Title: 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life Waterfront holiday home with private pool and kitchen ![A heated pool](https://images.trvl-media.com/lodging/30000000/29870000/29863100/29863096/311c7fa5.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/30000000/29870000/29863100/29863096/8cc9f210.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/30000000/29870000/29863100/29863096/4daaab48.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV, DVD player, ping pong](https://images.trvl-media.com/lodging/30000000/29870000/29863100/29863096/d2459fde.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/30000000/29870000/29863100/29863096/0ec28dc5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Welcome to 5 O'Clock Somewhere, a beachside retreat located two blocks from the beach and on a canal. Unwind in this tranquil oasis with its private heated pool and spa, cabana room with lounge furniture and TV, outdoor shower, gas grill, ping pong table. Enjoy all of the comforts of home including washer & dryer plus complimentary WIFI. 7.8 Good ### Entire home 4 bedrooms2 bathroomsSleeps 82800 sq ft ## Popular amenities - Parking available - Dryer - Pet-friendly - Washer - Pool - Barbecue grill ## 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. ### 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life 5 O'Clock Somewhere by Anna Maria Life Vacation Rentals 216 Chilson, Anna Maria, FL 34216 What You'll Love About This Home: Location! 2 Blocks to the Beach & On a Canal! 4 Bedrooms / 2 Bathrooms 1 King, 2 Queens, Queen over Queen Bunkbeds Private Heated Pool & Spa Pool Loungers & Umbrellas Poolside Cabana Room with Lounge Furniture, Dining Table & TV Outdoor Shower Gas Grill Elevator (see notes about deposit) Private Boat Dock (boat lift is not available) Ping Pong Table Professional Linen Service, Washer & Dryer Complimentary WIFI Dog Friendly - with pet fee - see info below Beach Towels, Beach Chairs, Beach Wagon Parking for 4 Cars Details: Located two blocks from the beach and on a canal with a boat dock, 5 O'Clock Somewhere offers the ultimate relaxation amongst the natural beauty of Anna Maria Island! The main living area on the second level features an open kitchen with a wine fridge and breakfast nook providing plenty of space to make your favorite meals. The dining table seats eight with additional seating at the kitchen island. Patio doors to a furnished verandah fill the rooms with sunshine. Unwind on one of the cushy sofas or flip on the TV while you cook breakfast in the morning. Three of the bedrooms are located on this level; two with queen beds and the third with a set of queen over queen bunkbeds. The third floor is home to the master bedroom which features a king size bed, ensuite bathroom and private deck overlooking the pool and canal. Each bedroom has a TV and guests will enjoy crisp sheets and fluffy towels from our professional linen service. Your guests will stay connected with complimentary WIFI and enjoy all of the comforts of home, including a washer and dryer. The pool level features an indoor cabana room, furnished with lounge seating, TV and dining table for six. Guests will enjoy the ping pong table. Step outside into the lush backyard with a private heated pool and jacuzzi. Other highlights include a grill, pool loungers, and canal views. An outdoor shower with hot and cold water allows you to rinse the sand from your suit before entering the pool. Bring the boat! The boat dock is available for your boat and you're just minutes away from the open waters of Bimini and Tampa Bay! (Please note the boat lift is not available.) If you would like use of the elevator, please contact our office A $500 fully refundable security deposit is required. 5 O'Clock Somewhere is a dog friendly home! If you have added a pet to your reservation under the number of pets, the fee of $150 per dog plus tax has been added to your reservation total. Please note, there is a 2-dog limit 5 O'Clock Somewhere is easy walking distance to Gulf Ave, restaurants, and the free island trolley, which travels the entire length of the 7 miles of the island. Hop on and off at your leisure and explore shopping, dining and the beaches. The perfect location for your next beach vacation! Bedroom 1 - King Bed, Ensuite Bathroom, TV - Floor 3 Bedroom 2 - Queen Bed, TV - Floor 2 Bedroom 3 - Queen Bed, TV - Floor 2 Bedroom 4 - Queen over Queen Bunkbeds, TV - Floor 2 Please note: Elevator is available with a $500 fully refundable security deposit. Please contact our office. Boat Lift is not for guest use. Amenities are subject to change. DISCLAIMER: Depth of the canals and channels vary depending on tides, weather, and other circumstances beyond our control. At times this can result in a water level that is too low to support watercraft. It is the responsibility of the guest to review forecasts and make alternate arrangements for watercraft as necessary. You are vacationing in a residential area. Please be a good neighbor by keeping the noise to a respectful level during the day and night. Excessive and unreasonable noise can deprive neighbors of the peaceful enjoyment of their private property. VR18-000132 IMPORTANT INFORMATION: Your booking is with Anna Maria Life Vacation Rentals. We will send you check-in instructions 14 days prior to your arrival date. We will send you our rental agreement in an electronic signature document. Please review and return to us by following the instructions. \*\* Your signed rental agreement must be returned in order to receive your check-in details. VRBO BOOKINGS Anna Maria Life Vacation Rentals will charge your credit card for your deposit payment. You will also see a separate charge by VRBO for their service fee. Your final balance is due 60 days prior to your arrival date. We will send you a final payment reminder 90 days prior to arrival. We do not automatically charge your card for your final balance. The instructions for making your final payment will be included in your final payment reminder. Please review the cancellation policy prior to booking. GOOGLE VACATION RENTAL BOOKINGS Your payment is due in full at the time of booking and the final balance information above does not apply to your reservation. