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Hot Deals!

These stays are cool, but the savings are on fire. New deals pop up weekly—don't let them sizzle out!

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Siesta Sands Beach Resort, 1 BR Poolview

1001 Point of Rocks Road

Hot Deal Price From:

$175$140/night
20%
OFF

This one-bedroom, two-bath unit has a great pool view, only steps away from Crescent Beach. The living room is charming and comfortable. The galley kitchen has full-sized appliances for your cooking needs. Two queen beds in the main bedroom with a private attached bathroom. The second bathroom is great for extra space to get ready for the beach or a dinner out in the Village. This property has two pools, a tiki hut/TV room with a fitness area, and a ping pong table. A BBQ grill at each pool with dining tables nearby. Of course, the star of this property is Crescent Beach. The powdery white sands that are world-famous are steps away. A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided; please bring your own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
Hot Deal Image

Siesta Sands Beach Resort, 1BR Poolview

1001 Point of Rocks Road

Hot Deal Price From:

$160$120/night
25%
OFF

This one-bedroom condo is great for a couple or young family. A queen bed plus a queen sleeper sofa gives everyone a place to rest. Your full kitchen provides what you need to prepare meals, or just make that morning cup of coffee. Walk down to the beach for an evening stroll and watch the famous Gulf Sunsets. This condo has everything you need for a quiet beach week. A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided; guests should bring their own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
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Siesta Sands Beach Resort, 2 BR Oceanview #309

1001 Point of Rocks Road

Hot Deal Price From:

$240$192/night
20%
OFF

Enjoy your spacious main bedroom with a king bed and private ensuite. The guest bedroom has two twin beds and a queen sleeper sofa in the living room has plenty of space for everyone. A full kitchen is stocked with all the utensils and full-sized appliances needed for a great meal. Enjoy your morning coffee or bottle of wine on the private balcony overlooking the waters of the Gulf. *Disclaimer: This unit is a bit dated and has some features that need updating. This property has two pools, a tiki hut/TV room with a fitness area, and a ping pong table. A BBQ grill at each pool with dining tables nearby. Of course, the star of this property is Crescent Beach. The powdery white sands that are world-famous are steps away. A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided; guests should bring their own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
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Siesta Sands Beach Resort, 2BR Oceanview #308

1001 Point of Rocks Road

Hot Deal Price From:

$244$195/night
20%
OFF

Our condo has everything you need for an unforgettable vacation. Relax in the main bedroom, featuring a king bed and private access to one of the two balconies, plus a spacious, updated bathroom. The second bedroom has two comfy twin beds, perfect for family or friends. After a day of fun in the sun, kick back in the cozy living room, or whip up a delicious meal in the updated kitchen with full-sized appliances. Step outside and take in the breathtaking views from not one, but two balconies. Enjoy the convenience of an in-unit washer and dryer. The property offers plenty of fun amenities, including two pools, a tiki hut with a TV room, a fitness area, and a ping pong table. BBQ grills and dining tables by each pool make it easy to enjoy outdoor meals. And don�t forget, the world-famous powdery white sands of Crescent Beach are just steps away, ready for you to explore! A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided; guests should bring their own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
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Siesta Sands Beach Resort, 2BR Oceanview #408

1001 Point of Rocks Road

Hot Deal Price From:

$244$195/night
20%
OFF

Welcome to your bright and airy beach getaway! This two-bedroom condo offers everything you need for a fantastic vacation. The main bedroom features a king bed and a private ensuite, while the second bedroom is perfect for kids or friends with two twin beds. The living room includes a comfy sleeper sofa, accommodating everyone with ease. Start your day with a coffee at the breakfast nook or on the balcony, where you can soak in the stunning Gulf views. With two bathrooms and a full kitchen, you�ll have all the comforts of home. The property boasts two pools, a tiki hut with a TV room, a fitness area, and a ping pong table. BBQ grills and dining tables are conveniently located by each pool. And of course, the highlight is Crescent Beach�world-famous for its powdery white sands, just steps from your door. A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided; guests should bring their own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
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Siesta Sands Beach Resort, 2BR Oceanview #608

