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New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village!

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Beach nearby
Exterior
Terrace/patio
Fridge, microwave, oven, stovetop
Smart TV, books, offices

Reviews

9.2 out of 10
Wonderful

Entire home

4 bedrooms3 bathroomsSleeps 102000 sq ft

Popular amenities

  • Parking available
  • Air conditioning
  • Pet friendly
  • Dryer
  • Washer
  • Outdoor Space

Explore the area

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

Room options

About the neighborhood

Siesta Key

This vacation home places you within a mile (2 km) of Irma Beach and Siesta Key Farmers Market. The vacation home includes a private pool, a kitchen, and a balcony.

What's nearby

  • Siesta Key Beach - 2 min drive - 0.7 miles
  • Shell Beach - 4 min drive - 1.7 miles
  • Crescent Beach - 7 min drive - 2.8 miles
  • St. Armands Circle - 19 min drive - 9.5 miles
  • Lido Beach - 21 min drive - 10.8 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 32 min drive

Restaurants

  • ‪Gilligan's Island Bar & Grill - ‬3 min drive
  • ‪Siesta Key Oyster Bar - ‬3 min drive
  • ‪Siesta Key Beach Pavilion - ‬5 min drive
  • ‪Phillippi Creek Oyster Bar - ‬11 min drive
  • ‪Starbucks - ‬10 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.

New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village!

NEW LISTING! Rudy's Hideaway with a Private Pool near the Siesta Key Beach and Village! Get your comfort quiet and personal space on Siesta Key at this 100% Private 2300sqft property. Perfect for larger groups. Lounge dine and drink while you soak up the sun on Pool Deck. Walk, bike or golf cart to all the islands top attractions. This is a NEW Gertrude Rentals property. Please check our thousands of existing reviews averaging 4.9/5 stars, we are very proud of them!

RUDY'S HIDEAWAY AT A GLANCE
- 100% private house with private pool and pool-deck.
- Large 4BR/2.5Bath (sleeps 11)
- Twice the size of some four bedroom units.
- On World famous Siesta Key near the Beach and Village.
- Award Winning Beaches, 20 Bar Restaurants.
- Just 1.4-mile to Live Music, Daiquiris, Oysters, Stone Crab, Ice Cream, fresh Donuts, craft Beer.
- Clear calm Azure Water & pure quartz White Sand.
- Tide Pools & Sand Bars for lounging, sleeping, relaxing, or water sports.
- Kayak, bike, paddle-board, scooter, golf cart rentals.
- Perfect house for large gatherings with multiple dining areas inside and out.

The House - 100% private freestanding house with private pool surrounded by tropical plants. Perfect fit for anyone who enjoys the space and privacy of a proper house, but without giving up access to all Siesta Keys top attractions. The sun-room and deck are perfect for enjoying a quiet cup of coffee, good book, cocktail(s), or an al-fresco meal.

The Location - Walk bike or cart in minutes to Siesta Key Beach and a free trolley to every other Siesta Key attraction. Siesta Key Beach is just 1.4-mile or 7 minutes by golf cart or bike. This beach is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing. Beach amenities include showers, bathrooms, snack bar, volleyball, playgrounds, tennis, pickle and cocktails. You can also go straight from the water to a free trolley taking you 1 mile to lunch or dinner in the Siesta Key Village and back to the sand, all without putting on your shirt and shoes. Siesta boasts dozens of beaches, reefs, and lagoons, eco-activities, and dining including 20 bars and restaurants.

Your Group Will Love it - 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. Conveniently located, your crew can walk bike golf cart to all the islands top attractions. Back at the house, you have multiple private gathering areas for your bonding enjoyment.

Bear Gear - Correction for Air-b-n-b listings. We provide beach towels and beach chairs at every location, umbrellas and carts at most locations, and do not provide "snorkeling gear" at any locations. Sorry for the confusion. Snorkeling gear can be rented or purchased nearby.

Support Post Booking - I understand vacation time is precious and I will make sure you get the most out of it. My number is the only contact information you need. My units are at the top attractions on the island. Cars are never required, but you will have private parking near the unit. Check-in any day of the week at any time using your private door-code. No requirement ever at checkout. Free early check-in when possible. Never hidden fees or solicitations. Every unit including this one is available for instant booking.

