Entire home

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

Vacation home near Anna Maria Beach in Anna Maria

Choose dates to view prices

Photo gallery for Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

A heated pool
Smart TV, table tennis
4 bedrooms, iron/ironing board, free WiFi, bed sheets
Beach
Smart TV, table tennis

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms5 bathroomsSleeps 82500 sq ft

Popular amenities

  • Pool
  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly

Explore the area

View in a map
Anna Maria, FL
  • Place, Island Players
    ‪9 min walk‬
  • Place, Anna Maria Island Museum and Historical Park
    ‪12 min walk‬
  • Place, Bean Point Beach
    ‪2 min drive‬
  • Airport, Sarasota, FL (SRQ-Sarasota-Bradenton Intl.)
    ‪35 min drive‬

Room options

About the neighborhood

Anna Maria

Seaside stay .Your stay at this Anna Maria vacation home places you within a 10-minute walk of Palmetto Avenue Beach and Island Players. Also, Anna Maria Island Museum and Historical Park is within half a mile (1 km) and Bradenton Beach is within 2 miles (3 km).

What's nearby

  • Palmetto Avenue Beach - 2 min walk - 0.1 miles
  • Island Players - 9 min walk - 0.5 miles
  • Anna Maria Island Museum and Historical Park - 12 min walk - 0.7 miles
  • Bradenton Beach - 16 min walk - 0.9 miles
  • Bean Point Beach - 2 min drive - 0.9 miles

Getting around

  • Sarasota-Bradenton Intl. Airport (SRQ) - 43 min drive

Restaurants

  • ‪The Ugly Grouper - ‬4 min drive
  • ‪The Sandbar Restaurant - ‬8 min walk
  • ‪The Waterfront Restaurant - ‬16 min walk
  • ‪Ginny's & Jane E's - ‬5 min walk
  • ‪North Shore Cafe - ‬9 min walk

About this property

Entire place

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

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!

Sweet Caroline by Exclusive Vacations
9306 Gulf Drive, Anna Maria, FL 34216
VR23-000009

Welcome to Sweet Caroline, part of our Exclusive Collection. This luxury four bedroom, four and a half bath Anna Maria Island vacation home just one small block from the Gulf beaches. This coastal retreat blends refined design, resort-style amenities, and a relaxed island vibe. Guests can enjoy a private pool and spa, rooftop deck with bay views, and outdoor living and kitchen areas; all within walking distance of the Pine Avenue shops and restaurants. With dog-friendly accommodation and a prime beach-block location, Sweet Caroline offers everything you need for an unforgettable island escape.

Highlights
• 2-minute walk to the beach
• 4 Bedrooms / 4.5 Bathrooms
• 3 King beds, 1 Full-over-Queen bunk bed
• Private pool and spa with tanning deck
• Rooftop deck with panoramic bay views
• Elevator for guest convenience
• Dog friendly with approval and additional fee
• Putting green and ping pong table for family fun
• 3 parking spaces
• Walking distance to Pine Avenue shops and restaurants

Exclusive Amenities:
• 6-Seat Club Car Cru Golf Cart for guest use
• Luxury beach bikes for guest use
• Luxury beach chairs and beach cart for guest use
• Upgraded bed and bath linens and toiletries
• Portable Pack and Play

Step outside to your private backyard oasis, where a resort-style pool and spa glisten under swaying palms. The tanning deck invites you to lounge in the Florida sunshine, while a putting green and ping pong table add a playful touch for guests of all ages. Fire up the outdoor kitchen and grill and dine beneath the shaded covered patio with plush seating and a large dining table. Ride the golf cart to the nearby beach, then return to unwind on the rooftop deck, where panoramic views set the perfect island mood. The elevator makes every level easily accessible, and with exclusive AMI Locals Collection upgrades, your stay feels effortless from check-in to checkout.

Inside, the open concept great room welcomes you with coastal decor, a comfortable seating area, and a TV for streaming your favorite shows. Sliding glass doors open to a balcony overlooking the pool, creating a seamless indoor-outdoor connection. The modern kitchen features stainless appliances, custom cabinetry, and a large island with bar seating. A family-sized dining table nearby brings everyone together for shared meals and laughter.

Each bedroom is thoughtfully designed for relaxation, blending premium comfort with chic coastal style. The primary suite features a king bed, private furnished balcony, and a spa-inspired ensuite with dual vanities, a walk-in shower, and a stand-alone soaking tub behind glass doors. Two additional king guest rooms each include private balconies and ensuite baths with walk-in showers. The bunk room, complete with a Full-over-Queen bunk bed and ensuite with a shower/tub combo, is a hit with younger guests.

