Skip to content
1/118
Sweet Caroline - Image 1
Sweet Caroline - Image 2
Sweet Caroline - Image 3
Sweet Caroline - Image 4
Sweet Caroline - Image 5

Anna Maria, Florida

Sweet Caroline

4 bedrooms4 beds4.5 baths8 guests

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!

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.

Availability & Pricing

For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.

DatePrice (excl. fees and taxes)AvailabilityMin Stay (nights)
Oct 29, 2026$849.75Available2
Oct 30, 2026$1,030Available2
Oct 31, 2026$1,030Available2
Nov 1, 2026$875.50Available2
Nov 2, 2026$875.50Available2
Nov 3, 2026$875.50Available2
Nov 4, 2026$875.50Available2
Nov 5, 2026$824Not Available4
Nov 6, 2026$843.57Not Available4
Nov 7, 2026$824Not Available4
Nov 8, 2026$824Not Available4
Nov 9, 2026$824Not Available4
Nov 10, 2026$824Not Available4
Nov 11, 2026$824Not Available4
Nov 12, 2026$824Available3
Nov 13, 2026$978.50Available3
Nov 14, 2026$978.50Available3
Nov 15, 2026$824Available3
Nov 16, 2026$824Available3
Nov 17, 2026$824Available3
Nov 18, 2026$824Available3
Nov 19, 2026$824Available3
Nov 20, 2026$824Available3
Nov 21, 2026$1,446.12Not Available7
Nov 22, 2026$1,246.30Not Available7
Nov 23, 2026$1,311.19Not Available7
Nov 24, 2026$1,420.37Not Available7
Nov 25, 2026$1,553.24Not Available7
Nov 26, 2026$1,541.91Not Available7
Nov 27, 2026$1,793.23Not Available7
Nov 28, 2026$875.50Available3
Nov 29, 2026$824Available3
Nov 30, 2026$824Available3
Dec 1, 2026$875.50Available3
Dec 2, 2026$875.50Available3
Dec 3, 2026$875.50Available3
Dec 4, 2026$952.75Available3
Dec 5, 2026$952.75Available3
Dec 6, 2026$875.50Available3
Dec 7, 2026$875.50Available3
Dec 8, 2026$875.50Available3
Dec 9, 2026$875.50Available3
Dec 10, 2026$824Not Available5
Dec 11, 2026$824Not Available5
Dec 12, 2026$824Not Available5
Dec 13, 2026$824Not Available5
Dec 14, 2026$824Not Available5
Dec 15, 2026$824Not Available5
Dec 16, 2026$824Not Available5
Dec 17, 2026$927Available2
Dec 18, 2026$927Available2
Dec 19, 2026$1,604.74Not Available7
Dec 20, 2026$1,620.19Not Available7
Dec 21, 2026$1,606.80Not Available7
Dec 22, 2026$1,620.19Not Available7
Dec 23, 2026$1,644.91Not Available7
Dec 24, 2026$1,668.60Not Available7
Dec 25, 2026$1,726.28Not Available7
Dec 26, 2026$3,068.37Not Available7
Dec 27, 2026$2,968.46Not Available7
Dec 28, 2026$2,978.76Not Available7
Dec 29, 2026$2,965.37Not Available7
Dec 30, 2026$3,175.49Not Available7
Dec 31, 2026$3,165.19Not Available7
Jan 1, 2027$3,146.65Not Available7
Jan 2, 2027$988.80Not Available5
Jan 3, 2027$824Not Available5
Jan 4, 2027$721Not Available4
Jan 5, 2027$721Not Available4
Jan 6, 2027$721Not Available4
Jan 7, 2027$721Not Available4
Jan 8, 2027$773.53Not Available4
Jan 9, 2027$799.28Available4
Jan 10, 2027$746.75Available4
Jan 11, 2027$746.75Available4
Jan 12, 2027$746.75Available4
Jan 13, 2027$746.75Available4
Jan 14, 2027$746.75Available4
Jan 15, 2027$845.63Not Available4
Jan 16, 2027$1,075.32Not Available4
Jan 17, 2027$1,075.32Not Available4
Jan 18, 2027$885.80Not Available4
