Vacation rentals in Palm Island

FlipFlopsOn III • ½ Mile Siesta Key • Walk to Bay

Experience life 4 blocks from the Gulf, ½ mile to Siesta Key — America’s #1 Beach. Effortless access to Siesta’s white sand beaches, Sarasota’s dining/arts scene, St. Armand’s & Gulf Coast adventure! 2BR boutique bungalow • Sleeps 6 • 4 beds In Sarasota’s coveted ‘West of Trail’ Coastal District — marble chef kitchen, beach gear, Smart TVs, spa bath, laundry, fast Wi-Fi. Grill lobster under stars, unwind in your tropical garden & walk palm-lined lanes to cafés & glorious waterfront sunsets.

Private Pool - Walk to Siesta Key Beach & Village!

✨ Private Pool Oasis – 2 Blocks to Siesta Key Beach! ✨ Escape to island living at its best in this 3BR/2BA Siesta Key retreat - just a quick stroll to the #1 beach in the U.S. and a short walk to the Village’s shops, dining, and nightlife. Enjoy your completely private pool, sunny patio with loungers, and peaceful canal views. Inside, relax with fast Wi-Fi, Smart TVs, and spacious sleeping for 6. With a 3-car driveway and keyless entry, your beach getaway is effortless from start to finish.

Modern 4BR Home *Heated Pool & Spa*

Discover elegance in this centrally located Sarasota gem, featuring four bedrooms and two bathrooms to accommodate up to eight guests. Enjoy a laid-back vibe while lounging at Sarasota's beaches or immersing yourself in local attractions. Siesta Beach and Lido Beach are within easy reach at 7.6 and 6.4 miles respectively. Rest easy knowing commitment to cleanliness aligns with your travel priorities. Your serene vacation awaits in this beautifully adorned home. *Brand new pool* VR24-00265

Beach Bliss: Open Tomm & Mon $150/nt + Fees!

This sublime oceanfront studio condo is directly on the pristine white sands and serene blue waters of the Gulf of Mexico in Longboat Key, Florida! On the ground floor, overlooking the heated pool and ocean, this dreamy studio is optimal for sunset viewing from a private lanai. Take a 30-second walk to the pool and secluded beach. Enjoy a relaxing vacation at our peaceful condo at The Beach at Longboat Key Resort! To see all four of our listings, click on my Host photo and scroll down...!

Gulf Front! Sunset Deck! + Walk to Bridge St Pier!

🌊🏄Welcome to The Surof House - where panoramic views of the Gulf of Mexico welcome you from almost every corner! 🏖️Experience the ultimate beachfront retreat at this unique & stunning property nestled across from one of the top beaches in the world. A perfect blend of luxury, comfort, & unparalleled views awaites. With an upstairs loft featuring 3 single beds & 2 downstairs rooms with king beds, it's an ideal getaway for families, friends, or anyone seeking a slice of paradise.

Luxury Canal-Front Home + Heated Pool Near Beach

This is a thoughtfully renovated canal-front residence near Siesta Beach. A private pool and screened patio offer a refined and tranquil retreat with direct canal views. Bright interiors and carefully curated details create an atmosphere of timeless, understated luxury. Just an 8-minute walk from the world-famous beach, yet surrounded by complete peace and privacy. This home is designed for guests who appreciate discreet luxury and elevated comfort.

Beachfront House w/ Private Access & Gulf Views

Stay in luxury just steps from Siesta Key Beach, voted the **#1 Beach in the USA**, with direct beach access from your backyard. Perfectly located between Siesta Key Village and the Siesta Key Beach, you can walk to award-winning restaurants, boutique shopping, live music, and vibrant nightlife. Beautifully appointed with upscale finishes and modern comforts, this is the perfect retreat for an unforgettable Gulf Coast getaway.

Walk To Siesta Key Beach & Village ; Renovated 2BR

Enjoy the best of Siesta Key without the crowds. This recently fully renovated 2 bedroom/1 bathroom home puts you just a short 10 min walk to the beach and SK village or few min by car, golf cart or bike. While close the village, the property is on a quiet street with personal private dock to use kayaks or even rent a boat for your time. Enjoy 2 free bikes day rental with booking! Minimum age for renting is 25 years old.

Your DreamOasisAwaits: SiestaKeyEscape with Pool!

Welcome to your dream oasis near the world-famous Siesta Key! ✨ This immaculate 2BD/2BA home is a true coastal gem, offering a serene retreat with stylish design and luxurious amenities. Just 1 mile from the sugar-white sands of Siesta Key Beach, this home provides the perfect blend of comfort and convenience—an ideal spot to embrace relaxed Florida living at its finest. 🌴

Last MIN AUG Sarasota #1 Luxury Villa! PRIV BEACH!

BOOK 2025 NOW, and stay in Style magazines exclusive beachfront gem! This property OWNS THE BEACH!! UNIQUE PRIVATE POOL & BEACH combo is HEAVEN! Private ELEVATOR! 32,000/gl FREEFORM POOL, with 4 WATERFALLS, HOT GROTTO with HOT falls! NEW BBQ PIT AREA, BIKES, KAYAKS, and PADDLEBOARDS! WRAPAROUND BALCONY, CHEF kitchen. Hosted CELEBS! SHOPPING, FINE DINING, watch our VIDEOS!

Lovebirds’ Retreat | Steps to Siesta Key Beach

Romantic Honeymoon Suite 💕 Steps from Siesta Key Beach, this 1BR/2BA townhouse is perfect for two. Enjoy 2 balconies with sunset views of the beach, pool & gardens, central AC, and a heated lagoon-style pool for dreamy evening swims. Max 4 guests. Complimentary Wi-Fi, beach chairs & parking for 1 car make this the ultimate couples’ escape.

1 Bed Cottage, Full Remodel, Beach Access #7, Walk

We have completely remodeled “The Siesta Key Beach Cottage” after hurricanes Helene and Milton. We have 2 AC units to keep you cool during the summer. Walk out the front door and walk across the street to beach access #7 and you are on the white powder Beach of Siesta Key. Pets are not allowed at this unit.