Holiday rentals in Palm Island

Comfy Siesta Key Condo

Ground floor 2 bedroom 2 bath condo in the heart of Siesta Key. Master suite with recently remodeled en suite bath. King bed in master. 2nd bedroom has a double bed and easy access to the full bath. Enjoy your morning coffee on the lanai before taking the easy walk Siesta Key private beach. Or just walk out the front door and spend the day at pool. Garage is stocked with beach and pool supplies like chairs, toys and a cooler. We have done some recent freshening up with new furniture.

Siesta Beach penthouse w/ Gulf side pool & access!

Luxurious beachfront living with wrap around deck, gulf views and a wet bar with beverage fridge! On 2nd floor of an elevated building which gives you optimal views for sunsets. This is a rare private, quiet 6-unit condo complex located steps to town. Just under 1500 sf condo w/ vaulted, beamed ceilings, fireplace, gourmet kitchen, bar, master suite, spa bathrooms, ocean front balconies and heated pool. Walking distance to town , 25 min to SRQ and 1hour 15 min to RSW and TPA.

Beach Rd, 300ft to Beach Access & 500ft to Village

Known for its quartz sand and crystal clear waters, the beaches of Siesta Keys are ranked No. 2 in the U.S. and No. 9 globally as one of the best travel destinations in 2024. Siesta Key, a barrier island in the Gulf of Mexico, is less than a 30 min drive from SRQ Airport. This vacation rental is one of a few hand-selected options brought to you by Siesta Key Dreams. With Beach and Village walkability, we are confident that this space will cultivate unforgettable memories.

Peaceful waterfront home

Take it easy at this unique and tranquil getaway. Nestled alongside a serene canal, our home is a sanctuary of tranquility and natural beauty. From the moment you step onto the property, you are met with charm and allure that only canal front residence can offer. For those who enjoy outdoor activities, the canal provides a perfect venue for kayaking, fishing and lounging in our cocktail pool and hot tub. Surrounding sliding glass doors opens up to 3 separate patios.

Beach, Village, Dock & Private Pool! One-of-a-kind

Fully Restored Post-Hurricane and Ready to Welcome You!! RCC in Siesta Key is a one-of-a-kind coastal cottage perfectly located between the beach, canal, and village. Enjoy a private heated pool, private dock, and one of the best locations on the island. This 1,500 square foot standalone bungalow has been fully restored with fresh post-hurricane updates. If you want a charming, private beach home with no shared walls and no condo feel, you have found the right place!

The Cottage (In the Country) Cozy, Quiet Retreat

Relax, unwind and unplug at this cozy Old Florida-style country cottage! Here you are away from it all in peaceful bliss... but if you want to go out for dinner, it's an easy drive into town! Located on a beautiful 5 acre plot, this guest home is the perfect spot for your Florida getaway! Just 30 minutes from Siesta Key and 6 minutes from the entrance to Myakka State Park, you can see the best of Florida, both the swamps and the beaches, all in one day!

Modern Escape with Pools Near Sarasota’s Best!

Furnished modern townhome with 2 bedrooms, each with private bath, full kitchen, Smart TV, washer/dryer, and screened lanai. Enjoy a peaceful, family-friendly community with 2 pools, sports courts, trails, lake, and dog park. Pet-friendly (maximum 1 pet up to 55 lbs or 2 small pets up to 20 lbs each). Minutes from Siesta Key, Lido Beach, The Ringling, and more. Safe, quiet, and highly rated,5-star guest reviews highlight comfort, location, and lifestyle.

Beach N Bay 206 by Duncan Real Estate

Welcome to Beach N Bay 206! A honeymooners delight or a couple's retreat! Enjoy a romantic getaway! Don't miss your chance to stay at the North end of Anna Maria Island in the highly desirable village of Anna Maria, one of Coastal Living Magazine's Top 10 Happiest Seaside Towns! Located right in the middle of all that happiness, Beach N Bay is the island vacation cottage duplex that's so tropical and fun, you'll swear you can hear steel drums!

Latitude Adjustment | Waterfront, Walk to Beach!

🦩Exclusive Amenities Include: • Private Heated Pool • Waterfront Views on 2nd & 3rd Story Balconies • 8 Minute Walk to Siesta Key Village • 2 Minute Walk to Siesta Key Beach • 4 Bedrooms (2 Master Bedrooms), 3.5 Baths • 2 King Beds, 1 Queen Bed, 2 Full Beds (Sleeps 10) • 2 Balconies With Seating • Private 2 Car Garage • 2 Kayaks • Gas Grill • Enhanced cleaning protocols provided by our CottageClean Team • Island Shuttle Transportation Available

Walk to Siesta Key Beach 100 feet!

Worth every penny — Siesta Key’s best value! Cozy beach cottage just 100 feet from the beach — just cross the street and you’re there. Walk to restaurants, bars, shops and live music in the Village. No car needed, free parking if you bring one. Perfect spot between the Village and the main Siesta Key Beach entrance. It’s easy to pop back for a break or snack. Safe, easy area with real beach house vibe — perfect for couples or small families!

Flamingo 1BR Beach-side Villa in Siesta Key | Pool

Enjoy a relaxing Siesta Key getaway in this spacious 2-bedroom vacation rental, just a 3-minute walk to the world-famous Siesta Key Beach and steps from Siesta Key Village’s dining, shopping and nightlife. Unwind by the shared pool, enjoy the BBQ area and make use of fast Wi Fi, a dedicated workspace, a full kitchen and free parking. Pet-friendly and perfect for families, couples or small groups seeking sun, comfort and convenience.

2BR Penthouse - Stunning Beach Views on Siesta Key

The stunning vistas of The Jamaica Royale Penthouse welcome you to your dream condo located on the 8th floor, overlooking the magnificent Siesta Key Beach. This fully remodeled and elegantly furnished 2-bedroom, 2-bathroom condo is the perfect getaway for anyone looking to enjoy the beauty of the Gulf Coast.