When you book with me you get a fully accessible and knowledgeable owner/host and reliable advice from a G-approved local expert. I 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 need a break. For the less extroverted, every booking comes with an unabashed guidebook detailing the property, all my favorite things to do in the area, and never any advertisements or solicitations. This is the only rental offering of its kind on the key.

Events - Only with prior permission.

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. *If you prefer insured bookings, we recommend providers Generali and Rental Guardian for Trip-Protection coverage.
The vacation home is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a private pool, a washing machine, and a sofa bed.

Property manager

Gertrude Rentals 888-5SIESTA

Languages

English, French

Similar properties

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoking not allowed

Location highlights

  • In a village
  • In the city center
  • Near a hospital
  • Near an outlet shopping mall
  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Optional golf privileges
  • Tennis
  • Water park
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking 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: 2,000 square feet

Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available
Minimum check-in age: 21

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

  • This property welcomes pets
  • Service animals exempt from fees

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
  • Check-in: 3:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 21

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Property is also known as

838540

Frequently asked questions

What can I see close to this vacation home?

This vacation home is located in Siesta Key, close to Siesta Key Beach, Lido Beach, and Crescent Beach. You'll also find Point of Rocks and Irma Beach within a short drive.

Is parking available on site at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home adjacent to a casino?

No, this vacation home is not connected to a casino.

Will I find an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home; however, the accommodation features a private pool.

Is New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village! a good place to stay for couples?

Amenities that appeal to couples at this vacation home include a private pool, a kitchen, and a smart TV.

Are there hot tubs at New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village!?

No, but guests can enjoy a heated pool at this vacation home.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay for free?

Although pets can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

How close is the airport from this vacation home?

The closest major airport to this vacation home is Sarasota-Bradenton Intl. Airport (SRQ), which is 10.1 mi away (32 minutes by car).

Are there rooms with balconies that I can book at New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village!?

Yes, every accommodation at New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village! comes with a balcony.

New Listing! Rudy's Hideaway - Spacious Tropical with Private Pool. Near Siesta Key Beach/Village! Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 10 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 1 out of 13 reviews
Rating 4 - Poor. 1 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

10/10

Cleanliness

Reviews

4/10 Poor

Danielle L.

Stayed 3 nights in Mar 2025

10/10 Excellent

Karla C.

Liked: Cleanliness

Siesta Key rental

The home was spacious, had plenty of towels both beach and bath, kitchen utensils and appliances were good. Great pool. The home was clean, nice furniture and décor. We had a great time
Stayed 4 nights in Apr 2025

8/10 Good

Nate G.

Liked: Cleanliness

Quick beach getaway

Will book again
Stayed 6 nights in Mar 2025

10/10 Excellent

Cindy T.

Liked: Cleanliness

great location

Updated and clean. Lot of space. Pool was great. Location was awesome .
Stayed 3 nights in Feb 2025

10/10 Excellent

Chris W.

Liked: Cleanliness

Spacious Vacation House with a Great Pool

Nice, Clean house, great and quiet neighborhood only minutes drive to the beach. The pool area was the highlight of the evening for our kids.
Stayed 5 nights in Sep 2024

10/10 Excellent

Jordan S.

Liked: Cleanliness

Wonderful Stay!

This is a great house in which to experience Siesta Key! Lots of gorgeous expensive homes in the neighborhood we felt safe and welcomed by friendly people. We rented a golf cart and enjoyed short drives to the beach and downtown. The pool was a nice activity and they provided lots of beach towels, kitchen items, and comfortable beach chairs. The AC was super cold and felt great after coming in from the heat. The owner was very nice and had great communication if we needed anything.
Stayed 5 nights in Jul 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Great property

Was very impressed with the cleanliness of the home. The screened in pool was great as well. Everything was perfect. I honestly could not say one bad thing. Even the checkout was great. We will definitely stay here again.
Stayed 6 nights in Jun 2024

10/10 Excellent

Josh C.

Liked: Cleanliness

Loved this house and the pool!

I lived the location near The Village and the feel of driving thru Canopy Trail to get to the house. Pool and deck with TV and fridges and fire pit was so fun. Definitely would stay here again.
Stayed 5 nights in Jun 2024

10/10 Excellent

rebecca g.

Liked: Cleanliness

Beautiful Property

This house was so nice and really close to the beach. It was amazing for our short stay. We would definitely stay again!
Stayed 3 nights in May 2024