Hot Deals!
Caloosa Cove Resort, Studio Suite
Hot Deal Price:
Nestled on 15 tropical acres in Islamorada, Caloosa Cove Resort & Marina is perfect for beach and adventure lovers. Our cozy studios accommodate up to 3 guests, featuring a comfortable queen bed, a twin sofa sleeper, and a compact kitchen with essentials like a full-sized fridge, stove, microwave, and more (no dishwasher). Enjoy your morning coffee or evening drink on your private balcony with outdoor seating (views may vary). Dive into fun with our full-service marina, fishing charters, beach access, a refreshing pool, on-site restaurant, and a General Store stocked with bait, tackle, and everyday necessities. Explore the nearby waters with boat slip rentals (available for a fee). Please note: Room assignments are based on availability at check-in, and specific views cannot be guaranteed. Complimentary parking and Wi-Fi are included. Pets are not allowed, and limited trailer parking is available for a fee. Come experience the laid-back island life at Caloosa Cove – where the ocean is your playground!
Caloosa Cove Resort, Suite
Hot Deal Price:
Discover the true Florida Keys spirit at Caloosa Cove Resort & Marina in Islamorada, where 15 tropical acres invite you to unwind and explore. Our spacious suites, accommodating up to 6 guests, offer two queen beds, a queen sofa bed, two bathrooms, and two private balconies perfect for soaking up the island ambiance. Enjoy a cozy living area and an equipped kitchen with most essentials (except a dishwasher), plus a dining area for four. Dive into adventure with our full-service marina, fishing charters, and on-site restaurant. Relax by the pool, stroll to the beach, or browse the General Store for convenience items, bait, and tackle. Nearby, boat charters and activities await, with boat slip rentals available for a small fee. Please note: Room views are based on availability at check-in. While we aim to provide water views, specific views cannot be guaranteed. Pets are not allowed, and trailer parking is limited and available for a fee. Embrace the laid-back Keys vibe at Caloosa Cove – your perfect island getaway!
Caloosa Cove Resort, Den Suite
Hot Deal Price:
Escape to paradise at Caloosa Cove Resort & Marina in beautiful Islamorada, spanning 15 lush acres. Our spacious Den Suites accommodate up to 6 guests, featuring a queen bed, a full sofa, and a queen sofa bed. Enjoy two private balconies with outdoor seating, perfect for relaxation, and a convenient kitchen with full-sized appliances (no dishwasher). Our oceanfront property offers direct beach access, a heated pool, a full-service marina with fishing charters, and an on-site restaurant. While some units may have water views, specific room locations are assigned at check-in and cannot be guaranteed. No Pets, No Smoking. Enjoy complimentary parking and Wi-Fi, and limited trailer parking is available for a fee. Boat slip rentals are also available for a nominal fee. Come experience the best of the Florida Keys with us!
Gulf Tides at Longboat Key, 2BR Poolview
Hot Deal Price:
Get ready for a memorable family beach escape at Gulf Tides Resort on Longboat Key! This bayside condo, just across the street from the beach, offers endless fun, splash around in the heated outdoor pool, play a match on the tennis court, or bike along the stunning coastline. With 200 feet of private beach across the street. Gulf Tides has all you need for an exciting and unforgettable vacation! This 950 sq. ft. two-bedroom condo accommodates six guests and features a west-facing balcony. The main bedroom has a king bed, the guest bedroom has two twin beds, and the common area includes a queen sleeper sofa. The kitchen is equipped with full-sized appliances. Stairs are required. Not all units have water views. Amenities include Cable TV, Central AC/Heat, Wi-Fi, and linens. Free laundry facilities are available in the condo or the building. 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. Hurricane Notice: The area is recovering from Hurricanes Helene and Milton, with ongoing construction and potential disruptions. Some local amenities and businesses may be limited. We appreciate your patience as the community rebuilds.
Calini Beach Club, 2BR
Hot Deal Price:
Memories are made when you combine people you love with sandy toes, beach hair, and sun-kissed skin. So, grab your flip-flops and make your way down to Siesta Key! World-famous sunsets, white sand, and gulf blue waters will lure you to stay awhile. This amazing condo has a private veranda; perfect for enjoying the gulf breeze while you sip your morning coffee or an evening glass of wine. Relax in our generously sized 2-bedroom, 2-bathroom abode spanning 1300 square feet. The main bedroom has a king bed, while the guest room has two double beds. Need extra sleeping space? The sofa in the living room offers a sofa bed. Our open concept living room provides ample seating for everyone. The spacious full kitchen features full sized appliances and basic cooking necessities. This offers the flexibility to enjoy home-cooked meals or explore the local dining scene. The property invites you to enjoy the onsite amenities including a heated pool, game room, Jacuzzi, BBQ grills, and complimentary bicycles, ensuring endless fun for all ages. Conveniently located near shops, restaurants, and attractions, there's something for everyone to enjoy just moments away. Please note the resort isn't directly on the beach, the beach is just a short walk or bike ride across the street. 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. Hurricane Notice: The area is recovering from Hurricanes Helene and Milton, with ongoing construction and potential disruptions. Some local amenities and businesses may be limited. We appreciate your patience as the community rebuilds.
Longboat Bay Club, 2 BR Bayview
Hot Deal Price:
Welcome to your tropical paradise on Longboat Key! Nestled directly on Crane's Bay and just a hop across the street from the white sandy beaches of the Gulf of Mexico, our charming 2-bedroom, 2-bath condo is your prime getaway. With only 15 units on the property, you will enjoy a boutique experience with all the perks of a resort. Our expansive 1600+ sq. ft. condo offers breathtaking bay views through floor-to-ceiling windows. The main bedroom offers a king bed and a private bath, while the second bedroom features two comfy twin beds, perfect for family or friends. The open living room provides a great place to relax after a day of exploring. The fully equipped kitchen, featuring full-size appliances and granite countertops, makes meal prep a breeze. Be sure to explore the local dining scene as well. For added convenience, a washer and dryer are available in the condo, making packing and laundry a snap. Step outside to make the most of our resort-style amenities! Dive into the pool or relax in the whirlpool from dawn to dusk. The property also includes a 13-slip marina. For added fun, check out our limited availability of beach chairs, umbrellas, bikes, helmets, tennis equipment, and fishing gear. Books, games, and videos are available in the lobby. Please note that the maximum occupancy is six, including children of all ages. 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. Hurricane Notice: The area is recovering from Hurricanes Helene and Milton, with ongoing construction and potential disruptions. Some local amenities and businesses may be limited. We appreciate your patience as the community rebuilds.
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