Apartment holiday rentals in Vaca Key

Villa 4204 on Duck Key - Boat Slip available

Boat slip available for an additional $100 per night. Ask about availability. This villa boasts breathtaking sunsets and is just minutes from watersports, charter fishing, waterfront restaurants, and local attractions, all while being surrounded by one of Duck Key’s most exclusive island neighborhoods with lush tropical landscaping. Duck Key is perfect for families or a serene couples retreat. Dine while watching spectacular sunsets from the rear deck, or explore the Middle Keys. No Smoking/Pet

Dock POOL Kayaks Bikes Beach2mi WalkToStores

Come enjoy tranquil Atlantic breezes at our DUPLEX. Enjoy all the keys islands & adventure in three (3) bedrooms & two (2) bathrooms with full tubs. Enjoy cooking & baking for family & friends On-site gated parking and dock space for ocean toys/ boat (35 ft max) on the 75 ft waterfront concrete seawall & wood dock complete with fish cleaning station and outdoor kitchen & grill to prepare your daily catches. Enjoy the multiple spacious outdoor spaces (shared) for playing, relaxing & dining.

Blue Octopus Hideaway at OI!

Welcome to our stunning two-bedroom, two-bathroom gated community, nestled in the heart of Marathon Key, Florida! This brand-new 1,700-square-foot luxurious retreat offers the perfect blend of palatial comfort, style, and convenience, making it the ideal home-away-from-home for your unforgettable Florida Keys vacation nestled in the Ocean Isles Fishing Village. Our spacious and beautifully decorated townhouse features two bedrooms and two bathrooms, comfortably accommodating up to six guests.

Quiet Canalfront Retreat • Near Sombrero Beach

Take a break at this Bright and fully renovated 1BR apartment by a canal in the heart of Sombrero Blvd. Perfect for couples, families, or work trips. Walk to Publix and a 9-hole golf course, or take a quick 3-min drive to Sombrero Beach. Just 10 mins to Seven Mile Bridge for breathtaking sunrises and sunsets. Enjoy a peaceful stay with plenty of natural light, a fully equipped kitchen, fast Wi-Fi, and cozy living space. Ideal for relaxing after a day of exploring the Keys. VACA- 25-118

Coco Plum Beach Paradise w Heated Pool & Boat Slip

Welcome to Paradise! Park your car and relax in this spacious 1bed/1bath condo, with a queen sleeper sofa. Enjoy the private boat slip, boat ramp, heated pool and water/sunset views from your private patio. Boaters will love the deep-water canal with easy ocean access, located just minutes from the Marathon Sandbar and Vaca Cut. The serene Coco Plum Beach is only a 2min drive or a 20min walk away. Enjoy fresh seafood at bars and restaurants, fish right off the dock, or head to Key West.

2 Bdrm Oceanfront Complex Private Beach & Pool

Ground floor 2 bdrm/1 bath condo in Key Colony Beach. Oceanfront complex with heated pool and private white sandy beach. New renovation with new beds, furnishings and new bathroom! Condo has kitchen stocked with everything you'll need to cook & serve complete meals. You will be a 20 second walk to our private beach and enjoy glorious sunrises every morning. Lounge chairs, patio tables, tiki huts & BBQ grills available for guest use. Sorry no boats or trailers allowed in our parking lot

*NEW* Coral Sands Oceanfront-Beach & Pool

Welcome to Coral Sand Oceanfront, your private slice of paradise in Key Colony Beach. This beautifully appointed 2-bedroom, 2-bath condo offers breathtaking ocean views, a private beach, and resort-style pool—perfect for a relaxing Florida Keys escape. Step outside and feel the ocean breeze, unwind by the pool, or stroll along your private beach. Whether you’re planning a romantic getaway or a family vacation, Coral Sand Oceanfront delivers comfort, views, and true Keys tranquility.

Beachside Unit 22 - Private Beach on Atlantic

Unit 22 Details: Main Floor, Walk-in Shower, 2 Queen Beds and Queen Sofa Pull-out, Maximum Occupancy 4 Guests (0-2 years old count as a guest), Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.”

Ocean View Duplex Penthouse | Pool | Vista Two

Indulge in the epitome of coastal living in this expansive duplex penthouse boasting ocean views in Islamorada. Relish captivating tranquility with an open-concept layout seamlessly blending living, dining, and a chef’s kitchen, all framed by panoramic seascapes and access to top-tier amenities. Just a short walk from the beach and world-class waterfront dining, this private haven is where serenity meets sophistication. Enhanced cleaning practices implemented.

The Sandcastle Suite! NEW 2BD! Oceanfront Complex!

SPECIAL DISCOUNTED PRICING FOR OUR FIRST GUESTS! Experience the ultimate Florida Keys vacation getaway at our BRAND NEW beach home in the breathtaking community of Ocean Isles! We are the ONLY 2 Bedroom/2 Bathroom in the community that offers complete, comfortable accommodations for up to 6 guests at competitive 1Bed/1Bath pricing! Unit 38 is the larger style, 2-story design. Walk in the front door to this gorgeously furnished, cozy home! See more...

Cozy Keys Efficiency 8a

Efficiency has a queen size bed, a 3-seat sofa and a small dining table with 2 chairs. Private bathroom. AC will keep you cool. Kitchen is fully equipped with 4 burner stove, microwave, medium size refrigerator with freezer. Enjoy the breezes on your patio, each unit has a gas BBQ grill and a picnic bench outside. Enjoy a swim in our shared pool. Optional boat slip can be rented for $25/night Efficiency has a 2 person maximum occupancy - no exceptions.

Waterfront Escape | Pool, Tiki, Breakfast & Marina

Stay at Mystic Mermaid, a brand-new luxury 1BR/1BA Waterfront Villa that sleeps up to 4 guests. Located on a scenic canal in the heart of the Florida Keys, this elegant retreat offers marina views and resort-style amenities including a pool, Tiki Bar, restaurant, pickleball & sand volleyball courts, fitness center, and complimentary breakfast. Perfectly located between Islamorada and Key West for the ultimate island getaway.