Ocean view living area in Siesta Key vacation rental near the beach.
12 steps to beach access in Siesta Key.
King master bath sunny, with en-suite bath and tropical view.
Explore Siesta Key with ease using our complimentary guest bicycles.
Enjoy free use of kayaks and paddleboards during your stay.
Spacious game room featuring a full-size ping pong table, comfy seating, and a relaxed coastal vibe.
Bright and airy living area with large windows, and a smart TV.
Gertrude - One name, numerous possibilities!
Enjoy soft white sand and turquoise water just steps from the property—only a 1-minute walk to the beach path.
Living area open and sunny.
Dining table for two.
Cozy reading nook, perfect for coffee and reading with ocean view.
Living area with kitchenette.
Queen bedroom sunny, with en-suite bath and window looking out to sunshine.
Bath en-suite with step-in shower.
Easy step-in shower.
Kitchenette with coffee station and mini fridge.
Wave accent wall in coastal living area.
Dining area for 20 just outside game room perfect for big groups.
Family fun in spacious game room with a full-size ping pong table, ample seating, and bright coastal style.
Play and relax in the spacious game room featuring a full-size ping pong table, plenty of seating, and natural light.
Dining area with coffee nook just outside ping-pong room.
Coffee nook bright and airy with view of Tiki hut.
Coffee nook leading to dining area for up to 20.
Alfresco dining area with view of Siesta Key Beach Access 10.
Sunny tropical outdoor area with free trolley nearby.
Tropical private seating with sun-sail-shades, perfect for lounging.
Private outdoor seating across from Siesta Key Beach Access 10.
Shaded picnic area with a view of Beach Access.
Tiki hut and outdoor dining under tropical plants.
Picnic tables and tiki hut with shaded seating create a cozy spot for outdoor meals and family time.
Convenient storage area with beach chairs, floats, and gear ready for your beach adventures.
Shaded outdoor hammocks, perfect for relaxing after a day at the beach.
Welcoming entry with bright coastal decor, setting the tone for a relaxing beach stay.
Sunset over seating area across from Beach access.
12 steps to beach access, 9 -minute walk to village shopping and dining.
Enjoy the lively Siesta Key Village scene with restaurants, tiki bars, and entertainment just a short walk away.
The Oceanside - a Gertrude Rentals property!
End your day with breathtaking Gulf Coast sunsets—just a short walk from the property.
Enjoy laid-back dining and drinks at Siesta Key's popular tiki bars, only minutes away.
Famous for its powdery white sand and turquoise waters, Siesta Key Beach is perfect for relaxing, swimming, and family fun.
Swim and relax in the calm, turquoise waters of world-famous Siesta Key Beach—just a short walk from the property.
Explore Siesta Key Village, filled with beachfront restaurants, tiki bars, and nightlife—all within walking distance.
Enjoy boating, fishing, and water activities along the Gulf Coast—just minutes from your Siesta Key rental.
Experience the vibrant flavors of Siesta Key at local favorites like Daiquiri Deck, perfect for casual dining and drinks.
SKOB in Siesta Key Village serves fresh oysters, live music, and fun vibes.
Enjoy hot mini donuts and soft-serve at this Siesta Key favorite.
Daiquiri Deck: famous frozen daiquiris and a laid-back Siesta Key vibe.
Walk to Siesta Key Village for dining, tiki bars, and nightlife.
Explore Siesta Key Village, just minutes away, offering shops, dining, live music, and a lively beach town atmosphere.
Enjoy wide white sand, lifeguards, and volleyball at Siesta Key's main beach.
Kick back on the world's finest white sand while enjoying stunning Gulf views at Siesta Key Beach.
Perfect for families, the calm shallow waters of Siesta Key Beach are ideal for swimming and wading.
Dine outdoors with seafood and music at The Hub Baja Grill in Siesta Key.
Perfect for swimming and wading, Siesta Key's shallow waters sparkle under the Florida sun.
Spot local wildlife like seagulls along the soft white sands of Siesta Key Beach.
Lounge in a beach chair and enjoy turquoise waters and powdery sand just steps from your rental.
Spend the day boating and relaxing at the popular Siesta Key sandbar, a favorite gathering spot on the water.
Explore Siesta Key's calm, turquoise waters by kayak—perfect for a peaceful outdoor adventure.
Enjoy a scenic bike ride along the beach, a fun way to explore Siesta Key's shoreline.
Take in breathtaking Gulf Coast sunsets, a highlight of every evening on Siesta Key.
Experience the famous Siesta Key Drum Circle, a lively gathering of music, dance, and community held weekly at sunset.
