Siesta Key Village 4BR vacation rental with shared pool near beaches.
Heated pool with lounging (shared).
Dining area for 6 just outside kitchen and living.
King bedroom with window looking out to the Siesta Village.
Full kitchen with all major and minor appliances, and lots of counter space.
Siesta Key beach 9-min walk, Siesta Key Village 4BR
The Hub 200-steps thru private gate, Siesta Key Village 4BR
Living area spacious and sunny with view of the pool.
Open sunny living area with window looking out to tropical plants.
New full kitchen with all major and minor appliances.
Queen bedroom sunny with side tables and TV.
King master bedroom with en-suite bath and dresser.
Queen bedroom with windows and view of the Siesta Village.
Full bathroom with shower-tub.
Full bathroom with easy step-in shower.
Full bathroom with shower-tub.
Bath en-suite with step-in shower.
Sunny heated pool with palm tree in the pool deck (shared).
Tropical pool lounging (shared).
The Village Breeze - a Gertude Rental property!
The Village Breeze - 1-min walk to 25 restaurants and 8-min walk to Siesta Key's best beaches and sunsets.
Siesta Key beach 500ft walk to access, Siesta Key Village 4BR
Enjoy world-famous Siesta Key sunsets just a short walk from your 4BR stay. The perfect way to end every beach day.
Walk to The Sniki Tiki, a lively local favorite for drinks and live music. Perfect 4BR location in Siesta Key Village.
Just steps from The Sniki Tiki, a popular local spot for cocktails and live music. Ideal 4BR stay in the heart of Siesta Key Village.
Siesta Key beach 500ft walk to access, Siesta Key Village 4BR
SKOB 100-steps thru private gate, Siesta Key Village 4BR
Explore a nearby white sand island just off Siesta Key. Ideal 4BR stay for beach lovers and island adventurers.
Daiquiri Deck 100-steps thru private gate, Siesta Key Village 4BR
Grab fresh mini donuts, ice cream, and coffee just steps from your 4BR in Siesta Key Village. A sweet local favorite for all ages.
Experience one of Siesta Key's most memorable bars, covered in dollar bills and full of character. A fun stop near your 4BR rental in the Village.
Siesta Key beach 2-min walk, Siesta Key Beach 4BR
Stay steps from the heart of Siesta Key Village, with open-air restaurants, bars, and local boutiques just outside your door.
Siesta Key Village 250ft walk, Siesta Key Village 4BR
Siesta Key beach 2-min walk, Siesta Key Village 4BR
Siesta Key beach 500ft walk to access, Siesta Key Beach 4BR
Wade into the calm, clear waters of Siesta Key Beach—just minutes from your 4BR rental. Perfect for swimming, shelling, and relaxing in paradise.
Siesta Key beach 2-min walk, Siesta Key Beach 4BR
Relax on Siesta Key's world-famous white sand just minutes from your rental. Calm, shallow waters perfect for sunbathing, swimming, and strolling.
Nearby white sand island, Siesta Key Beach 4BR
Nearby Sarasota Bay, Siesta Key Beach 4BR
Siesta Key beach biking 1-min ride, Siesta Key Village 4BR
Unwind with unforgettable Siesta Key sunsets just minutes from your 4BR rental. Ideal for evening walks, photos, and beachside dining.
World Famous Sunday Drum Circle 1-mile walk south on beach, Siesta Key Village 4BR
Siesta Key snorkeling, Siesta Key Beach 4BR
Enjoy peaceful shoreline views and direct beach access just minutes from your Siesta Key 4BR rental. Ideal for families, couples, or solo relaxation.
Wade into calm, clear Gulf waters perfect for swimming, floating, and soaking up the Florida sun near your Siesta Key rental.
Try paddleboarding in the scenic waters around Siesta Key. Great for all ages and just minutes from your 4BR vacation rental.
Book a boat tour and watch dolphins swim alongside! A favorite activity for families visiting Siesta Key.
Join the famous Sunday Drum Circle on Siesta Beach—live music, dancing, and unforgettable sunset vibes just a short walk from your stay.
Enjoy calm waves and soft white sand—perfect for kids and families staying just steps from Siesta Key Beach.
Catch dolphins leaping through the wake on a guided Siesta Key boat tour—just minutes from your 4
BR stay.
Enjoy easy access to Siesta Key's award-winning beach with lifeguards, facilities, and plenty of space for relaxing or playing in the sun.
Join locals and visitors for the Siesta Key Drum Circle every Sunday at sunset. Music, dancing, and fun for all ages near your rental.
Swim in calm, crystal-clear Gulf waters—ideal for floating, snorkeling, or simply cooling off near your Siesta Key rental.
Stroll along Siesta Key's expansive white sand shoreline. Plenty of space for beach games, sunbathing, and peaceful walks.
Nearby white sand island, Siesta Key Beach 4BR
Paddle through serene mangrove tunnels on a guided kayak tour. A peaceful and scenic escape minutes from your Siesta Key stay.
Paddle through shaded mangrove tunnels on a quiet eco-kayak adventure. Great for families and nature lovers near your 4BR stay.
Explore the calm, shallow waters just south of Siesta Key Beach. Ideal for paddleboarding, wading, and spotting marine life.
Experience the energy of Siesta Key's iconic Sunset Drum Circle—dancing, music, and community on the sand every Sunday evening.
Catch your first wave or hone your skills with local surf instructors. Family-friendly surf zones close to your vacation rental.
Soak up the sun on soft white sand with calm, clear waters just steps away. A perfect day by the beach near your Siesta Key rental.
Take a relaxing walk along one of America's top beaches. Shallow surf, white sand, and warm Gulf breezes await near your 4BR stay.
Start your day with beachfront yoga overlooking the Gulf. Free community sessions near your Siesta Key vacation rental.
Explore mangroves and estuaries on a guided paddleboard tour. Spot birds, fish, and maybe even dolphins minutes from your rental.
Dining area just outside kitchen leading to living area with pool view.
Living area spacious and sunny, leading to dining with tropical view.
End your day with a beach bike ride along Siesta Key's shore at sunset. Rentals and paths just minutes from your 4BR vacation home.