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Heated pool - Private pool ### Internet - Available in the house: Free WiFi ### Parking and transport - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Kitchen island - Microwave - Oven - Refrigerator - Toaster ### Dining - Dining table ### Bedrooms - 4 bedrooms - Bedsheets provided ### Bathroom - 2 bathrooms - Bathtub - Bathtub or shower - Hair dryer - Shower - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - DVD player - Smart TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill - Dock - Garden ### Laundry - Laundry facilities - Washer/dryer ### Comfort - Air conditioning - Heating ### Pets - Pet friendly ### Suitability/Accessibility - Lift - Smoke-free property ### Services and conveniences - Iron/ironing board - Phone ### Location highlights - Near a health/beauty spa - Near a hospital - Near a zoo - Near an outlet shopping centre - Near the bay - Near the marina - Near the sea - On the waterfront ### Things to do - Arcade/game room - Golf - Heated pool - Table tennis - Water park - Basketball nearby - Birdwatching nearby - Casino nearby - Ecotours nearby - Fishing nearby - Golfing nearby - Hiking/biking trails nearby - Horseback riding nearby - Jet skiing nearby - Kayaking nearby - Motor boating nearby - Mountain biking nearby - Parasailing nearby - Rafting nearby - Sailing nearby - Scuba diving nearby - Snorkelling nearby - Surfing/bodyboarding nearby - Swimming nearby - Theme park nearby - Water skiing nearby - Water tubing nearby - Wildlife walks nearby - Windsurfing nearby - Winery tours 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) - Fire extinguisher - Deadbolt lock ### General - Garden - Unit size: 2,800 square feet ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/91000000/90060000/90058500/90058458/55404229.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Bean Point Bliss: Pool Spa Putting Green by Anna Maria Life Vacation Rentals Anna Maria - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 9 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=90058458&PinnedHotelID=90058458&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/101000000/100970000/100963600/100963566/19351ede.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Peace of Paradise: Pool Spa & Amazing Views of Tampa Bay Anna Maria - Pool - Hot tub - Kitchen - Washer 10 Exceptional 8 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=100963566&PinnedHotelID=100963566&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/104000000/103170000/103165600/103165546/b6172b00.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Island Time on Cedar: 3 Houses to Beach! 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Heated Pool, 4 King Beds by Anna Maria Life Vacation Rentals Holmes Beach - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 64 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=91194766&PinnedHotelID=91194766&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Contactless check-in and check-out are available Minimum check-in age - 25 ### 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 ### Pets Pets are 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 This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 On-site parties or group events are strictly prohibited Host has indicated that there is a carbon monoxide detector on the property Host has indicated that there is a smoke detector on the property Safety features at this property include a fire extinguisher and a deadlock 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 If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### Property is also known as 5 O'Clock Somewhere Coastal Cottages Dog Friendly Canal Front Pool Home 2 Blocks From The Beach! Dog Friendly Canal Front Pool Home Just 2 Blocks From The Beach! 449557 ## About the area Located in Anna Maria, this holiday home is near theme parks and on the waterfront. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Travelling with kids? Consider Fish Hole Adventure Golf and H2O Watersportz. Make sure you get close to the area's animals with activities such as game walks and birdwatching. [Visit our Anna Maria travel guide](https://www.expedia.co.uk/Anna-Maria.dx74028) [View more Holiday homes in Anna Maria](https://www.expedia.co.uk/Anna-Maria-Private-Holiday-Homes.d74028-aaPrivateHolidayHomes.Travel-Guide-Accommodation) ![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%7C27.52503%2C-82.73122&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=JhGnIdex2eiCJnMPixgZKIT3Bvo=) Anna Maria, FL ### What's nearby - Anna Maria Island Museum and Historical Park - 11 min walk - 0.6 miles - Anna Maria City Pier - 14 min walk - 0.8 miles - Bradenton Beach - 14 min walk - 0.8 miles - Bean Point Beach - 3 min drive - 1.1 miles - Anna Maria Beach - 4 min drive - 1.5 miles ### Getting around - Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 32 min drive ### Restaurants - ‪The Ugly Grouper - ‬4 min drive - ‪The Sandbar Restaurant - ‬10 min walk - ‪The Waterfront Restaurant - ‬18 min walk - ‪Ginny's & Jane E's - ‬7 min walk - ‪North Shore Cafe - ‬11 min walk ## Frequently asked questions ### Does 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life have a pool? > Yes, this property has a pool. Pool types include heated pools. ### Is 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life pet-friendly? > Yes, pets are allowed at this property. ### What time is check-in at 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life? > Check-in begins at 4:00 PM. ### What time is check-out at 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life? > Checkout is at 10:00 AM. ### Where is 5 O'Clock Somewhere: Dog Friendly Canal Front, Elevator, Pool, Beach 2 Blocks by Anna Maria Life located? > This family-friendly Anna Maria holiday home is located on the waterfront, within 1 mi (2 km) of Palmetto Avenue Beach and Bean Point Beach. Island Players and Anna Maria Island Museum and Historical Park are also within 15 minutes. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question