Find Romantic Hotels in Longboat Key, FL

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 availability on Longboat Key Romantic Hotels

Our top choices for Longboat Key romantic hotels

Exterior
The Resort at Longboat Key Club

The Resort at Longboat Key Club

The Resort at Longboat Key Club
4.0 star property
Longboat Key
9.0 out of 10, Wonderful, (689)
"Amazing staff, Sherman the concierge was the absolute best making our experience the greatest it could possibly be! We will be back again and again!"
United States
Jared
The price is AED 1,649
AED 2,029 total
includes taxes & fees
14 Dec - 15 Dec
The Resort at Longboat Key Club
Property amenity
The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
5.0 star property
Longboat Key
9.8 out of 10, Exceptional, (59)
"Fantastic stay . All servers were great. Staff very friendly and helpful. "
United States
Richard
The price is AED 2,714
AED 3,337 total
includes taxes & fees
14 Dec - 15 Dec
The St. Regis Longboat Key Resort
On the beach, beach umbrellas
Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat

Relax at Gulf – Silver Sands Resort #232, Longboat
Longboat Key
9.2 out of 10, Wonderful, (71)
"Great location "
United Kingdom
Lawrence M.
The price is AED 559
AED 1,216 total
includes taxes & fees
11 Dec - 12 Dec
Relax at Gulf – Silver Sands Resort #232, Longboat
On the beach
Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA

Drift & Dune – Longboat Beachfront #101 RVA
Longboat Key
8.6 out of 10, Excellent, (74)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Condo is well appointed and spacious. Amenities galore! This unit can sleep five but we were only two so we had plenty of space. Comfortable bed and plenty of beach towels. Had some trouble working the tv’s but eventually got it sorted."
United States
Jim &.
The price is AED 522
AED 1,283 total
includes taxes & fees
15 Dec - 16 Dec
Drift & Dune – Longboat Beachfront #101 RVA
On the beach, beach umbrellas
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA

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 AED 605
AED 1,279 total
includes taxes & fees
11 Dec - 12 Dec
Sun, Sand & Silver Sands – Gulfside Resort #237 by RVA
Beach nearby
Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64

Renovated Beach Paradise. Ground Floor unit 64
Longboat Key
10.0 out of 10, Exceptional, (61)
"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 AED 477
AED 1,286 total
includes taxes & fees
11 Dec - 12 Dec
Renovated Beach Paradise. Ground Floor unit 64
On the beach, beach umbrellas
Beach Escape – Silver Sands Resort #246 by RVA

Beach Escape – Silver Sands Resort #246 by RVA

Beach Escape – Silver Sands Resort #246 by RVA
Longboat Key
9.0 out of 10, Wonderful, (62)
"Although a bit older, it is a nice resort with a great set-up to pool and beach."
United States
Gina S.
The price is AED 691
AED 1,393 total
includes taxes & fees
11 Dec - 12 Dec
Beach Escape – Silver Sands Resort #246 by RVA
On the beach, beach umbrellas
Coastal Comfort – Silver Sands Resort #233 by RVA

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)
"We spent 3 beautiful days with you. The room was clean and comfortable. Your grounds and pool were well maintained. Very pleasant stay and I will definitely be back. "
United States
Martha R.
The price is AED 535
AED 1,185 total
includes taxes & fees
11 Dec - 12 Dec
Coastal Comfort – Silver Sands Resort #233 by RVA
On the beach, beach umbrellas
Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA

Gulf Front Escape – Silver Sands #252 by RVA
Longboat Key
9.0 out of 10, Wonderful, (100)
"Perfect for our family "
United States
Alan B.
The price is AED 628
AED 1,311 total
includes taxes & fees
11 Dec - 12 Dec
Gulf Front Escape – Silver Sands #252 by RVA
Beach nearby
Best views of the beach from your balcony Unit 301

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, (88)
"It was so great loved everything in the home"
United States
TERRY C.
The price is AED 679
AED 1,529 total
includes taxes & fees
14 Dec - 15 Dec
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

Top Longboat Key Hotel Reviews

The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"All good!!"
Mark 1-night trip
Posted 3 weeks ago
The Resort at Longboat Key Club

Explore a world of travel with Expedia

Frequently asked questions

Searching for romantic hotels in Longboat Key?
Are you and your partner in need of a romantic getaway? Our guests also enjoy Longboat Key for its sunsets and beaches. You might consider checking out some of the nearby sights and attractions such as Longboat Key Beaches, Jewfish Key, or Harborside Golf Course at Longboat Key Club. If you're interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
When is the best time of year for a romantic getaway to Longboat Key?
If you're hoping to get lost in the rain on your romantic getaway, check out these details about year-round temperatures in Longboat Key: The hottest months are usually August and July with an average temp of 83°F, while the coldest months are January and February with an average of 66°F. The rainiest months in Longboat Key are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Longboat Key?
There's nothing better than wandering around a new destination with your sweetheart, so consider checking out all that Longboat Key has to offer. Couples looking to see some of the area's natural features will enjoy Longboat Key for its sunsets and beaches. You might consider a visit to Longboat Key Beaches, Jewfish Key, or Harborside Golf Course at Longboat Key Club.
What's the best way to get to Longboat Key and around town during my romantic getaway?
This information about transportation options in Longboat Key might help your romantic trip get off to a smooth start: To get to Longboat Key, book a flight to Sarasota-Bradenton Intl. Airport (SRQ), which is the closest major airport, located 6.7 mi (10.8 km) from the city center. If you'd like to venture out around the area, you may want a rental car for your journey.