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Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!

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Beach nearby, beach towels
Smart TV, offices
Beach nearby, beach towels
Beach nearby, beach towels
A heated pool

Reviews

9.8 out of 10
Exceptional

Entire home

3 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Ocean view
  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Sarasota, FL
  • Place, Siesta Key Beach
    ‪1 min walk‬
  • Place, Siesta Key Beach Playground
    ‪9 min walk‬
  • Place, Siesta Key Farmers Market
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪33 min drive‬

Room options

Similar properties

About the neighborhood

Siesta Key

When you stay at this vacation home in Siesta Key, you'll be by the sea, within a 15-minute drive of Siesta Key Beach and Turtle Beach. .This family-friendly vacation home is 10 mi (16.1 km) from St. Armands Circle and 11.6 mi (18.7 km) from Lido Beach.

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 miles
  • Siesta Key Beach Playground - 9 min walk - 0.5 miles
  • Siesta Beach - 9 min walk - 0.5 miles
  • St. Boniface Episcopal Church Labyrinth - 15 min walk - 0.8 miles
  • Siesta Key Farmers Market - 15 min walk - 0.8 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 33 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬7 min walk
  • ‪Circle K - ‬17 min walk
  • ‪Siesta Key Snack Bar - ‬7 min walk
  • ‪Gilligan's Island Bar & Grill - ‬14 min walk
  • ‪Sun Garden Cafe - ‬16 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator!

Hoppy's Ocean View
Beautiful ocean-view home in top location with pool! Just 1-2 min walk to Siesta Key beach! 4-minute golf cart or free trolley ride to shopping dining and entertainment in Siesta Key Village. Balcony, alfresco dining and lounging, pool (shared), and an in-house elevator. Perfect for families or couples who relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta


What Guests Love
∙ Ocean Views southwesterly ocean views from the balcony
∙ Beaches 1-min walk to award winning beaches
∙ Relaxing private balcony and patio with dining and lounging
∙ Pool beautiful heated pool (shared) with tropical plants just 25 steps away
∙ Sunsets walk 1-min to best sunsets or just enjoy from the balcony
∙ 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, paddleboards, scooter and golf cart rentals nearby
∙ Island Trolleys just 1-min walk to pick up, free of charge to all Siesta Key points
∙ The Memories walk to all siesta key is top attractions and guaranteed fun for all

The Beach
Our beach has a quieter beach in front and to the right plus a lively popular crowd 50 yards south. It is a top spot on Siesta Key for sunsets and on Sundays the world-famous Siesta Key Drum Circle happens 100 yards down the beach. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.

The Home
Large 3BR home fully remodeled in 2023. Beautiful d cor and thoughtful amenities throughout. Out-door grilling and dining, indoor and outdoor lounging, perfect for bigger groups, surrounded by palms. Set on the Southern edge of Siesta Village. Just 1-minute walk to top beaches, and 3-minute golf cart or trolly ride (15-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
This ocean view property is three stories, living space on the second and third floor, and it boasts an in-house elevator to all floors. There is one large king bedroom, two queen bedrooms, a queen sleeper in the living room, a trundle under one of the queen beds and two Tempur-pedic rollaway beds. You can sleep up to 11 family style. Need more space? We can get you a tempur-pedic rollaway bed or an additional unit nearby.

Property Truths
The pool at this location is shared with just three other units. Your unit is unit A, the pool is located behind units C and D, and this is only 20 steps from your building. While shared pools are "the norm" in Siesta Key, especially this close to the beach, people used to less popular beach destinations could be caught by surprise. Our properties in Vermont and New Jersey commonly have private pools, but don't go there if you can go to Siesta Key.

Beach Gear Provided
We provide beach towels, chairs, carts, and umbrellas. 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.
Make yourself comfortable in this air-conditioned vacation home, featuring a kitchen with a refrigerator and an oven. There's a private balcony or patio. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. Conveniences include a desk and a microwave.
Enjoy the recreation opportunities such as a water park or make use of other amenities including barbecue grills.
Featured amenities include laundry facilities and an elevator.

Property amenities

Beach

  • Beach nearby
  • Beach towels

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Onsite parking options include a garage

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Elevator
  • Wheelchair accessibility
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village
  • Near a hospital
  • Near a zoo
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Water park
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Theme park nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets allowed
Service animals are welcome, and are exempt from fees

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

758701

Gertrude's Siesta | Ocean-Views, Pool, 1-2 min walk to Beach, Covered Patio, Private Elevator! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 80 out of 86 reviews
Rating 8 - Good. 5 out of 86 reviews
Rating 6 - Okay. 0 out of 86 reviews
Rating 4 - Poor. 0 out of 86 reviews
Rating 2 - Terrible. 1 out of 86 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Joyce

Liked: Cleanliness, amenities, property conditions & facilities, communication
Clean, great location, perfect for a family or girls trip
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Kelly P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful host. We will be staying with them again. Thank you for a wonderful stay.
Stayed 4 nights in Feb 2026
Verified

10/10 Excellent

Matt M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was very clean and as advertised. The beach was just a minute from the unit and was very convenient. Taking the frog hop to town was great. Would highly recommend the unit. Communication was great and all needs were met.
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

rick s.