Siesta Key Village 4BR vacation rental with shared pool near beaches.
Heated pool with lounging (shared).
Dining area for 6 just outside kitchen and living.
King bedroom with window looking out to the Siesta Village.
Full kitchen with all major and minor appliances, and lots of counter space.
Siesta Key beach 9-min walk, Siesta Key Village 4BR
The Hub 200-steps thru private gate, Siesta Key Village 4BR
Living area spacious and sunny with view of the pool.
Open sunny living area with window looking out to tropical plants.
New full kitchen with all major and minor appliances.
Queen bedroom sunny with side tables and TV.
King master bedroom with en-suite bath and dresser.
Queen bedroom with windows and view of the Siesta Village.
Full bathroom with shower-tub.
Full bathroom with easy step-in shower.
Full bathroom with shower-tub.
Bath en-suite with step-in shower.
Sunny heated pool with palm tree in the pool deck (shared).
Tropical pool lounging (shared).
The Village Breeze - a Gertude Rental property!
The Village Breeze - 1-min walk to 25 restaurants and 8-min walk to Siesta Key's best beaches and sunsets.
Siesta Key beach 500ft walk to access, Siesta Key Village 4BR
Enjoy world-famous Siesta Key sunsets just a short walk from your 4BR stay. The perfect way to end every beach day.
Walk to The Sniki Tiki, a lively local favorite for drinks and live music. Perfect 4BR location in Siesta Key Village.
Just steps from The Sniki Tiki, a popular local spot for cocktails and live music. Ideal 4BR stay in the heart of Siesta Key Village.
Siesta Key beach 500ft walk to access, Siesta Key Village 4BR
SKOB 100-steps thru private gate, Siesta Key Village 4BR
Explore a nearby white sand island just off Siesta Key. Ideal 4BR stay for beach lovers and island adventurers.
Daiquiri Deck 100-steps thru private gate, Siesta Key Village 4BR
Grab fresh mini donuts, ice cream, and coffee just steps from your 4BR in Siesta Key Village. A sweet local favorite for all ages.
Experience one of Siesta Key's most memorable bars, covered in dollar bills and full of character. A fun stop near your 4BR rental in the Village.
Siesta Key beach 2-min walk, Siesta Key Beach 4BR
Stay steps from the heart of Siesta Key Village, with open-air restaurants, bars, and local boutiques just outside your door.
Siesta Key Village 250ft walk, Siesta Key Village 4BR
Siesta Key beach 2-min walk, Siesta Key Village 4BR
Siesta Key beach 500ft walk to access, Siesta Key Beach 4BR
Wade into the calm, clear waters of Siesta Key Beach—just minutes from your 4BR rental. Perfect for swimming, shelling, and relaxing in paradise.
Siesta Key beach 2-min walk, Siesta Key Beach 4BR
Relax on Siesta Key's world-famous white sand just minutes from your rental. Calm, shallow waters perfect for sunbathing, swimming, and strolling.
Nearby white sand island, Siesta Key Beach 4BR
Nearby Sarasota Bay, Siesta Key Beach 4BR
Siesta Key beach biking 1-min ride, Siesta Key Village 4BR
Unwind with unforgettable Siesta Key sunsets just minutes from your 4BR rental. Ideal for evening walks, photos, and beachside dining.
World Famous Sunday Drum Circle 1-mile walk south on beach, Siesta Key Village 4BR
Siesta Key snorkeling, Siesta Key Beach 4BR
Enjoy peaceful shoreline views and direct beach access just minutes from your Siesta Key 4BR rental. Ideal for families, couples, or solo relaxation.
Wade into calm, clear Gulf waters perfect for swimming, floating, and soaking up the Florida sun near your Siesta Key rental.
Try paddleboarding in the scenic waters around Siesta Key. Great for all ages and just minutes from your 4BR vacation rental.
Book a boat tour and watch dolphins swim alongside! A favorite activity for families visiting Siesta Key.
Join the famous Sunday Drum Circle on Siesta Beach—live music, dancing, and unforgettable sunset vibes just a short walk from your stay.
Enjoy calm waves and soft white sand—perfect for kids and families staying just steps from Siesta Key Beach.
Catch dolphins leaping through the wake on a guided Siesta Key boat tour—just minutes from your 4
BR stay.
Enjoy easy access to Siesta Key's award-winning beach with lifeguards, facilities, and plenty of space for relaxing or playing in the sun.
Join locals and visitors for the Siesta Key Drum Circle every Sunday at sunset. Music, dancing, and fun for all ages near your rental.
Swim in calm, crystal-clear Gulf waters—ideal for floating, snorkeling, or simply cooling off near your Siesta Key rental.
Stroll along Siesta Key's expansive white sand shoreline. Plenty of space for beach games, sunbathing, and peaceful walks.
Nearby white sand island, Siesta Key Beach 4BR
Paddle through serene mangrove tunnels on a guided kayak tour. A peaceful and scenic escape minutes from your Siesta Key stay.
Paddle through shaded mangrove tunnels on a quiet eco-kayak adventure. Great for families and nature lovers near your 4BR stay.
Explore the calm, shallow waters just south of Siesta Key Beach. Ideal for paddleboarding, wading, and spotting marine life.
Experience the energy of Siesta Key's iconic Sunset Drum Circle—dancing, music, and community on the sand every Sunday evening.
Catch your first wave or hone your skills with local surf instructors. Family-friendly surf zones close to your vacation rental.
Soak up the sun on soft white sand with calm, clear waters just steps away. A perfect day by the beach near your Siesta Key rental.
Take a relaxing walk along one of America's top beaches. Shallow surf, white sand, and warm Gulf breezes await near your 4BR stay.
Start your day with beachfront yoga overlooking the Gulf. Free community sessions near your Siesta Key vacation rental.
Explore mangroves and estuaries on a guided paddleboard tour. Spot birds, fish, and maybe even dolphins minutes from your rental.
Dining area just outside kitchen leading to living area with pool view.
Living area spacious and sunny, leading to dining with tropical view.
End your day with a beach bike ride along Siesta Key's shore at sunset. Rentals and paths just minutes from your 4BR vacation home.