Jan 19, 2027$846.66Available4
Jan 20, 2027$824Available4
Jan 21, 2027$848.72Available4
Jan 22, 2027$954.81Available4
Jan 23, 2027$949.66Available4
Jan 24, 2027$830.18Available4
Jan 25, 2027$824Available4
Jan 26, 2027$824Available4
Jan 27, 2027$824Available4
Jan 28, 2027$888.89Available4
Jan 29, 2027$1,184.50Available4
Jan 30, 2027$1,257.63Available4
Jan 31, 2027$957.90Available4
Feb 1, 2027$927Available5
Feb 2, 2027$945.54Available5
Feb 3, 2027$1,001.16Available5
Feb 4, 2027$1,086.65Available5
Feb 5, 2027$1,263.81Available5
Feb 6, 2027$1,157.72Available5
Feb 7, 2027$1,153.60Available5
Feb 8, 2027$1,164.93Available5
Feb 9, 2027$1,159.78Available5
Feb 10, 2027$1,226.73Available5
Feb 11, 2027$1,484.23Available5
Feb 12, 2027$1,484.23Available5
Feb 13, 2027$1,911.68Available5
Feb 14, 2027$1,817.95Available5
Feb 15, 2027$1,818.98Available5
Feb 16, 2027$1,830.31Available5
Feb 17, 2027$1,755.12Available5
Feb 18, 2027$1,545Available5
Feb 19, 2027$1,701.56Available5
Feb 20, 2027$1,593.41Not Available7
Feb 21, 2027$1,415.22Not Available7
Feb 22, 2027$1,366.81Not Available7
Feb 23, 2027$1,354.45Not Available7
Feb 24, 2027$1,363.72Not Available7
Feb 25, 2027$1,422.43Not Available7
Feb 26, 2027$1,635.64Not Available7
Feb 27, 2027$1,676.84Not Available7
Feb 28, 2027$1,497.62Not Available7
Mar 1, 2027$1,502.77Not Available7
Mar 2, 2027$1,495.56Not Available7
Mar 3, 2027$1,523.37Not Available7
Mar 4, 2027$1,591.35Not Available7
Mar 5, 2027$1,811.77Not Available7
Mar 6, 2027$1,943.61Available7
Mar 7, 2027$1,841.64Not Available7
Mar 8, 2027$1,755.12Not Available7
Mar 9, 2027$1,721.13Not Available7
Mar 10, 2027$1,792.20Not Available7
Mar 11, 2027$1,909.62Not Available7
Mar 12, 2027$2,013.65Not Available7
Mar 13, 2027$2,209.35Available7
Mar 14, 2027$1,981.72Not Available7
Mar 15, 2027$1,937.43Not Available7
Mar 16, 2027$1,916.83Not Available7
Mar 17, 2027$1,940.52Not Available7
Mar 18, 2027$2,018.80Not Available7
Mar 19, 2027$2,260.85Not Available7
Mar 20, 2027$3,440.20Not Available7
Mar 21, 2027$3,440.20Not Available7
Mar 22, 2027$3,440.20Not Available7
Mar 23, 2027$3,440.20Not Available7
Mar 24, 2027$3,440.20Not Available7
Mar 25, 2027$3,440.20Not Available7
Mar 26, 2027$3,435.05Not Available7
Mar 27, 2027$3,036.44Available7
Mar 28, 2027$2,710.96Not Available7
Mar 29, 2027$2,725.38Not Available7
Mar 30, 2027$2,625.47Not Available7
Mar 31, 2027$2,531.74Not Available7
Apr 1, 2027$2,625.47Not Available7
Apr 2, 2027$2,791.30Not Available7
Apr 3, 2027$2,266Available5
Apr 4, 2027$2,266Not Available5
Apr 5, 2027$2,266Not Available5
Apr 6, 2027$2,266Not Available5
Apr 7, 2027$3,349.56Not Available5
Apr 8, 2027$2,266Not Available5
Apr 9, 2027$2,266Not Available5
Apr 10, 2027$1,815.89Available4
Apr 11, 2027$1,576.93Available4
Apr 12, 2027$1,709.80Available4
Apr 13, 2027$1,655.21Available4
Apr 14, 2027$1,526.46Not Available5
Apr 15, 2027$1,558.39Not Available5
Apr 16, 2027$1,586.20Not Available5
Apr 17, 2027$1,576.93Not Available5
Apr 18, 2027$1,491.44Not Available5
Apr 19, 2027$1,424.49Not Available5
Apr 20, 2027$1,399.77Not Available5
