Entire home

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

Photo gallery for Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

Oceanview property 12-steps to Siesta Key beach access, Siesta Key Village 7BR
Westerly views great for sunsets, Siesta Key Village 7BR
Ping pong room, Siesta Key Village 7BR
12-steps to Siesta Key beach access, Siesta Key 7BR
Gertrude - One name, numerous possibilities!

Reviews

9.6 out of 10
Exceptional
7 bedrooms5 bathroomsSleeps 24

Popular amenities

  • Parking available
  • Air conditioning
  • Pet-friendly
  • Dryer
  • Washer
  • Outdoor space

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪1 min walk‬
  • Crescent Beach
    ‪11 min drive‬
  • Lido Beach
    ‪34 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪32 min drive‬

Rooms & beds

7 bedrooms (sleeps 24)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 Queen Bed

Bedroom 5

1 Queen Bed

Bedroom 6

2 Single Bunk Beds

Bedroom 7

2 Single Bunk Beds

Common Space

+2
5 Single Beds and 1 Double Sofa Bed

5 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Bathroom 4

Toilet · Shower only

Bathroom 5

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!

The Oceanview 603 7BR
Oceanview property, 100% private, 12-steps to Siesta Key's best beach access! Listing includes three- units, two with stunning views and floor-to-ceiling “movable' glass walls. Just 3-min by trolley or bike to Siesta Village. Free bikes and paddle boards. Al-fresco lounging and dining, ping-pong, and Tiki bar. Perfect for large groups looking to relax, explore and repeat. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Separate Units – 3 units deliver space and privacy, perfect for large gatherings
∙ Ocean Views – southwest views of Gulf and sunsets through floor-to-ceiling windows
∙ Gulf Breezes – wall of windows folds for unobstructed ocean breezes day or night
∙ Privacy – rare no “neighbors attached” 100% private freestanding seven BR listing
∙ Beaches – 12-steps to access of Americas top beach, white sand and calm clear water
∙ Relaxing – safe easy access to outside attractions and lots of plus-space on site
∙ Sunsets –walk 30-seconds to best sunsets or just enjoy from an ocean view living room
∙ Island Trolley –picks up out front, free of charge to all attractions and welcome's drinks
∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby
∙ Extra Spaces –ping pong room, alfresco dining-lounging, DIY tiki bar in the back
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ The Memories – walk to all siesta key is top attractions and guaranteed fun for all

The Beach
Our beach access is across the street, 12-steps, and is quieter and more private. Although one of the most desirable on the Siesta Key and has no parking available so isn't easy to access from rentals outside the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach.

The Home
Ocean view property includes second and third floor living and sleeping spaces and was remodeled in 2022. Units include two 3BR units and a 1BR unit (7BR total). The 3BR units each have floor-to-ceiling glass walls in master bedroom and living area to create wide-open southwestern exposures. Glass wall is bifold design and fully opens for maximum ocean or sunset views and refreshing breezes day and night. Common areas include the ping-pong room, tiki bar, alfresco dining, and usually cornhole. Set on the Southern edge of Siesta Village and surrounded by tropical plants. Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.

Bedroom Details
Sleeping and living spaces are second and third floor. Units include two 3BR units and a 1BR unit. Each 3BR unit has one large king bedroom, an ocean view queen bedroom, and a bunkroom with twin-over-full and twin-over-twin-bunks. The 1BR unit is larger than most with a king bedroom and a queen sleeper sofa. Tempur-pedic rollaway beds are available with advance notice and you can sleep up to 23 family style. Need more space? Ask about an additional unit nearby.

Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. 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.

History – There's no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most. When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key. When I was younger this was our lover's lane and, for me, it's still the spot to fall in love or rekindle an old flame.

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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Air conditioning
Outdoor space

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

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

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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
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, this holiday home is 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 and Jim Neville Marine Preserve. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Siesta Key Beach - 1 min walk - 0.1 km
  • Siesta Key Marina - 5 min drive - 3.7 km
  • Point of Rocks - 6 min drive - 4.6 km
  • Crescent Beach - 11 min drive - 3.6 km
  • Lido Beach - 34 min drive - 18.8 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬11 min walk
  • ‪Siesta Key Oyster Bar - ‬11 min walk
  • ‪Siesta Key Beach Pavilion - ‬8 min walk
  • ‪Phillippi Creek Village Restaurant & Oyster Bar - ‬7 min drive
  • ‪Starbucks - ‬8 min drive

Frequently asked questions

Is Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Oceanview, 12-steps Beach, 4-min trolley to Village, tiki-bar, ping-pong! located?

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

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 1 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

Paul P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Dec 2024

10/10 Excellent

rockborn s.

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

Annual Family Reunion

Great location, seamless entry
Stayed 4 nights in Jan 2024

10/10 Excellent

KELLY A.

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

Beach fun!

The property was great! Literally cross the street to enter the beach access. Common area has a ping pong table and a large table for family dining. There were no rooms or bathrooms on the main floor so have to go up stairs for both. Large laundry area with two washers and two dryers. Great backyard area for entertaining. Bikes, wagons, kayaks, paddle boards, umbrellas and chairs provided. We rented the entire property (7 bedrooms/5 bathrooms) for our family gathering and it worked perfectly. Walkind distance to restaurants and shopping. Close beach access was a huge plus for us.
Stayed 5 nights in Nov 2023

8/10 Good

Kyle M., Charlotte, USA

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

Great location

The property manager was very communicative. I would absolutely stay here again. The proximity to the beach is great there is also a trolley stop right outside of the house, which means getting into town very convenient
Stayed 4 nights in Oct 2023

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