Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access

Top rated by guests
Aerial View
Kitchen
Kitchen
Kitchen
Dining Area
review stars
9.6Outstanding
(26 Ratings)
"Loved how spacious the condo was, along with the great views. Walk to the beach was easy. So nice to have beach chairs, umbrellas, and bikes available for guests."
Lori D.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(26 Ratings)

Apartment in Longboat Key, FL

6 guests · 2 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental

About this apartment rental

Looking for a winter glow-up? Welcome to Longboat Key—where sandy beaches, soft breezes, and that “I could really get used to this” island vibe turn even the coldest months into sunshine season. Your home base: a spacious 1600+ sq. ft. 2BR condo perched right over Crane’s Bay with front-row seats to postcard-perfect views (and the occasional surprise manatee cameo).

Inside, you’ll find all the comforts of home—only sunnier.
Main Bedroom: King bed + private bath with a jetted tub worthy of vacation-level bubble baths
Guest Room: Two twin beds (aka the cozy kid zone or bestie bunk room)
Living Room: Sleeper sofa for extra guests
Second Bathroom: Easy access for everyone—no vacation “line for the shower” chaos

A Kitchen Built for Vacation Mode
Fully equipped with full-size appliances, roomy countertops, a breakfast nook made for slow mornings, and all the essentials—dishes, pots, pans, toaster, coffee pot, and utensils.
Plus, in-unit washer + dryer to keep swimsuits fresh and sandy footprints in check.

A Little Heads-Up (Because We Keep It Real)
We’re giving the windows and sliding doors a glow-up.
You might hear a little daytime construction hum, but the work should be wrapped up before Christmas.

Resort Perks to Keep the Good Times Rolling
Heated Outdoor Pool & Whirlpool (Dawn to Dusk)
Perfect for cold-weather refugees and sunset soakers.
Tennis & Pickleball Courts
Serve up some friendly competition—or just look sporty, no judgment.
Beach + Gear Access
Ask at check-in for our limited supply of beach chairs, umbrellas, bikes, helmets, tennis gear, and fishing equipment.
(First come, first sun-kissed.)
Picnic & BBQ Area
Grill, chill, and dine under the Florida sky.
Lobby Entertainment
Books, games, and videos—because even paradise has cozy indoor days.

Before You Book, A Few Helpful Notes

Parking: No campers, motorhomes, or trailers. (We’ve got storage options—call us.)
Smoking: Allowed only on balconies or designated areas. Not inside.
Pets: We love them too, but this property is pet-free.
Occupancy: Max of 6 guests, kiddos included.
House Rules: No pets, no smoking/vaping inside, no parties.
Views: your view may vary.
Age Requirement: 21+ to rent and check in.
Maintenance: If anything pops up, our team is quick on the fix.

On-Site Office Hours
Mon–Fri: 8 AM – 4 PM
Sat: 9 AM – 5 PM

Map of Longboat Key, FL


Ratings and reviews

9.6 / 10
Outstanding(26 Ratings)
10 / 10Outstanding·Aug 2025
Loved how spacious the condo was, along with the great views. Walk to the beach was easy. So nice to have beach chairs, umbrellas, and bikes available for guests.
10 / 10Outstanding·Aug 2025
Staff is awesome!
8 / 10Excellent·Jul 2025
While still a bit of post hurricane construction was going on at the property, it didn’t ruin our stay.
6 / 10Average·Jun 2025
Twin beds were unacceptable, very noisy and crunchy loud sounds at every move. Twin mattresses need to be replaced. Overall needs some attention to detail on the unit interior. Could use a “refresh “ to look more current. Guest bathroom door would not latch closed until the maintenance man fixed it. Kitchen was well stocked, air works well, TV works fine. Staff very friendly.

$$$$
vrbo logo

FAQs

Is parking included with this apartment?

Parking is not specified as an available amenity at Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access. For more information, we encourage you to contact the property about where to park.

Is there a pool at this apartment?

We didn’t find pool listed as an amenity for this apartment. It may be worth double checking if a pool is important for your stay.

Is Winter’s Overrated. Longboat Key Isn’t. — 2BR w/ Beach Access pet friendly?

Unfortunately, this apartment is not pet-friendly. Try searching again and filter for "Pets Allowed"