Gertrude Rentals
Categories
Vacation Rentals
Hours:
Open - 7:00 AM to 10:00 PM, 365 days
Driving Directions:
Gertrude is in all the top locations, including - Siesta Village, Siesta Key Beach, and Crescent Beach!
About Us
Find your perfect Siesta Key getaway with Gertrude Rentals!
Choose from 80+ thoughtfully stocked vacation rentals in Siesta Key’s most desirable locations. From spacious 8-bedroom luxury homes to budget-friendly studios, we have the ideal stay for every group.
All of our properties feature carefully selected amenities, 5-star guest reviews, and easy access to Siesta Key’s world-famous beaches, plus the island’s best shopping, dining, and entertainment.
Book your stay hassle-free with Gertrude Rentals — no AI bots, no hidden fees, just real people providing expert local guidance and seamless booking. Vacation planning, made simple.
Reserve online today!
Have questions? Call or email us to get personalized advice from a real human who loves Siesta Key as much as you do.
Highlights
- The Beaches – walk to Siesta Key’s whitest sand and calmest water.
- Pool Properties – heated with sun-shelves, chaises, dining, and grills.
- Ocean View Properties – enjoy views of the Gulf beaches and sunsets from comfort of your rental.
- Dining and Entertainment – a short walk or trolley ride to Siesta's top entertainment.
- Price – traveler focused pricing and always direct and at the guaranteed lowest cost.
Images
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