
Condo holiday rentals in Florida Keys
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Top-rated condo rentals in Florida Keys
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Enjoy sunsets & sunrise in your home away home.
Keys largo best kept secret. Enjoy all that Florida keys have to offer. Superb location close to main land and best of all on the water. Enjoy sunset on your private dock. Don't worry about parking you have you very own private spot. Very close to miami if you wish to venture out off the Florida keys. Great beaches and great restaurants. Come and enjoy the best that Florida has to offer. Great location to relax. You can enjoy the pool, tennis and basketball. You can eat in the club on the water.

Gorgeous lagoon-front 2BR Townhouse with 2 pools
Kawama Yacht Club is situated between an extension of John Pennekamp Coral Reef State Park and a salt-water, filtered, tidal snorkeling lagoon! Two pools, tennis courts, private beach, a waterfront (lagoon) will keep you busy on site, while the neighborhood offers boating, many great restaurants and you may even swim with dolphins just outside the gates to the community. The townhouse comes equipped with two bicycles and two kayaks. All brand new appliances throughout + extra lg washer/dryer.

Toes in the Sand - 2 Bedroom Condo Sleeps 4
Two bedrooms and two full bathrooms on the 4th floor with ocean views. Amenities include a huge heated pool and hot tub with a bar, a beach cafe serving food and drinks, a private Key's beach, viewing pier, rentable boat slips & boat trailer storage, tennis, pickleball courts, basketball, children's swings, and BBQ areas, and gated entry with 24-hour security! Just remember that you're on "Island Time," mon, relax and enjoy! Perfectly located between Key Largo and Islamorada, close to Penneka

SPECTACULAR VIEWS OCEAN FRONT MODERN BEACH CONDO!
Enjoy a Top Floor condo with stunning ocean views from your living room and balcony. This condo features a King bed in the bedroom, updated kitchen, a queen pull out sofa and a new washer and dryer. Enjoy the wonderful amenities the property offers to include a Large pool/ spa area or relax on the private beach with lounge chairs provided. There are lighted tennis courts, areas to grill out and a small playground. This property sits on 68 acres and one side is surrounded by a nature preserve.

Key Largo Coastal Condo-Ocean View ~ Pool ~ Beach
Welcome to our remodeled costal 1BR 1 Bath condo nestled in the premier oceanfront complex in Tavernier, FL. Escape to paradise and enjoy the wonderful Ocean views from the private balcony while just a few steps away from the sunny private beach, marina, minutes away from restaurants, shops, and attractions. ✔ Comfortable Queen BR ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Balcony ✔ Smart TVs/WI FI ✔ Complex Amenities (Pool, Hot Tub, Marina, BBQ, Sports, Free Parking) Learn more below!

Best View Ocean Pointe Pool Beach King Bed, Gated
***IMPORTANT*** The pictures you see here are of OUR unit. What you see is what YOU GET. No surprise when you arrive at Ocean Pointe. NO bait and switch. We own in the Prominent Building #3 just steps from the Pool & Jacuzzi. Wireless Internet Netflix & Cable TV, XBOX ONE. ***Most of our guests (99%) claim this is the cleanest Airbnb they have ever stayed in.*** You will get a TRUE UNIMPEDED OCEAN VIEW in our unit. Read our reviews, our past guests tell it all. ⭐ 5 STAR ⭐ Get what you pay for.

Turtles Nest 2 Beach, Pool, Restaurant 2bed 2bath
Turtle lovers rejoyce! Enjoy this Two Bedroom/Two Bath Condo with the perfect blend of style, comfort and convenience. Featuring a spacious living room and a fully stocked Kitchen. The Master bedroom features a King size bed and ensuite master bathroom. The guest bedroom features a Queen bed with a unattached bathroom. Both bathrooms feature a walk-in shower. The balcony offers views of the nature preserve and peek-a-boo views of the Atlantic Ocean!

Beachside Unit 27 - The Beach is Calling You!
Unit 27 Details: Main Floor, Walk-in shower, King Bed plus a Queen Pull-Out Sofa, Maximum Occupancy 4 Guests, Not Handicapped Accessible. A registration and liability waiver form signature will be required as part of your reservation. Welcome to Continental Inn Condominiums in Key Colony Beach, Florida known as “The gem of the Florida Keys.” Our oceanfront property includes a private heated pool and private beach retreat on the Atlantic Ocean.

