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

Siesta Key, Florida
$575 avg/night Minimum Stay 2 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 7

Max Sleeps

Night 2 nights

Min Stay

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

Feature Features

  • PETS

    No Pets Allowed
  • 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

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 900 Sq Ft (84 Sq M)
  • KITCHEN

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

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Garden Gas Grill
  • POOL/SPA

    Hot Tub Shared/communal Pool
  • BATHROOMS

    2 Bathrooms Hair Dryer Shower Towels Provided
  • LANGS SPOKEN

    English French
  • THINGS TO DO

    Birdwatching Nearby Cycling Nearby Ecotours Nearby Fishing Nearby Marina Nearby Parasailing Nearby Snorkeling Nearby Surfing/body Boarding Nearby Swimming Nearby
  • ENTERTAINMENT

    Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Highchair Travel Crib
  • LOCATION HIGHLIGHTS

    In A Village In The City Center Near A Hospital Near A Zoo Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Rates & Availability

Review Review

  • christy n.

    Submitted Oct 22, 2025

    Stayed Oct 17, 2025

    The location was great! No direct beachfront, but very close walking access. The rental unit was extremely clean and comfortable for our family of 4. The unit is small, with no closets or places to put your suitcase, but that is not a deal breaker for this great unit, with great location and amenities. There was some confusion about the location at the beach where we were able to setup the provided chairs and umbrellas, but there was rental options as well. Once we figured it out, it was a great beach vacation! Great response from owner when there was any issues.

  • Stephanie G.

    Submitted Aug 26, 2025

    Stayed Aug 21, 2025

    They are always so very accommodating and meet our expections.

  • Beth Evelyn B.

    Submitted Jun 26, 2025

    Stayed Jun 20, 2025

    Perfect stay- the condo was bright and light and had everything we needed. Plenty of beach towels, beach chairs, wagon, umbrella. It has been updated with a modern kitchen and the living room has a huge sectional that is comfy for a late night movie. The location is awesome- just 2 minutes until you are toes in the sand- and the sand is unlike anything I have seen before- pure white, cool to the touch, hard packed- so the wagon just rolls along- I would definitely rent this condo again!

  • Sarah M.

    Submitted Jun 3, 2025

    Stayed May 29, 2025

    I highly recommend this condo! Great location, super short walk to the beach, amenities were fantastic, and very clean. Eating and shopping close by. This was our first trip to Siesta Key and we would definitely love to stay here again!

  • John B.

    Submitted Mar 5, 2025

    Stayed Mar 1, 2025

    We enjoyed our stay! We loved the close proximity to the beach, restaurants, bars etc. The place was very clean. The primary bedroom didn't have much space for clothes if you hate living out of a suitcase. Also it could use some lamps in the bedrooms.

  • Jamie E.

    Submitted Feb 25, 2025

    Stayed Feb 18, 2025

    Great place to stay for couples or families! This condo was well supplied and very clean! The location was great and near several good restaurants and an easy walk to the beach! We had excellent communication with the owner! Easy checkin! Would return to stay here again!

  • Mark C.

    Submitted Feb 13, 2025

    Stayed Feb 5, 2025

    Loved this unit. This unit was even better than shown in pictures. It was very clean and looked to be newly remodeled. We had to make a phone call to Dan as the smoke detector battery was low and kept beeping. He has it fixed within the hour. The washer and dryer was a bonus as well. One minute walk to the beautiful beach. We ABSOLUTELY will be back!!!!

  • Kade H.

    Submitted Nov 24, 2024

    Stayed Dec 31, 1969

    Would definitely stay here again!

  • Brandon C.

    Submitted Nov 22, 2024

    Stayed Dec 31, 1969

    We really enjoyed the location and tranquility of this complex and unit. The pool area felt like a tropical resort, and we were just a few hundred yards from walking to the beach. We will be back.

  • Brandon C.

    Submitted Sep 19, 2024

    Stayed Dec 31, 1969

    We really enjoyed the location of this unit. It's steps from the beach and from the Local restaurants and attractions on the South Side of the Island. The pool area makes you feel like you're in a tropical resort! Living Room and Dining room were very spacious and allowed us to accommodate all of our guests with no issues.

  • Kade H.

    Submitted Sep 19, 2024

    Stayed Dec 31, 1969

    Late Summer Family Getaway to Siesta. Great Location. The unit had everything we needed and more. Danny and staff were very welcoming and responsive. Would recommend visiting the restaurants in the village and by the south bridge. A+

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Total

Includes taxes and fees
$575+
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