United States
Emily L.
The price is AED 918
AED 1,674 total
includes taxes & fees
21 Jul - 22 Jul
Sandy Toes: Open July 26 - 31!
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, (79 reviews)
"The host staff were very helpful."
United States
Ann S.
Gulf Views – Silver Sands #250, Longboat Key by RVA
On the beach, beach umbrellas

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.2 out of 10, Wonderful, (104 reviews)
"Staff was welcoming- place was clean and stay was great"
United States
Joseph S.
The price is AED 702
AED 1,410 total
includes taxes & fees
19 Jul - 20 Jul
Gulf Front Escape – Silver Sands #252 by RVA
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.
The price is AED 1,062
AED 2,709 total
includes taxes & fees
26 Jun - 27 Jun
Updated Beachfront Condo at Prestigious Long Boat Key Resort
On the beach, beach umbrellas

Ground Floor, Steps to Sand – Silver Sands #243A by RVA

Ground Floor, Steps to Sand – Silver Sands #243A by RVA
Longboat Key
8.6 out of 10, Excellent, (63 reviews)
"We had the most wonderful stay despite the cold temps for most it! The staff at our location are above and beyond to make sure you have everything you need! Highly recommend!"
United States
Sahra S.
The price is AED 573
AED 1,237 total
includes taxes & fees
19 Jul - 20 Jul
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
On the beach

Newly Renovated 1BR – Cabana Beach #5 RVA

Newly Renovated 1BR – Cabana Beach #5 RVA
Longboat Key
8.8 out of 10, Excellent, (75 reviews)
"The view and beach access was amazing. Loved our stay. "
United States
Julie F.
The price is AED 735
AED 1,446 total
includes taxes & fees
23 Jul - 24 Jul
Newly Renovated 1BR – Cabana Beach #5 RVA
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.
The price is AED 599
AED 1,261 total
includes taxes & fees
28 Jun - 29 Jun
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
On the beach, beach umbrellas

Silver Sands #245A Resort by RVA

Silver Sands #245A Resort by RVA
Longboat Key
8.6 out of 10, Excellent, (62 reviews)
"Location and facilities wer excellent. "
United States
donald m.
The price is AED 610
AED 1,278 total
includes taxes & fees
28 Jun - 29 Jun
Silver Sands #245A Resort by RVA
On the beach, beach umbrellas

Beachside Studio – Silver Sands #253A, Longboat Key

Beachside Studio – Silver Sands #253A, Longboat Key
Longboat Key
8.4 out of 10, Very Good, (38 reviews)
"I really enjoyed my stay at the Silver Sands and will recommend your property"
United States
Jeff H.
The price is AED 595
AED 1,271 total
includes taxes & fees
29 Jun - 30 Jun
Beachside Studio – Silver Sands #253A, Longboat Key
Dining

The Beach on Longboat Key #227 Resort by RVA

The Beach on Longboat Key #227 Resort by RVA
Longboat Key
9.2 out of 10, Wonderful, (81 reviews)
"Great location and great views!"
United States
Mark H.
The price is AED 808
AED 1,559 total
includes taxes & fees
15 Jul - 16 Jul
The Beach on Longboat Key #227 Resort 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.
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Top Longboat Key Hotel Reviews

Zota Beach Resort

Zota Beach Resort

8/10 Good
"Initial greeting wasn’t as one would expect - poor taste in communication/use of words but a better educated receptionist assured me they’d do better next time"
BETH 1-night trip
Posted 1 day ago
Zota Beach Resort

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 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. Our travelers also rate Country Club Long Boat Key Beach Villa 2B 3BA Pool as a favorite home for rent in Longboat Key.

How many vacation rentals are there in Longboat Key?

Choose from 26 Expedia vacation rentals in Longboat Key for a memorable vacation.

What can I see and do in Longboat Key?

Longboat Key Beaches and Jewfish Key are a couple of lovely local spots to get outside and enjoy nature. Siesta Key Beach and St. Armands Circle 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.