
Apartment holiday rentals in Longboat Key
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Top-rated apartment rentals in Longboat Key
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Longboat Key-OCEAN FRONT- on the beach
My place is located in a small boutique complex located on Longboat Key. Walk to shops, restaurants and park. You’ll love my place because of Gulf front location with full gulf view from living room, kitchen, master bedroom, and screened lanai. Completely updated in 2015 with full kitchen, two full baths and two bedrooms. A perfect place to relax, listen to the surf and watch amazing sunsets over the Gulf of Mexico. My place is good for couples, solo adventurers, and families (with kids).

Modern Private Apartment 1 Block from Sarasota Bay
One block from Sarasota Bay - completely remodeled and fully furnished guest apartment with a Miami deco feel. The unit is a little over 300 sf with full kitchen, one bathroom w/ shower, comfy queen bed, several stools/ chairs, flat screen tv, wifi, off-street parking, six USB ports for easy charging and sitting area outdoors on front porch. Five minutes to downtown or SRQ airport, 15 minutes to Lido Beach, and 25 minutes to Siesta Beach with easy access to University Parkway or Fruitville Rd.

Private apartment w/King bed+full kitchen
Welcome to our newly renovated apartment with King size bed and full kitchen. Parking in the driveway and self check in process make this is a safe and convenient stay whether you’re traveling solo or as a couple. Located on a quiet street yet close to the main road and access to the Legacy Trail + Pompano pickle ball courts at the end of our street. 5 minutes to Pinecraft, local ice cream, restaurants & approximately 7 miles to Siesta Key and Lido Key Beach and 15 minutes to Sarasota airport.

Ocean Front Condo!
A freshly remodeled beachfront condo with a coastal look. This stunning condo features modern coastal decor, with bright colors, beach-inspired accents, and panoramic views of the ocean. This wonderful condo has a private balcony allowing for the enjoyment of the sea breeze and stunning sunsets. The central location between Clearwater and St. Pete provides easy access to nearby restaurants, shops, and entertainment options, making it the perfect beachfront retreat for relaxation and leisure.

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath
The Marquise 204 is a Beautiful 1300sq ft DIRECT beachfront unit! Direct Gulf front views! Top floor corner unit. Small and quiet 10-unit building. Tremendous location for getaways with family and friends. After arriving you can literally leave your car behind and walk to over 10 local restaurants, bars and shops! Enjoy some of the best sunsets you will see in all of Florida from your private balcony! NO PETS. Renter MUST be at least 25 years old. NOTE: TWO flights of stairs NO elevator.

Beach Don't Kill My Vibe by Beach Boutique Rentals
*Features include* * Modern vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Bathroom with walk in shower * Small kitchenette with full-size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Off-street parking for one vehicle * Trolley stop across the street * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella, and cart * Steps to the beach!

Newly Remodeled Beachfront Studio - On the sand!
ONE SHELL COVE on Anna Maria Island has been totally remodeled after Hurricanes Helene and Milton. Wonderful studio floor plan with amazing kitchen. Beautiful view of the waves and the beach right outside your window. Grab your towel, take a few steps and you're on the beach. The sand comes right up to your door in this ground floor unit. Amazing Location Walk to some restaurants Free Trolley goes up and down the Island Rent Kayaks and Paddleboards and enjoy the Beach

Popular Beachside Studio w Relaxing Patio & Palms!
The true gem of Treasure Island! Tucked right off of Gulf Blvd this is one of three stylish studio units nestled in a coconut palm-fringed private courtyard with a residential cottage onsite. This cozy spot overlooking a lush tropical garden is just steps from a white sand beach & walking distance to dozens of laid back beach bars, live music & dining. Please note: There’s no guest parking on-site, but paid parking is nearby as well as a frequent public trolley.

Lido Key/St. Armand's Studio apt 8
Short walk to Lido Beach. Studio apartment. This is a October 2024 remodel. and dining, family-friendly activities, and public transport all very close by. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. This one room studio is good for a couple or solo adventurers. Short drive to downtown Sarasota and LBK. Ideal for budget and value conscious lodgers looking for short term stays.

Cabin 2 at Spinnakers Vacation Cottages
My place is close to the beach, family-friendly activities, the free AMI trolley, and nightlife. You’ll love my place because of the location and the ambiance. It is nestled in the lush tropical landscape of Spinnakers Vacation Cottages. You will find Cabin 2 is a perfect spot for an island getaway. My place is good for couples, solo adventurers, families (with kids), and certain size breed and weight dogs. Spa maintains same temperature as pool.

One Block to Beach - Ohana Hale Beachside 1 BR
Fully Remodeled – February 2025 Welcome to Ohana—the Hawaiian word for "family," and the feeling we want every guest to experience. Perfect for a couples’ getaway, this charming 1-bedroom, 1-bath cottage features an open living and dining space with a queen sleeper sofa for extra room. Enjoy breathtaking sunsets from the third-floor deck, or take a quick one-block stroll to the beach and sink your toes into the sand. Your island retreat awaits!

Sweet Retreat at Shorewalk!
Bring the whole family to this great place with lots of room for fun. A spacious 2 bedroom, 2 bathroom condo on the second floor, newly renovated and fully equipped, is within walking distance of supermarkets, restaurants, the cinema, and bowling. Whether you are a single family on vacation, a couple enjoying a weekend getaway, or a sports team in training, we have you covered. Stay with us and enjoy all the comforts of home!
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Beechwood Suites B

Sand & Sea Oasis: Condo with Private Beach Access

Newest luxury condo mile from downtown Sarasota

Amazing Ocean View, Pool @ Mad. Beach- John's Pass

Beachfront Anna Maria Island, Walk to Shops!

Beachfront screened in lanai & hot tub, Gulf view

Lido-Key-Tiny Adorable Studio-C

Snyders Rest. APT: A
Private apartment rentals

Treasure Island Gem w/ Views & Beach Access

Perfect BEACH FRONT Condo, 2 Bed/2 Bath, Balcony!

Spectacular Beachside Gem Steps from the Sand

Lake View Condo

Swim, Sun & Stay | Heated Waterfront Salt Pool

Coconut Vacation Rentals/Studio/Steps to Beach!

Beachfront Gem | Spacious Corner Unit #501

Lido Key/St Armand's Retreat
Apartment rentals with a hot tub

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

Shorewalk Charm-10 min to beaches -2 min IMG

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Gulf View Penthouse | Steps to Beach + Johns Pass

ROYS PLACE Romantic, Private, Paradise!

Apartment in Sarasota

The Oasis

Madeira Beach Retreat - with Pool & Pet Friendly!
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $390 NZD | $336 NZD | $380 NZD | $376 NZD | $320 NZD | $331 NZD | $323 NZD | $294 NZD | $271 NZD | $294 NZD | $299 NZD | $294 NZD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 18°C |
Quick stats about apartment rentals in Longboat Key

Total holiday rentals
Explore 120 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at $67 NZD per night before taxes and fees

Verified guest reviews
Over 1,170 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
110 of Longboat Key holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Longboat Key rentals

4.9 Average rating
Longboat Key stays are highly rated by guests—averaging 4.9 out of 5!
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- Anna Maria Island
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- Busch Gardens Tampa Bay
- John's Pass
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- Vinoy Park
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