It's all good

Our second stay at this property.....great location...convenient to beach and walking to town is a breeze. Very well equipped and comfortable.
Verified

10/10 Excellent

Dodie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved being able to have coffee on deck in the morning looking out on the ocean. Love the free transportation.
Stayed 8 nights in Jan 2026
From a partner site

10/10 Excellent

Whitney P.

Wonderful Rental

No complaints about our stay. The house was so clean when we arrived and everything worked great!
From a partner site

10/10 Excellent

Jaycie G.

Review

We stayed at Hoppy's Beach View and it was lovely! The owners were very communicative leading up to our trip and during our stay. The unit itself was clean and stocked with kitchen essentials, shampoo/conditioner, laundry soap, toilet paper, towels, and beach gear which was so helpful. The location was awesome - Just a quick walk to the beach and trolley stop. We had 7 people stay here which worked out totally fine as long as you are comfortable with sharing rooms/space. I'd highly recommend renting through Gertrude!
From a partner site

10/10 Excellent

Adam S.

Awesome Place, Great Location

Perfect place literally across the street from the beach. Walkable to the Village but a cheap uber ride if that's preferred. Place is in immaculate condition.
Verified

10/10 Excellent

Cathe E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The unit was great! Loved having the elevator. Well supplied with kitchen, bathroom, beach items. Very close to beach. Beautiful, deep beach which is very walkable. Walkable to town. Great outdoor balcony and downstairs screened area. Easy communication with Daniel.
Stayed 6 nights in Dec 2025
From a partner site

10/10 Excellent

Levi O.

Great location

Grata location, clean and safe. Clear view to the beach and literally steps to the beach.
Verified

10/10 Excellent

Kimber S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation

We Absolutely loved everything about our stay
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

shannon

Liked: Cleanliness, amenities, property conditions & facilities, communication
The view from this house is outstanding! The home was immaculate and decorated beautifully. 3 levels with an elevator! The gracious owner, Daniel, checked in on us to see if we needed anything. This house had everything we needed! We were amazed! It was hard to leave the house to go to the beach. The location is the best! SO close to everything!! Location! Location!Location!! We will return soon! Thank you again Daniel!!
Beautiful seashells on siesta key beach
Ocean view
Right across the street
The beach
Stayed 3 nights in Jan 2026
Verified

8/10 Good

Alana L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Family fun Enjoyed the view from the balcony of the gulf The place is very clean but for us the amount of stairs were difficult.
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Tammy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent Location

Location can’t be beat. Close to the beach and to town. Beautiful view as well! Definitely would stay again!
Stayed 6 nights in Jan 2025
Verified

10/10 Excellent

Sonia D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great property!

Clean, well stocked, and close to town!
Stayed 5 nights in Sep 2024
Verified

10/10 Excellent

Kelli S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice property

We had a great time visiting family in siesta. The unit was clean and very nice. Close to beach and town.
Stayed 4 nights in Mar 2025
Verified

10/10 Excellent

William H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Had a great time with the family within easy walking distance of an incredible beach. Plenty of room for a family of five.
Stayed 3 nights in Jul 2023
Verified

10/10 Excellent

Bob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great rental! Would definitely stay again.

Clean, close to the beach and easy communication with the rental company.
Stayed 4 nights in Jul 2022
From a partner site

10/10 Excellent

Jennifer h.

Great

Super Clean! Great Location. We would definitely return.
Verified

10/10 Excellent

paul o.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Vacation getaway

Great location very clean and has everything you need
Stayed 3 nights in Apr 2023
From a partner site

8/10 Good

Tyler Y.

Nice relaxing stay

Overall a great stay with excellent customer service. A few minor things needed repair, but still recommend. We will for sure consider Gertrude for our next trip!
Verified

10/10 Excellent

Cassie M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Flexible Spaces

Great location, easy beach access, cute details!
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

George S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Siesta get away

Place was great. Close to ocean and walking distance to town. Clean, spacious and plenty of amenities.
Stayed 4 nights in Feb 2024
Verified

10/10 Excellent

Yissel F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay

Beautiful place! The beach is a dream!
Stayed 7 nights in Jul 2022
Verified

10/10 Excellent

Ashley T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Dan couldn't have made everything easier for us. The house is great for families and the beach is stunning!
Stayed 4 nights in Feb 2024