Hotels in Longboat Key

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Top 5 hotels in Longboat Key at a glance

Where to stay in Longboat Key?

Properties are selected based on real traveler reviews and popularity among guests who’ve booked a night in Longboat Key on Hotels.com. These Longboat Key hotels consistently deliver on quality, location and traveler experience. Last updated on .

A spacious indoor area with wooden tables and chairs, large windows, and hanging plants.
A hotel corridor with wooden paneling, large windows, and a view of a pool area.
A swimming pool with lounge chairs, palm trees, and a building with large windows.
A modern interior with a central white table, a glass display case, and a sign indicating a market area.

1. Kompose Boutique Hotel

Kompose Boutique Hotel
Sarasota
$53 nightly
$59 total
Oct 13 - Oct 14
Total with taxes and fees
Kompose Boutique Hotel
A spacious restaurant with high ceilings, hanging wicker chandeliers, and a view of the sea through large windows.
A reception area with a wooden counter, tropical plants, and a sign reading "Mi Casa Es Su Casa".
A pool area with umbrellas, lounge chairs, and a view of the marina.
A poolside area with multiple blue umbrellas, lounge chairs, and palm trees.

2. Compass Hotel by Margaritaville Anna Maria Sound

Compass Hotel by Margaritaville Anna Maria Sound
Bradenton
$174 nightly
$197 total
Oct 20 - Oct 21
Total with taxes and fees
Compass Hotel by Margaritaville Anna Maria Sound
A spacious restaurant with wooden ceilings and large windows offering a view of the ocean. Tables are set with white chairs and dining ware.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.
A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

3. Zota Beach Resort

Zota Beach Resort
Longboat Key
$279 nightly
$315 total
Oct 8 - Oct 9
Total with taxes and fees
Zota Beach Resort
A pool area with a waterfall feature, lounge chairs, and palm trees.
A modern kitchen with white cabinets, a central island, and a dining area with a table and chairs.
A covered patio with a brick floor, wicker furniture, and tropical plants.
A beach with white sand, clear blue water, and a few beach umbrellas.

4. Tropical Beach Resorts

Tropical Beach Resorts
South Village
$158 nightly
$179 total
Oct 8 - Oct 9
Total with taxes and fees
Tropical Beach Resorts
A pool area with lounge chairs and umbrellas, a palm tree, and a view of the ocean.
A coastal hotel with multiple buildings, a beach with sun loungers, and clear blue waters.
A balcony with white chairs and a table, overlooking a beach with palm trees and a clear sky.
A bar area with wooden furniture and hanging lights, overlooking a pool and beach area.

5. Lido Beach Resort

Lido Beach Resort
Lido Key
$357 nightly
$403 total
Oct 12 - Oct 13
Total with taxes and fees
Lido Beach Resort
A rock formation with a waterfall and a pool.
An aerial view of a resort with multiple buildings, a long pier extending into turquoise waters, and a beach with rows of umbrellas.
A modern dining area with a long table, chairs, and a view of the ocean.
A beachside dining setup with wicker chairs and tables set for a meal, featuring floral centerpieces and candles.

6. The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
Longboat Key
$854 nightly
$965 total
Oct 14 - Oct 15
Total with taxes and fees
The St. Regis Longboat Key Resort
A bar with wooden decor, shelves of bottles, and a hanging light fixture.
A reception desk with a beach mural, wooden flooring, and blue and orange decor.
An outdoor seating area with a covered structure, a statue, and a well-lit pathway.
A restaurant with wooden furniture and stone walls.

7. Golden Host Resort - Sarasota

Golden Host Resort - Sarasota
North Trail
$75 nightly
$85 total
Oct 11 - Oct 12
Total with taxes and fees
Golden Host Resort - Sarasota
A wooden boardwalk leading to a sign for Private Beach at Silver Surf Gulf Beach Resort.
A coastal building with outdoor seating and a view of the ocean.
A modern living room with a sofa, coffee table, and dining table. There is a TV mounted on the wall and a balcony with a view of the ocean.
A beach path leading to thatched-roof huts with a clear blue sky.