Luxury Top Floor Suite W/ Unobstructed Ocean View
Our spacious, 2 bedroom, well-appointed condo provides the perfect home away from home. Step onto your private balcony and soak in the mesmerizing views of the azure ocean and lush mangrove gardens. Escape to a tropical paradise and experience the ultimate keys retreat! Nestled in Tavernier, this property offers a perfect blend of comfort and breathtaking natural beauty. Indulge in the array of fantastic amenities available to our guests.

Key Largo Oceanside 3/3 Golf Cart & kayaks
Remodeled 3 bedroom/3 bath townhome located in a 24 hr gated community on the Oceanside of Key Largo, MM 100. The unit has 3 floors with 2 separate living rooms with sofas and smart TVs, 3 full bathrooms, 1 bathroom on each floor. Master bed room has a queen bed with TV closet and balcony. Guest room has 2 twin beds with a balcony and on the first floor you have a private room with Queen bed. Golf Cart, Bicycles and Kayaks included.

Exquisite Oceanfront Paradise - Key Colony Beach
Experience a wonderful ocean view from our beachfront condo in Key Colony Beach. Newly renovated studio condo in Key Colony Beach, Florida Keys. Unit #10 offers one king bed, a fully equipped kitchen with full-size appliances and essentials, reliable WiFi, and a SmartTV for a comfortable stay. Enjoy the heated pool and private sandy beach just steps away. Sunset Park is next door-perfect for catching a beautiful Florida Keys sunset.

Luxury Beachfront Condo!
This 2 bed, 2 bath suite is the largest in the building and is recently upgraded. Featuring marble flooring, large living room with a sleeper sofa, and more! It is the perfect place for anyone looking for extra space and comfort. Take advantage of the luxury amenities, gorgeous beach, or walk to Marco Islands best shops and restaurants! This suite will provide all the comfort you need to have a relaxing, seamless vacation!!
Popular amenities for Florida Keys condo rentals
Weekly condo rentals

Family Suite at Sugarloaf Key Hotel (Pet Friendly)

Stylish & Secluded | Pool, Dock, Key Largo Living

Vacation Home Heron Hideaway

Private Beach in Marathons Key Colony Beach

Condo in Tavernier

Riverside Relaxation. Pool, Pickleball, 2 Bath

Paradise found! Sea-Esta Condo beach and pool.

Henry's Piece of Paradise On The Ocean In Key West
Pet-friendly condo rentals

Luxury Beach & City View Condo 5 min walk to beach

Seaview Balcony+seats Corner-Bar Garage PetsOK WD

Oceanfront 16th Floor Brand New Beachfront Flat

Aventura Condo Near Beach & Mall Parking & Pool

Oceanview Miami Condo 41st Fl Pool Free Parking

Spacious 2BR at Icon Brickell | Pool, Spa & Prime

Everglade Isle Palms Condotel w/ Pool & Boat Ramp

🎖W Hotel Residence 2 bedrooms
Condo rentals with a pool

Sea Side Whimsy Ocean Pointe -06

2 bed/2 bath Beachfront unit w/stunning views

Water View/ Luxe Condo/ Beach

Oceanfront 3 bed condo Ocean Edge w/ optional slip

Ocean Front Studio private Sandy Beach in Key West

Condo de Paradise/Salt Water Pool/Boat Dock

Best of Florida 2025 | Front Corner Unit | Views!

Tropical Escape at Sunrise
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- Bayfront Park
- Bayside Marketplace
- Kaseya Center
- Brickell City Centre
- Everglades National Park
- University of Miami
- Calle Ocho Plaza
- Sombrero Beach
- LoanDepot Park
- Dolphin Mall
- John Pennekamp Coral Reef State Park
- Zoo Miami
- Florida International University
- Key Biscayne Beach
- Biscayne National Park
- CG Cosmetic Surgery
- Crandon Beach
- Biltmore Golf Course Miami
- Avana Plastic Surgery
- Phillip and Patricia Frost Museum of Science
- Coral Castle
- Fairchild Tropical Botanic Garden
- Schnebly Redland's Winery & Brewery
- Sea Oats Beach
- Things to do Florida Keys
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