
Apartment holiday rentals in Longboat Key
Find and book unique apartments on Airbnb
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 £30 per night before taxes and fees

Verified guest reviews
Over 1,430 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
100 properties feature pools

Rentals with dedicated workspaces
50 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

4.8 Average rating
Longboat Key stays are highly rated by guests – averaging 4.8 out of 5!
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).

Coastal Unit, North End AMI, beach 5 min walk
Location!!! North end of Anna Maria . Steps to the Bean Point Beach and everything you need for your perfect AMI Vacation. The duplex property features fully remodeled units thoughtfully arranged around a free style heated pool, creating a private, resort-style atmosphere. Guests may reserve 1 unit or the entire property , total of 5 units avail for rent in multiple duplexes making it ideal for extended families or group gatherings seeking both togetherness and privacy. MAX Occupancy - 4 people

Ohana South 2 Br (East) - 100 steps from the beach
Aloha and welcome to our island retreat! In Hawaiian, ohana means family, and that’s exactly what you become when you stay with us. Hale means home, and we are delighted to invite you into our family home. Our spacious two-bedroom, one-bath suite is perfect for a relaxing family beach getaway. Nestled in Bradenton Beach on Anna Maria Island, Florida, it’s just a quick 4-minute stroll to the pristine white sand beaches and sparkling turquoise waters. Come and make yourself at home in paradise!

Beach Bliss: Open Wed & Thurs, $125/nt + Fees!
This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Direct Beachfront Condo, Ocean balcony view!
Wake up to soothing sounds of the ocean waves from your private 2nd-floor balcony, with the beach just steps below. This 2-bedroom, 2-bathroom condo sits directly on the sand in Indian Shores just between Clearwater Beach and St Pete beach. The condo sleeps 6 across 3 beds, king in primary, and two queens in second bedroom, with a full kitchen for cooking in, high-speed WiFi. Beach chairs, beach towels and umbrella are provided for your stay. Superhost, praised for cleanliness & views.

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

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.

On private beach! Ground Level Full Kitchen Unit 6
Fully remodeled in 2025! We’re back & better than ever! ON Private Beach with breathtaking Gulf views! This 1 bedroom unit w patio leading to private beach features full kitchen, king bed and sleeper sofa, sleeping 4. Smart TVs, furnished linens, towels, toiletries, beach towels, beach chairs for your use. 1 Free parking space included. For additional availability see IDENTICAL unit same location Tide Vibes #7 and 2 bedroom unit #5, sleeps 6.

Downtown Apartment-Pool, Gym, Cowork 31
This new construction apartment features an oversized kitchen island and a slider with views of Downtown Sarasota. Shared amenities include: a gym; sunset deck; massive roof deck with a pool; gazebo with big-screen TV, fireplace, and wet bar; a dog run; and access to the adjacent Cowork office space. Also on-site is Motoneko Cafe, a full-service coffee/ramen shop that also serves tea, espresso drinks, and snacks.

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.

Las Palmas Beach Rentals unit 2
Ground floor; limited beach view . Steps to the white sandy beach. Free parking to registered guest. Furnished rooms, full size kitchen, linens provided. Free trolley stop on the block. GREAT LOCATION! Shopping and restaurants short walking distance. Check out our guidebook for additional island tips. Once booked it will be in your itinerary.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Modern 1BR Near Siesta Key + Private Parking

Direct Ocean View Top Floor Renovated. 2BR, 2 Bath

Siesta Premier Location - The 'Calm of Siesta'

New Modern on Beach- Walk out 5 steps to Sand

Waterfront 2BR 2BA | Pool - 10 min walk to Beach

Just renovated, beach view from balcony Unit 203

Cozy private beach condo

Renovated Beach Paradise. Ground Floor unit 64
Private apartment rentals

The Blue Bungalow

Playa Esmeralda Suite 3

Beachfront • Ground Floor • Lanai • Sunset Views

Top Floor Beach Retreat | Deck | Walk to Beach

Beachfront Unit C/D Directly on Bradenton Beach!

Breezy Beachside Views! Heated Pool & Pickleball!

Luxurious Oceanfront Gem | New Pool & Corner Unit

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier
Apartment rentals with a hot tub

Sweet Retreat at Shorewalk!

ROYS PLACE Romantic, Private, Paradise!

Free Prkn, Early Chkin, Elevator-4th fl airport/DT

Oceanfront Luxury paradise

Graceful Getaway

Zen Den: Bali Oasis near Siesta w/Pool & Hot Tub

Waterfront Escape | Hot Tub • Kayaks • Beach 5 Min

Traders' Haven - Historic 8th Ave Mega Beach Condo
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £148 | £176 | £175 | £189 | £164 | £166 | £143 | £130 | £120 | £130 | £132 | £130 |
| 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 |
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- Anna Maria Island
- Siesta Beach
- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- Coquina Beach
- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
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- Tropicana Field
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- MidFlorida Credit Union Amphitheatre
- Sand Key Beach
- Fort De Soto Park
- Anna Maria Public Beach





