Apartment holiday rentals in Manasota Key

Luxury Apartment in a House Near Siesta

Large modern construction 950 square foot 1 bedroom apartment. Beautifully furnished, efficient apartment attached to the side of the main house. This unit has a private entrance with bright, modern interior and high ceilings. The apartment offers 1 King bed. The full bathroom has a large shower. A Washer and dryer located inside the apartment. Nestled on a quiet street with easy access to Siesta key. Located 1 mile from the Stickney Point bridge with easy access to Siesta Key. Great location!

Cozy and Private Studio Near Downtown & Beaches

Welcome to your private Sarasota retreat! This cozy and well-appointed studio offers everything you need for a comfortable stay—spacious bath, kitchenette, washing machine, WiFi, cable TV, a comfy recliner, work desk, and wall A/C. Step outside to a fenced backyard with a BBQ grill, perfect for relaxing. Enjoy a private entrance and driveway parking. Just 15 minutes from Siesta Key Beach and 10 minutes from downtown, you’re close to shops, dining, and the Legacy Trail. Relax, unwind, and enjoy!

Bungalow across from the Beach!

Welcome to your private island retreat! This charming bungalow is tucked among palms and the natural serenity of the island, offering the perfect balance of comfort and coastal simplicity. Just a short walk takes you to a private beach access, and within minutes you’ll find three public beaches, fantastic restaurants, shops, and grocery stores. Golfing and additional island attractions are only a few minutes further. Listen to sounds of waves while relaxing in the tropical outside sitting area.

Upscale Beachfront 1+BR,Kayaks,SUPs,Pets OK

Cozy/Private 1+ Bedroom Private Waterfront Suite (King and Sleep Sofa) with Kitchen and Full Bath with the Beach literally 5 Steps from your Front Door. This rental is in a quiet residential neighborhood, further away from restaurants and bars. This property is one of the last remaining "Old Florida" regions of the Gulf Coast of Florida, with subtropical rainforest flora and fauna surrounding the property, a hammock waiting for you on the beach, and a dock for fishing or boating 100 yds away.

DolphinCove 5035A Turtle CoveSuper HostSummer $

Unit A sleeps 6 , 1 K suite, 1 Q suite, sleeper couch ,day bed. private deck. 1 flight up a 5 minute walk to our private beach. there is also a free shuttle to Englewood Beach/restaurants & bars. Shopping, golf and Dearborn Street nearby. Info in quest book and guide book. Rebuilt after hurricane Ian in 2024 with new beachy furniture. no damage from Helene & Milton. Brand new patio with sails, lighting and BBQ Ping pong, corn hole, board games, beach toys Free laundry in garage C ,D

2 Bedroom Flat: Downtown Boca Grande:#1

We’ve weathered the storms of Hurricanes Helene and Milton, and now we’re thrilled to welcome you! This beautifully renovated 2-bedroom, 1-bath flat is nestled in the heart of historic Boca Grande on stunning Gasparilla Island. The ground-floor location and a private outdoor sitting area, it’s your perfect island retreat. Steps away from The Temp Restaurant, a 3-minute stroll to the Gasparilla Inn, and only 2 minutes to the beach. Everything you need for an unforgettable vacation awaits!

Siesta Premier Location - The 'Calm of Siesta'

My place is right across the street from Siesta Key beach, family-friendly activities, and nightlife. You’ll love my place because of the location, the ambiance, the outdoors space, and the neighborhood. My place is good for couples, adventurers, business travelers, and families. Walking distance to the village and is at less crowded section of the public beach which equals perfect location!! Updated and beautifully decorated condo with breathtaking view of the beach, You will LOVE it!

Old Florida Charm near Beaches

Take it easy at this unique and tranquil getaway. Florida charm at its finest. Tropical garden setting in an historic home in your own private space. Walking distance to three restaurants including an original landmark restaurant, the Bean Depot. Fishing pier and boat ramp on the Myakka River to the gulf are also nearby. The house was originally owned by the Adams Family, makers of chewing gum ( chicklets and tea berry gum). Beautifully restored older home with lush tropical landscaping.

Starfish 1B | Walk to Gulf Beach | Dog Friendly

Check into Starfish Stays and enjoy a 2-bedroom apartment a short walk from Manasota Key Beach. Bright, clean, and beachy, this unit offers the perfect mix of comfort and coastal charm. ✨ Fully renovated 2-bedroom apartment with pull-out sofa sleeps up to 6 🏖 Steps from the beach with private beach access 🐾 Dog-friendly — your furry friend is welcome! 🏖 Includes beach chairs, towels, and skim boards 🍳 Fully stocked kitchen with pots, pans, dishes, utensils. 🧺 On-site laundry building

Condo w/ Marina and ICW views

This is a little slice of paradise, with amazing marina and water views of the Intercoastal waterways. This location is in the slower more peaceful part of Florida, there is a water taxi that will take you to the island and rum bay bar for $6/person. Englewood beach is not far away either. Activities abound in this area, including kayaking, biking, walking trails, fishing, charters, boat rentals, golfing and many bars and restaurants. And hang out at the community pool.

The Oz Parlor 2.9 mi beach hot tub pool

The Oz Parlor apartment was originally the main house of this whimsical property. It has loads of charm It is a great place to relax and Just Bee... Please note I don’t have cable TV my TVs are wireless I have Netflix and Amazon prime. Located in the Historic District of Englewood a lovely walk to fine restaurants, Indian Mound Park on Lemon Bay and 2.9 miles to Englewood Beach.

The Palms – 3BR Gulffront, Sand & Sunsets

Experience the beauty of Manasota Key from this spacious and newly updated 3-bedroom, 2.5-bath beachfront condo at The Palms. This corner unit sits on the first floor (just above covered parking), offering sweeping Gulf views, natural light throughout, and direct access to the beach, pool, and everything the island center has to offer — all within walking distance.