Vacation Rentals in Longboat Key - HomeToGo base64Hash Vacation Rentals in Longboat Key - HomeToGo

Vacation Rentals in Longboat Key

Find 1,219 available offers from 23 partners
Longboat Key
Anytime
Guests
Longboat Key
Anytime
Guests

Popular Filters to find the Perfect Home Rental in Longboat Key

2 Adults
1 Bedroom
Condo
Pool
2 Bedrooms
4 Adults
2 Bathrooms

Sun, sea and luxury vacation homes in Flordia's Longboat Key

Vacation rentals on Florida's Longboat Key range from breezy beach front apartments to luxurious houses, so you can find the perfect home for your vacation. The town's aqua waters are broken by the prows of yachts and its sandy beaches are the ultimate place to unwind with friends and family.


Show all 1,219 properties

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Longboat Key accommodation with high-speed internet.

House  Longboat Key
Nov 2 - Nov 9
-79%
$1,725
$355
per night
House ∙ 8 guests ∙ 3 bedrooms

Vacation Home in Longboat Key with Grill, Patio & Pool

4.9
Outstanding (11 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
View deal
View deal
Condo  Longboat Key
Sep 7 - Sep 14
-38%
$212
$132
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Nice Condo in Longboat Key with Large Patio + Beautiful View

4.7
Excellent (16 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
View deal
View deal
House  Longboat Key
Sep 15 - Sep 22
-28%
$214
$155
per night
House ∙ 6 guests ∙ 2 bedrooms

House in Longboat Key with Large Garage

4.8
Outstanding (93 ratings)
Longboat Key, Manatee County, Florida, United States
Internet
View deal
View deal
See all offers

Vacation rentals and apartments with air conditioning

Keep cool during your trip to Longboat Key and book a vacation rental with air conditioning.

House  Longboat Key
Aug 15 - Aug 22
$281
per night
House ∙ 8 guests ∙ 4 bedrooms

House in Longboat Key with Patio & Grill

5.0
Outstanding (12 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
View deal
Condo  Longboat Key
Aug 10 - Aug 17
-37%
$326
$206
per night
Condo ∙ 2 guests ∙ 1 bedroom

Condo in Longboat Key with Complimentary Parking + Garden View + Next to Beach

4.5
Excellent (52 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
View deal
House  Longboat Key
Sep 7 - Sep 14
$480
per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in Longboat Key with Large Patio + Unobstructed View

5.0
Outstanding (54 ratings)
Longboat Key, Manatee County, Florida, United States
Air conditioning
View deal
View deal
See all offers

Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Longboat Key rental with full kitchen.

Condo  Longboat Key
Sep 7 - Sep 14
-29%
$399
$285
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Large Barbecue

4.9
Outstanding (153 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
View deal
View deal
Apartment  Longboat Key
Aug 10 - Aug 17
-18%
$219
$180
per night
Apartment ∙ 2 guests ∙ 1 bedroom

Lovely Rental Apartment in Longboat Key with Complimentary Parking + Garden View + Close to Beach

4.5
Excellent (78 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
View deal
View deal
Condo  Longboat Key
Sep 7 - Sep 14
-62%
$629
$239
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Condo in Longboat Key with Large Patio + Beautiful View

5.0
Outstanding (9 ratings)
Longboat Key, Manatee County, Florida, United States
Kitchen
View deal
View deal
See all offers

Best Vacation Home Deals in Longboat Key

Save up to 37%

Condo Longboat Key
Sep 28 - Oct 5
-37%
$428
$270
per night
Condo ∙ 4 guests ∙ 1 bedroom

Lovely Condo in Longboat Key with Complimentary Parking + Garden View + Beach Nearby

4.7
Excellent (85 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Sep 14 - Sep 21
-20%
$249
$199
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Gorgeous Condo in Longboat Key with Free Parking + Beach Nearby

4.9
Outstanding (169 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Oct 5 - Oct 12
-19%
$400
$325
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Botanical Garden + Beach View + Close to Beach

4.8
Outstanding (8 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal

Compare and find a rental that meets your needs among the 1,219 great accommodations from 21 vacation rental websites in Longboat Key. HomeToGo instantly features the best offers by comparing all of the available properties in Longboat Key from its various partners.

