1_1624458612
2_1624458612
4_1624458613
3_1624458613
5_1624458613
6_1624458614
7_1624458613
8_1624458614
9_1624458614
10_1624458614
11_1624458614
12_1624458614
13_1624458615
14_1624458615
15_1624458615
16_1624458615
17_1624458615
18_1624458615
19_1624458616
20_1624458616
21_1624458616
22_1624458616
23_1624458616
24_1624458616
25_1624458617
26_1624458617
27_1624458617
28_1624458617
29_1624458617
30_1624458617
31_1624458618
32_1624458634
33_1624458634
34_1624458635
35_1624458635
36_1624458635
37_1624458636
38_1624458636
39_1624458636
40_1624458636
41_1624458636
42_1624458636
43_1624458637
44_1624458637
45_1624458637
46_1624458637
47_1624458637
48_1624458637
49_1624458638
previous arrow
next arrow
1_1624458612
2_1624458612
4_1624458613
3_1624458613
5_1624458613
6_1624458614
7_1624458613
8_1624458614
9_1624458614
10_1624458614
11_1624458614
12_1624458614
13_1624458615
14_1624458615
15_1624458615
16_1624458615
17_1624458615
18_1624458615
19_1624458616
20_1624458616
21_1624458616
22_1624458616
23_1624458616
24_1624458616
25_1624458617
26_1624458617
27_1624458617
28_1624458617
29_1624458617
30_1624458617
31_1624458618
32_1624458634
33_1624458634
34_1624458635
35_1624458635
36_1624458635
37_1624458636
38_1624458636
39_1624458636
40_1624458636
41_1624458636
42_1624458636
43_1624458637
44_1624458637
45_1624458637
46_1624458637
47_1624458637
48_1624458637
49_1624458638
previous arrow
next arrow

Bayside Inn

Luxury Waterfront Anna Maria Island Rental | Heated Pool, Tiki Bar & Golf Cart Option | Sleeps Large Groups

Experience one of the most unique luxury waterfront vacation rentals on Anna Maria Island, perfectly positioned between Tampa Bay and a peaceful canal, with stunning water views in every direction.

This newly updated 5-bedroom, 5-bathroom duplex is designed for large families, group getaways, and elevated island living, combining high-end finishes with resort-style outdoor spaces.

From morning coffee overlooking the bay to evenings by the pool under ambient blue lighting, every detail of this home is built for comfort, relaxation, and unforgettable moments.

The Space

This spacious property comfortably accommodates large groups with:

  • 5 Bedrooms with King-size memory foam beds
  • 2 King sleeper sofas + additional lounge sleeping
  • 5 fully renovated bathrooms
  • Open-concept living spaces across two levels

The home can be rented as one expansive property or separated for smaller groups.

Outdoor Living & Waterfront Experience

Step outside into your private resort-style setting:

  • Oversized heated pool
  • Private Tiki bar with pizza oven, freezer & bar seating
  • Direct canal access for kayaking and fishing
  • Private boat dock
  • Lounge seating, dining areas & shaded relaxation spaces

Enjoy peaceful mornings watching manatees and jumping fish right from your backyard.

Views & Location
  • Direct views of Tampa Bay and the Skyway Bridge
  • Canal-front setting in the rear
  • Located in one of the most desirable areas of Anna Maria Island

This is true indoor-outdoor coastal living.

Interior Features

Inside, the home is fully upgraded with:

  • Designer Pottery Barn furnishings
  • 700-thread-count Egyptian cotton linens
  • 9 Samsung 4K TVs with sound bars throughout
  • High-speed WiFi + streaming (Netflix, Amazon, sports, cable)
  • Fully updated kitchen with new LG appliances
  • Multiple indoor and outdoor living areas
  • Dedicated workspace with desks upstairs
Beach & Island Essentials Included

Everything you need for a perfect beach day:

  • Beach chairs, umbrellas, towels & blankets
  • Coolers, rafts & beach toys
  • Bikes and outdoor accessories
Enhance Your Stay
  • Optional 6-passenger street-legal golf cart rental
  • Nearby fishing charters available
  • Perfect base for boating, beach days, and island exploration
Perfect For
  • Family reunions
  • Group vacations
  • Girls’ weekends
  • Corporate retreats
  • Multi-family stays

Lower level offers handicapped accessible features.

House Guidelines

This is a luxury residential property intended for relaxing stays:

  • No loud parties permitted
  • Quiet hours enforced after 10 PM (city ordinance)

Homes like this are rare on Anna Maria Island — especially with dual water views, private pool, and canal access.

Secure your dates early to experience one of the island’s most exceptional luxury rentals.

Book Now

  • 5 Bedrooms
  • 14 Sleeps
  • 5 Bathroom
  • Property: House

Amenities

General

  • Telephone
  • Fireplace
  • Iron & Board
  • Air conditioning
  • Children Welcome
  • Clothes dryer
  • Heater
  • Parking
  • Heating
  • Paper Towels
  • Basic Soaps
  • Toilet Paper
  • Wireless Internet
  • Pets Welcome
  • Internet
  • Hair Dryer
  • Towels Provided
  • Washing machine
  • Garage
  • Swimming pool
  • Linens provided
  • Satellite or cable

Bedroom & Bathroom

  • Bedrooms: 5
  • Bedroom 1 Main Level : king   
  • Bedroom 2 Main Level : king
  • Upstairs Living Room : sleep sofa /futon
  •  Bathroom 5 Upper level Ensuite : Toilet ·shower
  • Bedroom 3 Main Level : king
  • Bedroom 4 Upstairs : king · queen
  • Main Floor Living Room Sofa : sleep sofa /futon
  • Bathrooms: 5
  • Bathroom 1 Main Level : Toilet · shower
  • Bathroom 2 Main Level : Toilet · shower
  • Bathroom 3 Main Level Ensuite : Toilet · shower
  • Bathroom 4 Upper level : Toilet · tub · shower
  • Bedroom 5 Upstairs : king
  • Sleeps: 14

Kitchen & Dining

  • Microwave
  • Coffee Maker
  • Pantry Items
  • Grill
  • Ice Maker
  • Refrigerator
  • Stove
  • Toaster
  • Blender
  • Oven
  • Dishwasher
  • Kitchen island
  • Dining table
  • Dishes and Utensils

Pool / Spa

  • Outdoor Pool
  • Heated Pool
  • Private pool
  • Pool

Location Type

  • Beach
  • Beach View
  • Town
  • Ocean View
  • Waterfront
  • Water View
  • Near the ocean
  • Beachfront
  • Downtown
  • Oceanfront
  • Lake View

Notes

  • You will be responsible for any damage to the rental property caused by you or your party during your stay.
  • Check in after 4:00 PM
  • Check out before 10:00 AM
  • Maximum overnight guests: 8
  • Minimum age to rent: 30

Cancellation Policy

  • 100% refund if you cancel at least 60 days before check-in.
  • No refund if you cancel less than 60 days before check-in.

Ratings & Reviews

Book Now

Cancellation Policy

Follow Safety Major Advice At the Hotels

By Proceeding You Are Agree to Our Guest Policies