Apr 21, 2027$1,422.43Not Available5
Apr 22, 2027$1,444.06Not Available5
Apr 23, 2027$1,464.66Not Available5
Apr 24, 2027$1,464.66Available5
Apr 25, 2027$1,296.77Available5
Apr 26, 2027$1,450.24Available5
Apr 27, 2027$1,450.24Available5
Apr 28, 2027$1,450.24Available5
Apr 29, 2027$1,450.24Available5
Apr 30, 2027$1,615.04Available5
May 1, 2027$1,377.11Available5
May 2, 2027$1,273.08Available5
May 3, 2027$1,245.27Available5
May 4, 2027$1,196.86Available5
May 5, 2027$1,229.82Available5
May 6, 2027$1,308.10Available5
May 7, 2027$1,517.19Available5
May 8, 2027$1,759.24Available5
May 9, 2027$1,364.75Available5
May 10, 2027$1,322.52Available5
May 11, 2027$1,285.44Available5
May 12, 2027$1,305.01Available5
May 13, 2027$1,423.46Available5
May 14, 2027$1,522.34Available5
May 15, 2027$1,325.61Available5
May 16, 2027$1,207.16Available5
May 17, 2027$1,151.54Available5
May 18, 2027$1,118.58Available5
May 19, 2027$1,163.90Available5
May 20, 2027$1,380.20Available5
May 21, 2027$1,767.48Available5
May 22, 2027$1,672.72Available5
May 23, 2027$2,434.92Available5
May 24, 2027$1,742.76Available5
May 25, 2027$1,756.15Available5
May 26, 2027$1,515.13Available5
May 27, 2027$1,589.29Available5
May 28, 2027$2,489.51Available5
May 29, 2027$1,965.24Available7
May 30, 2027$1,814.86Not Available7
May 31, 2027$1,731.43Not Available7
Jun 1, 2027$1,735.55Not Available7
Jun 2, 2027$1,605.77Not Available7
Jun 3, 2027$1,720.10Not Available7
Jun 4, 2027$1,786.02Not Available7
Jun 5, 2027$1,622.25Available7
Jun 6, 2027$1,525.43Not Available7
Jun 7, 2027$1,436.85Not Available7
Jun 8, 2027$1,442Not Available7
Jun 9, 2027$1,454.36Not Available7
Jun 10, 2027$1,555.30Not Available7
Jun 11, 2027$1,639.76Not Available7
Jun 12, 2027$1,867.39Available7
Jun 13, 2027$1,840.61Not Available7
Jun 14, 2027$1,848.85Not Available7
Jun 15, 2027$1,857.09Not Available7
Jun 16, 2027$1,859.15Not Available7
Jun 17, 2027$2,367.97Not Available7
Jun 18, 2027$2,748.04Not Available7
Jun 19, 2027$2,525.56Available7
Jun 20, 2027$2,544.10Not Available7
Jun 21, 2027$2,554.40Not Available7
Jun 22, 2027$2,319.56Not Available7
Jun 23, 2027$2,319.56Not Available7
Jun 24, 2027$2,319.56Not Available7
Jun 25, 2027$2,193.90Not Available7
Jun 26, 2027$2,495.69Available7
Jun 27, 2027$2,446.25Not Available7
Jun 28, 2027$2,440.07Not Available7
Jun 29, 2027$2,551.31Not Available7
Jun 30, 2027$2,572.94Not Available7
Jul 1, 2027$2,628.56Not Available7
Jul 2, 2027$2,553.37Not Available7
Jul 3, 2027$2,550.28Available7
Jul 4, 2027$2,551.31Not Available7
Jul 5, 2027$2,552.34Not Available7
Jul 6, 2027$2,552.34Not Available7
Jul 7, 2027$2,552.34Not Available7
Jul 8, 2027$2,536.89Not Available7
Jul 9, 2027$1,694.35Not Available7
Jul 10, 2027$2,149.61Available7
Jul 11, 2027$2,026.01Not Available7
Jul 12, 2027$1,929.19Not Available7
Jul 13, 2027$1,858.12Not Available7
Jul 14, 2027$1,936.40Not Available7
Jul 15, 2027$2,040.43Not Available7
Jul 16, 2027$2,151.67Not Available7
Jul 17, 2027$2,387.54Available7
Jul 18, 2027$2,249.52Not Available7
Jul 19, 2027$2,249.52Not Available7