Cool off in the calm, turquoise waters of Siesta Key Beach—perfect for swimming and floating.
Relax on quiet sections of Siesta Key Beach, offering soft sand and gentle waves.
Soak up stunning views of Siesta Key's emerald coastline.
Try paddleboarding on Siesta Key's calm waters—fun for families, beginners, and adventure seekers alike.
Enjoy unforgettable moments spotting dolphins on a Siesta Key boat tour through the Gulf waters.
Join the famous Siesta Key Drum Circle, a lively community gathering of music and dance held weekly on the beach.
Experience the energy of the Siesta Key Drum Circle, where locals and visitors gather to dance, play drums, and celebrate the sunset.
Families love the safe, shallow waters and soft white sand of Siesta Key Beach.
Spot playful dolphins jumping in the Gulf during boat tours and coastal adventures.
Enjoy a peaceful beach day on Siesta Key's wide, sandy shoreline with stunning Gulf views.
Take in the breathtaking Gulf sunset while biking along the beach for a perfect evening.
A classic view of Siesta Key Beach with its iconic soft sand and Gulf waters, perfect for a beach day.
Enjoy the calm, transparent waters of Siesta Key—ideal for swimming, snorkeling, and wading.
Relax and explore the wide, white-sand shoreline of Siesta Key Beach, one of the world's best beaches.
Stunning aerial view of Siesta Key's sandbar and turquoise Gulf waters, a favorite spot for beachgoers.
Paddle through Siesta Key's calm waters and explore scenic mangroves for a relaxing adventure.
Discover hidden mangrove tunnels by kayak, a peaceful way to experience Siesta Key's natural beauty.
Enjoy the shallow, crystal-clear Gulf waters—perfect for wading, swimming, and soaking in the sun.
A lively crowd gathers at the famous Siesta Key Drum Circle for music, dancing, and unforgettable sunsets.
Catch the waves and enjoy fun surfing adventures along Siesta Key's warm Gulf waters.
Lounge in the sun and take in stunning ocean views on Siesta Key's famous white sand.
Stroll along the soft, white sands and soak up the relaxed coastal atmosphere.
Start your day with oceanfront yoga on Siesta Key Beach, a perfect mix of wellness and paradise.
Explore the calm waters of Siesta Key with friends on a paddleboarding adventure, perfect for fun and relaxation under the Florida sun.
Ocean view living area in Siesta Key vacation rental near the beach.
12 steps to beach access in Siesta Key.
King master bath sunny, with en-suite bath and tropical view.
Explore Siesta Key with ease using our complimentary guest bicycles.
Enjoy free use of kayaks and paddleboards during your stay.
Spacious game room featuring a full-size ping pong table, comfy seating, and a relaxed coastal vibe.
Bright and airy living area with large windows, and a smart TV.
Gertrude - One name, numerous possibilities!
Enjoy soft white sand and turquoise water just steps from the property—only a 1-minute walk to the beach path.
Living area open and sunny.
Dining table for two.
Cozy reading nook, perfect for coffee and reading with ocean view.
Living area with kitchenette.
Queen bedroom sunny, with en-suite bath and window looking out to sunshine.
Bath en-suite with step-in shower.
Easy step-in shower.
Kitchenette with coffee station and mini fridge.
Wave accent wall in coastal living area.
Dining area for 20 just outside game room perfect for big groups.
Family fun in spacious game room with a full-size ping pong table, ample seating, and bright coastal style.
Play and relax in the spacious game room featuring a full-size ping pong table, plenty of seating, and natural light.
Dining area with coffee nook just outside ping-pong room.
Coffee nook bright and airy with view of Tiki hut.
Coffee nook leading to dining area for up to 20.
Alfresco dining area with view of Siesta Key Beach Access 10.
Sunny tropical outdoor area with free trolley nearby.
Tropical private seating with sun-sail-shades, perfect for lounging.
Private outdoor seating across from Siesta Key Beach Access 10.
Shaded picnic area with a view of Beach Access.
Tiki hut and outdoor dining under tropical plants.
Picnic tables and tiki hut with shaded seating create a cozy spot for outdoor meals and family time.
Convenient storage area with beach chairs, floats, and gear ready for your beach adventures.
Shaded outdoor hammocks, perfect for relaxing after a day at the beach.
Welcoming entry with bright coastal decor, setting the tone for a relaxing beach stay.
Sunset over seating area across from Beach access.
12 steps to beach access, 9 -minute walk to village shopping and dining.
Enjoy the lively Siesta Key Village scene with restaurants, tiki bars, and entertainment just a short walk away.
