Title: Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=120640175&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key Beachfront vacation home for sun and fun ## Photo gallery for Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key ![Terrace/patio - Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/121000000/120650000/120640200/120640175/1bb21be8.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/121000000/120650000/120640200/120640175/62b12f58.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/121000000/120650000/120640200/120640175/1449d679.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, fireplace, video games, books - Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/121000000/120650000/120640200/120640175/106f712d.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key (Siesta Key)](https://images.trvl-media.com/lodging/121000000/120650000/120640200/120640175/4f602186.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Crescent Beach is located near Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key, which provides a garden, a playground, and an arcade/game room. Active travelers can enjoy amenities like bicycling and kayaking at this vacation home. Stay connected with free in-room WiFi. ### Entire home 4 bedrooms4 bathrooms3642 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key 🌴 The Original Beach House | Beachfront Home on Siesta Key with Gulf Views + In-Law Suite Why You'll Love This Home Step into the charm of Old Florida with this private 5 Bedroom/4 Bath 3642 square foot beachfront home nestled directly on Siesta Key's legendary Point of Rocks, a diver/snorkeling paradise & marine life habitat on the world-famous Siesta Key Beach. Surrounded by tropical landscaping and panoramic Gulf views, this vintage 1940s beach retreat evokes warmth, nostalgia, and pure coastal serenity. Perfect For Ideal for extended families, friend groups, or multi-generational stays seeking space, privacy, and direct beachfront access just 50 steps from the Gulf. Where You'll Sleep Main House • Bedroom 1 (First Floor): 1 King Bed, Main Floor Full Bath (shower stall), TV • Bedroom 2 (Second Floor): 2 Twin Beds, Hall Full Bath (shower stall), TV • Bedroom 3 - Primary Suite (Second Floor): 1 Queen Bed, Sitting Area, Balcony with Gulf Views, Ensuite Bath (Jetted Tub, Shower Stall, Private Commode, Bidet), TV • Bedroom 4/Den off of Primary Suite (Second Floor): 1 Queen Sofa Bed, Hall Full Bath, Adjacent to Bedrooms • Den (First Floor): 1 Queen Sofa Detached Guest House Suite (Above Garage – Stair Access Required) • Bedroom 5: 1 Queen Bed, Private Full Bath (Shower Stall), Full Kitchenette, 2-seat Table, TV Explore the Area • Direct Private Beachfront Location on Siesta Key's Famed Point of Rocks • Just 3 Blocks to South Siesta Key Village Grocery, Shopping, Restaurants, Cafes, Live Music and Tiki Bars • 2.5 Miles to Siesta Key Village – Local Shops, Live Music, and Coastal Cuisine • 2.7 Miles to Turtle Beach and Kayak Launches • 7 Miles to Downtown Sarasota's Galleries, Museums, and Gardens It has a 100% walkability score for everything you need for a perfect vacation! If you want to explore further, without the hassle of driving, you'll find multiple stops nearby for the free trolley that provides transportation service to the entirety of Siesta Key. You're also just a quick drive or Uber/Lyft (10-15 minutes) to downtown Sarasota for access to the amazing Sarasota Performing Arts scene, and numerous fantastic restaurants, shops, marinas, bars, entertainment, and more. Day trips to iconic Lido Key are only 20 minutes away. Be sure to check out Anna Maria Island, 40 minutes away, as well as the amazing theme parks of Tampa and Orlando that are all just 1-2 hours away! Don't wait—homes on Point of Rocks rarely become available, let alone on the beach, as there are only 4 of them in this private enclave of Siesta Key Beach. Experience historic coastal charm with modern comforts in one of Siesta's most exclusive beachfront locations. 📝 Need to Know: Starter packs of kitchen and toiletry essentials provided for a seamless first couple of nights. Free High-Speed WiFi. This unit has stairs. If any guest has difficulty with stairs, please contact us for alternative accommodations. \*Don't forget to check out our Matterport 3D Tour for this home\* ## Property amenities ### Beach - On the beach ### Internet - Available in the house: Free WiFi ### Parking and transportation - Onsite parking options include a garage ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Kitchen island - Microwave - Oven - Refrigerator - Spices - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 4 bathrooms - Bidet - Jetted bathtub - Shower - Towels provided ### Living spaces - Dining table - Fireplace - Living room - Separate dining area ### Entertainment - Books - Games - Music library - Smart TV with cable/satellite channels - Stereo - Video games - Video library ### Outdoor areas - Balcony - Barbecue grill - Fenced yard - Garden ### Laundry - Laundromat nearby - Washing machine ### Work spaces - Desk - Desk chair - Office ### Comfort - Air conditioning - Heating ### Pets - Service animals only (pets not allowed) ### Suitability/Accessibility - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - In a village - Near a hospital - Near a zoo - Near an outlet shopping mall - Near the bay - Near the marina - Near the ocean - On the waterfront ### Things to do - Arcade/game room - Bicycles - Kayak - Optional golf privileges - Tennis - Water sports equipment - Basketball nearby - Birdwatching nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Parasailing nearby - Sailing nearby - Scuba diving nearby - Snorkeling nearby - Swimming nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher - Deadbolt lock ### General - Bicycles - Garden - Unit size: 3,642 square feet ## Similar properties ![Property grounds](https://images.trvl-media.com/lodging/119000000/118100000/118090200/118090147/fcab2a14.