Jul 20, 2027$2,249.52Not Available7
Jul 21, 2027$2,249.52Not Available7
Jul 22, 2027$2,249.52Not Available7
Jul 23, 2027$2,249.52Not Available7
Jul 24, 2027$2,524.53Available7
Jul 25, 2027$1,890.05Not Available7
Jul 26, 2027$1,809.71Not Available7
Jul 27, 2027$1,760.27Not Available7
Jul 28, 2027$1,818.98Not Available7
Jul 29, 2027$1,861.21Not Available7
Jul 30, 2027$1,905.50Not Available7
Jul 31, 2027$1,509.98Available7
Aug 1, 2027$1,392.56Not Available7
Aug 2, 2027$1,392.56Not Available7
Aug 3, 2027$1,392.56Not Available7
Aug 4, 2027$1,392.56Not Available7
Aug 5, 2027$1,392.56Not Available7
Aug 6, 2027$1,396.68Not Available7
Aug 7, 2027$1,268.96Available7
Aug 8, 2027$1,236Not Available7
Aug 9, 2027$1,236Not Available7
Aug 10, 2027$1,236Not Available7
Aug 11, 2027$1,236Not Available7
Aug 12, 2027$1,236Not Available7
Aug 13, 2027$1,306.04Not Available7
Aug 14, 2027$1,349.30Available5
Aug 15, 2027$1,150.51Available5
Aug 16, 2027$1,175.23Available5
Aug 17, 2027$1,175.23Available5
Aug 18, 2027$1,175.23Available5
Aug 19, 2027$1,175.23Available5
Aug 20, 2027$1,240.12Available5
Aug 21, 2027$1,362.69Available5
Aug 22, 2027$1,095.92Available5
Aug 23, 2027$1,095.92Available5
Aug 24, 2027$1,095.92Available5
Aug 25, 2027$1,030Available5
Aug 26, 2027$1,030Available5
Aug 27, 2027$1,206.13Available5
Aug 28, 2027$1,423.46Available5
Aug 29, 2027$1,030Available5
Aug 30, 2027$1,030Available5
Aug 31, 2027$1,030Available5
Sep 1, 2027$824Available5
Sep 2, 2027$824Available5
Sep 3, 2027$1,016.61Available5
Sep 4, 2027$1,550.15Available5
Sep 5, 2027$1,333.85Available5
Sep 6, 2027$888.89Available5
Sep 7, 2027$888.89Available5
Sep 8, 2027$888.89Available5
Sep 9, 2027$888.89Available5
Sep 10, 2027$1,030Available5
Sep 11, 2027$1,030Available5
Sep 12, 2027$875.50Available5
Sep 13, 2027$875.50Available5
Sep 14, 2027$875.50Available5
Sep 15, 2027$875.50Available5
Sep 16, 2027$875.50Available5
Sep 17, 2027$1,030Available5
Sep 18, 2027$1,030Available5
Sep 19, 2027$912.58Available5
Sep 20, 2027$912.58Available5
Sep 21, 2027$912.58Available5
Sep 22, 2027$912.58Available5
Sep 23, 2027$912.58Available5
Sep 24, 2027$1,030Available5
Sep 25, 2027$1,030Available5
Sep 26, 2027$875.50Available5
Sep 27, 2027$875.50Available5
Sep 28, 2027$875.50Available5
Sep 29, 2027$875.50Available5
Sep 30, 2027$875.50Available5
Oct 1, 2027$1,081.50Available5
Oct 2, 2027$1,182.44Available5
Oct 3, 2027$1,182.44Available5
Oct 4, 2027$1,182.44Available5
Oct 5, 2027$1,293.68Available5
Oct 6, 2027$1,289.56Available5
Oct 7, 2027$1,125.79Available5
Oct 8, 2027$1,305.01Available5
Oct 9, 2027$1,280.29Available5
Oct 10, 2027$1,087.68Available5
Oct 11, 2027$1,087.68Available5
Oct 12, 2027$1,087.68Available5
Oct 13, 2027$1,087.68Available5
Oct 14, 2027$1,087.68Available5
Oct 15, 2027$1,253.51Available5
Oct 16, 2027$1,323.55Available5
Oct 17, 2027$1,323.55Available5
Oct 18, 2027$1,323.55Available5
Oct 19, 2027$1,191.71Available5
Oct 20, 2027$1,012.49Available5
Oct 21, 2027$1,012.49Available5
Oct 22, 2027$1,260.72Available5
Oct 23, 2027$1,184.50Available5
Oct 24, 2027$977.47Available5
