
Apartment holiday rentals in Longboat Key
Find and book unique apartments on Airbnb
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.

2 BR Beachy Speakeasy | Rooftop Deck | Lido Beach
Step into your Spring Holiday with a Beach Vacation! Now booking Spring! Reserve your March & April dates! Picture this: a rooftop deck, just a 5min walk to the pristine sand of Lido Beach, and surrounded by the charm St Armand's Circle with boutiques, and eateries, all within walking distance. Forget the conventional - this condo's got a secret. Tucked behind an unassuming door lies a vibrant space, drawing inspiration from speakeasy culture fused w/ a beach vibe. Your adventure starts now

Welcome to Gulf-Front Paradise!
This Gorgeous 1st floor, Direct Gulf-Front condo is located on the South end of beautiful Madeira Beach, directly across the street from World Famous John's Pass Village & Boardwalk. Enjoy this 1/1 + premium queen pull-out sleeper sofa with full-sized kitchen, private heated Pool, Outdoor Grills w/ Tiki Huts on one of the Top 10 Beaches in the US. Best Attractions: Dining, Shopping, Boating, Fishing, Dolphin tours, Jet skiing, Paragliding - ALL w/in Walking Distance! Free covered parking GND FL

One Block to Beach -Ohana Hale Beachside Studio C
COMPLETELY REMODELED! "Ohana" means family in Hawaiian, and that’s exactly how we want you to feel during your stay. Our cozy studio is perfect for couples, featuring a comfortable queen bed, a loveseat, and a spacious bathroom. The layout is similar to a hotel room, offering both comfort and convenience. Enjoy stunning sunsets from our third-floor deck, where you can watch the sun dip below the horizon. And with the beach just a block away, you'll have your toes in the sand in no time.

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.

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

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.

Gillespie On The Park, Walk to Downtown
Contemporary Studio apartment with balcony above garage. Studio is half block from Gillespie Park with its public walking/jogging/biking paths, tennis courts, basketball court, and retention pond. Within walking distance to downtown and Rosemary District: restaurants, shops, movie theaters, cultural events, Whole Food Market, Starbucks etc.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Renovated Beach Paradise. Ground Floor unit 64

Snyders Rest. APT: A

Cozy 1 bedroom a block from Lido Beach

Beach Retreat w/ Deck Walk to Bradenton Beach

Sarasota Bliss 2/2 Near Lido, Downtown, SRQ

Beachfront Gem | Spacious Corner Unit #501

The One Bedroom

Lido Key/St Armand's Retreat
Private apartment rentals

Anna Maria 2BR Condo • Walk to Beach, Dining, Pier

Riverfront 2BR • Near Anna Maria Island

Newest luxury condo mile from downtown Sarasota

The Prettiest Home on AMI! Gulf View

Island Living - Walk To the beach

Beautiful Top Floor Serenata 2Bd/2Ba Apartment

Graceful Getaway

Historic Poet Carriage House Studio - Unit 3
Apartment rentals with a hot tub

Relaxing Coastal Getaway w/ Jacuzzi & Private Yard

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Three Palms

ROYS PLACE Romantic, Private, Paradise!

Stunning Veranda View Inlet Cruzin & Bring A Boat!

St.Pete Modern Retro Oasis

Apartment in Sarasota

The Oasis
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £172 | £148 | £167 | £166 | £141 | £146 | £142 | £130 | £119 | £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 |
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 1,170 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!
Destinations to explore
- Seminole Holiday rentals
- Central Florida Holiday rentals
- Miami Holiday rentals
- St Johns River Holiday rentals
- Orlando Holiday rentals
- Gold Coast Holiday rentals
- Miami Beach Holiday rentals
- Fort Lauderdale Holiday rentals
- Havana Holiday rentals
- Tampa Holiday rentals
- Four Corners Holiday rentals
- Kissimmee Holiday rentals
- House rentals Longboat Key
- Pet-friendly rentals Longboat Key
- Rentals with lake access Longboat Key
- Family-friendly rentals Longboat Key
- Beach house rentals Longboat Key
- Apartment rentals Longboat Key
- Cottage rentals Longboat Key
- Rentals with a firepit Longboat Key
- Rentals with a hot tub Longboat Key
- Rentals with outdoor seating Longboat Key
- Rentals with pools Longboat Key
- Rentals with an accessible-height toilet Longboat Key
- Cabin rentals Longboat Key
- Rentals with a kayak Longboat Key
- Villa rentals Longboat Key
- Beach apartment rentals Longboat Key
- Townhouse rentals Longboat Key
- Rentals with beach access Longboat Key
- Fitness-friendly rentals Longboat Key
- Rentals with an EV charger Longboat Key
- Waterfront rentals Longboat Key
- Beachfront rentals Longboat Key
- Rentals with a fireplace Longboat Key
- Rentals with a washing machine and dryer Longboat Key
- Rentals with a patio Longboat Key
- Flat rentals Manatee County
- Flat rentals Florida
- Flat rentals United States
- Anna Maria Island
- Siesta Beach
- Crescent Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Caspersen Beach
- Dunedin Beach
- Lido Key Beach
- Amalie Arena
- Cortez Beach
- Bean Point Beach
- Anna Maria Public Beach
- Jannus Live
- Tampa Palms Golf & Country Club
- ZooTampa at Lowry Park
- Manasota Key Beach
- River Strand Golf and Country Club
- Hard Rock Casino
- Englewood Beach
- North Beach At Fort DeSoto Park