8. Silver Surf Gulf Beach Resort

Silver Surf Gulf Beach Resort
Bradenton Beach
$313 nightly
$383 total
Oct 12 - Oct 13
Total with taxes and fees
Silver Surf Gulf Beach Resort
A modern hotel room with a large bed, a desk, and a view of the ocean.
A restaurant with round tables and chairs, large windows, and a view of palm trees.
A hotel room with two beds, a large mirror, a TV, and a balcony with curtains.
A modern hotel lobby with a curved orange sofa, green walls, and a large chandelier.

9. Cirque St. Armands Beachside

Cirque St. Armands Beachside
Lido Key
$294 nightly
$332 total
Oct 18 - Oct 19
Total with taxes and fees
Cirque St. Armands Beachside
A modern hotel with a swimming pool, sun loungers, and palm trees.
A hotel lobby with a reception desk, a staircase, and a glass railing.
A person serving food at a counter with a plate of food and a basket of breadsticks.
A spacious lobby with a modern design, featuring a sofa, armchairs, and a coffee table. A staircase is visible in the background leading to an upper level.

10. Legacy Hotel at IMG Academy

Legacy Hotel at IMG Academy
Bradenton
$173 nightly
$196 total
Oct 11 - Oct 12
Total with taxes and fees
Legacy Hotel at IMG Academy
A multi-story building with a light blue facade, featuring a restaurant named 'Bridge Street Bistro' and a sign for 'Island Time.'
A balcony with a table and chairs, overlooking a beach with palm trees and a blue building with an American flag.
A modern bedroom with a bed, a ceiling fan, a wall mural, and a door with an exit sign.
A modern kitchen with white cabinetry, a black refrigerator, a stainless steel sink, and a window with a view of a vehicle outside.

11. Bridgewalk Resort

Bridgewalk Resort
Bridge Street
$285 nightly
$322 total
Oct 18 - Oct 19
Total with taxes and fees
Bridgewalk Resort
A circular fire pit surrounded by a wooden pergola with cushioned seating and colorful pillows.
A spacious lobby with multiple seating areas, a large window with colorful panels, and a modern interior design.
A multi-level atrium with glass railings and a central skylight.
An indoor pool with a tiled wall, a clock, and a sign indicating no diving.

12. DoubleTree by Hilton Sarasota Bradenton Airport

DoubleTree by Hilton Sarasota Bradenton Airport
Sarasota
$110 nightly
$124 total
Oct 11 - Oct 12
Total with taxes and fees
DoubleTree by Hilton Sarasota Bradenton Airport
A beach with white sand, palm trees, and beach chairs under umbrellas.
A beachfront hotel with a pool area, palm trees, and beach chairs.
A bicycle parked by a palm tree, outdoor seating area with tables and chairs, and a thatched-roof structure.
A bedroom with a large bed, a ceiling fan, a nightstand with a lamp, a dresser, and a window with a beach view.

13. Cedar Cove Resort and Cottages

Cedar Cove Resort and Cottages
Holmes Beach
$349 nightly
$394 total
Oct 12 - Oct 13
Total with taxes and fees
Cedar Cove Resort and Cottages
A hotel with a pool, lounge chairs, and a view of the ocean.
A modern hotel room with a bed, a kitchenette, a ceiling fan, and a large window with a view of greenery.
A modern living room with a sofa, chairs, a coffee table, and a TV. There is a kitchen area with cabinets and a countertop.
A beach with white sand, clear turquoise water, and a woman sitting under a striped beach umbrella.

14. Anna Maria Beach Resort

Anna Maria Beach Resort
Holmes Beach
$572 nightly
$646 total
Oct 8 - Oct 9
Total with taxes and fees
Anna Maria Beach Resort
A rooftop terrace with a fire feature, seating area, and a view of the city skyline.
A modern lobby with a vertical garden, comfortable seating, and a geometric light fixture.
A modern restaurant with high ceilings, large windows, and a mix of seating arrangements including tables and booths.
A modern hotel with multiple floors, large windows, and a prominent entrance.