Description

The Village Breeze 4BR (REMODELED '25).  No car required!  Two side by side 2BR/2Bath Siesta Key vacation rentals in an enviable location on quiet street, with heated Pool, near Beach, but just 250ft to the world famous Siesta Village. A true favorite of initiated guests, and sure to provide a combination of fun and rejuvenation you won't find in other Siesta Key getaways. *NEW LISTING!! Please read the other Gertrude Rentals reviews. We are very proud of them!


What Guests Love
∙ The Siesta Village – 1-min walk to 25 restaurants in world famous Siesta Village
∙ The Fun – steps to live music, daiquiris, oysters, stone crab, craft beer, ice cream & donuts
∙ Decor – beautifully remodeled thru-out in May 2025
∙ Privacy – two units for the price of one means being together, but also having room to relax
∙ Sunsets – 8-min walk to best sunsets on Siesta Key & 300-degree Gulf views
∙ Exploring - sand dollars, shells, dolphins, occasionally manatees and live conch
∙ Activities - kayak, bike, paddleboard, scooter, golf cart rentals nearby   
∙ No Car Required - you're already where you want to be:)
∙ The Memories - one of a kind Siesta Key experience, the favorite of initiated visitors
∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost


Property Truths
Our front is residential, but the back is alley access for stores. This is the heart of Siesta Village with many nearby shops restaurants stores and attractions.  It won’t be noisy, makes shopping and other activities convenient, but we want you to be aware.


The Beach
Our part of Siesta Key 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 Home
Experience all Siesta Key's top attractions without sacrificing comfort and amenities. Beautifully remodeled thru-out in May 2025 with a heated pool. Perfect for couples and small families looking for the ease and relaxation of beach village living.  Just 1-minute walk to the heart of the Village and shopping dining and live entertainment at 30 establishments!


Bedroom Details
Two side by side units. Each unit has one king bedroom, one queen bedroom, then there is a queen sleeper sofa in the living room. You can sleep 6 people. Need more space? Ask for a neighboring unit!


Possible Siesta Key Itinerary
Wakeup, decide if you will wear shoes today, then head to Sun Garden Café for a Crab Cake Benedict. Theirs is the best and they serve breakfast till 12 so there’s no rush. Eat there Al Fresco, return to the pool, or walk over to the beach and look for dolphins, swim, bike, or just or just go back to sleep. This is a special spot so exploring a little will be worth your while. I like wading out to the sand bar at low tide.  Bike rides on the beach are also amazing.  Bike south to check out Point of Rocks or north and east to Big Pass. I usually skip lunch and have a 3PM happy hour meal at SKOB or the Hub, after drinking my fill I grab a real dinner, then walk back down to the beach to watch the sunset and digest. The sunsets are amazing, it’s what leaf season in the north would be like if it was warm and happened every day.


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
This vacation rental comes with 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
Siesta Key is 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.
 

 
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The Village Breeze 4BR (5116, 5120)

  • 4 Beds |
  • 4 Baths |
  • 12 Guests
  • | 3 Pets
5 7 reviews

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