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Villas That Welcome Kids

Islamorada is the perfect destination for families seeking a relaxing and fun-filled beach vacation. Renting a family-friendly villa in Islamorada offers an unbeatable combination of comfort, convenience, and freedom. With a spacious villa as your home base, you can create memories with your loved ones without worrying about fitting into a cramped hotel room.

From villas with private pools to those situated just steps from the beach, our selection has something for every family's needs and preferences. Many of our villas are specifically designed with families in mind, featuring amenities like game rooms, outdoor kitchens, and plenty of space for kids (and adults!) to run around and play. By choosing a family-friendly villa rental in Islamorada, you can enjoy quality time together, make the most of your vacation days, and create lasting memories with your loved ones.

Villas in Islamorada

Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£629  night
6
2
1
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Ensuring a Very Comfortable & Memorable Stay, Near History of Diving Museum
£316  night
4
1
1
Details View Offers
Get Ready for Blissful Getaway, Near Islamorada Brewery & Distillery wGet Ready for Blissful Getaway, Near Islamorada Brewery & Distillery w/ Parking/ Parking
£213  night
4
1
1
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Ocean Front Villa, 3Ocean Front Villa, 3/4's acre of private beach! Serenity, Retreat, Island Life!/4's acre of private beach! Serenity, Retreat, Island Life!
£602  night
14
5
4
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Waterfront Escape: Bayfront Accommodation wWaterfront Escape: Bayfront Accommodation w/ Kitchen, Onsite Pool, Free Parking/ Kitchen, Onsite Pool, Free Parking
5.0/5
£437  night
6
2
2
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Hassle-free Stay! Garden View, wHassle-free Stay! Garden View, w/ Kitchenette, Steps from the Beach!/ Kitchenette, Steps from the Beach!
£163  night
4
1
1
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Isla Key Acaí: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
4.0/5
£276  night
6
3
4
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Peaceful Palms #15 ~ 3 Bed Peaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ 3 Bath Islamorada Villa WPeaceful Palms #15 ~ 3 Bed / 3 Bath Islamorada Villa W/ Unobstructed Ocean Views/ Unobstructed Ocean Views
£814  night
6
3
3
Details View Offers
Your Retreat in the Heart of Islamorada! Kitchenette, Outdoor Swimming Pool!
£222  night
4
1
1
Details View Offers
Breathtaking Bayfront Villa wBreathtaking Bayfront Villa w/ Private Patio & Living Area, Perfect For Couple/ Private Patio & Living Area, Perfect For Couple
£695  night
6
2
2
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Sunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort wSunny Escape! Spacious Oceanfront Suite with Balcony! Beachfront Resort w/ Pool!/ Pool!
£412  night
4
1
1
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Bayside Tranquility: 3 Relaxing Villa wBayside Tranquility: 3 Relaxing Villa w/ Spacious Living Area & Kitchen/ Spacious Living Area & Kitchen
5.0/5
£1452  night
18
6
6
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Excellent Choice for Families! Full Kitchen, Pool, Pet-friendly, Free Parking!
£1043  night
8
3
2
Details View Offers
Isla Mirabelle: Waterfront Boutique Resort, Htd Pool, Dock, Walkable
£357  night
6
3
4
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Best Value, Quality Stay with Free Parking, Near Islamorada Brewery & Distillery
£946  night
8
3
1
Details View Offers
Get Ready for Blissful Getaway! Near Sea Oats Beach! Pets are Allowed!
£198  night
6
1
1
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Relaxation at its Finest in Islamorada! Swimming Pool, Beach, Pet-friendly!
£717  night
6
2
1
Details View Offers
Your Majestic View in Islamorada! Swimming Pool, Kitchenette, Pets Allowed!
£786  night
8
2
2
Details View Offers
The Nest Villa & Marina with boat ramp, sun terrace, water views & pet friendly!
5.0/5
£245  night
4
2
2
Details View Offers
Your Ultimate Islamorada Escape! Beach, Swimming Pool, Pet-friendly Property!
£177  night
6
1
1
Details View Offers