Oct 25, 2027$977.47Available5
Oct 26, 2027$977.47Available5
Oct 27, 2027$927Available5
Oct 28, 2027$927Available5
Oct 29, 2027$1,184.50Available5
Oct 30, 2027$1,184.50Available5
Oct 31, 2027$890.95Available5
Nov 1, 2027$907.43Available5
Nov 2, 2027$824Available5
Nov 3, 2027$824Available5
Nov 4, 2027$925.97Available5
Nov 5, 2027$1,052.66Available5
Nov 6, 2027$1,068.11Available5
Nov 7, 2027$982.62Available5
Nov 8, 2027$929.06Available5
Nov 9, 2027$1,133Available5
Nov 10, 2027$1,051.63Available5
Nov 11, 2027$1,051.63Available5
Nov 12, 2027$1,062.96Available5
Nov 13, 2027$1,030Available5
Nov 14, 2027$824Available5
Nov 15, 2027$824Available5
Nov 16, 2027$824Available5
Nov 17, 2027$824Available5
Nov 18, 2027$824Available5
Nov 19, 2027$1,081.50Available5
Nov 20, 2027$1,865.33Available7
Nov 21, 2027$1,865.33Not Available7
Nov 22, 2027$1,865.33Not Available7
Nov 23, 2027$1,865.33Not Available7
Nov 24, 2027$1,865.33Not Available7
Nov 25, 2027$1,865.33Not Available7
Nov 26, 2027$1,866.36Not Available7
Nov 27, 2027$1,364.75Available5
Nov 28, 2027$824Available5
Nov 29, 2027$824Available5
Nov 30, 2027$824Available5
Dec 1, 2027$824Available5
Dec 2, 2027$909.49Available5
Dec 3, 2027$983.65Available5
Dec 4, 2027$934.21Available5
Dec 5, 2027$897.13Available5
Dec 6, 2027$868.29Available5
Dec 7, 2027$824Available5
Dec 8, 2027$824Available5
Dec 9, 2027$947.60Available5
Dec 10, 2027$947.60Available5
Dec 11, 2027$947.60Available5
Dec 12, 2027$947.60Available5
Dec 13, 2027$947.60Available5
Dec 14, 2027$947.60Available5
Dec 15, 2027$947.60Available5
Dec 16, 2027$824Available5
Dec 17, 2027$1,596.50Available5
Dec 18, 2027$2,165.06Available7
Dec 19, 2027$2,597.66Not Available7
Dec 20, 2027$2,597.66Not Available7
Dec 21, 2027$2,597.66Not Available7
Dec 22, 2027$2,597.66Not Available7
Dec 23, 2027$2,597.66Not Available7
Dec 24, 2027$2,597.66Available7
Dec 25, 2027$3,129.14Available7
Dec 26, 2027$2,543.07Not Available7
Dec 27, 2027$2,472Not Available7
Dec 28, 2027$2,453.46Not Available7
Dec 29, 2027$2,650.19Not Available7
Dec 30, 2027$2,645.04Not Available7
Dec 31, 2027$2,621.35Not Available7
Jan 1, 2028$1,761.30Available5
Jan 2, 2028$1,207.16Available5
Jan 3, 2028$870.35Available5
Jan 4, 2028$841.51Available5
Jan 5, 2028$829.15Available5
Jan 6, 2028$847.69Available5
Jan 7, 2028$989.83Available5
Jan 8, 2028$913.61Available5
Jan 9, 2028$824Available5
Jan 10, 2028$824Available5
Jan 11, 2028$824Available5
Jan 12, 2028$824Available5
Jan 13, 2028$824Available5
Jan 14, 2028$1,238.06Available5
Jan 15, 2028$1,357.54Available5
Jan 16, 2028$1,357.54Available5
Jan 17, 2028$1,118.58Available5
Jan 18, 2028$841.51Available5
Jan 19, 2028$824Available5
Jan 20, 2028$828.12Available5
Jan 21, 2028$936.27Available5
Jan 22, 2028$935.24Available5
Jan 23, 2028$826.06Available5
Jan 24, 2028$824Available5
Jan 25, 2028$824Available5
Jan 26, 2028$824Available5
Jan 27, 2028$927Available5
Jan 28, 2028$999.10Available5
Jan 29, 2028$1,249.39Available5
Jan 30, 2028$893.01Available5
Jan 31, 2028$879.62Available5
Feb 1, 2028$907.43Available5
Feb 2, 2028$963.05Available5