Room Details
• Primary Bedroom (3rd floor): King bed, private balcony, ensuite with walk-in shower and tub
• Second Bedroom (3rd floor): King bed, balcony, ensuite with walk-in shower
• Third Bedroom (2nd floor): King bed, balcony, ensuite with walk-in shower
• Fourth Bedroom (2nd floor): Full-over-Queen bunk, ensuite with shower/tub combo

Located in the heart of Anna Maria, Sweet Caroline is steps from Anna Maria Beach and just a short stroll from the boutique shops and waterfront restaurants along Pine Avenue. Explore the island by bike or golf cart, paddleboard through tranquil bays, or book a sunset cruise for a classic Gulf Coast experience. This home accommodates three vehicles and is dog-friendly with prior approval and a pet fee.

From its rooftop bay views to its private pool and spa, Sweet Caroline delivers the perfect blend of modern luxury and island ease. Designed for families and groups seeking style, comfort, and convenience, every detail invites relaxation and connection.

Book your stay today and enjoy the best of Anna Maria Island living in this stunning luxury beach home!

-
This home is managed by AMI Locals, 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 Rental Policies for full details.

3 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 see our AMI Locals Rental Policies for full details.

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.

Similar properties

Property amenities

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
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 4.5 bathrooms
  • Hair dryer
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Balcony
  • Fenced yard
  • Gas grill

Laundry

  • Laundry facilities
  • Washing machine

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

  • Bicycles
  • Heated pool
  • Table tennis
  • Basketball nearby
  • 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 (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

  • Bicycles
  • Unit size: 2,500 square feet

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
Information provided by the property may be translated using automated translation tools

Pets

  • Pets are welcome
  • Service animals 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 and a deadbolt lock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

772

Frequently asked questions

How close is Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! to the airport?

This vacation home is 19 mi (43-min drive) away from the Sarasota-Bradenton Intl. Airport (SRQ) airport, the closest popular airport to the property.

Does Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! to the beach?

This vacation home is a short 3-minute walk from Palmetto Avenue Beach and 14-minute walk from Bradenton Beach. Don't forget your sunscreen!

Does Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!?

No, there is no casino at this vacation home.

What time is check-in at Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!?

Check-in begins at 4:00 PM.

Is there free parking at Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes!?

Free parking is not available at this vacation home.

Does Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! have a pool?

Yes, there's a private pool.

Does Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! have a spa?

There are no spa services available at this vacation home.

How close is Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! to downtown Anna Maria?

This vacation home is 0.5 mi away from Anna Maria.

Luxury home with Pool and Spa, Rooftop deck, Water views, Golf cart, and Bikes! Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Charles K.

Stayed 4 nights in Oct 2025

10/10 Excellent

Kristen C.

Liked: Cleanliness
House was perfect for our stay. Quick walk to the beach. Having a golf cart made getting around very easy
Stayed 5 nights in Aug 2025

10/10 Excellent

tdurr304

Liked: Cleanliness

Amazing Time / Amazing Stay

This home is amazing and just as advertised. Beautifully decorated and in a great location. We enjoyed the pool and spa each and every day.Can’t say enough great things about this home.
Stayed 3 nights in May 2025

10/10 Excellent

Anastasia T.

Liked: Cleanliness

Close to everything!

The accommodation is close to the beach and Pine Ave (restaurants, shops, and the AMI pier!) Everything about the house was so lovely and loved the pool! Definitely recommend for a fun girls getaway or a family stay.
Stayed 2 nights in Apr 2024

10/10 Excellent

Christine C.

Liked: Cleanliness

Beach perfect

The property was better than the pictures. The pool and roof top deck were amazing. It was a short walk to the beach and had everything we needed for a beach day. Could not have asked for more for our family getaway. We will definitely be back.
Stayed 5 nights in Jan 2024

10/10 Excellent

Verified traveler

Liked: Cleanliness

Beautiful house great location

We had a great stay at this property. The location was ideal and the house was beautiful and clean. Wouldn’t change anything!
Stayed 7 nights in Oct 2023

10/10 Excellent

Adam D.

Liked: Cleanliness

Fun place to stay

This rental was absolutely beautiful. Tastefully decorated and comfortably designed, it seems like the owner really thought through what his guests would enjoy while staying here. We all appreciated how sparkling clean this house was when we checked in, and we are crazy particular about that kind of thing! The views are incredible from the rooftop. The home is about a block away from the beach and has a private pool area that is better than any I have seen before. We really enjoyed our time here.
Stayed 1 night in Feb 2023