
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).

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

Ohana South 2 Br (West) - 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!

"Dream Away" at The Beach Dreams Resort
Dream-away is the top right unit with one bedroom, one bath, full kitchen, washer/dryer, dish washer and a balcony facing Gulf Drive. This unit has a wonderful beach front view. The balcony is not on the Gulf Side. If you are interested in renting beach chairs, umbrella and a golf cart, please let us know. Two chairs and one umbrella are 25/day. We will drop off and pick up. Golf Cart can be rented for the day or the week. One small to mid size car is allowed on premises. Ask about larger cars.

Crows Nest at Spinnakers Vacation Cottages
Close to the beach, family-friendly activities, nightlife, and the free AMI trolley. You’ll love the location, the ambiance, and the high ceilings. Located in the lush tropical paradise of Spinnakers Vacation Cottages. Offers a spacious living area, with the bedroom and bathroom on the living floor with a spiral staircase leading to a loft with two twin beds. Great for couples, families and dogs (with small pet fee) Great private deck for star gazing! Spa maintains same temperature as pool

ROYS PLACE Romantic, Private, Paradise!
NAMED #1 BEST AIRBNB WITH POOL IN SARASOTA BY TRIP 101 TRAVEL GUIDE FOR THREE YEARS. "I LOVE ROYS PLACE!" Words most commonly used by guests in reviews are "quality" "clean" "cute" "sexy" "cool" "safe" . This is a restored 600 sq. ft. one bedroom apartment in an old historic home located in the heart of coveted safe Northwest Sarasota. Offered for you, a romantic boutique apartment with your own private (exclusive to you, not shared) CLOTHING OPTIONAL lanai, outdoor shower and heated pool.

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

Hyde Park "Industrial-chic" with Private Backyard
This hand-crafted, urban-industrial loft-inspired apartment was designed to offer a most unique guest experience. The home is spotlessly clean, extremely comfortable, conveniently situated, and stocked with amenities. The apartment is located just a short stroll to SoHo (2 blocks) & Hyde Park Village (4 blocks), South Tampa's premiere spots for trendy restaurants, cafes, bars, and shops, AND minutes to downtown Tampa, Amelie Arena, Raymond James Stadium, & I-275

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.

Cozy AF Gothic Rose Gallery
Gothic Rose Studio Step inside the Gothic Rose Studio — a hauntingly beautiful Airbnb transformed into a living art gallery. Every detail here has been hand-crafted: ornate black frames, sculptural art pieces, and one-of-a-kind gothic décor. What was once just a studio is now a curated gallery space where you do not just stay the night — you stay inside the artwork itself.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

LasPalmas Beach Rentals,3

Sand & Sea Oasis: Condo with Private Beach Access

Anna Maria Island - 400 steps to Beach!

Condo on Lido Beach-Sarasota

Coconut Vacation Rentals/1BR/Pool/Steps to Beach!

Zen and Paradise-Sarasota

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

Modern 2BR Retreat · Heated Pool · Near Siesta
Private apartment rentals

Tranquil Destination Near Downtown & the Bay!

Playa Esmeralda suite 3

South Tampa Upper Level Posh Suite

Trendy 1-BR in Downtown

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

The Harbor Condo Beach Escape!

Tropical Vibes by Indian Rocks Beach

Cozy Condo in Siesta key with boat dock
Apartment rentals with a hot tub

Modern Unit in the Heart of Downtown St Pete

Sweet Retreat at Shorewalk!

2 Bedroom 1 Bath Upstairs MODERN Apt NO PETS

Paradise in Brandon with luxurious 6 person spa

Traders' Haven - Historic 8th Ave Mega Beach Condo

Minutes to Siesta or DT w/heated pool and Hot Tub

Oasis Terrace

Waterfront studio! Heated pool and hottub
When is the best time to visit Longboat Key?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $329 AUD | $284 AUD | $321 AUD | $318 AUD | $270 AUD | $280 AUD | $273 AUD | $249 AUD | $229 AUD | $249 AUD | $253 AUD | $249 AUD |
| 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 $57 AUD 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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- Apartment rentals Manatee County
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Turtle Beach
- Coquina Beach
- Vinoy Park
- Lido Key Beach
- Caspersen Beach
- Amalie Arena
- Tiny House Siesta
- Dunedin Beach
- Bean Point Beach
- Cortez Beach
- Jannus Live
- Anna Maria Public Beach
- ZooTampa at Lowry Park
- Hard Rock Casino
- Tampa Palms Golf & Country Club
- Manasota Key Beach
- River Strand Golf and Country Club
- Tampa Convention Center