The Oceanside - a Gertrude Rentals property!
End your day with breathtaking Gulf Coast sunsets—just a short walk from the property.
Enjoy laid-back dining and drinks at Siesta Key's popular tiki bars, only minutes away.
Famous for its powdery white sand and turquoise waters, Siesta Key Beach is perfect for relaxing, swimming, and family fun.
Swim and relax in the calm, turquoise waters of world-famous Siesta Key Beach—just a short walk from the property.
Explore Siesta Key Village, filled with beachfront restaurants, tiki bars, and nightlife—all within walking distance.
Enjoy boating, fishing, and water activities along the Gulf Coast—just minutes from your Siesta Key rental.
Experience the vibrant flavors of Siesta Key at local favorites like Daiquiri Deck, perfect for casual dining and drinks.
SKOB in Siesta Key Village serves fresh oysters, live music, and fun vibes.
Enjoy hot mini donuts and soft-serve at this Siesta Key favorite.
Daiquiri Deck: famous frozen daiquiris and a laid-back Siesta Key vibe.
Walk to Siesta Key Village for dining, tiki bars, and nightlife.
Explore Siesta Key Village, just minutes away, offering shops, dining, live music, and a lively beach town atmosphere.
Enjoy wide white sand, lifeguards, and volleyball at Siesta Key's main beach.
Kick back on the world's finest white sand while enjoying stunning Gulf views at Siesta Key Beach.
Perfect for families, the calm shallow waters of Siesta Key Beach are ideal for swimming and wading.
Dine outdoors with seafood and music at The Hub Baja Grill in Siesta Key.
Perfect for swimming and wading, Siesta Key's shallow waters sparkle under the Florida sun.
Spot local wildlife like seagulls along the soft white sands of Siesta Key Beach.
Lounge in a beach chair and enjoy turquoise waters and powdery sand just steps from your rental.
Spend the day boating and relaxing at the popular Siesta Key sandbar, a favorite gathering spot on the water.
Explore Siesta Key's calm, turquoise waters by kayak—perfect for a peaceful outdoor adventure.
Enjoy a scenic bike ride along the beach, a fun way to explore Siesta Key's shoreline.
Take in breathtaking Gulf Coast sunsets, a highlight of every evening on Siesta Key.
Experience the famous Siesta Key Drum Circle, a lively gathering of music, dance, and community held weekly at sunset.
Cool off in the calm, turquoise waters of Siesta Key Beach—perfect for swimming and floating.
Relax on quiet sections of Siesta Key Beach, offering soft sand and gentle waves.
Soak up stunning views of Siesta Key's emerald coastline.
Try paddleboarding on Siesta Key's calm waters—fun for families, beginners, and adventure seekers alike.
Enjoy unforgettable moments spotting dolphins on a Siesta Key boat tour through the Gulf waters.
Join the famous Siesta Key Drum Circle, a lively community gathering of music and dance held weekly on the beach.
Experience the energy of the Siesta Key Drum Circle, where locals and visitors gather to dance, play drums, and celebrate the sunset.
Families love the safe, shallow waters and soft white sand of Siesta Key Beach.
Spot playful dolphins jumping in the Gulf during boat tours and coastal adventures.
Enjoy a peaceful beach day on Siesta Key's wide, sandy shoreline with stunning Gulf views.
Take in the breathtaking Gulf sunset while biking along the beach for a perfect evening.
A classic view of Siesta Key Beach with its iconic soft sand and Gulf waters, perfect for a beach day.
Enjoy the calm, transparent waters of Siesta Key—ideal for swimming, snorkeling, and wading.
Relax and explore the wide, white-sand shoreline of Siesta Key Beach, one of the world's best beaches.
Stunning aerial view of Siesta Key's sandbar and turquoise Gulf waters, a favorite spot for beachgoers.
Paddle through Siesta Key's calm waters and explore scenic mangroves for a relaxing adventure.
Discover hidden mangrove tunnels by kayak, a peaceful way to experience Siesta Key's natural beauty.
Enjoy the shallow, crystal-clear Gulf waters—perfect for wading, swimming, and soaking in the sun.
A lively crowd gathers at the famous Siesta Key Drum Circle for music, dancing, and unforgettable sunsets.
Catch the waves and enjoy fun surfing adventures along Siesta Key's warm Gulf waters.
Lounge in the sun and take in stunning ocean views on Siesta Key's famous white sand.
Stroll along the soft, white sands and soak up the relaxed coastal atmosphere.
Start your day with oceanfront yoga on Siesta Key Beach, a perfect mix of wellness and paradise.
Explore the calm waters of Siesta Key with friends on a paddleboarding adventure, perfect for fun and relaxation under the Florida sun.

