
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

"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.

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.

Over 185 5 StarReviews! IndianRocks, Walk to Beach
A two minute stroll to the sugar white sands of Indian Rocks Beach! Ranch Style Duplex cottage with an outdoor patio and barbecue. Recent renovation with living, dining rooms, & spacious kitchen. Two bedrooms, oversized leather sofa, full bath with euro glass shower. Well equipped with full kitchen supplies, refrigerator, microwave, and washer/dryer in unit. Free 2 car parking, WIFI, Roku TVs, Netflix, and more! Glide the wagon to the beach with comfortable beach chairs, umbrella, and toys.

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.

Ohana Gulfside - 250 feet from the beach - Suite A
Aloha and welcome to our bit of old Florida. Ohana Hale Gulfside is 250 feet to the white sand beaches and turquoise water. Come join us for your holiday in the sun. We are steps away from the Historic Bridge Street where there are shops and great restaurants with live music all the time. IMG Academy is only 7.5 miles away and a 15 minute drive.
Popular amenities for Longboat Key apartment rentals
Weekly apartment rentals

Condo on Lido Beach-Sarasota

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

Gulf View Penthouse | Steps to Beach + Johns Pass

Modern 2BR Retreat · Heated Pool · Near Siesta

Beachfront screened in lanai & hot tub, Gulf view

Cozy 1 bedroom a block from Lido Beach

Beach Retreat w/ Deck Walk to Bradenton Beach

Beachfront Gem | Spacious Corner Unit #501
Private apartment rentals

Sand & Sea Oasis: Condo with Private Beach Access

Zen and Paradise-Sarasota

Tranquil Destination Near Downtown & the Bay!

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

Sandhill Sarasota

Cozy 1BR in Pinecraft • 10 Min to Sarasota Fun

Beachfront Anna Maria Island, Walk to Shops!

Tropical Vibes by Indian Rocks Beach
Apartment rentals with a hot tub

Snowbird’s Paradise w/ Hot Tub, Heated Pool & Dock

Sweet Retreat at Shorewalk!

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

|DT ST PETE| Walk Everywhere #1
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 110 holiday rentals in Longboat Key

Nightly prices starting at
Longboat Key holiday rentals start at £29 per night before taxes and fees

Verified guest reviews
Over 1,350 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Holiday rentals with a pool
90 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

4.9 Average rating
Longboat Key stays are highly rated by guests – averaging 4.9 out of 5!
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- Anna Maria Island
- Siesta Beach
- Raymond James Stadium
- Crescent Beach
- Busch Gardens Tampa Bay
- John's Pass
- Bean Point Beach
- Coquina Beach
- Turtle Beach
- Anna Maria Island Beach
- Vinoy Park
- Lido Key Beach
- Amalie Arena
- Caspersen Beach
- Tiny House Siesta
- Dunedin Beach
- Cortez Beach
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- Tampa Convention Center
- Jannus Live
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- Anna Maria Public Beach
- Hard Rock Casino
- ZooTampa at Lowry Park