15. The Westin Sarasota

The Westin Sarasota
Central Sarasota
$242 nightly
$274 total
Oct 25 - Oct 26
Total with taxes and fees
The Westin Sarasota
A coastal resort with beachfront properties, a sandy beach, and a marina.
A rooftop bar with outdoor seating, a fire feature, and a view of the ocean and palm trees.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the beach.
A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean at sunset.

16. The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
$499 nightly
$564 total
Oct 8 - Oct 9
Total with taxes and fees
The Resort at Longboat Key Club
A hotel room with two beds, a wooden headboard, a nightstand with a phone, and a window with curtains.
A modern hotel room with a flat-screen TV, a desk with a chair, a small kitchenette, a blue sofa, and a wooden coffee table.
A sunset scene with two people dining under trees, surrounded by plants and candles on the ground.
A modern living room with a blue sofa, a wooden coffee table, a patterned armchair, and a small kitchenette with a microwave.

17. Holiday Inn Express & Suites Bradenton West by IHG

Holiday Inn Express & Suites Bradenton West by IHG
Bradenton
$101 nightly
$114 total
Oct 18 - Oct 19
Total with taxes and fees
Holiday Inn Express & Suites Bradenton West by IHG
A pool area with lounge chairs and palm trees, overlooking the ocean at sunset.
A resort with a pool, palm trees, and a view of the ocean.
A spacious lobby with a grand chandelier, elegant seating, and a reflective floor.
A beach with a thatched-roof structure, lounge chairs, and umbrellas.

18. The Ritz-Carlton, Sarasota

The Ritz-Carlton, Sarasota
Central Sarasota
$687 nightly
$776 total
Oct 8 - Oct 9
Total with taxes and fees
The Ritz-Carlton, Sarasota
A narrow pathway flanked by palm trees and tropical plants, leading to a gated area with a pool visible in the distance.
A bedroom with a bed, a desk, a chair, a wardrobe, and a view of the outdoors.
A modern bedroom with a white color scheme, a large bed, a desk with drawers, and a large window with a view of the beach.
A coastal hotel with multiple buildings, a beach, and a clear view of the ocean.

19. The Retreat at Anna Maria Island Inn

The Retreat at Anna Maria Island Inn
Bradenton Beach
$176 nightly
$199 total
Nov 1 - Nov 2
Total with taxes and fees
The Retreat at Anna Maria Island Inn
A wide sandy beach with a clear blue sky and scattered clouds.
A modern living room with a white sofa, colorful pillows, a small round table, and a large beach-themed painting on the wall.
A bedroom with a bed, a dresser, a TV, and a window.
A modern outdoor pool area with wooden decking, lounge chairs, and a dining set.

20. Captain's Quarters at Anna Maria Island Inn

Captain's Quarters at Anna Maria Island Inn
Bradenton Beach
$214 nightly
$241 total
Nov 1 - Nov 2
Total with taxes and fees
Captain's Quarters at Anna Maria Island Inn
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A spacious restaurant with wooden ceilings and large windows offering a view of the ocean. Tables are set with white chairs and dining ware.
A pool area with lounge chairs and umbrellas, surrounded by palm trees and a building with balconies.
A hotel room with a large bed, a desk with a TV, a balcony with a view of the ocean, and a seating area with a table and chairs.
A spacious lobby with a modern sofa set, a round coffee table, and a small seating area with stools.

Zota Beach Resort

Zota Beach Resort
Longboat Key
We have 2 left at
$369 nightly
$834 total
Total with taxes and fees
Zota Beach Resort
A room with a view of the beach, a table with chairs, and a paddleboard on the wall.
A pool area surrounded by palm trees and a building with a blue roof.
A beach with rows of sun loungers and palm trees.
A beachside walkway lined with palm trees and beach chairs, leading to a building with a blue and white facade.

