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.

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.

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.

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-friendly Florida Keys Rentals

Oceanfront 5th Floor End Unit, Pool, Internet, Great Panoramic Ocean Views!

Beautiful Panoramic Ocean Views from Every Room - New King Euro-Top Bed for Master Suite 2014! New Kitchen/New Appliances 2014. Just footsteps from the water, located in highly desired Islamorada, the 'Sportfishing Capital of the World,' this...

'BRISA FRESCA @ THE ANNEX': Bright & Airy 3BR/3BA Private Home + Pool...

A trip to Key West is like a breath of fresh air – the sounds of rustling palm trees, the scent of fragrant flowers and the smell of salt air are the rejuvenation that only the tropics can provide. This home is a breath of Key West fresh air, or ...

‘THE SMILING IBIS @ OLD TOWN’: Immaculate 3BR/3.5BA Old Town Home + Private Pool

Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy time together, separate rooms and bathrooms to enjoy privacy, a private pool and of course, outdoor lounge area off street park...

'THE CONTENTED CRANE @ OLD TOWN': Pristine 3BR/3.5BA Home + Private Pool...

Traveling to Key West with a group deserves the ultimate vacation rental home: plenty of space to stretch out and enjoy time together, separate rooms and bathrooms to enjoy privacy, a private pool and outdoor lounge area, and off street parking fo...

“THE IBIS & THE CRANE @ OLD TOWN”: Spacious 6BR/6+BA Compound + 2 Private Pools

Dreaming of a large group getaway in Old Town Key West, but struggling to find comfortable accommodations for your whole gang? The dream becomes a reality with “The Ibis & The Crane”: two side-by-side two-story townhomes with six large bedrooms, ...

Vacation Home Search

Find the perfect rental for your vacation

Join Our Newsletter

Get the latest updates in your email