Close to Siesta Key Beach and Crescent Beach, Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access! provides golfing on-site, a water park and more. Guests can connect to free in-room WiFi.
Reviews
1010 out of 10
Exceptional
Entire condo
6 bedrooms4 bathrooms
Popular amenities
Pool
Kitchen
Washing machine
Dryer
Pet-friendly
Free Wi-Fi
Add dates for prices
About this property
Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!
Onyx Villa - Siesta Key 100% Private! Resort-like home only 500ft to private beach and Siesta Key's whitest sand. Private amenities include - fully appointed pool area, alfresco dining and lounging, in-house elevator, open sun and covered balconies, and 4-hole putting green, and wraparound sunset view balcony! Includes two units on one private property. Perfect for families or couples wanting to experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway at this Siesta Key vacation rental now!
What Guests Love ∙ 100% Private – freestanding home and all its amenities are totally private ∙ Balconies – balconies off bedrooms, living, dining ∙ The Beaches – 1-min walk to Siesta Key's whitest sand and calmest water ∙ Pool – heated with sun-shelves, chaises, dining, and grill ∙ Views – westerly wraparound balcony with sunset views ∙ Relaxing – Open floor plan, elevator, and balconies off every bedroom ∙ The Putting Green – 4-holes, no green fees, course record: 06 ∙ Sunsets –walk 1-min to worlds best sunsets or just enjoy from balconies or pool ∙ Free Trolley – 1-min walk to free trolley destined for island's top shopping, dining in Siesta Village ∙ Restaurants – walk bike or ride trolley to 30 dining options within 1-2 miles ∙ Point of Rocks Reef – walk snorkel or paddle searching shells, dolphins, manatees ∙ Memories and Fun - live music, daiquiris, oysters, stone crab, craft beer, ice cream ∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost
The Beach Our Siesta Key beach access is only a 500ft walk on a quiet lane and has the whitest sand and calmest water on the island. You can walk south 1-mile to explore Point of Rocks Reef or just swim or wade to any nearby sandbar. The water is shallow and clear with white quartz-sand tide-pools perfect for sleeping drinking or playing. You'll go from the water and sand, back your unit for lunch or dinner without putting on your shoes.
The Location You aren't planning one vacation, you're planning vacations for every individual in your party. Whether it's solitude or activities this property will deliver what they are searching for. At the house you'll enjoy a private pool, poolside grilling and dining, 3200 ft.² of private balconies, and multiple alfresco lounging areas perfect for your bonding and relaxing enjoyment. Outside the house it's a 1-min walk left to the best beach on the island and 1-min walk right to the free trolley stop to all the top attractions on the island including two marinas, 30 bars and restaurants, shopping, live music, and countless eco-adventures.
Bedroom Details This is a large property with two 3BR units for a total of 6BR. You can sleep up to 20 family style and every bedroom opens to a private balcony. The penthouse sleeping - The master suite has a king bed with bath en-suite. Bedrooms #2 and #3 have king beds and share a convenient guest bathroom. The living area features a full sized Murphy bed. The lower unit sleeping – The master suite has a king bed with bath en-suite. Bedroom #2 with a king bed and #3 with a twin over king bed and twin trundle share a convenient jack and jill bathroom. Two twin Tempur-pedic rollaway's are also available with advance notice. Twin Tempur-pedic rollaway's are also available with advance notice.
Property Truths The unit is advertised as “100% private,” and you will never share the home with other guests. Occasionally—typically about once per week—the pool or landscaping service may stop by for routine maintenance. These visits are quick, limited to exterior or storage spaces, and always completed during daytime hours.
Beach Gear Provided We provide beach towels, chairs, carts, and umbrellas. 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 This vacation rental comes with 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.
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 amenities
Beach
Beach nearby
Pool/Spa
Heated pool
Private pool
Internet
Available in the condo: Free WiFi
Parking and transport
Onsite parking options include a garage
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Dishwasher
Hob
Kitchen island
Microwave
Oven
Refrigerator
Toaster
Dining
Dining table
Bedrooms
6 bedrooms
Bedsheets provided
Bathroom
4 bathrooms
Bathtub or shower
Hair dryer
Shower
Towels provided
Living spaces
Dining table
Living room
Separate dining area
Entertainment
Smart TV with cable/satellite channels
Outdoor areas
Balcony
Barbecue grill
Fenced yard
Laundry
Washing machine
Work spaces
Desk
Office
Comfort
Air conditioning
Heating
Pets
Pet friendly
Suitability/Accessibility
If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
In-room accessibility
Lift
Smoke-free property
Services and conveniences
Iron/ironing board
Location highlights
Near a hospital
Near a zoo
Near an outlet shopping centre
Near the bay
Near the marina
Near the sea
Things to do
Golf
Heated pool
Water park
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Golfing nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkelling nearby
Surfing/bodyboarding nearby
Swimming nearby
Theme park nearby
Wildlife walks nearby
Windsurfing nearby
Safety features
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Pets
Pets are allowed
Service animals are welcome, and are exempt from fees
Children and extra beds
Children are welcome
Events
No events allowed
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
Frequently asked questions
Does Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access! have a pool?
Yes, this property has a pool. Pool types include heated pools.
Is Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access! pet-friendly?
Yes, pets are allowed at this property.
How much is parking at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!?
On-site parking is available at the property.
What time is check-in at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!?
Check-in begins at 3:00 PM.
What time is check-out at Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access!?
Checkout is at 10:00 AM.
Where is Gertrude's | 100% Private Resort-like home & pool, 500ft to private Siesta Key beach access! located?
This family-friendly Siesta Key condo building is located by the sea, within 1 mi (2 km) of St. Boniface Episcopal Church Labyrinth, Siesta Key Beach and Crescent Beach. Siesta Key Beach Playground and Siesta Key Marina are also within 1 mile (2 km).
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Reviews
Reviews
Exceptional
All reviews shown are from real guest experiences. Only travellers 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.
Gertrude Rentals's place was incredible! Super clean, spacious, well appointed, with lots of amenities including great terraces and pool area. It was super close to the beach. Dan was very proactive and helpful. We definitely recommend it for couples, friends and families. Hope to be back soon.
Eddie N.
From a partner site
10/10 Excellent
Bonnie C.
9 May 2026
Beautiful Beach House ~ Walking Distance to Beach
Our family loved the beautiful beach house that we rented through Gertrude Rentals. It was clean, well stocked, and so pretty. We enjoyed a private beach that we walked to every day, but the Public Siesta Key beach was only a mile down the road. There was also a private pool and putting green in the fenced in back yard. Gertrude Rental was very helpful with any questions or requests that we had. One example was how they allowed us to have early arrival instead of the usual 3:00 arrival since it was not rented the night before. They also sent over a karaoke machine which we had a fun evening using. We had 9 adults and 2 small children with plenty of space for everyone. Would definitely rent this home again!