Feb 3, 2028$1,052.66Available5
Feb 4, 2028$1,225.70Available5
Feb 5, 2028$1,260.72Available5
Feb 6, 2028$1,112.40Available5
Feb 7, 2028$1,120.64Available5
Feb 8, 2028$1,131.97Available5
Feb 9, 2028$1,196.86Available5
Feb 10, 2028$1,706.71Available5
Feb 11, 2028$1,706.71Available5
Feb 12, 2028$2,093.99Available7
Feb 13, 2028$1,990.99Not Available7
Feb 14, 2028$1,992.02Not Available7
Feb 15, 2028$2,004.38Not Available7
Feb 16, 2028$1,921.98Not Available7
Feb 17, 2028$1,551.18Not Available7
Feb 18, 2028$1,863.27Not Available7
Feb 19, 2028$1,849.88Available7
Feb 20, 2028$1,642.85Not Available7
Feb 21, 2028$1,610.92Not Available7
Feb 22, 2028$1,500.71Not Available7
Feb 23, 2028$1,492.47Not Available7
Feb 24, 2028$1,580.02Not Available7
Feb 25, 2028$1,760.27Not Available7
Feb 26, 2028$2,176.39Available7
Feb 27, 2028$1,945.67Not Available7
Feb 28, 2028$1,949.79Not Available7
Feb 29, 2028$1,939.49Not Available7
Mar 1, 2028$1,975.54Not Available7
Mar 2, 2028$2,064.12Not Available7
Mar 3, 2028$2,348.40Not Available7
Mar 4, 2028$1,981.72Available7
Mar 5, 2028$1,878.72Not Available7
Mar 6, 2028$1,790.14Not Available7
Mar 7, 2028$1,754.09Not Available7
Mar 8, 2028$1,827.22Not Available7
Mar 9, 2028$1,947.73Not Available7
Mar 10, 2028$2,072.36Not Available7
Mar 11, 2028$2,129.01Available7
Mar 12, 2028$1,985.84Not Available7
Mar 13, 2028$1,994.08Not Available7
Mar 14, 2028$1,981.72Not Available7
Mar 15, 2028$2,008.50Not Available7
Mar 16, 2028$2,077.51Not Available7
Mar 17, 2028$2,333.98Not Available7
Mar 18, 2028$3,342.35Available7
Mar 19, 2028$3,342.35Not Available7
Mar 20, 2028$3,342.35Not Available7
Mar 21, 2028$3,342.35Not Available7
Mar 22, 2028$3,342.35Not Available7
Mar 23, 2028$3,342.35Not Available7
Mar 24, 2028$3,355.74Not Available7
Mar 25, 2028$2,760.40Available7
Mar 26, 2028$2,429.77Not Available7
Mar 27, 2028$2,408.14Not Available7
Mar 28, 2028$2,425.65Not Available7
Mar 29, 2028$2,495.69Not Available7
Mar 30, 2028$2,538.95Not Available7
Mar 31, 2028$2,713.02Not Available7
Apr 1, 2028$2,644.01Available7
Apr 2, 2028$2,605.90Not Available7
Apr 3, 2028$2,605.90Not Available7
Apr 4, 2028$2,605.90Not Available7
Apr 5, 2028$3,852.20Not Available7
Apr 6, 2028$2,605.90Not Available7
Apr 7, 2028$2,605.90Not Available7
Apr 8, 2028$1,761.30Available7
Apr 9, 2028$1,505.86Not Available7
Apr 10, 2028$1,454.36Not Available7
Apr 11, 2028$1,413.16Not Available7
Apr 12, 2028$1,671.69Not Available7
Apr 13, 2028$1,706.71Not Available7
Apr 14, 2028$1,737.61Not Available7
Apr 15, 2028$1,644.91Available7
Apr 16, 2028$1,555.30Not Available7
Apr 17, 2028$1,485.26Not Available7
Apr 18, 2028$1,460.54Not Available7
Apr 19, 2028$1,484.23Not Available7
Apr 20, 2028$1,506.89Not Available7
Apr 21, 2028$1,528.52Not Available7
Apr 22, 2028$1,469.81Available5
Apr 23, 2028$1,258.66Available5
Apr 24, 2028$1,350.33Available5
Apr 25, 2028N/ANot Available3
Apr 26, 2028N/ANot Available3
Apr 27, 2028N/ANot Available3
Apr 28, 2028N/ANot Available3
Apr 29, 2028N/ANot Available3
Apr 30, 2028N/ANot Available3
May 1, 2028N/ANot Available3

