Longboat Key Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Longboat Key

On the beach, sun loungers, beach towels
THE BEACH CONDO #107 BEACHFRONT FULL VIEW

THE BEACH CONDO #107 BEACHFRONT FULL VIEW

Longboat Key
9.8 out of 10, Exceptional, (79)
"Had a wonderful time at this condo. It was a great location and was kept very clean. The owner was very nice and helpful. Will definitely be back! "
United States
Karen
The price is ￥30,676
￥59,991 total
includes taxes & fees
Nov 12 - Nov 13
THE BEACH CONDO #107 BEACHFRONT FULL VIEW
A heated pool
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, (15)
"Love Longboat and the accommodations and access to the beach from this property are perfect. The view from the balcony is perfect. . "
United States
david H.
The price is ￥46,399
￥115,460 total
includes taxes & fees
Dec 7 - Dec 8
Updated Beachfront Condo at Prestigious Long Boat Key Resort
Dining
Beachfront Studio – Cabana #5B by RVA

Beachfront Studio – Cabana #5B by RVA

Longboat Key
8.2 out of 10, Very Good, (73)
"Wonderful spot. Highly recommend. "
United States
Regina T.
The price is ￥23,277
￥48,081 total
includes taxes & fees
Nov 12 - Nov 13
Beachfront Studio – Cabana #5B by RVA
Beach nearby
Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64

Longboat Key
9.8 out of 10, Exceptional, (60)
"Beach is beautiful and condo is convient to all. Condo is very comfortable and as shown and described. We will definitely stay again."
United States
Kim S.
The price is ￥22,352
￥57,059 total
includes taxes & fees
Nov 24 - Nov 25
Renovated Beach Paradise. Ground Floor unit 64
A heated pool
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, (59)
"Clean, cozy and right in the beach!! Was a perfect little getaway! "
United States
Michelle M.
The price is ￥23,893
￥51,279 total
includes taxes & fees
Nov 12 - Nov 13
Ground Floor, Steps to Sand – Silver Sands #243A by RVA
A heated pool
Affordable Beach Studio – Silver Sands #257A by RVA

Affordable Beach Studio – Silver Sands #257A by RVA

Longboat Key
9.6 out of 10, Exceptional, (74)
"Great place on the beach. Quiet and relaxing."
United States
Jane J.
The price is ￥23,739
￥51,094 total
includes taxes & fees
Nov 12 - Nov 13
Affordable Beach Studio – Silver Sands #257A by RVA
A heated pool
Silver Sands #245A Resort by RVA

Silver Sands #245A Resort by RVA

Longboat Key
8.8 out of 10, Excellent, (59)
"Room was clean, fun decor, and pleasant."
United States
Andrea P.
The price is ￥24,972
￥52,725 total
includes taxes & fees
Nov 12 - Nov 13
Silver Sands #245A Resort by RVA
A heated pool
Silver Sands 1BR – Gulfside Comfort #255 by RVA

Silver Sands 1BR – Gulfside Comfort #255 by RVA

Longboat Key
9.0 out of 10, Wonderful, (82)
"Great location and very well kept."
United States
Shelly S.
The price is ￥29,134
￥58,327 total
includes taxes & fees
Dec 10 - Dec 11
Silver Sands 1BR – Gulfside Comfort #255 by RVA
A heated pool
Relaxing 2BR Retreat-Silver Sands Resort

Relaxing 2BR Retreat-Silver Sands Resort

Longboat Key
9.6 out of 10, Exceptional, (25)
"The view was beautiful and the pool was nice and quiet. Great stay."
United States
JENNIFER J.
The price is ￥40,541
￥86,142 total
includes taxes & fees
Nov 12 - Nov 13
Relaxing 2BR Retreat-Silver Sands Resort
On the beach, sun loungers, beach towels
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, (107)
"Great location and clean."
United States
Marie M.
The price is ￥27,747
￥63,618 total
includes taxes & fees
Nov 22 - Nov 23
Sunset and beach view from your balcony Unit 403
On the beach, beach umbrellas
Gulfside Resort – Silver Sands #241A by RVA

Gulfside Resort – Silver Sands #241A by RVA

Longboat Key
8.4 out of 10, Very Good, (47)
"Checkin was very easy. Studio was spotless. Right on the beach and close proximity to restaurants."
United States
Susan D.
The price is ￥24,972
￥52,725 total
includes taxes & fees
Nov 12 - Nov 13
Gulfside Resort – Silver Sands #241A by RVA
Beach nearby
Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

