Seaside stay .Within 2 miles (3 km) of this Siesta Key vacation home, you'll find Siesta Key Beach and St. Boniface Episcopal Church Labyrinth. Siesta Key Beach Playground and Irma Beach are also within 2 miles (3 km).
Sarasota-Bradenton Intl. Airport (SRQ) - 30 min drive
Restaurants
Gilligan's Island Bar & Grill - 4 min drive
Siesta Key Oyster Bar - 4 min drive
Siesta Key Beach Pavilion - 2 min drive
Phillippi Creek Oyster Bar - 7 min drive
Starbucks - 8 min drive
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 | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!
The Island Time Breathtaking pool-spa at large 100% private Siesta Key home! Spacious, tropical, just 5-min bike or 20-min walk to world famous Siesta Key Beach, and 1-mile to free Island trolley! Elevated deck, balcony, and covered alfresco area. Property includes 3BR unit above and 1BR suite below. Perfect for larger groups. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta
What Guests Love ∙ Private Pool Spa heated pool, jacuzzi, and stunning marble hard-scape *Jacuzzi not open until August 10! ∙ Balconies tropical balcony, 2nd floor lounging deck, and covered alfresco area ∙ Privacy two units for price of one, includes upstairs 3BR and downstairs 1BR ∙ Beach world famous Siesta Key Beach, 5-min bike or 20-min walk ∙ Restaurants 1-mile to free trolley for all 40 of Siesta s bars and restaurants ∙ Sunsets 20-min walk to best sunsets in America or just enjoy from your pool deck ∙ Activities scooter, bike, boat and kayak rentals nearby ∙ 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 perfect for large groups, quiet, comfort, access to all top attractions
The Beach Our closest beach is the Siesta Key Public Beach on Beach Rd., just 1-mile away. It s the most lively on the island, but also the widest so plenty of room to sit and relax. What makes this beach amazing is it is the only beach on the island that serves food and drinks. That s right! For the first time since the 1970s, you can get beer, frozen cocktails, gourmet sandwiches and burritos, snacks and more at a Siesta Key beach location! The water at this beach is also shallow clear and calm with white quartz-sand and tide-pools perfect for sleeping drinking or playing.
The Home This listing is a 3BR unit above and 1BR suite below for a total of 4BR. Large and 100% private. Heated pool and jacuzzi (*Jacuzzi not open until August 10!) with stunning marble hard scape. Out-door grilling and dining, tropical balcony, 2nd floor lounging deck and covered alfresco area. Perfect for bigger groups, surrounded by palms, and accessible to all Siesta Key s top attractions.
Property Truths and Limits If any of these limits are not a fit for you, just let us know and we ll find you something a little more laid-back - 1) If you re looking for a party spot this property is not for you. However, if you want a quiet getaway, you found the perfect fit and we would love to host you. 2) The Siesta Woods neighborhood agreement requires the pool and all outdoor areas to close promptly at 9 PM. After 9 PM, please move the party to the nearby beaches, to the village, or just move into your unit. 3) The Jacuzzi (*Jacuzzi not open until August 10!) is maintained near 100 and the pool is heated November 15 to April 15 to a target temperature near 80 . 4) Sorry, it s too to allow nudity in the pool or the pool area and we follow Sarasota rules for non-nude beaches. 5) The pool gate is portable, but according to state law, must stay in place.
Bedroom Details This listing is a 3BR unit above and 1BR suite below for a total of 4BR. The upper unit has a king bedroom and two queen bedrooms. The ground floor unit is a full apartment with TV, living area, kitchen, bath, separate queen bedroom and a queen sleeper sofa in the living room. This is a large rental with 2 living rooms and 4 dining areas, including interior and exterior. You can sleep up to 12 people.
Beach Gear Provided We provide beach towels, chairs, carts, umbrellas, and usually have a few bikes and a paddleboard. 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, private laundry, 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.
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
Wheelchair accessibility
Smoking not allowed
Services and conveniences
Iron/ironing board
Location highlights
Near a hospital
Near a zoo
Near an outlet shopping mall
Near the bay
Near the marina
Near the sea
Things to do
Heated pool
Water park
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Hiking/biking trails nearby
Horseback riding 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
Water skiing 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)
First aid kit
Fire extinguisher
Deadbolt lock
General
Unit size: 2,300 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 22
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
Pets
Pets are welcome
Service animals are exempt from fees
Children and extra beds
Children are welcome.