What this home offers

Ocean view
Pool outdoor
Hot tub
Putting green
BBQ Area

What our guests say

4.93

15 reviews

H
Holly M.
August 2026

Wonderful location on the island. The house was very nice and clean. The elevator wasn’t working upon arrival (we already knew this), but the repair man didn’t show up to fix it. They called us twice telling us it someone was coming, but never worked properly during our entire stay. We also had to contact the host about two TV’s not working properly. They were very prompt in sending a tech out. He was able to fix the master bedrooms issue, but was unsuccessful with the outdoor TV. Not replacement TV was given…we were told simply that it was “Out of Order” for the rest of the week we were there. This made our outdoor experience not as fun and enjoyable as we thought. The pool was very nice. Ping pong table too…but with little league games on we would have really enjoyed it a lot more. The kids slept good they said, but the master bedroom bed is very firm, which made it uncomfortable for us to sleep well. Overall I won’t be staying here again. Nice house, just didn’t meet our needs unfortunately. Anna Maria island is wonderful though.

A
Alan L.
May 2026

High end in all aspects

D
David Y.
March 2026

Very beautiful home and thank you for everything!!! Took a trip with father and son to watch some spring baseball and it was a perfect house! Extremely clean and well kept. Thank you!

Where you’ll be

Anna Maria, Florida, 34216, United States

Our promise to you

Lower prices, every time

Direct line, real care

Not just a transaction

Things to know

Check-in & check-out

Check-in after 4:00 PM.

Check-out before 10:00 AM.

Property rules

Children welcome (2–12 years).

Infants welcome (under 2).

Maximum 8 guests.

Pets allowed.

No parties or events.

Cancellation policy

For your selected dates, this trip is not refundable.