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

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

A beach with clear turquoise waters and a sandy shore.
A bedroom with a bed, a chair, a desk, a window with curtains, a ceiling fan, and a lamp.
A covered outdoor area with wicker furniture, a sliding glass door leading to an interior space with a staircase, and a view of greenery outside.
A bar with a ceiling covered in dollar bills, patrons seated at tables, and a neon sign.
A spacious living room with a staircase, a sofa, a coffee table, and a dining table.

Reviews

9.4 out of 10
Exceptional

Highlights

  • Top rated beach location
    Discover paradise at this top rated beach location.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Siesta Key Beach
Sleeps 226 bedrooms9 beds

Popular amenities

  • Onsite parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Siesta Key, FL
  • Place, Siesta Key Farmers Market
    ‪3 min walk‬
  • Place, Siesta Key Beach
    ‪6 min walk‬
  • Place, Siesta Key Beach Playground
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪28 min drive‬

Rooms & beds

6 bedrooms (sleeps 22)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

2 Single Bunk Beds

Bedroom 6

2 Single Bunk Beds

Common Space

1 Double Sofa Bed

4 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Bathtub or shower · Toilet

Bathroom 4

Bathtub or shower · Toilet

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

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

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.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 9239997
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock

About the area

Siesta Key

Located in Siesta Key Village, a neighbourhood in Siesta Key, this holiday home is near theme parks and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Stardust Event Center. Discover the area's water adventures with kayaking and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Farmers Market - 3 min walk - 0.3 km
  • Siesta Key Beach - 6 min walk - 0.6 km
  • St. Boniface Episcopal Church Labyrinth - 2 min drive - 2.0 km
  • Siesta Key Beach Playground - 2 min drive - 1.7 km
  • Irma Beach - 3 min drive - 2.1 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 23 min drive

Restaurants

  • ‪Circle K - ‬7 min walk
  • ‪Gilligan's Island Bar & Grill - ‬5 min walk
  • ‪Siesta Key Oyster Bar - ‬5 min walk
  • ‪Daiquiri Deck Siesta Key Village - ‬5 min walk
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

How much does it cost to stay at Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!?

As of 20 Aug 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private! on 18 Jul 2027 start from £8,135, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | 4-min Walk to Beach & Village, Tropical & 100% Private!?

Checkout is at 10:00 AM.

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

This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. St. Boniface Episcopal Church Labyrinth and Irma Beach are also within 2 miles (3 km).

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests
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