Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! | House in Siesta Key

9.8 (18 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  10 Guests
Siesta Key House | Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!

4 Bedroom House in Siesta Key

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.

Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! is located in Siesta Key. Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! provides accommodation, featuring Child Friendly, Kitchen, Pool, among other amenities. This House features Child Friendly, Kitchen, Pool, to make your stay a comfortable one.

Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! has 4 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Siesta Key has interesting places to visit. If you want to learn more about the House in Siesta Key, such as places to visit and things to do nearby, you can check below to learn more.

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Siesta Key, 34242, USA

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
View
Private Pool
Ocean View
Balcony/Terrace
Oceanfront
Accessibility
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Towels provided
  • 3 bathrooms
  • Jetted bathtub
  • Hair dryer
  • Shower
Bedroom
  • Sofa bed
  • Bed sheets provided
  • 4 bedrooms
  • Dining table
  • Dining room
  • Living room
Kitchen
  • Toaster
  • Cookware/dishes/utensils
  • Coffee/tea maker
  • Oven
  • Refrigerator
  • Kitchen island
  • Dishwasher
  • Microwave
  • Stovetop
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Near the beach
Parking
  • Onsite parking
Pet Friendly
  • Pet friendly
Accessibility
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Smoke-free property
  • Wheelchair accessible
Activities
  • Hiking/biking trails nearby
  • Water park
  • Wildlife and game walks nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Scuba diving nearby
  • Fishing nearby
  • Swimming nearby
  • Birdwatching nearby
  • Cycling nearby
Entertainment
  • Smart TV with cable/satellite service
  • Books
General
  • Unit size: 2300 sq ft (214 sq m)
  • English
  • French
  • Near outlet shopping
  • Near the bay
  • Near the sea
  • Near a hospital
  • Near a zoo
  • Desk chair
  • Desk
  • Office
Guest Services
  • Highchair
  • Travel crib
  • Iron/ironing board
Internet
  • Free WiFi, with speed of 100+ Mbps (good for 1–2 people or up to 6 devices)
Outdoors
  • Balcony
  • Barbecue grill
Security/Safety
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • First aid kit
  • Deadbolt lock
  • Fire extinguisher
Spa
  • Hot tub
  • Heated pool
  • Private pool

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
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets allowed service animals are welcome, and are exempt from fees
Smoking Policy
Smoking is not permitted
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

Reviews

Kimberly P.
Jun 3, 2025 11:59:10 PM
Review Score:   10
Summary: 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!
See All Reviews

FAQ's

Is this Siesta Key house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Siesta Key house have a swimming pool?

Yes, this Siesta Key house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Siesta Key house?

Best-rates for the Siesta Key house starts from $837 per night with includes View, Private Pool, Security/Safety, Fireplace/Heating, Barbecue/Outdoor Cooking, Internet, Bedding/Linens, Pet Friendly, TV, Oceanfront, Accessibility, Guest Services, Child Friendly, Kitchen, Pool, Ocean View, Wellness Facilities, Laundry, Air Conditioner, Parking, Balcony/Terrace, Sports/Activities, Hot Tub with all other facilities. RBO matches every traveller with their perfect accommodation, whether you are travelling with a group, friends, family, or pets.

Is Siesta Key house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Siesta Key house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Siesta Key house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Siesta Key house?

Based on the information reported by the owner or manager, the Siesta Key house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Siesta Key house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Siesta Key house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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