1001 Point of Rocks Road

Hot Deal Price From:

$261$222/night
15%
OFF

Wake up to the soothing sounds of gentle waves and the refreshing Gulf breeze, just steps away from the world-famous powdery white sands. Feel the warmth beneath your toes as you stroll along the beach, soaking up the sun and creating unforgettable memories. This stunning condo offers a spacious main bedroom with a king bed and a private ensuite, while the guest bedroom features two cozy twin beds. The living area includes a queen sleeper sofa for extra guests, and the full kitchen is stocked with almost everything you need�from full-sized appliances to all the utensils�to whip up a delicious meal. Savor your morning coffee or a bottle of wine on your private balcony, gazing over the shimmering waters of the Gulf. When you're ready to explore, take a dip in one of the two refreshing pools, challenge friends to a game of ping pong at the tiki hut, or work up a sweat in the fitness area. Enjoy grilling at the BBQ stations with dining tables nearby. But, of course, the real star is Crescent Beach�just steps away, ready for you to experience its soft, white sands and crystal-clear waters. A refundable $250 security hold is required at check-in. Guests must be 21 or older at check-in. Bath towels and linens are provided, but guests must bring their own beach/pool towels. Office hours: Monday to Saturday, 9:00 AM - 5:00 PM.

14 August 2025 - 31 October 2025
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Gulf Tides at Longboat Key, 1BR

3008 Gulf of Mexico Drive

Hot Deal Price From:

$212$180/night
15%
OFF

Escape to Gulf Tides Resort on Longboat Key, where relaxation meets adventure. Unwind or dive into some fun activities, Gulf Tides offers everything you need for an unforgettable stay. This fantastic one-bedroom and two-bathroom condo has everything needed for your beach getaway. The bedroom offers a queen bed and a private, ensuite bathroom. Common living space includes a queen-sized sofa bed and two twin-sized Murphy beds. A small but efficient kitchen offers full-sized appliances to create wonderful meals and snacks. * Stairs are required, not all units have water views. Cable TV, Central AC/Heat, WIFI, and Linens included. Free laundry facilities either in the condo or in the building. Guests can take advantage of the recreational activities, including a lighted tennis court, heated outdoor pool, bicycles, cornhole, BBQ grills, and 200 feet of private beach. Additional Information: House Rules: No pets, smoking/vaping, or parties. Cancellations: Minimum $95 cancellation fee applies. Photos: Balcony and views vary by unit. Age Requirement: Must be 21+ to rent and check in. Security Deposit: $250 refundable hold at check-in, subject to inspection. Amenities: Maintenance may occur; our team works promptly to resolve issues.

11 August 2025 - 31 October 2025
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Calini Beach Club, 2BR

1030 Seaside Drive

Hot Deal Price From:

$286$200/night
30%
OFF

Memories are made when you combine the people you love with sandy toes, beach hair, and sun-kissed skin—and Calini Beach Club is the perfect place to create those unforgettable moments. Located just steps from the world-famous white sands of Siesta Key Beach, this spacious 2-bedroom, 2-bathroom condo offers 1,300 square feet of coastal comfort and relaxation. Start your mornings with coffee or wind down in the evenings with a fun beverage on your private veranda, featuring a convenient pass-through from the kitchen—perfect for soaking in the Gulf breeze. The open-concept layout offers a full kitchen with full-sized appliances and essentials, ideal for home-cooked meals or easy entertaining. The primary bedroom features a king bed, while the guest room includes two double beds. Need extra space? The living room’s sofa bed has you covered. Although the resort isn’t directly on the beach, it's just a short walk or bike ride across the street. Guests enjoy access to fantastic amenities including a heated outdoor pool, hot tub, BBQ grills, a recreation room with pool table, and complimentary beach chairs, umbrellas, towels, and more. Please Note: No pets, smoking/vaping, or parties Must be 21+ to rent/check in $250 refundable security hold at check-in $95 minimum cancellation fee Balcony/view and unit layout may vary, but furnishings are consistent Occasional maintenance may occur, but our team is quick to respond

31 July 2025 - 23 October 2025

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