Best Cottages in Longboat Key in 2026

Q: Are there any family-friendly cottages in Longboat Key?

Get comfortable at Queen's Gate Resort , a 2.5-star cottage not far from downtown. Amenities here include a nearby beach and a barbecue grill. Another family-friendly pick where you can swap the concrete jungle for fresh air and nature is 105b 12th Street South Front 2 Bedroom Apts By Redawning . A barbecue grill and WiFi help make this 3-star cottage a guest favourite. Longboat Key has no shortage of family-friendly attractions to check out that'll entertain the kids. Florida Maritime Museum at Cortez and Island Gallery West promise a fun day out for visitors of all ages.

A coastal cityscape with a sunset over the water, featuring several high-rise buildings and palm trees.

Change your mind
Book hotels with free cancellation
Treat yourself
Save instantly and earn perks with One Key
Learn about One Key
Be picky
Search almost a million properties worldwide

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Longboat Key cottages

1. The "Grouper"

Sunny Shores

Savannah S.

includes taxes & fees

18 Aug - 19 Aug

2. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

Bradenton

Rob

includes taxes & fees

20 Aug - 21 Aug

3. Coastal Luxury 7mi to Anna Maria Private Cottage

Bradenton

Daniel o.

includes taxes & fees

30 Aug - 31 Aug

4. Romantic Island Getaway! Just Steps from the Beach

Bradenton Beach

Valerie T.

includes taxes & fees

18 Aug - 19 Aug

1 bedroom, iron/ironing board, WiFi, bed sheets

5. Lido Bungalow Walk to Beach & St. Armand's Circle

Lido Key

includes taxes & fees

18 Aug - 19 Aug

6. Cozy Lido Key Bungalow by Pool & Beach

Lido Key

includes taxes & fees

21 Aug - 22 Aug

7. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

Anna Maria

Sadie E.

includes taxes & fees

18 Aug - 19 Aug

8. Yellow Palm Cottage steps from the beach

Siesta Key Village

Tami B.

includes taxes & fees

25 Aug - 26 Aug

View all properties

Find holiday rentals that suit your style

Aparthotels

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Top Longboat Key Hotel Reviews

Zota Beach Resort

8/10 Good

"My only issue was with the breakfast menu. I ordered the Waygu steak and eggs. The taste was wonderful but unfortunately the eggs are either reconstituted or from a paper carton, and the "Waygu" was just a filet. We will be back!"

The Beach on Longboat Key #227 Resort by RVA

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have stayed at The Beach resort now several years. We love it!! We dont have to cross the road to get to the beach, we can cook where we are or we can go out to eat. If the waves are rough the girls can swim in the pool. This is our annual summer vacation!! Thank you ❤️"

Sea Club I Beach Resort

10/10 Excellent

"Everything was great. My only suggestion is the villa needs a "community closet" for items to be left. For instance: we flew in on a Thursday. We were hoping there would be sand toys, etc there to use for our stay since we couldn't bring them with us. Since there wasn't I went and bought sand toys, sifters, a boogie board and a skim board for my teen girls to play with while we stayed. We couldn't fly back with them without paying enormous checked bag fees so we opted to leave them "for the next family to enjoy". I imagine the cleaning crew probably had to trash them however. I wish there was a "community closet" to donate such items to for the next family and that we could have borrowed from for our stay. Otherwise it's a fantastic place to stay. We were in villa #31 and it was very well stocked and comfortable and we would love to come back and stay again. The best part, they provide loungers and chairs to take to the beach to use at your leisure! How great is that!?!"

Oceanfront Bliss–Longboat Key Beach 106 by RVA

10/10 Excellent

"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We love this condo & location. We’ve stayed here many times. However, the mattress is horrible and it will probably keep us from renting in the future. We’re not even that picky with mattresses, we travel a lot and are always sleeping in hotels, condos, etc. But this mattress is so bad we’re in pain for a week after leaving."

Beachfront Bliss on Longboat Key- Steps to the sand

8/10 Good

"Location to the beach was wonderful. Steps from crystal clear water. Pool was nice and clean as was the room itself. It is small, I wouldn't recommend more than 2 people stay, anymore than that would be a tight fit, but could work if you needed it to. Location to restaurants and shops wasn't convenient for someone who did not have vehicle access so keep that in mind if you don't have transportation available. Everyone at the property was friendly and helpful. It was a quiet location which was nice. Host answered questions timely and was helpful when needed. Over all good experience."

Find out more about Longboat Key

Longboat Key Cottages information

Number of reviews	5
Accommodation	24 Cottages
Lowest Price	£248
Highest Price	£2,240

Frequently asked questions

Are there any family-friendly cottages in Longboat Key?

Get comfortable at Queen's Gate Resort, a 2.5-star cottage not far from downtown. Amenities here include a nearby beach and a barbecue grill. Another family-friendly pick where you can swap the concrete jungle for fresh air and nature is 105b 12th Street South Front 2 Bedroom Apts By Redawning. A barbecue grill and WiFi help make this 3-star cottage a guest favourite. Longboat Key has no shortage of family-friendly attractions to check out that'll entertain the kids. Florida Maritime Museum at Cortez and Island Gallery West promise a fun day out for visitors of all ages.

Why book your cottage in Longboat Key with Expedia?

Booking a cottage in Longboat Key is as easy as deciding on your travel dates and selecting your ideal place for outdoor recreation and relaxation. From high-end retreats to affordable properties and cottages that come with amenities like a kitchenette, Expedia has something for all traveller tastes. As for the best deals around? We've got them too!

How can I find cheap cottages in Longboat Key?

Expedia is here to help you track down cheap cottages in Longboat Key. To find a fantastic stay in a couple of quick clicks, simply use our handy filter tool to tailor your search results by star rating, budget and amenities.

Explore a world of travel with Expedia

Longboat Key Holiday Rentals

Things to do in Sarasota

Book Cottages in Longboat Key on Expedia.com

Search Longboat Key Cottages

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Longboat Key cottages

1. The "Grouper"

2. Pet-friendly Bradenton Home 1.5 Mi to Cortez Beach

3. Coastal Luxury 7mi to Anna Maria Private Cottage

4. Romantic Island Getaway! Just Steps from the Beach

5. Lido Bungalow Walk to Beach & St. Armand's Circle

6. Cozy Lido Key Bungalow by Pool & Beach

7. Newly Renovated Sea Breeze Cottage with Private Dock, Easy Access to Bimini Bay

8. Yellow Palm Cottage steps from the beach

9. Pink Mango Cottage steps from the beach

10. Adorable Cottage with Covered Balconies and Private Pool

11. Beautiful Guest House Near the Beach with Private Pool!

12. Beautiful Condo on Pine Ave, 2 Blocks to Beach

13. Blue Dolphin Cottage steps from the beach

14. 3716 7th Ave W

15. Siesta Key Beachside Getaway Cottage Walking Distance to Beach and Village

16. Drift Inn A, Heated Pool, Beach and Amenities, 2-3 min walk.

17. Pass-a-Grille Beach Getaway| Walkable| Bikes +Gear

18. Sunny PaG Island rental w/bikes-just steps2beach

19. Steps 2 Beach- Cottage w/king bd +2bikes +parking

20. Perfect Getaway – Lovely One Bedroom cottage House – Near Beaches

Find holiday rentals that suit your style

Top Longboat Key Hotel Reviews

Zota Beach Resort

Find out more about Longboat Key

Longboat Key Cottages information

Frequently asked questions

Explore a world of travel with Expedia