Longboat Key
9.4 out of 10, Exceptional, (55)
"Enjoyed a clean, comfortable room very close to the beach and pool. A quiet area perfect for a relaxing vacation."
United States
Tina N.
The price is ￥21,581
￥51,209 total
includes taxes & fees
Nov 19 - Nov 20
Right on the beach.Renovated ground Floor unit 63.
A heated pool
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, (42)
"Enjoyed our stay"
United States
Susan C.
The price is ￥28,055
￥56,881 total
includes taxes & fees
Nov 12 - Nov 13
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
A heated pool
Coastal Comfort – Silver Sands Resort #233 by RVA

Coastal Comfort – Silver Sands Resort #233 by RVA

Longboat Key
8.8 out of 10, Excellent, (31)
"Amazing room, super clean and equipped."
United States
Melissa O.
The price is ￥24,818
￥52,542 total
includes taxes & fees
Nov 12 - Nov 13
Coastal Comfort – Silver Sands Resort #233 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, (85)
"We have stayed at this complex before and the location cannot be beat! Right on the beach. The unit was well appointed and comfortable."
United States
Kelly H.
The price is ￥20,040
￥46,511 total
includes taxes & fees
Nov 18 - Nov 19
Oceanfront Bliss–Longboat Key Beach 106 by RVA
On the beach, sun loungers, beach towels
Silver Sands on the Sea: Winter Availability!

Silver Sands on the Sea: Winter Availability!

Longboat Key
10.0 out of 10, Exceptional, (83)
"Charming place with a fantastic beach!"
United States
Mike M.
The price is ￥30,830
￥64,573 total
includes taxes & fees
Dec 7 - Dec 8
Silver Sands on the Sea: Winter Availability!
A heated pool
Oceanfront Oasis – Longboat Key 226 by RVA

Oceanfront Oasis – Longboat Key 226 by RVA

Longboat Key
9.2 out of 10, Wonderful, (119)
"Couldn't have been a better spot for our family"
United States
Sandee R.
The price is ￥21,889
￥49,033 total
includes taxes & fees
Dec 3 - Dec 4
Oceanfront Oasis – Longboat Key 226 by RVA
A heated pool
Relax, Recharge & Repeat – Silver Sands #241 by RVA

Relax, Recharge & Repeat – Silver Sands #241 by RVA

Longboat Key
9.4 out of 10, Exceptional, (39)
"Beautiful location, loved the accommodations! The staff is awesome!"
United States
Julie N.
The price is ￥31,138
￥61,654 total
includes taxes & fees
Nov 20 - Nov 21
Relax, Recharge & Repeat – Silver Sands #241 by RVA
Sun loungers
Charming Longboat Key Bungalow with beach access minutes away…

Charming Longboat Key Bungalow with beach access minutes away…

2.0 star property
Longboat Key
9.4 out of 10, Exceptional, (12)
"Property was very nice and conveniently located "
United States
Ryan C.
The price is ￥20,672
￥60,706 total
includes taxes & fees
Nov 12 - Nov 13
Charming Longboat Key Bungalow with beach access minutes away…
Interior
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, (87)
"This condo is fantastic! The views are unbeatable. Great location for a family vacation. We would highly recommend it! "
United States
Katie B.
The price is ￥25,435
￥60,234 total
includes taxes & fees
Nov 16 - Nov 17
Best views of the beach from your balcony Unit 301
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

Right on the beach.Renovated ground Floor unit 63.

Right on the beach.Renovated ground Floor unit 63.

10/10 Excellent
"Host was exceptional and all vacation needs were met"
Andrea C. 6-night trip
Posted 6 days ago
Right on the beach.Renovated ground Floor unit 63.

Find out more about Longboat Key

Search for holiday rentals in Longboat Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Longboat Key using one of the methods below:

  • View our selection of featured holiday rentals in Longboat Key
  • Use the map to find apartments and other holiday homes in the Longboat Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Longboat Key while they last

Look no further and take a look at our great range of rental properties in Longboat Key!

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?

Tropical Villas of Venice Beach: This vacation home rental near Longboat Key is located near the beach and has an outdoor pool, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. Make the most of the garden in this rental home to help you unwind.

How many vacation rentals are there in Longboat Key?

Choose from 171 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 Lido 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.