5+ Bedroom Rentals

For the utmost in comfort, luxury and spaciousness for a family vacation or large group trip, consider one of our premier Siesta Key 5+ bedroom vacation rentals. These large and amenity-loaded single family homes can sleep anywhere from 14 to 20 people or more, so you’ll never have any shortage of space or comfort when staying in them.

Large group vacation rentals that sleep 20 people

Perfect for large groups, family vacations, and reunions, you’ll love every moment that you stay in these homes while vacationing on Siesta Key. Located in some of the best spots on the island, you’ll be just a short walk away from gorgeous white sand beaches. Catch some sunshine at the beach with your group then head back to your home with plenty of space for entertainment.

You’ll never want for space in any of these homes, and they’re a much better alternative than hotel rooms. From the moment you step inside the doors of these spacious Siesta Key 5+ bedroom vacation rentals, you’ll know that you made the right choice.

Vacation rentals in Siesta Key

These Siesta Key vacation rental homes feature on-site pools, so feel free to take a take a dip anytime you want. Other great amenities that you’ll find include fully equipped kitchens to prepare homemade meals when you want to stay in, tropical landscaping, spacious living room areas, multiple bathrooms, flat screen TVs, washer and dryer, balconies and outdoor entertainment areas, and much more.

Amazing locations right by all of the best entertainment, shopping and nightlife that Siesta Key has to offer, along with quick access to some of the top rated beaches in the world, with all the space and amenities you could ever want.

What more could you ask for? Book one of these incredible single family vacation homes today and enjoy the family vacation of a lifetime on Siesta Key!

Bring large groups or families to enjoy the amazing beaches on Siesta Key, and you’ll find vacation rentals to accommodate everyone comfortably with luxurious amenities. Soak up the sun along the gulf coast, party in Siesta Village, then fall asleep in your home away from home listening to the waves.
Aloft on Canal
Heated Resort Pool - Slide, Gratto, Swim Up Bar, Jacuzzi
8 BR, 6 BA, 1 HF BA Sleeps: 22 View: Perfect Gulf Views Type: Single Family Home Min. Rental: 1 nights
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Island House
Example - Pool and Slide
7 BR, 6 BA Sleeps: 23 View: Pool and Canal Type: Single Family Home Min. Rental: 0 nights
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Sea Spray
Heated Pool and Spa, Slide, Gratto, and more
8 BR, 6 BA, 1 HF BA Sleeps: 22 View: Gorgeous Gulf Views Type: Single Family Home Min. Rental: 1 nights
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Sunset Gulf
8 Bedrooms - Sleeps 25 - Steps to Beach - Private Pool
8 BR, 5 BA, 1 HF BA Sleeps: 25 View: Gorgeous Gulf Views Type: Single Family Home Min. Rental: 1 nights
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Sunset Splash
Pool area - awesome
8 BR, 7 BA, 1 HF BA Sleeps: 24 View: Pool/Tiki Type: Single Family Home Min. Rental: 1 nights
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Sunset View
Sunset from the Master Suite Balcony
8 BR, 5 BA, 1 HF BA Sleeps: 25 View: Gorgeous Gulf Views Type: Single Family Home Min. Rental: 1 nights
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Surf View
Recently Remodeled and Absolutely Stunning
8 BR, 8 BA, 1 HF BA Sleeps: 22 View: Rooftop Deck Type: Single Family Home Min. Rental: 1 nights
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The Pool House
Stunning 4 Bed with Large Loft. Huge Back Yard Pool Area
5 BR, 4 BA Sleeps: 16 View: Pool and Garden Type: Single Family Home Min. Rental: 1 nights
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Do you have any questions about our 5+ Bedroom Rentals?

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