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.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
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 Venice Train Depot 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.
Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 33 min drive
Restaurants
Panera Bread - 3 min drive
McDonald's - 3 min drive
Hooters - 3 min drive
Taco Jalisco - 3 min drive
Captain Curt's Crab & Oyster Bar - 5 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 10 Apr 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 9 June 2026 start from AU$739, 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 Siesta Key Marina are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
They are always so very accommodating and meet our expections.
Stephanie G.
From a partner site
10/10 Excellent
Kade H.
24 Nov 2024
Great
Would definitely stay here again!
Kade H.
From a partner site
10/10 Excellent
Sarah M.
3 June 2025
Great condo, great experience!
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!
Sarah M.
From a partner site
10/10 Excellent
Kade H.
24 Nov 2024
Great
Great location and amenities!
Kade H.
From a partner site
10/10 Excellent
Jamie E.
25 Feb 2025
Easy walk to beach and restaurants!
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!
Jamie E.
From a partner site
10/10 Excellent
Brandon C.
22 Nov 2024
A great trip!
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.
From a partner site
10/10 Excellent
Brandon C.
19 Sept 2024
Perfect Location for ideal Relaxation
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.
Brandon C.
From a partner site
10/10 Excellent
John B.
5 Mar 2025
Great
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.
John B.
From a partner site
10/10 Excellent
Kade H.
19 Sept 2024
Late Summer Family Trip
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+
Kade H.
From a partner site
10/10 Excellent
Beth Evelyn B.
26 June 2025
Fantastic stay!
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!
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.
christy n.
Stayed 4 nights in Oct 2025
Response from VrboOwner on 16 Nov 2025
Thank you for staying with me! We hope you come again soon. If you ever need anything at all, just reach out and I’ll take care of you!
– Daniel Jones
From a partner site
10/10 Excellent
Mark C.
13 Feb 2025
Great
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!!!!