Entire home

NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!

Photo gallery for NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!

Serious Leisure - Siesta Key 3BR/3Bath
Top Location - 1min to Siesta's top  beach and Village dining
#1 Beach in America - 1min walk to Siesta's top beach!
Outdoor dining
Outdoor spa tub

Reviews

9.6 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 11241.5 sq m

Popular amenities

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

Explore the area

View map
Siesta Key, FL
  • Siesta Key Beach
    ‪2 min walk‬
  • Crescent Beach
    ‪7 min drive‬
  • Lido Beach
    ‪22 min drive‬
  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪21 min drive‬

Rooms & beds

3 bedrooms (sleeps 11)

Full and Twin Beds

1 Single Bed

Master Bedroom

1 King Bed

3 bathrooms

Bathroom 1

Bathtub or shower · Toilet

Bathroom 2

Bathtub or shower · Toilet

Bathroom 3

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Separate dining area
Dining area

About this property

NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!

Serious Leisure is a new listing by Gertrude Rentals

NEW LISTING! Serious Leisure is an ocean-view unit just 1-min walk to all Siesta's top attractions! Large 3BR boasts 4 balconies, ocean-views, elevator, and 100% private outdoor areas including swim-spa, deck and alfresco dining area. In heart of Siesta Village. Just 1-minute walk to Siesta's best Beach and the shopping dining and entertainment of the village! Spacious, bright, airy, and surrounded by palms. Experience Siesta Key's top attractions without sacrificing space and comfort. Book a getaway now! - Tollbooth by VRBOCorpMiddlemen, but this property is from GertrudeRentalsSiesta

What Guests Love
SERIOUS LEISURE “AT A GLANCE”
∙ Wonderful new listing! Gertrude Rentals Siesta Key has thousands of 5-star reviews!
∙ Private Balconies and Deck – beautiful views from 4 balconies plus deck in the palms
∙ Private Swim-spa – large outdoor heated swim-spa and deck
∙ The Beaches – 1-minute to Siesta Key's top beaches with white sand and calm clear water
∙ Restaurants – 1-minute walk to the shopping dining and entertainment of the Siesta Village
∙ Gulf Breezes – 5 balconies and westerly windows means catching sea breezes day and night
∙ Relaxing – 3 baths, elevator, and a balcony off every bedroom and kitchen
∙ Sunsets –walk 1-minute to best sunsets or just enjoy from private deck or balconies
∙ Alfresco Dining – large kitchen, 2 grill areas and 2 private al-fresco dining areas
∙ 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 – walk to all siesta key is top attractions and guaranteed fun for all


The Beach
Our beach is the widest, has panoramic views of the gulf to the North-West-and-South, and is the top spot in North America for sunsets. You can swim or wade to Sand Dollar Island, a naturally occurring white sand cay popular with dolphin sand-dollars and “occasionally” manatee and giant-conch. The water is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. You can go from the water to lunch or dinner and back to the sand 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 need. It's just steps to the top attractions on the island including 4 beach accesses, and 20 bars and restaurants. Walk right 450ft to the best beaches in America or left 450ft to the world-famous shopping dining and entertainment of the Siesta Key Village. This area has - ice-cream, tide pools, daiquiris, dolphins, fresh oysters, white-quartz-sand, big breakfast, sunsets, amazing seafood, white lagoons, craft beer, sand dollars, live music, shopping, and gourmet donuts. Back at the house, you'll enjoy private swim-spa, two alfresco, dining areas, four balconies, and a sundeck. When you'd prefer to relax, you'll find lots of bright and airy out the way rooms and terraces for quiet decompressing.


Bedroom Details
This is a huge 3BR, you can sleep up to 11 family style. The master suite (huge) has a ocean-views, King bed, balcony, en-suite bath with shower and spa-tub, comfy chaise lounger, and enough room for pack-n-plays and rollaway beds. *Note master bedroom has ocean views are from the balcony, bathroom, and bedroom windows! Bedroom #2 has two full beds and balcony with "obstructed" ocean-views. Bedroom #3 has two twin beds and balcony with westerly exposure and "a sliver" of an ocean view. The living area has large sectional sofa big enough for two children:) If you need additional space we can offer more bedrooms nearby.


Beach Gear Provided
We provide beach towels, chairs, carts, umbrellas, bikes and paddle boards. 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, 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.

