Family Vacation Rentals in the Florida Keys

For water sports, golf, snorkeling, fishing and general fun and relaxation in the Florida sun, explore family vacation rentals in Florida Keys.

Enjoy the comfort of an extended stay in a rental home, condo or townhouse with superior amenities and conveniences for a price comparable to the typical hotel room. With more space to move around, your kids and the entire family will feel at home while getting ready for boat rides, park excursions, beach outings and educational opportunities offered by the gorgeous Florida Keys.

Florida Keys HomeAway property #3650184
Florida Keys rental property #3650184

Snorkeling in Key Colony Beach

Key Colony Beach sits on an island and is known as the "gem" of the Florida Keys. With access to the Atlantic Ocean, the Gulf of Mexico and Coral Reefs, many vacation rentals have a water view. Enjoy snorkeling with the entire family at the Looe Key National Marine Sanctuary, with sightings of Atlantic tarpons and eagle rays. Rent a furnished house with a Cabana Club membership offering easy access to pool, beaches and restaurants.

Family-friendly Key West

Enjoy water sports and volleyball with your entire family at Smathers Beach located in the ever-popular Key West. The golf enthusiasts in the family will love Key West's 200-acre and 18-hole golf course. Enjoy beautiful views from a waterfront condo in Key West with access to a private beach, sauna and a fishing pier.

Florida Keys HomeAway property #3650185
Florida Keys rental with pool, property #3650185

Diving in Key Largo

Key Largo is known as a diving capital. With access to the globe's largest artificial reef, John Pennekamp Coral Reef Park attracts divers from across the world. Dive, swim, kayak or take air boat rides with the entire family. See harmless nurse sharks and historic shipwrecks in the reef system called The Elbow. Rent a villa with access to Tiki Huts, swimming pools and tennis courts. Enjoy dinner at the Mandalay Restaurant & Bar.

Sports Fishing in Marathon

As a popular sports fishing spot, Marathon offers fishing boats that your entire family can board daily to fish in the Atlantic Ocean or the Gulf of Mexico. This area is also known for lobster ticking and spear fishing. Rent a townhome with a boating dock within a few-mile drive from Sombrero Beach or Coco Plum Beach.

Florida Keys HomeAway property #3650160
Florida Keys vacation rental, property #3650160

Relaxation in Big Pine Key

Big Pine Key hosts the endangered deer, the Key Deer, which you'll often see on local bicycle trails. The Bahia Honda State Park offers a day of relaxation with access to snorkeling, sunbathing and concession stands. While snorkeling, you'll see hermit crabs, laughing gulls, and cowfish. For a price comparable to the average hotel room, relax in a vacation rental home equipped with kayaks, grills, fishing gear and bicycles.

Islamorada, the Purple Isles

Islamorada is popular as the globe's sports fishing capital. The Spanish name translates to "purple isles" and this family vacation spot offers views of aqua blue waters from the bridges and most residences. Mile Marker 81 hosts the Hurricane monument of the 1935 hurricane. Theater of the Sea on Islamorada offers an educational opportunity for the kids who will learn about sea life and see trick-performing dolphins. Rent an ocean view condo just minutes away from these attractions with access to a swimming pool, sauna, ping pong and tennis.

With access to numerous family vacation rentals in Florida Keys, your entire family can enjoy a fun and relaxing vacation with access to superior conveniences at a price comparable to average hotel accommodations.

Family Vacation Rentals in Key West

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4 - 7  Night Minimum Stay
3 BR, 2 BA, Sleeps 7


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27  Night Minimum Stay
2 BR, 2 BA, Sleeps 6


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27  Night Minimum Stay
3 BR, 3 BA, 1 HF, Sleeps 8


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27  Night Minimum Stay
2 BR, 2 BA, Sleeps 4


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27  Night Minimum Stay
3 BR, 3 BA, Sleeps 8