
Apartment holiday rentals in Longboat Key
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Top-rated apartment rentals in Longboat Key
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

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.

Modern 1BR Near Siesta Key + Private Parking
Private coastal retreat minutes from Siesta Key Beach. This spacious 950 sq ft upstairs apartment features soaring ceilings, a bright open layout, and a private entrance. Enjoy a king-sized bed, full kitchen, in-unit washer and dryer, fast Wi-Fi, and dedicated parking. Perfect for couples or guests seeking a peaceful, comfortable stay near the beach. Consistently rated 5⭐ for cleanliness, comfort, and communication. Ideal for couples seeking a peaceful, comfortable beach stay.

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.

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!

Studio Minutes to Siesta key, Lido Key, and SMH!
Enjoy sunny Sarasota, FL in our studio apartment. Located between Siesta Key and Lido Key. You can walk to Southside Village, Sarasota Memorial Hospital (SMH) and Arlington Park. Enjoy the beautiful neighborhood and easy access to Legacy Trail. Approximate driving times to popular local destinations: Siesta Key - 10 minutes Lido Key - 14 minutes SRQ airport - 15 minutes St Armands - 10 minutes Downtown - 7 minutes

Lido Key/St. Armand's Studio 17
Steps to the beach, restaurants and dining, family-friendly activities, and public transport. This is a 2025 remodel. Great for kayaking and biking. Walking or biking distance to Lido Beach, St. Armand's Circle and Ted Sperling Kayak Park. The one room studio is good for a couple and solo adventurers. Short drive to downtown Sarasota and LBK. Great for budget and value conscious travelers and still close to the beach

Beachfront Condo w/ Ocean View - Newly Renovated!
Newly renovated, 4th floor beachfront condo with a private balcony overlooking the gulf on Treasure Island Beach within walking distance to beaches, onsite pool, bars, and restaurants. View the sunset from your condo where you can relax in a queen size bed, full size sofa bed, and single fold up cot. Inside is a combo living/dining area and fully equipped kitchen, surrounded by beautiful furnishings and art.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Condo on Lido Beach-Sarasota

Riverfront 2BR • Near Anna Maria Island

Homey Downtown Studio Apartment

Siesta Beachfront Suite

Beachfront screened in lanai & hot tub, Gulf view

Beach Retreat w/ Deck Walk to Bradenton Beach

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Beachfront Gem | Spacious Corner Unit #501
Private apartment rentals

Treasure Island Gem w/ Views & Beach Access

Sand & Sea Oasis: Condo with Private Beach Access

Coconut Grove Retreat, Steps from the Beach!

Quaint 2 BR/1B, a few houses from the beach

Newest luxury condo mile from downtown Sarasota

The Prettiest Home on AMI! Gulf View

*Seaglass Suite at Siesta Shores. Sleeps 2.*

Coconut Vacation Rentals/Studio/Steps to Beach!
Apartment rentals with a hot tub

Paradise in Brandon with luxurious 6 person spa

ROYS PLACE Romantic, Private, Paradise!

St.Pete Modern Retro Oasis

The Oasis

Graceful Getaway

Madeira Beach Retreat - with Pool & Pet Friendly!

Waterfront studio! Heated pool and hottub

Las Palmas Beach Rentals unit 2
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $297 SGD | $256 SGD | $289 SGD | $287 SGD | $243 SGD | $252 SGD | $246 SGD | $224 SGD | $207 SGD | $224 SGD | $228 SGD | $224 SGD |
| 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 flat rentals in Longboat Key

Total holiday rentals
Explore 120 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at $51 SGD 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 & child-friendly amenities

Pet-friendly holiday rentals
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

Wifi availability
110 of Longboat Key holiday rentals include wifi 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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