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

Holiday home with a hot tub, 3-minute walk to Bean Point Beach

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

House Panorama
Elegant Front Facade
Private Pool and Spa
Close to the beach
Open Floor Plan

Reviews

10 out of 10
Exceptional
8 bedrooms8+ bathroomsSleeps 16464.5 sq m

Popular amenities

  • Parking available
  • Dryer
  • Pet-friendly
  • Washer
  • Hot tub
  • Pool

Explore the area

View map
Anna Maria, FL
  • Place, Anna Maria Beach
    ‪8 min walk‬
  • Place, Bean Point Beach
    ‪1 min drive‬
  • Place, Bradenton Beach
    ‪4 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪36 min drive‬

Rooms & beds

8 bedrooms (sleeps 16)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 King Bed

Bedroom 4

1 King Bed

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed

Bedroom 7

1 King Bed

Bedroom 8

1 Single Bunk Bed

8 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Bathroom 8

Half Bathroom 1

Spaces

Deck or patio
Kitchen
Office
Balcony

About this property

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.

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Amenities

Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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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
On-site 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 that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Anna Maria

Located in Anna Maria, this holiday home is near the beach. The area's natural beauty can be seen at Bean Point Beach and Anna Maria Beach. Looking to enjoy an event or a game while in town? See what's happening at LECOM Park or IMG Bollettieri Tennis Academy. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Anna Maria, FL

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, FL (SRQ-Sarasota-Bradenton Intl.) - 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?

Checkout 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 holiday 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

10

Exceptional

8.0/10

Cleanliness

8.0/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy
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

Reviews

10/10 Excellent

Verified traveller

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

About the host

Hosted by Anna Maria Island Accommodations

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests