4BR- 5156 House Featuring Wheelchair Accessible, Air Conditioned, Pet-Friendly Vacation Lodgings

4BR- 5156
4BR- 5156
USA's #1 Beach, Siesta Key 4BR
Siesta Key Beach, Siesta Key 4BR

4BR- 5156 House Featuring Wheelchair Accessible, Air Conditioned, Pet-Friendly Vacation Lodgings

Explore the spacious 2300 sq ft house at Siesta Key, FL. Accommodates whole family languorous enjoyment with Grill, Internet, Television & more amenities.


Vacation Home in Siesta Key Florida

5156 Siesta Woods Drive
How Many Bedrooms? 4 Bedrooms • Sleeps 10
How Many Bathrooms? 3 Full Bathrooms
How Much Living Space? 2300 sqft.
Air Conditioning: Yes
Internet: Internet Access
Television: Television
Wheelchair Accessible: Yes
Pet Friendly: Yes
Washer/Dryer: Yes
Map of Siesta Key

Rates & Availability  
(Displayed in USD)


  • Rates From $230 to $2,881 per night

Rates from $230 per night
Additional fees may apply
Book Direct 53 Rentals Available
Reservations and Guest Services at Gertrude Rentals

Daytime Phone Number
Evening Phone Number
Reference this Property as:

Property #176182
4BR- 5156


Availability details can be found on the Gertrude Rentals website.

Book Direct through Gertrude Rentals for maximum savings and service!

Availability Details


Season Nightly Weekly Monthly
SK OFF 2024
Oct 14, 2024 - Nov 14, 2024
$230 n/a n/a
SAND CASTLE FEST 2024
Nov 15, 2024 - Nov 17, 2024
$557 n/a n/a
SK OFF 2024
Nov 18, 2024 - Nov 26, 2024
$230 n/a n/a
THANKSGIVING 2024
Nov 27, 2024 - Nov 30, 2024
$910 n/a n/a
SK OFF 2024
Dec 01, 2024 - Dec 05, 2024
$230 n/a n/a
FOOD AND MUSIC FEST 2024 ??
Dec 06, 2024 - Dec 07, 2024
$557 n/a n/a
SK OFF 2024
Dec 08, 2024 - Dec 19, 2024
$230 n/a n/a
CHRISTMAS 2024
Dec 20, 2024 - Dec 25, 2024
$373 n/a n/a
NEW YEARS 2024
Dec 26, 2024 - Jan 04, 2025
$2,754 n/a n/a
SHOULDER 2025
Jan 05, 2025 - Jan 14, 2025
$390 n/a n/a
SHOULDER-PLUS 2025
Jan 15, 2025 - Jan 16, 2025
$431 n/a n/a
MLK 2025
Jan 17, 2025 - Jan 19, 2025
$1,098 n/a n/a
SHOULDER-PLUS 2025
Jan 20, 2025 - Jan 31, 2025
$431 n/a n/a
SK PEAK 2025
Feb 01, 2025 - Feb 13, 2025
$1,200 n/a n/a
PRESIDENTS 2025
Feb 14, 2025 - Feb 16, 2025
$1,569 n/a n/a
SK PEAK 2025
Feb 17, 2025 - Feb 18, 2025
$1,200 n/a n/a
SK PEAK- PLUS 2025
Feb 19, 2025 - Feb 28, 2025
$1,768 n/a n/a
SK SUPER-PEAK 2025
Mar 01, 2025 - Mar 20, 2025
$2,328 n/a n/a
SK SUPER-PEAK-PLUS
Mar 21, 2025 - Mar 31, 2025
$2,173 n/a n/a
EASTER 2025
Apr 01, 2025 - Apr 20, 2025
$2,881 n/a n/a
SHOULDER 2025
Apr 21, 2025 - May 08, 2025
$390 n/a n/a
MOTHER'S DAY 2025
May 09, 2025 - May 11, 2025
$557 n/a n/a
SHOULDER 2025
May 12, 2025 - May 22, 2025
$390 n/a n/a
MEMORIAL DAY 2025
May 23, 2025 - May 25, 2025
$557 n/a n/a
SHOULDER 2025
May 26, 2025 - May 31, 2025
$390 n/a n/a
SK PEAK 2025
Jun 01, 2025 - Jun 12, 2025
$1,200 n/a n/a
FATHER'S DAY 2025
Jun 13, 2025 - Jun 15, 2025
$557 n/a n/a
SK PEAK 2025
Jun 16, 2025 - Jul 02, 2025
$1,200 n/a n/a
JULY 4 2025
Jul 03, 2025 - Jul 05, 2025
$1,800 n/a n/a
SK PEAK 2025
Jul 06, 2025 - Jul 31, 2025
$1,200 n/a n/a
SHOULDER 2025
Aug 01, 2025 - Aug 28, 2025
$390 n/a n/a
LABOR DAY 2025
Aug 29, 2025 - Aug 31, 2025
$557 n/a n/a
SK OFF 2025
Sep 01, 2025 - Oct 09, 2025
$230 n/a n/a
COLUMBUS DAY 2025
Oct 10, 2025 - Oct 12, 2025
$557 n/a n/a
SK OFF 2025
Oct 13, 2025 - Dec 18, 2025
$230 n/a n/a

Property Description

NEW LISTING! This is “Island Time” a Gertrude Rentals property near the Siesta Key Beach and Village!  Get your comfort quiet and personal space on Siesta Key at this 100% Private 2300 ft.² property.  This 4BR/3Bath rental includes a 3BR house and attached 1BR apartment.  Perfect for larger groups. Lounge dine and drink while you soak up the sun the sunroom, 2nd floor deck, or private yard. 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!

ISLAND TIME “AT A GLANCE” 
- Two large totally private units including 3BR/2Bath and attached 1BR/1Bath (sleeps 11)
- Twice the size of some four bedroom units.
- On World famous Siesta Key near the Beach and Village.
- 100% private with sundeck, yard, and sunroom for sun lounging and dining.
- Award Winning Beaches, 20 Bar Restaurants. 
- Free bikes provided and free trolley stops just 1 mile away.
- 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. 
- Walk to Free island Trolley & every activity imaginable.
- A one of a Kind Siesta Key Experience.

The House - 100% private freestanding house 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-mile or 3 minutes by golf cart, or 5 by bike, and 15 walking.  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, or take the free trolley to all the islands top attractions.  Back at the house, you have four private gathering areas for your bonding enjoyment including sundeck, sunroom, private, yard, four large bedrooms, two living rooms, two kitchens, .  When you'd prefer to relax, you’ll find lots of bright and airy out the way rooms and terraces for quiet decompressing.

Beach 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. 

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.

 


Activities and Special Interests

This property provides access to the following activities and special interests:

» Wheelchair Accessible
» Biking
» Fishing
» Golfing
» Hiking
» Scuba Diving
» Sailing
» Surfing
» Wind Surfing
» Kayaking
» Beach
» Horseback Riding
» Boating

Property Features

» Towels/Linens
» Ceiling Fan(s)
» Refrigerator
» Coffee Maker
» Microwave
» Dishes/Utensils
» Stove
» Highchair
» Toaster
» Oven
» Freezer
» Blender
» Parking
» Hair Dryer
» Iron / Ironing Board
» Balcony

Suitability

» Children Welcome

Featured Amenities

» Wheelchair Accessible
» Air Conditioning
» Pets Allowed
» Television
» Dishwasher
» Grill
» Internet Access
» Washer/Dryer

Entertainment

» Books

Outdoor

» Playground