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 3:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed
default

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 and a deadlock

About the area

Siesta Key

Located in Siesta Key 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. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium. 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

  • Siesta Key Beach - 2 min walk - 0.2 km
  • Shell Beach - 4 min drive - 3.1 km
  • Crescent Beach - 7 min drive - 5.1 km
  • St. Armands Circle - 19 min drive - 15.6 km
  • Lido Beach - 22 min drive - 17.7 km

Getting around

  • Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 42 min drive

Restaurants

  • ‪Siesta Beach Pavilion - ‬2 min drive
  • ‪Circle K - ‬7 min walk
  • ‪Siesta Key Snack Bar - ‬2 min drive
  • ‪Gilligan's Island Bar & Grill - ‬2 min walk
  • ‪Siesta Key Oyster Bar - ‬3 min walk

Frequently asked questions

Is NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator! pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!?

Check-in begins at 3:00 PM.

What time is check-out at NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator!?

Checkout is at 10:00 AM.

Where is NEW LISTING! | Ocean-views, Walk 1-Min Beach & Village, Private Balconies Hot-tub Deck & Elevator! located?

Located in Siesta Key Village, this holiday home is within 1 mi (2 km) of Siesta Key Farmers Market and Siesta Key Beach. Siesta Key Beach Playground and Irma Beach are also within 2 miles (3 km).

Reviews

9.6

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 6 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 1 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 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

Heather Y.

Amazing location

Lovely house with a perfect location on Siesta Key. Short walk to both the beach and the village.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Hannah s.

Siesta Key Review

This was a great location close to beach and village all within walking distance. The beach cart was a huge help for all our needs! Paddleboards were an extra perk ❤️ The house was very spacious and would definitely stay here again. Dan and his team were awesome and very responsive. Thank you for a great stay and easy check in and out!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brian G.

SIesta key 5 star stay

This property was amazing, from the amenities to the location. Steps from the beach and steps from the village. The views from the balcony were amazing and the convivence of the elevator was fantastic. I would love to stay there again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brian W.

Great Experience from Start to Finish

The team was incredibly responsive and attentive throughout our stay. The location couldn't have been better—just minutes from the beach and close to great restaurants and shops. The home had plenty of space for our family, and everything was clean and comfortable. We had a wonderful experience and would definitely stay again. Highly recommend!
This review comes from a trusted partner site and has not been verified.

6/10 Okay

Deyanira B.

Our Stay

The property is in a great location, but I didn't expect the owners to have hidden extra charges just for bringing my dog. In addition to paying cleaning fees, I was asked for more money after leaving the property due to some very small urine stains from my dog, who is a Shih Tzu. If you're traveling to this property with a pet, make sure to pay the cleaning fee—and be prepared to budget for additional cleaning charges after your stay. The renter can also be quite rude when trying to sort the issueout and will be disrespectful.

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stay in Siesta Key was absolutely incredible! The location truly couldn’t be better — just a quick 2-minute walk to the beach, which made it effortless to catch the sunrise in the morning and stroll back for unforgettable sunsets at night. To make things even better, the home is situated only 30 seconds from bars, restaurants, and shopping, so we had dining and entertainment right at our fingertips without ever needing to get in the car.The house itself is a four-story gem. Every level was thoughtfully designed, clean, and beautiful, with plenty of space for everyone to spread out yet still come together for meals and evenings on the patio and massive jacuzzi. It felt both luxurious and welcoming — the perfect balance of a vacation retreat and a comfortable home.Another highlight was Daniel the host.  He was responsive and very attentive. Anytime we had a question or small request, they replied immediately and were genuinely invested in making sure our stay was perfect. That level of communication and care really set this experience apart.If you’re looking for a place in Siesta Key that combines location, comfort, and hospitality, this property is a dream. We left with amazing memories and can’t wait to return!
Stayed 3 nights in Aug 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kade H.

Great home and location

You really can't find a better location in Siesta Key. It's a short walk to beach accesses 3 and 4, and a short walk to the village. The condo is tall enough to offer multiple spots to view the ocean! It's a family friendly home - my 4 kids loved having a floor to themselves. The elevator worked consistently, which was key considering the number of floors. The place was tidy, stocked, and spacious. I should also mention that it was well cooled because outside was very hot! The top floor bathroom was huge and pure luxury. There is a mid floor bathroom with a large stone shower - it's really cool. There are large closets throughout the house. The appliances are updated and clean. And with a large family, the washer and dryer were very helpful - K

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
Tell us how we can improve our siteShare feedback