Recommended Vacation Rentals in Longboat Key

Find your perfect vacation rental in Longboat Key: from $132 per night

Condo Longboat Key
Sep 7 - Sep 14
-30%
$359
$250
per night
Condo ∙ 8 guests ∙ 2 bedrooms

Condo in Longboat Key with Patio & Pool, Queen Aerobed

4.9
Outstanding (43 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Jul 13 - Jul 20
$275
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Grill, Pool & Patio + Beach Nearby

4.3
Very good (23 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Aug 5 - Aug 12
$233
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Outdoor Pool + Pool View

4.5
Excellent (2 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Aug 6 - Aug 13
$250
per night
Condo ∙ 4 guests ∙ 2 bedrooms

Beautiful Condo in Longboat Key with Collective Parking + Unique View

4.8
Outstanding (15 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
May 31 - Jun 7
$220
per night
Condo ∙ 5 guests ∙ 1 bedroom

Charming Condo in Longboat Key with Pool, Patio & Grill + Next to Beach

4.7
Excellent (132 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
House Longboat Key
Sep 7 - Sep 14
-31%
$290
$200
per night
House ∙ 4 guests ∙ 2 bedrooms

House in Longboat Key with Patio & Pool

4.9
Outstanding (11 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Oct 26 - Nov 2
$221
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Wonderful Condo in Longboat Key with Large Patio + Close to Beach

4.8
Outstanding (149 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Sep 7 - Sep 14
-27%
$326
$239
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Nice Patio + Beach Nearby

4.8
Outstanding (121 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Apartment Longboat Key
Aug 10 - Aug 17
-39%
$639
$392
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Longboat Key with Complimentary Parking + Gulf-Front Views + Next to Beach

4.7
Excellent (144 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
See all offers

Budget-friendly Vacation Rentals in Longboat Key

Find Fantastic yet Inexpensive Offers

Condo Longboat Key
Aug 10 - Aug 17
$391
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Private Patio + Water Views

5.0
Outstanding (21 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Apartment Longboat Key
Sep 7 - Sep 14
$250
per night
Apartment ∙ 4 guests ∙ 1 bedroom

Rental Apartment in Longboat Key with Complimentary Parking + Beach Nearby

5.0
Outstanding (72 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Jul 27 - Aug 3
-29%
$307
$220
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Spacious Condo in Longboat Key with Private Balcony

5.0
Outstanding (6 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal

Top-Rated Rentals and Accommodations in Longboat Key

Book Vacation Rental Offers with the Highest User Rating

Condo Longboat Key
Aug 10 - Aug 17
$319
per night
Condo ∙ 4 guests ∙ 1 bedroom

Beautiful Condo in Longboat Key with Private Balcony + Ocean Views

4.9
Outstanding (85 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Sep 7 - Sep 14
-31%
$523
$360
per night
Condo ∙ 6 guests ∙ 2 bedrooms

Condo in Longboat Key with Patio, Grill & Yard + Beautiful View + Beach Nearby

4.8
Outstanding (68 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
Condo Longboat Key
Sep 7 - Sep 14
$183
per night
Condo ∙ 3 guests ∙ 1 bedroom

Condo in Longboat Key with Accessible Parking

4.6
Excellent (58 ratings)
Longboat Key, Manatee County, Florida, United States
View deal
View deal
2024-americas-best-customer-service-newsweek-statista-award

Popular Rental Amenities in Longboat Key

  • Pool (1,047)
  • Pet-friendly (119)
  • WiFi (1,190)
  • Air conditioning (1,177)
  • Kitchen (1,151)
  • Balcony/patio (638)
  • TV (1,104)
  • Washing machine (841)
  • Parking (98)
  • Dishwasher (951)
  • Microwave (1,053)
  • No smoking (1,176)

Filters are provided so you can in your search to find a great vacation rental in Longboat Key. Most of the properties in Longboat Key provide "Pool" or "Pets allowed," which makes it a wonderful vacation spot if you're dreaming of days spent poolside or you travel with your pet. Three features that are not often available are "Crib," "Sauna," and "Fireplace."

The Weather in Longboat Key

max.
Min.
72°
52°
10 days 10
max.
Min.
73°
55°
6 days 6
max.
Min.
79°
59°
7 days 7
max.
Min.
82°
64°
6 days 6
max.
Min.
88°
68°
8 days 8
max.
Min.
90°
73°
14 days 14
max.
Min.
91°
75°
17 days 17
max.
Min.
91°
77°
19 days 19
max.
Min.
90°
75°
15 days 15
max.
Min.
86°
68°
7 days 7
max.
Min.
79°
61°
5 days 5
max.
Min.
77°
59°
5 days 5
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Find the Longboat Key climate diagram. The highest average temperatures are in the month of July. However, temperatures can go lower than 52° in Longboat Key in January. The rainiest month is August while the driest month is November.

