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Entire home

8 bedrooms9 bathroomsSleeps 8465 sq m

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About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation

Nautical Situation by Anna Maria Island Accommodations
741 Jacaranda Rd, Anna Maria, FL 34216

Welcome to Nautical Situation, an extraordinary eight bedroom, eight and a half bath luxury retreat on the prestigious north end of Anna Maria Island. Just a two-minute walk from the white sands of Bean Point Beach, this coastal haven offers breathtaking beach views, a lazy river pool with spa, and endless entertainment for families and groups. With a rooftop deck, game room, and putting green, Nautical Situation is perfect for multi-family vacations, celebrations, and unforgettable gatherings.

Highlights
• 2-minute walk to Bean Point Beach
• 8 Bedrooms / 8.5 Bathrooms
• 7 King beds, 1 Twin-over-Twin bunk bed
• Lazy river pool with spa
• Putting Green
• Rooftop deck with beach views
• Game room with shuffleboard and chess
• Outdoor dining with BBQ grill
• Dog-friendly with approval and fee
• 6 parking spaces
• Convenient to Pine Avenue, shopping, and dining

The backyard is a tropical playground, featuring a resort-style lazy river pool, bubbling spa, and putting green for family fun. Enjoy cookouts on the BBQ under the shaded patio or gather on the rooftop deck for panoramic Gulf sunsets. Indoors, challenge friends in the game room with shuffleboard and chess, or unwind in the reading nook for a quiet escape. With multiple spaces for play and relaxation, this home offers something for everyone.

Step into the main living floor, where modern coastal design blends seamlessly with comfort. The open concept living room has plush seating, TV, and sliding doors leading to a balcony with beach and backyard views. A gourmet kitchen with high end appliances, quartz counters, and a spacious island with seating makes meal prep a delight. The elegant dining area accommodates large gatherings, ensuring every meal feels special.

Designed with both luxury and convenience in mind, each of the eight bedrooms has an ensuite bathroom. The primary suite features a king bed, private balcony with beach views, and a spa-style ensuite with soaking tub and walk-in shower. Six additional king bedrooms each include plush bedding, TVs, and modern ensuites; one with its own soaking tub. The eighth bedroom is perfect for kids with a twin-over-twin bunk bed and private bathroom. With eight and a half bathrooms in total, everyone in your group enjoys privacy and space.

Room Details
-Primary Bedroom, 3rd floor: King bed, balcony, ensuite with soaking tub + walk-in shower
-Second Bedroom: King bed, ensuite with soaking tub + walk-in shower
-Third Bedroom: King bed, ensuite with walk-in shower
-Fourth Bedroom: King bed, ensuite with walk-in shower
-Fifth Bedroom: King bed, ensuite with walk-in shower
-Sixth Bedroom: King bed, ensuite with walk-in shower
-Seventh Bedroom: King bed, ensuite with walk-in shower
-Eighth Bedroom: Twin-over-Twin bunk bed, ensuite with walk-in shower

Located on Anna Maria Island’s north end, Nautical Situation offers quick access to Bean Point Beach, Pine Avenue’s shops and restaurants. Guests can stroll to boutiques and cafés, fish with the locals, or hop on the trolley to explore Holmes Beach and Bradenton Beach. Whether you’re craving adventure or relaxation, this home puts you close to it all.

Nautical Situation by Anna Maria Island Accommodations is the ultimate island getaway, combining luxury, entertainment, and convenience for large families and groups. With its lazy river pool, rooftop deck, and eight ensuite bedrooms, this home was made for creating lifelong memories. Book your stay today and experience one of the most spectacular vacation rentals on Anna Maria Island!

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This home is managed by Anna Maria Island Accommodations, an Anna Maria Island property management company.

With host approval before check-in, this property accepts dogs only (No cats or other animals are allowed). An additional pet fee will apply. See our Anna Maria Island Accommodations Rental Policies for full details.

6 cars maximum are able to park at this home. We ask our guests to please plan accordingly and coordinate with your group. There is no overnight parking available for additional vehicles.

We do not accept reservations from anyone under 25 years of age. We do not allow persons under 25 to occupy a property unless accompanied by someone over 25 years of age.

Please Remember: "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." *Exceeding the noise ordinance could result in disciplinary actions including fines and/or termination of your rental agreement without refund.

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Heated pool
  • Hot tub
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Ice maker
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 8 bedrooms
  • Bedsheets provided

Bathroom

  • 8.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping mall
  • Near the marina
  • Near the sea

Things to do

  • Arcade/game room
  • Heated pool
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Unit size: 5,000 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in 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 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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

1190

About the neighborhood

Map
FL, Anna Maria

What's nearby

  • Anna Maria Beach - 8 min walk - 0.7 km
  • Anna Maria Island Museum and Historical Park - 12 min walk - 1.1 km
  • Anna Maria City Pier - 17 min walk - 1.4 km
  • Bean Point Beach - 1 min drive - 0.0 km
  • Bradenton Beach - 4 min drive - 3.1 km

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 49 min drive

Restaurants

  • ‪The Ugly Grouper - ‬7 min drive
  • ‪The Sandbar Restaurant - ‬14 min walk
  • ‪The Waterfront Restaurant - ‬17 min walk
  • ‪Ginny's & Jane E's - ‬14 min walk
  • ‪North Shore Cafe - ‬10 min walk

Frequently asked questions

Does Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation?

Check-in begins at 4:00 PM.

What time is check-out at Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation?

Check-out is at 10:00 AM.

Where is Resort-Style Home with Lazy River Pool and Beach Views - Nautical Situation located?

Situated by the sea, this vacation home is within a 5-minute walk of Palmetto Avenue Beach and Bean Point Beach. Anna Maria Beach and Bayfront Park are also within 10 minutes.

Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 1 out of 1 reviews
Rating 8 - Good. 0 out of 1 reviews
Rating 6 - Okay. 0 out of 1 reviews
Rating 4 - Poor. 0 out of 1 reviews
Rating 2 - Terrible. 0 out of 1 reviews

8.0/10

Cleanliness

Reviews

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Exceptional property

This was a beautiful home in a perfect location minutes from the beach. The outdoor area provided excellent entertainment for our family with varying ages of children. Any concerns were addressed immediately.
Stayed 7 nights in Apr 2025