Sea Club I Beach Resort

Sea Club I Beach Resort
Longboat Key
We have 1 left at
$275 nightly
$622 total
Total with taxes and fees
Sea Club I Beach Resort
A rock formation with a waterfall and a pool.
An aerial view of a resort with multiple buildings, a long pier extending into turquoise waters, and a beach with rows of umbrellas.
A modern dining area with a long table, chairs, and a view of the ocean.
A beachside dining setup with wicker chairs and tables set for a meal, featuring floral centerpieces and candles.

The St. Regis Longboat Key Resort

The St. Regis Longboat Key Resort
Longboat Key
We have 1 left at
$1,364 nightly
$3,083 total
Total with taxes and fees
The St. Regis Longboat Key Resort
A beach with clear water, gentle waves, and a clear sky.
A modern kitchen with a marble countertop, stainless steel sink, and gold handles.
A modern living room with a sofa, armchairs, a coffee table, and a TV mounted on the wall.
A resort with multiple buildings, a swimming pool, tennis courts, and a view of the ocean.

Pura Vida 2 Bedroom Condo by RedAwning

Pura Vida 2 Bedroom Condo by RedAwning
Longboat Key
We have 1 left at
$629 nightly
$1,422 total
Total with taxes and fees
Pura Vida 2 Bedroom Condo by RedAwning
A coastal resort with beachfront properties, a sandy beach, and a marina.
A rooftop bar with outdoor seating, a fire feature, and a view of the ocean and palm trees.
A poolside area with lounge chairs and umbrellas, palm trees, and a view of the beach.
A modern outdoor bar area with a pool, lounge chairs, and a view of the ocean at sunset.

The Resort at Longboat Key Club

The Resort at Longboat Key Club
Longboat Key
We have 4 left at
$609 nightly
$1,376 total
Total with taxes and fees
The Resort at Longboat Key Club
A beach with clear water, gentle waves, and a clear sky.
A modern living room with a grey sofa, a round coffee table, and a kitchen area with a microwave and stove.
A resort with multiple buildings, a swimming pool, tennis courts, and a view of the ocean.
A spacious living area with a large grey sofa, a wooden table, and a balcony with white railings.

Bayside Hideaway At Beach Castle #27 3 Bedroom Villa

Bayside Hideaway At Beach Castle #27 3 Bedroom Villa
Longboat Key
We have 1 left at
$1,043 nightly
$2,358 total
Total with taxes and fees
Bayside Hideaway At Beach Castle #27 3 Bedroom Villa
Our prices for hotels in Longboat Key are cheapest in September
Price trends for hotels in Longboat Key
Pricing is based on two traveler single night rates
View properties in October
Typical weather for Longboat Key
October
High 83°F / low 72°F. Sunny most days.
View properties in October
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Top neighborhoods in Longboat Key

A beach with waves, a sunset, and birds flying.

Bay Isles

The Bay Isles neighborhood offers attractions such as Longboat Key Public Tennis Center and Shoppes of Bay Isles.

An outdoor dining area with round tables and chairs, surrounded by trees and plants, with string lights overhead.
Photo by throwingsofas

Longbeach Village

Top landmarks in Longboat Key

A coastal cityscape with a bridge, marina, and lush greenery.

Longboat Key Beaches

9.6/10 (394 reviews)
Whether you want to hunt for sand dollars or smell the fresh air, Longboat Key Beaches is a spot you might want to check out, located 2.8 mi (4.6 km) from central Longboat Key. If you want to continue walking by the waves, head to Lido Beach, Siesta Key Beach, and Coquina Beach.
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A lake with clear water, surrounded by dense green trees and a partly cloudy sky.
Photo by throwingsofas

Jewfish Key

9.0/10 (34 reviews)
Jewfish Key is 2.5 mi (3.9 km) from central Longboat Key, why not stop by during your stay.
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A marina with several yachts docked, a stone wall, and a cannon.

