
Condo holiday rentals in Vaca Key
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Top-rated condo rentals in Vaca Key
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*NEW* Private Beach, pool & fully loaded kitchen
Escape to paradise in our brand new, beautifully furnished Sun Life Vacation Homes beachfront oasis in the heart of Key Colony Beach, Florida, (some still call it Marathon). This luxurious two-bedroom, two-bathroom condominium invites you to experience the ultimate coastal retreat with private beach & pool access, tiki huts and BBQ grills. Come and experience the ultimate beachfront getaway at our Sun Life Vacation Homes, Key Colony Beach Club vacation rental. We recommend all guests purchas

Spacious Waterfront 2 bedroom w/dock. Pet Friendly
This second-story unit is a beautiful, newly refreshed vacation rental that has an unobstructed view of Florida Bay, Sunsets, and Sunrises. Ideal for fishermen, family and friends with the marina below. Boat slip, trailer parking and ramp are all included, located in the Heart of The Florida Keys Prime Fishing Grounds between Islamorada and Marathon. We are on Florida Bay only 1 mile from Channel 5 bridge that takes you to the Atlantic Ocean giving you access to all types of fishing and diving.

Beachfront tropical oasis pool ocean views U33
Immerse yourself in our vibrant 3BR condo, where comfort meets artistic flair. Overlook the sparkling Atlantic from your private balcony, or enjoy our heated pool and serene beach with a Tiki Hut. Perfect for families or groups seeking a blend of relaxation and adventure, our condo offers a fully equipped kitchen, cozy living spaces, and complimentary beach essentials. Explore nearby attractions or indulge in beachside grilling. Embrace a unique stay where every detail is crafted for your joy.

Private Beach in Marathons Key Colony Beach
Atlantic Ocean location with a beautiful ocean view. The beach is private for sunbathing, fishing, diving, and snorkeling. The sea life off the beach is abundant. Watching the boats come in and out of Vaca Cut is very cool. In addition to the onsite pool there is a Tiki Hut, beachside barbecue area, and a beautiful grass lawn. Being on the third floor offers beautiful ocean views. Please see my host guidebook for detailed info on a few of the local attractions including fav restaurants.

Slip, Ramp, Pool, Trailer Parking, Bait Freezer
7 DAY MINIMUM BOOKINGS / MAX 4 PERSONS NAUTI HIDEAWAY - This Nauti Stays Vacation Rental property is a 2-bedroom, 2-bath 2nd level 925 sq ft. condo located in Coco Plum, Marathon. Set in a well-protected, deep canal on the Atlantic, comes with a deep slip (length up to 40 ft) next to pool allowing access to the Atlantic Ocean and Florida Bay. ONSITE boat ramp & trailer (36 ft max) parking! Enjoy a heated or chilled pool after a boat day! Dock has water, power hook ups & fish cleaning station.

2-story condo w/ panoramic bay views and balconies
2 bedrooms/3 bath condo with amazing unobstructed Gulf Bay views. Right next to vaca cut, sunrise and sunset everyday right at your doorstep. Sharks, turtles, dolphins, tarpon, barracuda and more seen right from your balcony! Clean, comfortable condo, with updated appliances and grill. Close to restaurants by car or boat. Boat slips available to renters first come first serve. Public boat ramp can be seen from balcony. Heated pool on premise. City of Marathon rental license #: VACA-21-530

Paradise found! Sea-Esta Condo beach and pool.
Sea-Esta is located on the Atlantic Ocean with a private white sandy beach. If the ocean isn’t calling you, Sea-Esta by the heated pool to cool off and work on your tan. Or, Sea-Esta in your master bedroom with its king-size bed and ocean views from its small deck. Sea-Esta under the shade of the lush landscaping that Sea Isle has to offer. Walking distance to Sunset Park, 3 par golf course, pickleball, tennis, bocce ball, and playground. Safe bike/walking paths throughout Key Colony.