Description

 
 
The Oceanside 603
Large king bedroom Siesta Key vacation rental, perfectly located 12-steps to island’s best beach access! 3-min by trolley or bike (10-min walk) to Siesta Village. Remodeled in 2025. No neighbors above or below.  Free, bikes, and paddle boards. Communal lounging, alfresco dining, ping-pong, and Tiki bar below. Perfect for couples looking to relax, explore and repeat. Book your Siesta Key getaway direct now!


What Guests Love
∙ Beaches – 11-step walk to calm clear water at award winning Siesta Key beach
∙ Relaxing – quieter spacious 1BR plus communal spaces
∙ Activities – free bikes and paddleboards provided, scooter and golf cart rentals nearby   
∙ Extra Spaces –ping pong room, alfresco dining-lounging, tiki bar in the back
∙ Sunsets –walk 30-seconds to North America's best sunsets and whatever comes next
∙ 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's top attractions and guaranteed fun for all
∙ Island Trolley – picks up out front, free of charge to all attractions and drinks welcome
∙ Price - this Siesta Key vacation rental listing is direct with the manager and is the guaranteed lowest cost


The Beach
This Siesta Key vacation rental is across the street from one of the quieter and more private on the island.  This beach access has no parking available and is only used by properties in the neighborhood. The water here is shallow clear and calm with white quartz-sand tide-pools perfect for sleeping drinking or playing.  A livelier beach scene with food, drinks and even a weekend drum circle is accessible a 5-to-10-minute walk south on the beach.


The Home
This generously sized 1BR vacation rental was remodeled in 2025 and is a uniquely quiet option. While Siesta Key 1BR rentals are exclusively condos, hotels and multifamily units, our property has just two other units and your 1BR doesn’t share a wall ceiling or floor with any of its neighbors.   Common areas available to you include the ping-pong room, tiki bar, alfresco dining, and usually cornhole.  Set on the Southern edge of Siesta Village and surrounded by tropical plants.  Just 10-second walk to top beaches, and 3-minute golf cart or trolly ride (10-minute walk) to restaurants and the best fresh oysters, seafood, tropical drinks, ice cream, entertainment, and even gourmet donuts on the island.


Bedroom Details
This oceanside is one staircase up and quieter than most 1BR rentals.  There is one king bedroom, and a queen sleeper in the living area. Need more space? We can get you an additional unit 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.


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.


What to Bring
Siesta Key is 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.


History – There’s no public parking in this area so, even though this is a gorgeous beach, it ends up being a little more private than most.  When I was a kid growing up on Siesta Key, this beach access was called “Palm Island” and named after the island of the same name right at the end of the street. The island has a small bridge going to it and is literally a “heart shaped” island within the island of Siesta Key.  When I was younger this was our lovers lane and, for me, it’s still the spot to fall in love or rekindle an old flame.  


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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Oceanside 1BR (603 #1)

  • 1 Bed |
  • 1 Bath |
  • 4 Guests
  • | 2 Pets
5 31 reviews

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