Cannons Marina

8.6/10 (47 reviews)
Imagine strolling along Cannons Marina for some great waterfront pics. It's located 0.9 mi (1.4 km) from central Longboat Key.
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A white heron standing on a tree branch with Spanish moss.

Quick Point Nature Reserve

8.4/10 (43 reviews)
Quick Point Nature Reserve is 7.1 mi (11.4 km) from central Longboat Key, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here? Want to stretch your legs some more? Head to Sarasota BayWalk, just a short walk away.
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Harborside Golf Course at Longboat Key Club

9.0/10 (40 reviews)
You might want to play some rounds at Harborside Golf Course at Longboat Key Club, located 6.9 mi (11.2 km) from central Longboat Key. Why not take a stroll along the beaches and watch the sunset while you're here? If Harborside Golf Course at Longboat Key Club doesn't quite scratch your golfing itch, Links on Longboat is also nearby.
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Longboat Key Public Tennis Center

You could catch an event at Longboat Key Public Tennis Center, a stadium in Bay Isles.
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Links on Longboat

8.6/10 (62 reviews)
You might want to play some rounds at Links on Longboat, located 7 mi (11.2 km) from central Longboat Key. Why not take a stroll along the beaches and watch the sunset while you're here? If Links on Longboat doesn't quite scratch your golfing itch, Harborside Golf Course at Longboat Key Club is also nearby.
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Shoppes of Bay Isles

8.4/10 (8 reviews)
If you want to give your credit card some exercise, head out to Shoppes of Bay Isles in Bay Isles. Why not take a stroll along the beaches and watch the sunset while you're here?
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Learn more about Longboat Key

Between the Gulf of Mexico and Sarasota Bay lies a sliver of paradise where pelicans dive-bomb into turquoise waters with surprising accuracy. The 12-mile coastline offers beaches where finding your own private stretch of sand requires minimal effort. At Longboat Key Club, golfers tee off on manicured greens while keeping one eye on osprey nests overhead. Charter captains at the marina speak of tarpon and snook with the casual familiarity of discussing old friends. Quick Point Nature Reserve rewards early risers with herons stalking breakfast through mangrove shallows. For a change of scenery, nearby Lido Beach and Siesta Key offer different flavors of coastal perfection, each with its own passionate local defenders.

See all hotels in Longboat Key
A coastal town with a beach, residential areas, and a marina.

Check out reviews of Longboat Key hotels guests love

The Resort at Longboat Key Club

The Resort at Longboat Key Club

10/10 Excellent
"Perfect location and great service right on the beach"
Bradley 1-night trip
Posted 7 days ago
The Resort at Longboat Key Club

