Siesta Key Luxury Rental Properties

Siesta Key Luxury Rental Properties Offering guests affordable luxury to make their island vacation something other than ordinary. Explore Siesta Key from the comfort of our vacation rentals!
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Siesta Key with kids 🌴☀️A family getaway doesn't have to mean a packed itinerary. Some of the best moments are the simpl...
08/26/2026

Siesta Key with kids 🌴☀️

A family getaway doesn't have to mean a packed itinerary. Some of the best moments are the simple ones - building sandcastles, chasing waves, picking out a favorite ice cream, and letting the kids enjoy the freedom of being on vacation.

From beach days to little island treats, Siesta Key makes it easy to create a getaway they'll remember long after you head home. 💛

Save this guide for your next family trip to Siesta Key.

DOS CASITAS RETREAT 🌴Looking for a Siesta Key stay with a little more space? Dos Casitas Retreat brings together two sid...
08/24/2026

DOS CASITAS RETREAT 🌴

Looking for a Siesta Key stay with a little more space? Dos Casitas Retreat brings together two side-by-side homes, each with its own private entrance, living area, and kitchen - making it an easy fit for families or friends traveling together.

Spend your days at Siesta Key Beach, then come back to the shared outdoor patio and grill area for an evening together. With two full kitchens and two living spaces, you can enjoy time together while still having your own space to unwind.

Highlights:
🏡 Private duplex rented together
🛏️ 4 bedrooms / 2 bathrooms
🍳 2 full kitchens & 2 living spaces
🏖️ Short walk or drive to Siesta Key Beach
🛍️ Close to Siesta Key Village dining & shopping
🐾 Pet-friendly with host approval
🔥 Outdoor patio & grill area

Ready to plan your next group getaway?

Explore Dos Casitas Retreat: https://tinyurl.com/2t45fmh8

Make room for the moments that matter. 🌴The best vacation memories aren't always the big adventures. Sometimes, they're ...
08/21/2026

Make room for the moments that matter. 🌴

The best vacation memories aren't always the big adventures. Sometimes, they're the simple moments - kids splashing in the pool, lingering by the water, sharing a meal, or simply enjoying time together without anywhere else to be.

A Siesta Key getaway gives everyone a little more room to slow down, reconnect, and make memories that last long after the vacation ends. ☀️

Make space for more time together. Make it Siesta Key.

08/13/2026

OUT OF OFFICE HAS NEVER LOOKED SO GOOD. ☀️🌴

No emails. No schedules. No rushing from one thing to the next.

Just pool days, big smiles, and the kind of vacation moments kids will remember long after the bags are unpacked. 💦

Because sometimes, the best part of getting away is simply having time to enjoy being together.

Your Siesta Key getaway is waiting.

The Midnight Turtle 🐢🌴A private pool, deeded beach access, and plenty of space to settle into island time - The Midnight...
08/12/2026

The Midnight Turtle 🐢🌴

A private pool, deeded beach access, and plenty of space to settle into island time - The Midnight Turtle brings together the best of a Siesta Key getaway in one beautifully refreshed retreat.

Spend your mornings by the pool, head to the beach with easy access, and come back to a comfortable space designed for relaxing together.

Highlights:
🏖️ Private deeded beach access
🏊 Private pool
🛏️ 4 bedrooms / 3 bathrooms
🌴 Screened balconies
✨ Recently refreshed
📍 Located in Tortoise Estates

Ready to plan your Siesta Key escape?

Explore The Midnight Turtle: https://tinyurl.com/rwvssj6v

Alfresco living, Siesta Key style. ☀️🌴At Blue Paradise, some of the best vacation moments happen outside. Gather around ...
08/10/2026

Alfresco living, Siesta Key style. ☀️🌴

At Blue Paradise, some of the best vacation moments happen outside. Gather around the outdoor dining area for a meal, pour a drink at the built-in bar, take a dip in the saltwater pool, or settle in for an evening under the Siesta Key sky.

With six bedrooms, plenty of space to gather, and the beach just a two-minute walk away, Blue Paradise makes it easy to spend your days exactly how vacation should feel - together, outdoors, and nowhere else to be.

Highlights:
🏝️ 2-minute walk to Siesta Key Beach
🏊 Private saltwater pool & in-ground spa
🍹 Outdoor bar & dining area
🔥 BBQ grill
🌅 Rooftop deck
⛳ 3-hole putting green
📍 3-minute walk to Siesta Key Village

Ready to make outdoor living part of your next getaway?
Explore Blue Paradise: https://tinyurl.com/3rrx3429

There’s more to Siesta Key than its world-famous shoreline. 🌴When you’re ready for a break from the beach, spend the day...
08/05/2026

There’s more to Siesta Key than its world-famous shoreline. 🌴

When you’re ready for a break from the beach, spend the day exploring Siesta Key Village, browse local boutiques, get out on the water, enjoy fresh local flavors, or stay out a little later for live music and island nightlife.

Save this guide for your next Siesta Key getaway, and make time to experience a little more of the island. ✨

Sunshine on Siesta is designed for vacations that are better together. With four bedrooms, plenty of room to gather, and...
08/04/2026

Sunshine on Siesta is designed for vacations that are better together. With four bedrooms, plenty of room to gather, and private beach access just a short walk away, it's the perfect setting for family reunions, group getaways, or memorable beach escapes with friends.

Recently refreshed and thoughtfully designed, this coastal retreat lets everyone enjoy time together while still having space to relax. Spend your days on Siesta Beach, cool off in the shared pool, or unwind around the shared fire pit after sunset.

Highlights:
☀️ Spacious 4-bedroom, 2-bath retreat
🏖️ Private beach access (5-minute walk)
👨‍👩‍👧‍👦 Sleeps up to 8 guests
🏊 Shared pool just a 2-minute walk away
🪑 Beach chairs & beach cart included
🐾 Pet-friendly with host approval

Ready to plan your next Siesta Key getaway?

Learn more and book your stay: https://tinyurl.com/8j7y4ad6

07/31/2026

Some weekends are meant for slowing down. 🌊

Picture yourself strolling along Siesta Key’s sugar-white sand, listening to the waves, soaking up the sunshine, and watching the sky transform at sunset. Sometimes, the best getaway is simply taking time to enjoy where you are.🏖️

Save this Reel for a little vacation inspiration - and when you’re ready, start planning your Siesta Key escape.

Luxury Made Effortless.🤩

07/30/2026

Sometimes the best plans start with a simple idea: let’s get away. ✨🏖️

Trade busy schedules for beach walks, slow mornings, poolside afternoons, and sunsets that remind you to pause. Whether you’re planning a quick weekend escape or extending your stay, Siesta Key is the perfect place to recharge.

Luxury Made Effortless.

Ready for your next weekend escape? Start planning your Siesta Key getaway through the link in our bio.

Address

5111 Ocean Boulevard Suite B, C & D
Siesta Key, FL
34242

Opening Hours

Monday 9am - 6pm
Tuesday 9am - 6pm
Wednesday 9am - 6pm
Thursday 9am - 6pm
Friday 9am - 6pm
Saturday 9am - 6pm
Sunday 9am - 6pm

Telephone

(941) 349-1125

Website

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