Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!

Siesta Key, Florida
$1846 avg/night Minimum Stay 2 Nights
Bed 6

Bed

Bath 4

Bath

Home Private Vacation Home

Property Type

Sleep 22

Max Sleeps

Night 2 nights

Min Stay

Casa Van Lopik
100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can't get in other vacations so book a special getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta


What Guests Love
∙ Beaches – 4-min walk to award-winning beaches
∙ The Village – 4-min walk to shopping dining and entertainment world famous Siesta Village
∙ Relaxing – tropical patios tiki-bar and alfresco dining
∙ Sunsets – 4-min walk to best sunsets in America & 300-degree Gulf views
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities – bikes and paddleboards provided, scooter and golf cart rentals nearby
∙ Island Trolleys - you're already where you want to be, but they're free:)
∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for all

The Beach
Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.

The Home
Large 3BR x 3BR duplex home, 100% private, with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
100% Private 6BR duplex with living spaces on the second and third floors. Each unit has two king BRs, one bunked BR containing 2 full over queen beds, a large 120' sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 24. If you need more space, I can get an additional unit nearby.

Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, and a few bikes and paddleboards. If you don't have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn't provide snorkeling gear but this and anything you need can be rented or purchased nearby.

Casa Van Lopik
100% Private 6BR duplex in the Siesta Key Village, 4-min walk to best beaches shopping dining and entertainment on the island. Leave the car behind and walk to white-sand cays, 20 bars and restaurants, quartz-sand beach with calm water, ice-cream, shopping, daiquiris, live music, craft beer, fresh oysters and seafood. Enjoy tropical patios tiki-bar and alfresco dining area. Free bikes and paddleboards. Sure to provide a combination of fun and relaxation you can t get in other vacations so book a special getaway now!

What Guests Love
∙ Beaches 4-min walk to award-winning beaches
∙ The Village 4-min walk to shopping dining and entertainment world famous Siesta Village
∙ Relaxing tropical patios tiki-bar and alfresco dining
∙ Sunsets 4-min walk to best sunsets in America 300-degree Gulf views
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ Activities bikes and paddleboards provided, scooter and golf cart rentals nearby
∙ Island Trolleys - you re already where you want to be, but they re free:)
∙ The Memories walk to all siesta key is top attractions and guaranteed fun for all

The Beach
Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand without putting on your shoes.

The Home
Large 3BR x 3BR duplex home, 100% private, with king beds in both master bedrooms. Out-door grilling and dining (shared), open floor plan perfect for bigger groups, surrounded by palms. Deeded access to the Grand Canal across the street. Set in the Village just 4-min walk to the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
100% Private 6BR duplex with living spaces on the second and third floors. Each unit has two king BRs, one bunked BR containing 2 full over queen beds, a large 120 sofa in the living room, and one or two tempur-pedic rollaway beds. Sleeps up to 24. If you need more space, I can get an additional unit nearby.

Property Truths
The unit is advertised as “100% private,” and in almost all cases it will be. On rare occasions, however, a brief staff visit may be necessary. These visits are unlikely and typically do not occur. If one is required, it will be limited to exterior or storage areas, take only a few minutes, and occur during daytime hours.

​​​​​​​Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, and a few bikes and paddleboards. If you don t have what you need, just reach out and we can usually get it for you. Correction for Air-b-n-b listings this location doesn t provide snorkeling gear but this and anything you need can be rented or purchased nearby.

Household Items Provided
We provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.

What to Bring
It s a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.

Post Booking Support
We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time.

Terms
Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.

Travel Insurance
If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

Household Items Provided
We provide bedding, kitchen items, most major and minor appliances, blow dryers, and hangers. Simple soaps and paper products come in starter-supply that will get you through a short stay and anything you need can be purchased nearby.

What to Bring
It's a laid-back island so pack as lite as you like. Our fashion is casual, wash and wear, and all units have laundries. Also, anything you forget to bring can be found nearby in good supply and fair prices.

Post Booking Support
We understand vacation time is precious and will make sure you get the most out of it. Our number is the only contact information you need. All units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. No check-in restrictions, check-in any day of the week at any time using a private door-code. Never a cleaning requirement at checkout. Free early check-in when possible. No hidden fees or solicitations. Every unit including this one is available for instant booking. We can recommend the best spot for fishing or fresh fish, Michigan or Ohio State games, romantic-dinners marriage-proposals or singles, eco-tourism, family friendly activities, or safe ways to lose your kids when you(they) need alone time.

Terms
Payments are 50% refundable when canceled at least 60 days before arrival. Payments are not refundable when canceled less than 60 days before arrival. Events or gatherings involving outside guests are only allowed with prior approval from the management. Guest agrees to hold the Property Manager and Owner harmless from any liability for injuries while on vacation. Sorry but events involving guests in excess of your unit occupancy limit are not permitted at this location.