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, a first aid kit, 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
830967
Frequently asked questions
How close is Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! to the airport?
This vacation home is 10 mi (30-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.
Does Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! have an airport shuttle?
Airport shuttle services are not available at this vacation home.
How close is Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! to the beach?
This vacation home is 1.5 mi (3-min drive) from Siesta Key Beach and 10.2 mi (31-min drive) from Lido Beach. Don't forget your sunscreen!
Does Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! offer free breakfast?
This vacation home does not offer free breakfast.
Is there a casino at Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!?
No, there is no casino at this vacation home.
What time is check-in at Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!?
Check-in begins at 3:00 PM.
Is there free parking at Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!?
Free parking is not available at this vacation home.
Does Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! have a pool?
Yes, there's a private pool.
Does Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! have a spa?
There are no spa services available at this vacation home.
How close is Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! to downtown Siesta Key?
This vacation home is 0.9 mi away from Siesta Key.
Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 11 out of 12 reviews
10 - Excellent
11
Rating 8 - Good. 1 out of 12 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 12 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 12 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 12 reviews
2 - Terrible
0
9.2/10
Cleanliness
Reviews
8/10 Good
Carla M.
Jul 6, 2025
Carla M.
Stayed 3 nights in Jun 2025
10/10 Excellent
Brandon P.
Jul 4, 2025
Liked: Cleanliness
Highly recommended
My family and I ranging from children to senior citizens enjoyed this home. It was spacious, very clean, and has a great pool! The best thing was the just Daniel. He was very responsive and super nice during all communications. I highly recommend renting this home in the quiet neighborhood very close to the beach.
Brandon P.
Stayed 4 nights in Jun 2025
10/10 Excellent
Kimberly P.
Jun 3, 2025
Vacation
The home was very spacious! Kids loved the pool we spent our time there when not at the beach and we were very satisfied with distance of shops restaurants and beach it was a great experience overall!
Kimberly P.
Stayed 4 nights in May 2025
10/10 Excellent
Tracy L.
Jan 26, 2025
Liked: Cleanliness
In town for Soccer Tourney
Great stay in Siesta Beach. Enjoyed hanging out in the TV room with other families. Bedrooms were very nice and roomy. Very close to Siesta Beach restaurants which was nice. Property Manager was very responsive. Definitely a great place to stay.
Tracy L.
Stayed 3 nights in Jan 2025
10/10 Excellent
Sharon K.
Jan 24, 2025
Liked: Cleanliness
Family Get Together
Very nice property. Plenty of room. Very clean. Good location. Weather was terrible but had a wonderful time with family.
Sharon K.
Stayed 3 nights in Jan 2025
10/10 Excellent
Anthony F.
Aug 19, 2024
Liked: Cleanliness
Comfortable and Spacious Vacation Home
We had a wonderful time in this very spacious home. It was very accommodating! We had a total of 8 people in our party (2 families). The beds were very comfortable and the house was super clean! Everything was provided including bedding, towels, etc. There was even plenty of beach chairs and 2 umbrellas which came very much in handy as we went to the beach every day. The family room had plenty of seating for all of us and the 65" TV was great for evening movies (we brought our own Apple TV which we hooked up to the TV so that we could us our own Netflix, etc. streaming services). There was also a deck both on the front and rear of the house which was very popular for our group. The front deck is shaded in the afternoon and therefore became the more popular hang out when waiting to dry off from the beach, etc. We also never ran out of hot water when all of us had to take showers which was amazing to me when factoring in 8 people! The kitchen, dining room and bar seating was also great for mornings while all of us were eating breakfast, drinking our coffee, etc. Please keep in mind that walking to the beach isn't very practical since it is about mile. You can rent a golf cart from one of the local rental places but they were way out of our price range. We chose the very short 3 minute drive to Siesta Key public beach (free parking) which worked out great! Just keep in mind that if you aren't familiar with Siesta Key public beach, it is still a fairly long walk from the parking
Anthony F.
Stayed 6 nights in Aug 2024
10/10 Excellent
Margaret
Traveled with family
Jul 20, 2024
I absolutely loved this place. We had two adults 5 kids 10-16 it was perfect! Very close to beach, spacious, clean, amenities were great, very up to date, etc 7/2024