Island holiday rentals in Florida

Find and book unique island rentals on Airbnb

Top-rated island rentals in Florida

Guests agree: These island rentals are highly rated for location, cleanliness and more.

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A coastal beach house is observed from the water, displaying a vibrant color scheme and surrounded by palm trees. An American flag and a black flag are seen flying nearby. The scene captures the serenity of an evening sky with a hint of blue.

Home in Grant-Valkaria

Island Getaway in Grant, FL

Welcome to the Island! Located on a private island (*boat access only) in the intracoastal waterway, VIP Island is minutes from Melbourne & only a 1.5 hr drive from Orlando. The perfect spot for fishing, paddling or just to relax and enjoy seaside living. The home is 2 story Cape Cod style beach house located on the northern tip of the island. Surrounded by water and plenty of beach, it's the perfect spot to enjoy the sunrise and sunset. Kick off your shoes, bring your bathing suit and enjoy!

Guest favourite

Place to stay in Venice

4.93 out of 5 average rating, 41 reviews

Private Tropical Oasis Pool Spa Walkable to Beach

Live the island dream in your private tropical oasis 🌴 Walk to the beach & Sharky’s, then unwind in your own spa-style retreat designed for relaxation and outdoor living. This cozy micro escape features a Tommy Bahama queen, kitchenette, an expansive backyard with pool, 46-jet hot tub, outdoor kitchen and open-air shower. Just 1.2 miles to historic Venice downtown with dining, boutiques, and charm. Perfect for a romantic getaway or a peaceful solo reset. See photos for the full experience!

Guest favourite

An aerial view showcases a private island surrounded by water, featuring lush greenery and two tiny homes. A manicured lawn is visible with seating areas, umbrellas, and pathways that create a serene outdoor environment.

Tiny home in Sarasota

4.88 out of 5 average rating, 260 reviews

@Tiffanythetinyhome| island | netflix|bike|hammock

You are about to book a famous HGTV 270ft² / 25m² tiny home on a private 1.5-acre island! ☆ Walk to dining, nightlife, and shopping ☆ Fully equipped kitchen (K-cup) ☆ Backyard fire pit + BBQ ☆ Screened-in outdoor lounge w/ hammocks ☆ 415Mbps ☆ Smart TV w/ Netflix ☆ Memory foam bed ☆ FREE Bikes + kayaks + beach gear 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing) We use a compost toilet. Please read house rules for info.

Top Guest favourite

Tiny home in Sarasota

4.96 out of 5 average rating, 407 reviews

@Shellmateisland |tiny home| island| bikes| kayaks

⭑Octagonal 320ft² tiny home sitting on a private 1.5-acre island!⭑ ✯ Lake access ✯ Walk to dining, nightlife, and shopping ✯ Fully equipped + stocked kitchen ✯ Free bikes + kayaks +beach gear ✯ Backyard fire pit + BBQ ✯ Screened-in outdoor lounge w/ hammocks ✯ Smart TV w/ Netflix ✯ Memory foam bed ✯ 426Mbps wifi Ask which fruit trees are in season for a homegrown treat! 3 min → Siesta Key Beach 7 min → Downtown SRQ 12 min → Myakka River State Park (river kayaking + wildlife viewing)

Guest favourite

Home in Holmes Beach

4.9 out of 5 average rating, 60 reviews

Loggerhead - Private Pool + Golf Cart - AMI Oasis

Loggerhead 🐢 - Escape to your island oasis on Anna Maria Island — just a 4-minute walk to the beach! 🏝️ Unwind in your private heated pool, sip sunset drinks at the Tipsy Turtle bar, and cruise the island in your included 6-person golf cart. Perfect for families or couples seeking the ultimate beach getaway filled with sun, relaxation, and island charm.