7-Day Weather Forecast in Longboat Key

Tue, 25 Jun
82°
80°

50%

3 h

9 mi/h

Wed, 26 Jun
80°
80°

10%

3 h

9 mi/h

Thu, 27 Jun
89°
84°

0%

2 h

9 mi/h

Fri, 28 Jun
89°
82°

0%

2 h

7 mi/h

Sat, 29 Jun
89°
84°

10%

2 h

9 mi/h

Sun, 30 Jun
91°
86°

70%

3 h

9 mi/h

Mon, 1 Jul
89°
86°

0%

3 h

9 mi/h

Accommodations for your vacation in Longboat Key

Many of the properties (64.75%) in Longboat Key are condo. They are the most frequent accommodations in this destination. Additionally, the average size of condo in Longboat Key is 110 m² with an average price of $390 a night. Moreover, this category of residence is ideal for medium-sized groups and families, as the majority of condo can host 5 people. House rental represent the second most typical property type in Longboat Key. The average size of house rental in Longboat Key is 166 m², and the average price is $436 per night.
What are the best activities for families in Longboat Key?

The whole family will love Buttonwood Harbor

Buttonwood Harbor is home to an array of delights for kids, including boat rides around the harbor which the kids will love. Around its circumference, you'll find surf shops, where fishing tackle, boogie boards and other equipment can be bought and hired. Kayak out into the water in search of dolphins, or play a spot of tennis with the locals.


Where are the unique attractions in Longboat Key?

Explore the area and take a trip to Beer Can Island

As this area becomes more popular, local fishermen have joked that Beer Can should be re-named 'Champagne Island.' This curved sandbar draws yachts and sunbathers with its calm seas and lively nightlife. Tampa Bay is also little over an hour away if you want a day trip exploring St. Petersburg or downtown Tampa.


What are the must-see attractions in Longboat Key?

There's so much to do in Longboat Key

Coquina Beach

Armored crayfish scuttle on the dappled sand, hooked from the crystal waters of Coquina Beach. Spacious reaches of super fine sand welcomes families who enjoy a day on the shore.

Joan M. Durante Community Park

Sunlight swims on the surface of the water at this park, which affords spectacular views of Sarasota Bay and is perfect for hiking and cycling. There are designated dog fountains where your furry friend can enjoy a drink, and there's also a café where you can too.

Cannons Marina

Rent a boat and float out onto Florida's waters at this 60-year-old, family-run boat dealer. Their fleet of pre-owned boats is managed by highly experienced professionals, focused on keeping their clients enjoying Florida's shoreline. Soak up the sun, sea air and smiles as you sail up and down the peninsula.

Quick Point Nature Reserve

Explore diverse habitats ranging from mangroves to salt marshes and lagoons throughout this 34-acre nature reserve. Observe the birdlife as you hike, bike and stroll through this leafy wonderland. There's even a picnic area where you can enjoy a well-earned rest after your exploration.

Islandside Golf Clubs

Test your game at this challenging course. Its Par 71 layout requires precise aim, and many holes traverse waterways. Each of the 18 holes has been designed to give you a one-of-a-kind golfing experience, one set among oleanders and fringed with over 5000 palm trees. Wildlife flutter and scuttle through this golf haven as you get your game on.


Information about vacation rentals in Longboat Key

🏡 Vacation rentals available 1,219 rentals
💳 Possible discounts up to 38%
🌙 Nightly prices starting at $132
⭐ Popular amenities Pool, Pets allowed and Internet
🐾 Pet friendly homes 118 homes
🏊 Vacation rentals with pools 1,037 homes

Frequently Asked Questions

What is the average nightly price for a vacation rental in Longboat Key?

The price of a night's stay in Longboat Key starts at $132. If you are looking for a condo, the nightly price is $390 on average. A house rental Longboat Key will cost $436 per night on average.

How many vacation homes are available for booking in Longboat Key?

There are currently 1,219 vacation homes available for booking for your upcoming vacation.

What amenities are most popular for vacation homes in Longboat Key?

The most popular amenities for vacation rentals in Longboat Key include accommodations with: Pets allowed, Pool, and Internet.

How many vacation rentals with a pool are in Longboat Key?

There are 1,037 vacation homes from 21 providers in Longboat Key.

Are pets allowed in vacation rentals in Longboat Key?

Finding a rental in Longboat Key that allows dogs is easy, with 118 pet-friendly available.

When is it better to travel to Longboat Key?

If you are choosing a vacation home in Longboat Key, consider that rainy season is usually in August or July, with November often being the driest.

Find the perfect Longboat Key home to match your style

Top cities to visit

Show more

Vacation Destinations Near Longboat Key

Show more

Top Vacation Ideas

Explore More Vacation Ideas

Show more

Accommodation in Longboat Key

Discover more vacation accommodations

Show more
image-tag