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

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Stylish and comfortable lounge, Siesta Key 4BR
Rare Private Pool & Jacuzzi
Private Pool with sun shelf, water curtain and jacuzzi
The Island Time by Gertrude Rentals
USA's #1 Beach, Siesta Key 4BR

Reviews

10 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 10213.7 sq m

Popular amenities

  • Parking available
  • Pet-friendly
  • Air conditioning
  • Pool
  • Hot tub
  • Dryer

Explore the area

Map
Siesta Key, FL
  • Siesta Key Beach
    ‪3 min drive‬
  • Crescent Beach
    ‪11 min drive‬
  • Lido Beach
    ‪31 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪30 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

1 Queen Bed

Common Space

1 Double Sofa Bed

3 bathrooms

Bathroom 1

Toilet · Shower only · Jetted bathtub

Bathroom 2

Toilet · Shower only

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Office
Balcony
Separate dining area
Dining area

About this property

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 May 1!
∙ 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 May 1!) 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 May 1!) 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.

Property manager

Gertrude Rentals 888-5SIESTA
Premier Host

Languages

English, French

Add dates for prices

Amenities

Pool
Hot tub
Kitchen
Washer
Dryer
Pet-friendly

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House Rules

Check in after 3:00 PM
Minimum age to rent: 22
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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 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, a first aid kit and a deadlock

About the area

Siesta Key

Located 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. Travelling with kids? Consider Mote Marine Laboratory & Aquarium, or check out an event or a game at Stardust Event Center. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Siesta Key, FL

What's nearby

  • Shell Beach - 3 min drive - 2.7 km
  • Siesta Key Beach - 3 min drive - 2.4 km
  • Point of Rocks - 6 min drive - 4.7 km
  • Crescent Beach - 11 min drive - 3.7 km
  • Lido Beach - 31 min drive - 16.5 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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 Village Restaurant & Oyster Bar - ‬7 min drive
  • ‪Starbucks - ‬8 min drive

Frequently asked questions

Does Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! pet-friendly?

Yes, pets are allowed at this property.

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.

What time is check-out at Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village!?

Checkout is at 10:00 AM.

Where is Gertrude's Siesta | Pool & Spa, 100% Private, 5-min bike to Siesta Key Beach, 3-miles to Village! located?

This family-friendly Siesta Key holiday home is located by the sea, within 1 mi (2 km) of St. Boniface Episcopal Church Labyrinth, Irma Beach and Siesta Key Beach Playground. Siesta Key Beach is 1.4 mi (2.3 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 9 out of 9 reviews
Rating 8 - Good. 0 out of 9 reviews
Rating 6 - Okay. 0 out of 9 reviews
Rating 4 - Poor. 0 out of 9 reviews
Rating 2 - Terrible. 0 out of 9 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert V.

Island Time

The home was beautiful, very clean, and well prepared to receive our visit. Gertrude Rentals provided and simple and seamless rental process so we could just relax and enjoy our vacation. Any questions were answered promptly and completely. Thank you!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

francis R j.

Fantastic Home

The Home was incredible. It is completely updated and it was exceptionally clean. It is also in a great location. Also, the property managers were fantastic. Easy to reach and followed up during the stay to make sure everything was good. I highly recommend this home.

10/10 Excellent

Tracy L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Jan 2025

10/10 Excellent

Sharon K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Get Together

Very nice property. Plenty of room. Very clean. Good location. Weather was terrible but had a wonderful time with family.
Stayed 3 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Amanda C.

A wonderful gathering place

We came to Siesta Key for our son's wedding. While not all of our family stayed in the house, many dropped by at various times throughout the long weekend. Plenty of seating space for us all. And we were able to grill out in the yard on our final night together.

10/10 Excellent

Anthony F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
Stayed 6 nights in Aug 2024

10/10 Excellent

Margaret

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
Stayed 6 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nivvi N.

Great

The place was excellent to stay and the staff were attentive incase of any questions we had. Everything was perfect with this house. It felt like home away from home, relaxing, all needs well taken care of.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Dirk I.

HOME AWAY FROM HOME

We so enjoyed our stay. The house was very roomy for all of us and the communication with Gertrude Rentals was excellent. Very clean and well maintained. Love having the BIG backyard for our Handsome Hank to play in. The location was excellent just a short 5-10 minutes to the beach and the Village. Will we stay here again??......Heck YES! 5 STAR RATING.

About the host

Hosted by Gertrude Rentals 888-5SIESTA

Host profile image
Dan Jones, "owner" Gertrude Rentals
Phone: (888) 5-SIESTA
Email: gertrude.rentals@gmail.com
Website: gertruderentals.com

Languages:

English, French

Premier Host

They consistently provide great experiences for their guests
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