Entire home
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
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Reviews
10 out of 10
Exceptional
8 bedrooms8+ bathroomsSleeps 165000 sq ft
Popular amenities
Explore the area

Anna Maria, FL
- Place, Bean Point Beach3 min walk
- Place, Anna Maria Beach8 min walk
- Place, Anna Maria City Pier17 min walk
- Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)37 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!
-
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.
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!
-
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.
Add dates for prices
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
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets 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
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 Coquina 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.

Anna Maria, FL
What's nearby
- Bean Point Beach - 3 min walk - 0.3 km
- Anna Maria Beach - 8 min walk - 0.7 km
- Island Players - 11 min walk - 0.9 km
- Anna Maria Island Museum and Historical Park - 12 min walk - 1.1 km
- Anna Maria City Pier - 17 min walk - 1.4 km
Getting around
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
About the host
Hosted by Anna Maria Island Accommodations
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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