Longboat Key Cottage Rentals

· Apartment in Longboat Key
Barefoot Bungalow just steps away from the crystal sands & tourquoise water of the gulf, paradise!!
Studio · Sleeps 4 ·
Ceiling Fan · Pool · Air Conditioning ·
From
$161/night
Check availability
Amenities
Ceiling Fan
Pool
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen
· Apartment in Longboat Key
NEW! Longboat Key Cottage: Extended Stays Welcome!
2 Beds · 2 baths · Sleeps 8 ·
Fireplace · Balcony · Private Pool ·
From
$275/night
Check availability
Amenities
Fireplace
Private Pool
Central Heat
Hot Tub
Oven
Pool
Air Conditioning
Dishwasher
Other spaces
Balcony, Kitchen
· Apartment in Longboat Key
A Beach Front Cottage: Beautiful & Private: Weekly or Monthly.
2 Beds · 1 bath · Sleeps 6 ·
Beach · Furnished · Kitchen ·
From
$334/night
Check availability
Amenities
Beach
Furnished
Other spaces
Kitchen
Showing 1 - 3 of 3 results
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Explore more stays nearby

· Apartment in Laurel Park
Beautifully decorated 1bdrm carriage house - 8 min walk to downtown Sarasota
1 Bed · 1 bath · Sleeps 2 ·
Waterfront · Workspace · Air Conditioning ·
From
$125/night
Check availability
Amenities
Waterfront
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Wifi
Furnished
Garage Parking
Other spaces
Workspace, Kitchen
· Apartment in Laurel Park
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
2 Beds · 2 baths · Sleeps 4 ·
Outdoor Space · Oven · Air Conditioning ·
From
$113/night
Check availability
Amenities
Oven
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Furnished
Residents Lounge
Other spaces
Kitchen
· Apartment in Sarasota
Tropical Garden Beach Cottages across from Siesta Key Beach Access 11
1 Bed · 1 bath · Sleeps 3 ·
Outdoor Space · On Site Laundry · Fitness Center ·
From
$297/night
Check availability
Amenities
On Site Laundry
Fitness Center
Oven
Air Conditioning
Pool
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Lido Key
Lido Key Cottage -stroll to beach!
2 Beds · 1 bath · Sleeps 6 ·
Ceiling Fan · Pool · Air Conditioning ·
From
$320/night
Check availability
Amenities
Ceiling Fan
Pool
Air Conditioning
In Unit Laundry
Wifi
Furnished
Swimming Pool
Storage
Other spaces
Kitchen
· Apartment in Laurel Park
1767|Near Beaches|Downtown|Full Kitchen|Cozy
1 Bed · 1 bath · Sleeps 2 ·
Outdoor Space · Fitness Center · Workspace ·
From
$298/night
Check availability
Amenities
Fitness Center
Oven
Air Conditioning
Dishwasher
Wifi
Furnished
Other spaces
Workspace, Kitchen
· Apartment in Sarasota
Siesta Key 'Casa Serena' w/ Private Pool + Lanai!
3 Beds · 3 baths · Sleeps 6 ·
Ceiling Fan · Private Pool · Oven ·
From
$435/night
Check availability
Amenities
Ceiling Fan
Private Pool
Oven
Pool
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Bradenton
NEW! Historic Bradenton Cottage ~ 1 Mi to Downtown
2 Beds · 1 bath · Sleeps 4 ·
Air Conditioning · Dishwasher · In Unit Laundry ·
From
$215/night
Check availability
Amenities
Air Conditioning
Dishwasher
In Unit Laundry
Furnished
Other spaces
Kitchen
· Apartment in Holmes Beach
Dog-friendly cottage w/ island views, shared pool & private patio - beach nearby
2 Beds · 2 baths · Sleeps 6 ·
Oven · Pool · Air Conditioning ·
From
$166/night
Check availability
Amenities
Oven
Pool
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Furnished
Swimming Pool
Other spaces
Kitchen

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· Apartment in Holmes Beach
Historic beach cottage with private pool - walk 1 block to beach & free trolley
3 Beds · 2 baths · Sleeps 6 ·
Assigned Parking · Private Pool · Oven ·
From
$263/night
Check availability
Amenities
Assigned Parking
Private Pool
Oven
Pool
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Siesta Key
Beachside Vacation Cottage at Beach Palms in Siesta Key
2 Beds · 1 bath · Sleeps 5 ·
On Site Laundry · Hot Tub · Oven ·
From
$200/night
Check availability
Amenities
On Site Laundry
Hot Tub
Oven
Air Conditioning
Pool
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Sarasota
Beachside Vacation Cottage at Beach Palms
2 Beds · 1 bath · Sleeps 5 ·
On Site Laundry · Hot Tub · Oven ·
From
$273/night
Check availability
Amenities
On Site Laundry
Hot Tub
Oven
Air Conditioning
Pool
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Sarasota
Beachside Vacation Cottage at Beach Palms Across from Beach
2 Beds · 1 bath · Sleeps 5 ·
On Site Laundry · Hot Tub · Oven ·
From
$199/night
Check availability
Amenities
On Site Laundry
Hot Tub
Oven
Air Conditioning
Pool
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Bradenton Beach
Beach front on Anna Maria Island ~ Bradenton Beach
2 Beds · 2 baths · Sleeps 5 ·
Outdoor Space · Carpet · Waterfront ·
From
$261/night
Check availability
Amenities
Carpet
Waterfront
Oven
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Wifi
Other spaces
Kitchen
· Apartment in Lido Key
Classic Roomy Beach Cottage: 4 bd/3 ba: 100 ft to beach path; priv pool
4 Beds · 4 baths · Sleeps 10 ·
Outdoor Space · Fitness Center · Assigned Parking ·
From
$593/night
Check availability
Amenities
Fitness Center
Assigned Parking
Private Pool
Oven
Pool
Air Conditioning
Dishwasher
Beach
Other spaces
Kitchen
· Apartment in Sarasota
Steps to #1 Rated Beach And Siesta Key Village! #1 Sunset Spot! Suite 2
1 Bed · 1 bath · Sleeps 2 ·
Fitness Center · Private Pool · Oven ·
From
$119/night
Check availability
Amenities
Fitness Center
Private Pool
Oven
Pool
Air Conditioning
Beach
In Unit Laundry
Wifi
Other spaces
Kitchen
· Apartment in Lido Key
Cozy Beach cottage 2 ½ bdrm 2 ba; 20 meters from beach path
2 Beds · 2 baths · Sleeps 6 ·
Outdoor Space · On Site Laundry · Fireplace ·
From
$400/night
Check availability
Amenities
On Site Laundry
Fireplace
Oven
Air Conditioning
Pool
Dishwasher
Beach
In Unit Laundry
Other spaces
Kitchen
· Apartment in Laurel Park
SarasotaCottageRentals ~ Authentic FL, Enchanting Downtown Historic Laurel Park
2 Beds · 2 baths · Sleeps 6 ·
Outdoor Space · High Ceilings · Deck ·
From
$117/night
Check availability
Amenities
High Ceilings
Oven
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Furnished
Residents Lounge
Other spaces
Deck, Workspace, Balcony, Kitchen
· Apartment in Holmes Beach
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach
2 Beds · 2 baths ·
Oven · Air Conditioning · Dishwasher ·
From
$225/night
Check availability
Amenities
Oven
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Wifi
Furnished
Wheelchair Accessible
Other spaces
Kitchen
· Apartment in Holmes Beach
Charming, Family Friendly Newly Renovated Duplex on Holmes Beach.
2 Beds · 2 baths ·
Outdoor Space · Oven · Air Conditioning ·
From
$203/night
Check availability
Amenities
Oven
Air Conditioning
Dishwasher
Beach
In Unit Laundry
Wifi
Furnished
Residents Lounge
Other spaces
Kitchen
· Apartment in Sarasota
Stylish retreat in perfect location
2 Beds · 2 baths · Sleeps 4 ·
Fireplace · Hot Tub · Oven ·
From
$235/night
Check availability
Amenities
Fireplace
Hot Tub
Oven
Air Conditioning
Dishwasher
In Unit Laundry
Wifi
Furnished
Other spaces
Kitchen
· Apartment in Cortez
Private historical completely renovated cottage with 60 ft dock on Sarasota Bay
1 Bed · 1 bath · Sleeps 4 ·
Fitness Center · Smoking Allowed · Hardwood Floor ·
From
$223/night
Check availability
Amenities
Fitness Center
Smoking Allowed
Hardwood Floor
Waterfront
Oven
Air Conditioning
Dishwasher
Beach
Other spaces
Kitchen
Home > Florida Vacation Rentals > Longboat Key Vacation Rentals > Longboat Key cottage Vacation Rentals
Updated: March 9, 2023

Learn about vacation rentals in

Longboat Key

Explore 510 vacation rentals near Longboat Key, Florida. Whether you’re a tourist or on a staycation, there’s plenty of things to do and restaurants to try around the city. If you’re looking to take a trip to Longboat Key, you can see photos of Longboat Key vacation rentals, view amenities and features, browse by specific property types, and more. Use our interactive map to find Longboat Key vacation rentals in specific areas. Whether you’re looking for a Longboat Key staycation, weekend getaway, or a long vacation, we’ve got you covered. Use the date filters at the top to select your travel dates and view availability. The lowest vacation rental price in Longboat Key is $161 per night and the highest price is $334 per night.
The most common amenities for vacation rentals near Longboat Key are: furnished, kitchen, and outdoor space. To find vacation properties that might be a good option for large groups or families, use our filters for bedroom count, bathroom count and more.

1 bed rentals

112 available

2 bed rentals

283 available

3 bed rentals

63 available

4+ bed rentals

21 available

Getting around Longboat Key

Pedestrian friendly

1/10
You’ll need another mode of transportation for getting around. Scooter, anyone?

Car friendly

10/10
Commuting is easy with multiple accessible routes and plenty of parking.

Transit friendly

0/10
FYI, there are little to no public transit options within walking distance.

Points of interest in Longboat Key

Groceries

0/10
No grocery stores within walking distance

Shopping

1/10
Few or no shops within walking distance

Cafes

0/10
Few or no cafés within walking distance

Restaurants

1/10
Few or no restaurants within walking distance

Parks

4/10
Limited amount of park space nearby

Nightlife

1/10
Few or no bars within walking distance

Longboat Key Cottage Rentals FAQ

How many cottage vacation rentals in Longboat Key are available?

As of March 9, 2023, there are 3 cottage vacation rentals in Longboat Key available.

Do any Longboat Key cottage rentals have internet access?

There are 2 cottage rentals in Longboat Key that have internet access.

Are there any pet friendly cottage rentals in Longboat Key?

There are 1 pet friendly cottage rentals in Longboat Key. A pet friendly rental allows pets such as dogs or cats. We recommend contacting the listing owner for more specific pet details.

Are there any cottage rentals in Longboat Key with more than 1 bedroom?

There are 2 cottage rentals in Longboat Key with more than 1 bedroom. Use the filters on Vacations by Zumper to find more specific rental properties.

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