P41 - 135 Unit 4D Coco Plum
Condo overlooking the natural beach of Coco Plum. This 2 bedroom, 2 bath congo unit offers 1,280 sq feet of living space. The complex is oceanfront with Tiki - Hut and pool. The beach is walkable at low tide for 1 mile. Relax by the saltwater pool or play tennis in the private court. Enjoy all of Marathon within minutes of this quiet location. - Maximum Occupancy: 6 guest (includes adults and children of any age) (*children of any age, including infants, count toward occupancy)- No ...

Ocean Isles Mackeral Row VACA-23-137
Escape to paradise in a brand new 1 bed/1 bath studio centrally located in Marathon. Townhome 70 is steps away from all of the on site amenities. This includes the finger pier dock (equipped with cleaning stations for fishing), several brand new Tiki huts to lounge under, and one of the largest elevated swimming pools that overlooks the Atlantic. Home is fully furnished will all brand new amenities. Relax at your own private bar underneath the home, with spectacular views of the ocean.

Waterfront Luxury Condo | Pool + Tiki Bar
Escape to The Dapper Dolphin, a beautifully updated coastal 1-bedroom, 1-bath condo located at Skipjack Resort & Marina in the heart of Marathon. Sleeping up to 4 guests, this stylish retreat features a full kitchen, private balcony, and resort amenities including a pool, Tiki Bar, restaurant, Marina, and more. Situated in the heart of Marathon, it offers proximity to the beach, restaurants, activities, and all the essentials for an unforgettable vacation experience right on-site!

Ocean Views + Pool + Elevator + King Suite
Relax in the Florida Keys at this beautifully updated 1BR/2BA retreat in Marathon’s gated Ocean Isles Fishing Village. Ideally located directly across from the pool and clubhouse, this home offers stunning Atlantic views, a king suite, queen sleeper sofa, full kitchen, and multiple balconies perfect for sunrise coffee. Enjoy the heated pool, waterfront picnic area, kayak launch, and fish cleaning station. Perfect for couples, snowbirds, or a relaxing Keys getaway.

Villa 5027 on Duck Key BOAT SLIP available
Boat slip available for additional $100 a night. Ask for availability. This villa boasts breathtaking sunsets, close to watersports, charter fishing, restaurants while being surrounded by one of the most exclusive island neighborhoods with lush landscaping. Duck Key is family-friendly, or it can be a serene couples retreat. Dine with Sunsets on the rear deck, or explore the world-class restaurants of the middle keys. Please NO Smoking indoors and NO pets.
Popular amenities for Vaca Key condo rentals
Weekly condo rentals

"O" Fish Ally Paradise @Ocean Isle Fishing Village

Cozy apartment in Marathon Key

Large 1 Bedroom Oceanview Condo With Two Balconies

Oceanfront, gated 3 bedroom condo with boat slip.

Islamorada Oceanfront 2 bdrm, 2 bath, View, Pool

Beachside Unit 33-Private Tropical Beach Plus Pool

Updated 3/2 Spacious Condo - Futura Yacht Club

Bright Cheery Condo, Ocean Views in Key Colony
Pet-friendly condo rentals

Duck Key Charming Townhome

180 Degrees of Ocean Views, Lagoon and Florida Bay

Keys Getaway- 2 bedrooms w/Boat Dock, Pet Friendly

Seashells Getaway - Pool, Boat Slip/Parking/Ramp

Bayside Villa in Islamorada
Condo rentals with a pool

Oceanfront Sunrise Condo Private Beach Heated Pool

2 Bedroom Oceanfront Complex, Key Colony Beach

Oceanfront Breeze, Stunning Views, Beach/Pool

Keys Breeze Ocean View Condo & Pool - Key Colony

Modern Beachfront Steps to Beach/Pool, Key Colony

Oceanfront condo in the keys

Poolside 2 Bdrm in Oceanfront Complex, Key Colony

Exquisite Luxury Oceanfront Complex Key Colony
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- Everglades National Park
- Sombrero Beach
- John Pennekamp Coral Reef State Park
- Long Beach
- Sea Oats Beach
- Bahia Honda State Park
- Theater of the Sea
- Conch Key
- Calusa Campground
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- Dolphin Research Center
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- Founder's Park
- Ernest F. Coe Visitor Center
- History Of Diving Museum
- Calusa Beach & Loggerhead Beach
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