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Upscale Penthouse Condo in the heart of Siesta Key - Penthouse Paradise South Village - Pool - Hot tub - Kitchen - Washer 10 Exceptional 1 review [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=118090147&PinnedHotelID=118090147&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107200000/107197500/107197479/d17c3be7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home with Pool and Waterslide! - Siesta Bliss South Village - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=107197479&PinnedHotelID=107197479&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/106000000/105490000/105480300/105480232/b473ffe1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Waterfront Home, Pool, Waterslide, Games! - Siesta Serenity South Village - Pool - Hot tub - Kitchen - Washer 9.6 Exceptional 10 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=105480232&PinnedHotelID=105480232&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516489/9f3af31e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta |1 min walk to Beach Path | Near Dining, Music, Hammocks & Sunsets Siesta Key - Kitchen - Washer - Dryer - Pet friendly 9.0 Wonderful 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516489&PinnedHotelID=103516489&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516480/391e36d0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! Siesta Key - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 85 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516480&PinnedHotelID=103516480&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516483/e0892e96.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 1 min walk to Beach Path | 4 Min to Dining, Music & Sunsets! Siesta Key - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 116 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516483&PinnedHotelID=103516483&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516499/bda37ba0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! Siesta Key - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 84 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516499&PinnedHotelID=103516499&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516600/103516506/f9214e6a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Low Price Siesta Key - Kitchen - Washer - Dryer - Pet friendly 9.6 Exceptional 71 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516506&PinnedHotelID=103516506&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516477/83c70c82.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets Siesta Key - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516477&PinnedHotelID=103516477&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103520000/103516500/103516470/d1b08041.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Gertrude's Siesta | 8-steps to Beach Path! 4-min Dining & Music! Hammocks, Snorkeling, Sunsets! Siesta Key - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-03&endDate=2026-01-04&selected=103516470&PinnedHotelID=103516470&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in available Minimum check-in age: 26 ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed (service animals are welcome, and are exempt from fees) ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed Onsite parties or group events are strictly prohibited Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as 986250 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.24638%2C-82.53511&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=K44yVxJS5WOpo9B1jTIkd80p1a4=) Siesta Key, FL #### What's nearby - Crescent Beach \- 3 min walk \- 0.3 km - Siesta Key Marina \- 9 min walk \- 0.8 km - Siesta Key Beach \- 17 min walk \- 1.5 km - Gulf Gate Mall \- 4 min drive \- 2.4 km - Lido Beach \- 20 min drive \- 16.5 km #### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 38 min drive #### Restaurants - ‪McDonald's - ‬3 min drive - ‪Captain Curt's Crab & Oyster Bar - ‬12 min walk - ‪Gecko’s - ‬4 min drive - ‪Lenny’z Pizza - ‬10 min walk - ‪Taco Jalisco - ‬4 min drive ## Frequently asked questions ### Is Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key pet-friendly? ### How much is parking? ### What time is check-in at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key? ### What time is check-out at Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key? ### Where is Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Historic Gulf-Front Charm, Gulf Views, House Suite + Direct Beach Access on Siesta Key Reviews