Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!

Photo gallery for Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!

An aerial view of a coastal town with a beach, hotel buildings, and a marina.
Dockside splendor, Siesta Key 2BR
An outdoor dining area with tables and chairs, a wooden deck, and a view of a calm body of water.
Daiquiri Deck, Siesta Key 2BR
A swimming pool with a sunlit sky, palm trees, and a building with a balcony.

Reviews

10 out of 10
Exceptional

Highlights

  • Top rated beach location
    Discover paradise at this top rated beach location.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Siesta Key Beach
Sleeps 72 bedrooms2 beds

Popular amenities

  • Swimming pool
  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning

Explore the area

View in a map
Siesta Key, FL
  • Place, Crescent Beach
    ‪1 min walk‬
  • Place, Safe Harbor Siesta Key
    ‪8 min walk‬
  • Place, Siesta Key Beach
    ‪15 min walk‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪29 min drive‬

Rooms & beds

2 bedrooms (sleeps 7)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bunk Bed

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!

Kaia's Sara Sea
Newly remodeled with pool and jacuzzi, just 1-minute walk to Siesta Key beach! Poolside lounging and grilling, sunsets, sandbars, and on reef snorkeling and paddling. Just 4-min walk to shopping dining bars and live music. Book your getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
∙ Front Porch – southwesterly porch on the palms (shared)
∙ Beaches – 1-min walk to award winning beaches, white sand, calm water
∙ Relaxing – private balcony and patio with dining and lounging
∙ Pool – beautiful heated pool with tropical plants just 1-minute walk
∙ Reef Snorkeling – 70-yard walk to Point of Rocks
∙ The Food –12 restaurants within 0.5 miles, 3 waterfront restaurants within 4 miles
∙ Activities – Boat bike jet-ski & sport-fishing tours, marina and rentals 7-min away
∙ Sunsets –1-minute walk to best sunsets and whatever comes next
∙ The Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream, fresh donuts
∙ The Memories – access Siesta Key's top attractions and beaches guaranteed fun for all

The Beach
Access to two private Siesta Key beaches. With no public parking nearby, this cove is one of Siesta's more exclusive beaches. The white quartz sand, tide pools, and calm, clear water are perfect for relaxing. A livelier scene with food, drinks, and the weekend drum circle is just a short beach walk north. Point of Rocks reef is only 60 yards south.

The Location
No car needed. Nestled on a quiet street with no traffic, businesses, or public parking. Walk 4-minutes two 12 bars and restaurants. Walk 7-minutes to Siesta's top eco-adventures boat, bike, jet-ski, and fishing tours. Prefer to relax? Sunbathe at the beach, nap by the pool or enjoy Siesta s top-rated seafood, ice cream, and waterfront dining. Just a short stroll to favorites like Daiquiri Deck, Sniki-Tiki, Crescent Club, and Orange Octopus.

Reef Snorkeling
Siesta Key is already paradise now add one of the Gulf Coasts best snorkeling spots! Just 60 yards south, Point of Rocks offers safe, shallow waters filled with tide pools, colorful marine life, and shelling treasures. Most days you'll spot chameleons, sponges, mother-of-pearl shells, conch, and maybe even dolphins or turtles. Ideal for exploring by foot, snorkel, paddleboard, or kayak.

Property Truths
Trying to find a storage solution, but cannot currently provide beach chairs or beach umbrellas at this location.

Bedroom Details
This unit is two flights up with no one above it. There is a king bedroom, a bunkroom with full over full bunk, and a sofa. You can sleep up to 7 family style. Need more space? We can get you an additional unit nearby.

Beach Items Provided
We provide beach towels. 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.

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.

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.

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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

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 20017124
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 South 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. Consider Tarpon Bay Grill and Tiki Bar for a night out or Mote Marine Laboratory & Aquarium if you're travelling with kids. Jet skiing and kayaking offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
Map
Siesta Key, FL

What's nearby

  • Crescent Beach - 1 min walk - 0.2 km
  • Safe Harbor Siesta Key - 8 min walk - 0.7 km
  • Siesta Key Beach - 15 min walk - 1.3 km
  • Gulf Gate Shopping Center - 4 min drive - 2.4 km
  • Lido Beach - 25 min drive - 17.1 km

Getting around

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

Restaurants

  • ‪Panera Bread - ‬3 min drive
  • ‪Captain Curt's Crab & Oyster Bar - ‬5 min walk
  • ‪Hooters - ‬3 min drive
  • ‪Five Guys - ‬3 min drive
  • ‪Daiquiri Deck South Siesta Key - ‬7 min walk

Frequently asked questions

Does Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! have a pool?

Yes, this property has a pool.

How much does it cost to stay at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?

As of 21 Aug, 2026, prices found for a 1-night stay for 2 adults at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! on 10 Aug, 2027 start from S$3,048, 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.

Is Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! pet-friendly?

No, pets are not allowed at this property.

How much is parking at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?

On-site parking is available at the property.

What time is check-in at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?

Check-in begins at 3:00 PM.

What time is check-out at Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Pool, Jacuzzi! 1-minute to Beach! 4-min Dining & Music! located?

This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of Crescent Beach and Siesta Key Beach. Point of Rocks and Safe Harbor Siesta Key are also within 15 minutes.

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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