Frequently asked questions

How much does a hotel room cost in Longboat Key?
You can discover great hotels in Longboat Key from $59 with properties to suit all budgets and needs. To find an affordable hotel in Longboat Key that meets all of your requirements, just apply filters on Hotels.com and sort hotels by "Price: low to high".
How can I find deals and earn rewards at Longboat Key hotels?
Discover great deals on Longboat Key hotel stays with Hotels.com. You can also look at hotel prices mid-week or during the low season to find off-peak deals. If it's a spontaneous trip, check out our last-minute deals on Longboat Key hotels.
Can I book Longboat Key hotels with free cancellation?
To book a refundable Longboat Key hotel on Hotels.com, just filter hotels by "Property cancellation options" and select "Fully refundable property". Many hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are the top-rated luxury hotels in Longboat Key?
One of the most popular luxury hotels in Longboat Key is The St. Regis Longboat Key Resort. The St. Regis Longboat Key Resort is a luxury hotel with a high guest rating amongst our travelers, and it offers an outdoor pool, a full-service spa and a hot tub.
What are some of the best Longboat Key beach hotels?
For a beach vacation in Longboat Key, Longboat Key Beaches is a top place to visit. Pick a well-reviewed Longboat Key beach hotel to maximize your vacation. Check out Zota Beach Resort if you're after a resort that's near the water. With a private beach plus an outdoor pool and a hot tub, our travelers rate it highly at 9.2 out of 10. The St. Regis Longboat Key Resort is another great choice for a relaxing beach vacation and our travelers rate it 9.8. Located on a private beach, this hotel has an outdoor pool and a hot tub along with a variety of other amenities to enjoy. The Resort at Longboat Key Club is another ideal choice. Travelers love the private beach plus the outdoor pool and hot tub, and it has a guest rating of 9.
What are some top pet-friendly hotels in Longboat Key?
Our travelers' top pet-friendly hotels in Longboat Key include:You can also use the "Amenities" filter in your search on Hotels.com and check "Pet friendly" to discover more pet-friendly hotels in Longboat Key.
What are some of the best hotels in Longboat Key for couples?
Stay at a top-rated Longboat Key romantic hotel and make the most of your couple's vacation. Our travelers love The St. Regis Longboat Key Resort, a hotel with a private beach as well as in-room massages. Another romantic hotel with top reviews is The Resort at Longboat Key Club. This resort offers a private beach as well as in-room massages for a perfect stay. Discover more hotels in Longboat Key on Hotels.com for couples by using the "Traveler experience" filter in your search and selecting "Adults only" or "Romantic".
What are some of the best kid-friendly hotels in Longboat Key?
Some of the most well reviewed Longboat Key hotels for kids include The St. Regis Longboat Key Resort, Zota Beach Resort, and The Resort at Longboat Key Club. The St. Regis Longboat Key Resort is a kid-friendly hotel with a guest score of 9.8 out of 10 plus family-friendly amenities like a private beach, an outdoor pool, and a hot tub. Check out Zota Beach Resort with a guest score of 9.2. This popular resort has a private beach and an outdoor pool as well as free cribs in the guestrooms. The Resort at Longboat Key Club is another good option with a private beach and an outdoor pool, plus free cribs in the guestrooms. Explore more kid-friendly hotels in Longboat Key by using our "Family friendly" filter in your search on Hotels.com.
What are the top Longboat Key hotels with a pool?
Discover some of the best Longboat Key hotels with a pool for a little extra luxury on your trip. Zota Beach Resort is a great resort with an outdoor pool and a guest rating of 9.2 out of 10. Plus, you can make the most of its private beach and hot tub. The St. Regis Longboat Key Resort is a popular hotel that features an outdoor pool and a lazy river along with a private beach and a hot tub. To find more stays in Longboat Key with a pool, use the "Amenities" filter on Hotels.com in your search and select "Pool".
What are some of the best Longboat Key hotels with free parking?
If you're exploring by car, finding a great Longboat Key hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Longboat Key?
If you're looking for hotels in central Longboat Key, check out Silver Surf Gulf Beach Resort and Zota Beach Resort. Travelers love Silver Surf Gulf Beach Resort for its location, as well as the outdoor pool, beachside massages and free on-the-go breakfast this hotel offers. Zota Beach Resort is another popular central resort with a private beach, an outdoor pool and a hot tub. When you stay at one of these central hotels, you'll be in easy reach of top sights including Coquina Beach. Ilexhurst and Palma Sola are some of the most central neighborhoods for your Longboat Key vacation.
Can I book a refundable hotel in Longboat Key?
If you want the flexibility to change your travel plans to Longboat Key, most accommodations provide refundable* rates you can book. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.

Find out more about Longboat Key

Serenity by the Sea: Discover the Hidden Treasures of Longboat Key

Nestled on Florida's Gulf Coast, Longboat Key is a luxurious paradise that perfectly blends relaxation and recreation. Renowned for its pristine beaches and stunning sunsets, this idyllic island offers private retreats and upscale resorts like the Longboat Key Club, where guests can unwind in style. Explore the tranquil shores of Longboat Key Beach or indulge in world-class dining and golf at the exclusive Longboat course. With its lush landscapes, vibrant marine life, and cozy charm, Longboat Key is an enchanting escape for couples seeking romance or families looking for unforgettable adventures in a serene setting.

