$0
for 3 nights

Home in Anna Maria, FL

Sweet Caroline

4 bedrooms

4 beds

4.5 bathrooms

8 guests

New

2500 sq. ft.

Luxury

Elevated properties with standout design

Operated by a Wander partner

Trusted operators, vetted by Wander

About the property

Sweet Caroline by Exclusive Vacations
Vacation Rental License #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!

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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.

Use of the provided golf cart requires the driver to maintain a current U.S. automobile insurance. Proof of insurance is required upon request.

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.

Where you’ll sleep

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 full bunk bed

Bedroom 1

1 king bed

Bedroom 2

1 king bed

Bedroom 3

1 king bed

Bedroom 4

1 full bunk bed

Amenities

Common Amenities

  • Elevator
  • Wifi
  • Free parking
  • Ocean view
  • BBQ Area
  • Patio
  • Carbon monoxide detector
  • Smoke detector
  • Air conditioning
  • Hot water
  • Fire extinguisher
  • Kitchen
  • Hair dryer
  • Heating
  • Ironing board
  • Toaster
  • Heated pool
  • Garden
  • Blender
  • Long term stays allowed
  • Ceiling fan
  • Baking sheet

Pool

  • Outdoor pool
  • Hot tub

Patio

  • Outdoor seating
  • Putting green
  • Ping pong table

Balcony

  • Outdoor seating

Rooftop

  • Outdoor seating

Living Room

  • TV

Dining Room

  • Dining table

Kitchen

  • Kettle
  • Wine glasses
  • Oven
  • Stove
  • Microwave
  • Freezer
  • Fridge
  • Dishwasher
  • Dishes
  • Coffee maker

Bedroom 1

  • Bed linens

Ensuite Bathroom 1

  • Bath linens
  • Bathtub

Bedroom 2

  • Bed linens
  • TV

Bedroom 3

  • Balcony
  • TV
  • Outdoor seating
  • Bed linens

Bedroom 4

  • Balcony
  • TV
  • Bed linens

Bathroom 1

  • Bath linens
  • Bathtub

Bathroom 2

  • Bath linens

Bathroom 3

  • Bath linens

Half Bath

  • Bath linens

Laundry Room

  • Washer
  • Dryer

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Where you’ll be

Anna Maria, FL 34216, US

Anna Maria, FL, US
27.523682-82.7321222
Timezone: America/New_York

Things to know

Cancellation policy

50% refund up to 30 days before check-in. No refund after that.

Property rules

Pets allowed with fee

No smoking - fees will apply

Events not allowed

Safety & security

Check-in after 4:00 pm

Check-out before 10:00 am

8 guests maximum

Availability & Pricing

DatePrice (USD, excl. fees and taxes)Availability
Sep 20, 2026$773Not Available
Sep 21, 2026$773Not Available
Sep 22, 2026$773Not Available
Sep 23, 2026$773Not Available
Sep 24, 2026$773Not Available
Sep 25, 2026$824Not Available
Sep 26, 2026$824Not Available
Sep 27, 2026$850Not Available
Sep 28, 2026$850Not Available
Sep 29, 2026$850Not Available
Sep 30, 2026$850Not Available
Oct 1, 2026$850Not Available
Oct 2, 2026$979Available
Oct 3, 2026$979Available
Oct 4, 2026$876Available
Oct 5, 2026$876Available
Oct 6, 2026$876Not Available
Oct 7, 2026$876Not Available
Oct 8, 2026$876Not Available
Oct 9, 2026$1127Not Available
Oct 10, 2026$1050Not Available
Oct 11, 2026$876Not Available
Oct 12, 2026$876Not Available
Oct 13, 2026$876Not Available
Oct 14, 2026$876Not Available
Oct 15, 2026$887Not Available
Oct 16, 2026$1217Not Available
Oct 17, 2026$994Not Available
Oct 18, 2026$850Not Available
Oct 19, 2026$850Not Available
Oct 20, 2026$850Not Available
Oct 21, 2026$982Available
Oct 22, 2026$992Available
Oct 23, 2026$1058Not Available
Oct 24, 2026$1018Not Available
Oct 25, 2026$850Not Available
Oct 26, 2026$850Not Available
Oct 27, 2026$850Not Available
Oct 28, 2026$901Available
Oct 29, 2026$901Available
Oct 30, 2026$1030Available
Oct 31, 2026$1030Available
Nov 1, 2026$876Available
Nov 2, 2026$876Available
Nov 3, 2026$876Available
Nov 4, 2026$876Available
Nov 5, 2026$824Not Available
Nov 6, 2026$930Not Available
Nov 7, 2026$981Not Available
Nov 8, 2026$848Not Available
Nov 9, 2026$824Not Available
Nov 10, 2026$951Not Available
Nov 11, 2026$897Not Available
Nov 12, 2026$949Available
Nov 13, 2026$982Available
Nov 14, 2026$921Available
Nov 15, 2026$824Available
Nov 16, 2026$824Available
Nov 17, 2026$824Available
Nov 18, 2026$824Available
Nov 19, 2026$824Available
Nov 20, 2026$885Available
Nov 21, 2026$1680Not Available
Nov 22, 2026$1669Not Available
Nov 23, 2026$1674Not Available
Nov 24, 2026$1686Not Available
Nov 25, 2026$1701Not Available
Nov 26, 2026$1694Not Available
Nov 27, 2026$1703Not Available
Nov 28, 2026$876Available
Nov 29, 2026$824Available
Nov 30, 2026$824Available
Dec 1, 2026$876Available
Dec 2, 2026$876Available
Dec 3, 2026$876Available
Dec 4, 2026$953Available
Dec 5, 2026$953Available
Dec 6, 2026$876Available
Dec 7, 2026$876Available
Dec 8, 2026$876Available
Dec 9, 2026$876Available
Dec 10, 2026$824Not Available
Dec 11, 2026$824Not Available
Dec 12, 2026$824Not Available
Dec 13, 2026$824Not Available
Dec 14, 2026$824Not Available
Dec 15, 2026$824Not Available
Dec 16, 2026$824Not Available
Dec 17, 2026$927Available
Dec 18, 2026$927Available
Dec 19, 2026$2001Not Available