Travel Insurance
If you prefer insured bookings, we also offer travel insurance. Basic Travel Insurance- cost is 7%, covers 30 different issues, coverage begins only after protection has been purchased. CFAR (cancel for any reason) insurance is available in states applicable- cost is approximately 11% (7% basic plus additional 3.8% to add CFAR). Basic and CFAR must be purchased together as CFAR cannot be purchased individually. CFAR covers 60% of the trip cost with no questions asked. Travel insurance must be purchased within 14 days of booking and 30 days before check-in. Claim must be filed two days prior to arrival, available to U.S. citizens only.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    Pet Friendly
  • BEACH

    Near The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    6 Bedrooms Bed Sheets Provided Sofa Bed
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi, With Speed Of 250+ Mbps (good For 3–5 People Or Up To 10 Devices)
  • OUTDOORS

    Balcony Barbecue Grill
  • BATHROOMS

    4 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • WORKSPACES

    Desk Office
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Bicycle On Site Birdwatching Nearby Ecotours Nearby Golf Privileges Kayak On Site Kayaking Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Snorkeling Nearby Surfing/body Boarding Nearby Water Park Wildlife And Game Walks Nearby
  • ENTERTAINMENT

    Smart TV With Cable/satellite Service
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village Near A Hospital Near A Zoo Near Outlet Shopping Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smoke-free Property Wheelchair Accessible

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 22

Map Map

School District Rates & Availability

Review Review

  • Austin O.

    Submitted Nov 4, 2025

    Stayed Oct 31, 2025

    We really enjoyed the patio, the equipped kitchen, the bikes, and the location. Very close to main drag but not too close to hear the live music when you turn in. Responsive staff

  • Carol W.

    Submitted Oct 1, 2025

    Stayed Sep 11, 2025

    fabulous stay. So close to the cute downtown area.

  • Michelle T.

    Submitted Jul 16, 2025

    Stayed Jun 29, 2025

    We had an amazing time and look forward to coming back again. Our hosts were available and so accommodating. I recommend you stay here if you can. You wont be disappointed.

  • Gregory A.

    Submitted Feb 28, 2025

    Stayed Feb 6, 2025

    Property is as advertised, great location. Close to the beach and bars/restuarants.

  • heather s.

    Submitted Jan 2, 2025

    Stayed Dec 27, 2024

    We understand there was a huge hurricane months ago so the property still needs work and the ongoing construction all around is inevitable. An advanced warning of visitors on the property would have been nice though. The bigger issue for us was the furniture; it photographed well but was cheaply made and very uncomfortable. The beds in particular need to be replaced, extremely uncomfortable, almost ridiculously so - you can see the deep dents when you walk into the room. Crazy for this price point to have junk beds. Fans, light switches and AC regulator all finicky. Sheets missing on two beds and not enough towels and blankets. Basic cereal bowls and spoons missing. Outdoor furniture run down. Space tight for the number of people it's listed for. Sadly, attention to detail was missing. ON the bright side - you can easily walk into town and to the beach so the location is great. Check in was easy. The manager communicates well, very kind, and will call to see how things are going. There was a quick response to sheets, bowls and spoons which we appreciated. Hopefully with time the house will be made new and worth the price it's listed at. As it is now, if you plan to spend time at the house, cook, rest in a chair and sleep well - it's not comfortable. Sorry for the rough review.

  • SUSAN B.

    Submitted Nov 5, 2024

    Stayed Oct 31, 2024

    This property definitely is not shown as it is on VVR. It is very rundown. Doesn’t look like they do much preventative maintenance. I would never stay here again.

  • Britt W.

    Submitted Jul 3, 2024

    Stayed Jun 27, 2024

    Renting out both duplex's was great! The floors still had sand on them and so did both couches. Overall GREAT location, beach was close and so were restaurants and shops! Loved not having to Uber for my bachelorette.

  • Joan B.

    Submitted Feb 29, 2024

    Stayed Dec 31, 1969

    We rented bith unts 360 needs some smaller furniture upstairs to get around, the chair makes it almost impossible to navigate with rollaway. kitchen sink faucet needs fixed. 362 has a serious plumbing issues toilets won't stop running, pipes has black stuff climing out and it not a water main break issue, dryer does work correctly. Location amazing but house is tired and needs updating for price. Nice outside amenities and beach supplies. Allmin all a good say.

  • Mark S.

    Submitted Nov 5, 2023

    Stayed Nov 2, 2023

    The property was perfect. We booked both units so we could have the whole courtyard. The location was great. 5 minute walk to bars, restaurant, and beach. The check in process was easy and the checkout process amazing. The owner encourages you to enjoy your last day in paradise instead of all the cleaning that some places require. I would recommend this property.

  • Julie A.

    Submitted Oct 9, 2023

    Stayed Sep 30, 2023

    My family and I enjoyed this property so much! It is minutes to a more secluded part of siesta key beach which we loved since it wasn’t crowded. It is also just minutes to the village and we all enjoyed the convenience of having all the shops and restaurants near by. We also loved the patio area. It has shade all day and it was nice to have a relaxing area to gather and get out of the sun. The units themselves were beautifully decorated, spacious and well stocked with everything we needed! My family enjoyed riding the bikes around the village and beach and we appreciated having wagons and beach chairs available as well! We had the best time having family meals in the outdoor dining area. We were really able to come together and create so many happy memories during our stay and for that I am so grateful!

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Total

Includes taxes and fees
$1,846+
View details