Discover great hotels near Longboat Key

Longboat Key offers a variety of hotel accommodations, from charming beachfront resorts to upscale luxury options. Visitors can enjoy stunning ocean views, relaxing amenities, and easy access to the beach. Explore a range of hotels that cater to different preferences, ensuring a memorable stay on this beautiful island. Here are some of the best hotels near Longboat Key that our travelers love:

  1. Legacy Hotel at IMG AcademyOpens in a new window: For travelers seeking a refined golf-themed getaway, Legacy Hotel at IMG Academy offers a delightful 4.0-star experience with a guest rating of 9.0. This hotel features spacious accommodations with a strong emphasis on cleanliness, a large pool, and engaging amenities such as ping pong tables. The property is designed to provide a comfortable retreat while indulging in golf activities and enjoying the beautiful grounds. The consistently high guest sentiments highlight excellent service and a welcoming atmosphere, making it a superb choice for leisure travelers.
  2. Captain's Quarters at Anna Maria Island InnOpens in a new window: Ideal for beach lovers and adventure seekers, Captain's Quarters at Anna Maria Island Inn is a charming 3.5-star motel with a remarkable guest rating of 9.4. This property boasts direct beach access and a range of adventure sports available onsite and nearby, ensuring an exhilarating stay. Guests can relax in the beautifully heated pool or unwind in modern, clean rooms that exude comfort and style. With positive reviews emphasizing its great location and vibrant atmosphere, Captain's Quarters at Anna Maria Island Inn is a perfect haven for couples looking to explore the coast.
  3. TownePlace Suites by Marriott Sarasota Bradenton WestOpens in a new window: Catering to the LGBTQIA community and those seeking a budget-friendly stay, TownePlace Suites by Marriott Sarasota Bradenton West is a well-kept hotel with an 8.8 guest rating. This inviting lodging presents a comfortable environment with spacious rooms and a pleasant breakfast experience. The property showcases a welcoming atmosphere, making it a great choice for leisure travelers who appreciate a clean and friendly setting. Its strong emphasis on hospitality contributes to the overall positive guest experiences, ensuring a memorable stay.

Where to stay near Longboat Key

Some great areas to stay in when visiting Longboat Key, Florida, are Sarasota, Anna Maria, and Bradenton. Sarasota boasts beautiful beaches and vibrant cultural attractions, Anna Maria offers charming island vibes and stunning sunsets, while Bradenton features a mix of university life and scenic parks. For first-time visitors, Sarasota is the best choice due to its diverse activities and amenities.

  1. SarasotaOpens in a new window: Sarasota is a vibrant city known for its stunning beaches and rich cultural scene. You can enjoy the beautiful sands of Siesta Key Beach or explore the artistic offerings at the Ringling Museum of Art. The downtown area is bustling with shops, galleries, and eateries, making it perfect for a leisurely day out. Don’t miss the chance to catch a show at one of Sarasota's cultural venues, where you can experience live performances and art exhibitions. Whether you’re lounging on the beach or enjoying a stroll through the local parks, Sarasota provides a perfect blend of relaxation and entertainment.
  2. Anna MariaOpens in a new window: Anna Maria is a charming island community that offers a laid-back atmosphere and pristine beaches. The area is perfect for those who want to unwind and enjoy the natural beauty of Florida’s coastline. You can indulge in outdoor activities like kayaking and paddleboarding, or simply relax on the beach with a good book. The local shops and galleries add a unique touch, showcasing local artisans and crafts. Anna Maria is ideal for travelers looking for a peaceful getaway with a strong sense of community and local charm.
  3. BradentonOpens in a new window: Bradenton is a delightful place that blends the beauty of nature with a touch of urban flair. The Riverwalk is a must-visit, offering scenic views along the Manatee River, perfect for a leisurely stroll or a bike ride. Nature lovers will appreciate the nearby parks and gardens, where you can enjoy picnics and bird watching. The area also has a variety of shops and markets that highlight local produce and crafts, making it easy to pick up unique souvenirs. Bradenton is perfect for travelers who want a mix of outdoor leisure and local culture.

Things to do in Longboat Key

Longboat Key enchants visitors with its stunning beaches, tranquil waters, and lush parks. Travelers can enjoy unforgettable sunrises and sunsets, go boating or sea kayaking, and spot diverse wildlife. With opportunities for birdwatching and leisurely walks along the shore, this coastal paradise is a perfect escape for nature lovers.

  • Main Street at Lakewood RanchOpens in a new window – Stroll down this vibrant street where you can enjoy a mix of charming boutiques, delightful restaurants, and lively cafes. It’s the perfect spot to soak in the local flavor, whether you’re grabbing a coffee or shopping for unique souvenirs.
  • Lido BeachOpens in a new window – Spend a day lounging on this beautiful beach, known for its soft sand and clear waters. Take a refreshing swim, build sandcastles, or simply relax under the sun while enjoying the stunning Gulf views.
  • Coquina BeachOpens in a new window – This picturesque beach offers a laid-back vibe with plenty of space to spread out. Bring a picnic, explore the nearby trails, or watch the sunset over the water for a beautiful end to your day.
  • Marina JackOpens in a new window – Head to this bustling marina for a variety of water activities. Rent a boat, enjoy a scenic cruise, or dine at one of the waterfront restaurants while watching the boats go by.
  • John and Mable Ringling Museum of ArtOpens in a new window – Discover an impressive collection of art and artifacts at this renowned museum. Explore the beautiful grounds, including the stunning gardens and historic mansion, while appreciating the rich history of the Ringling family.

5 tips for savvy savings when booking a hotel in Longboat Key

  1. Book for the cheapest times: The most affordable time to visit Longboat Key is from September to November, when hotel prices may drop. For those on a budget, a stay of at least 3 to 4 days is great for discovering the key's historical landmarks and cultural attractions. During your visit, you can enjoy breathtaking sunsets, relax on the beach, explore monuments, and engage in birdwatching. The area also offers opportunities for sunrise views, boating, and observing diverse wildlife, making it a fantastic value for money experience.
  2. Instant discounts. Rewards for later: Save up to 20% instantly on hundreds of thousands of properties with Member Discounts. Then earn rewards on eligible stays to use on future trips. Book once, win twice, get instant discounts and rewards. Join for freeOpens in a new window.
  3. Score last-minute deals on Hotels.com: Last-minute travel doesn't mean last-minute stress. Hotels.com's Last-Minute DealsOpens in a new window offer discounted rates close to your travel date, so the later you leave it, the more you could save. Turn on push notifications and you'll be the first to know when dealsOpens in a new window drop for Longboat Key.
  4. Book with confidence, not guesswork: Prices in Longboat Key shift with the season, local events, and how far out you book — but you don't have to guess. Hotels.com shows you the full price upfront with no surprises at checkout, and our price tracker tells you whether your dates are above or below average. So if you're flexible, you can shift your trip by a day or two to avoid peak season prices, compare pricesOpens in a new window and know you're getting a good deal before you commit.
  5. Think beyond the city center: Central hotels may come with a central price tag. A well-connected neighborhood a little further out may cut your hotel bill and can often give you a more local experience. Use Hotels.com's map view to find the sweet spot between location and value, and filter by price to see what's available across Longboat Key.

Best time to go to Longboat Key

Longboat Key experiences its lowest average temperature in January, at 62.6°F (17.0°C), while August is the hottest month, with an average temperature of 83.5°F (28.6°C). August is typically the wettest month. If you’re looking to soak up the lively atmosphere in Longboat Key, March, April, and July are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is mostly sunny, with light to moderate rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by light rainfall and mostly sunny conditions.

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