Westbay Point and Moorings: Waterfront Condo Living on Anna Maria Island

by Hunt Brothers Realty

Westbay Point & Moorings is an established waterfront condominium community along Flotilla Drive in Holmes Beach on Anna Maria Island. Its appeal comes from combining Anna Maria Sound and canal-front surroundings with pools, tennis and pickleball, kayak access and proximity to the Gulf beaches. Most current listings are two-bedroom condos, while select residences add features such as deeded boat slips, private carports and expansive water views. For buyers who want island living with a stronger connection to boating and the bay than a typical inland condominium provides, Westbay Point & Moorings deserves a close look.

Quick Answers About Westbay Point and Moorings

Where Is Westbay Point and Moorings?

Westbay Point & Moorings is located along Flotilla Drive in Holmes Beach on the northeastern side of Anna Maria Island. The community occupies waterfront property near Anna Maria Sound while remaining within reach of the Gulf beaches, shopping and dining in Holmes Beach.

Is Westbay Point and Moorings Waterfront?

Yes. Westbay Point & Moorings is a waterfront condominium community with residences overlooking Anna Maria Sound, canals and other water features. Not every condo has the same view or direct water frontage, so buyers should evaluate the location and sightlines of the individual residence.

Do Westbay Point and Moorings Condos Have Boat Slips?

Some do. Current 2026 listings include select Westbay Point & Moorings residences with deeded boat slips. A boat slip should never be assumed to accompany every waterfront condo. Buyers should verify the legal status, dimensions, location, ownership rights and applicable rules for any dock or slip represented with a particular unit.

Does Westbay Point and Moorings Have a Pool?

Yes. Current listings identify community swimming pools, including heated pool amenities in portions of the community, along with spa facilities. Because Westbay Point & Moorings was developed in multiple condominium phases, buyers should verify which facilities are available to the specific unit they are considering.

Are There Tennis and Pickleball Courts?

Current 2026 property listings identify both tennis and pickleball among the recreational amenities at Westbay Point & Moorings.

How Close Is Westbay Point and Moorings to the Beach?

The community is on the bay side of Holmes Beach rather than directly on the Gulf. Current rental information describes the Gulf beach as roughly a 10-minute walk from certain residences. Actual walking time depends on the building, route, beach access point and individual pace.

Can You Rent a Westbay Point and Moorings Condo?

Rental activity exists in the community. Current 2026 MLS-derived information for at least some units reports monthly rentals permitted up to 12 times per year. Westbay Point & Moorings includes multiple condominium associations and phases, so buyers should verify the current rental provisions applicable to the exact unit rather than assuming one listing's terms apply throughout the community.

What Makes Westbay Point and Moorings Different?

Westbay Point & Moorings offers a different Anna Maria Island experience from a condominium directly on the Gulf of Mexico.

The community sits on the bay side of Holmes Beach, where water, canals, docks and mature landscaping become major parts of the setting. Select residences look directly across Anna Maria Sound, while others face canals, landscaped areas or interior portions of the property.

That location creates an appealing tradeoff for some buyers. The Gulf beach remains nearby, but the condominium itself has a stronger connection to boating, kayaking, fishing and bayfront scenery.

The community is also larger and more amenity-oriented than many small Anna Maria Island condominium properties. Pools, tennis, pickleball, kayak access and waterfront common areas give residents recreational options without leaving the property.

Where Exactly Is Westbay Point and Moorings in Holmes Beach?

Westbay Point & Moorings extends through the Flotilla Drive area of Holmes Beach, with condominium addresses including 6200, 6400 and 6500 Flotilla Drive. Florida corporate records confirm that the Westbay Point & Moorings associations have been established in Holmes Beach for decades.

The location is on the northeastern bay side of Anna Maria Island. This places residents away from direct Gulf frontage while still keeping the western shoreline accessible.

For buyers, the exact address within Westbay Point & Moorings matters. Building position can affect water views, proximity to pools and courts, parking arrangements, dock access and the walking route toward Gulf Drive and the beach.

What Are the Condos Like at Westbay Point and Moorings?

Westbay Point & Moorings is an established low-rise condominium development, with much of the community dating to the late 1970s. Current and historical listings show a broader range of floor plans than buyers may find in some smaller island condo complexes.

Two-bedroom, two-bath residences are common. Current 2026 examples include units of approximately 1,185 square feet, 1,350 square feet and 1,377 square feet. Broader historical property data shows floor plans ranging from below 1,000 square feet to substantially larger residences.

Because the community has been established for decades, interiors vary significantly. Some condos have extensive renovations, while others preserve more of their original layout or finishes.

What Features Can You Find Inside the Condos?

Depending on the residence, current listings show features such as:

Two bedrooms and two bathrooms
Open living and dining areas
Enclosed or screened lanais
In-unit laundry
Updated kitchens and appliances in renovated residences
Impact-resistant windows in select updated units
Water views from select residences
Furnished or turnkey offerings in some listings

These are examples from individual properties, not guaranteed community-wide features. Buyers should compare the condition, renovations and building location of each available condo.

How Important Are the Water Views?

Water orientation is one of the biggest variables within Westbay Point & Moorings. Current listings include residences with broad water views, canal views and interior settings.

A waterfront residence can provide views from the living area, primary bedroom or lanai, depending on the floor plan. Some west-facing spaces can also capture evening light and sunsets, while other orientations may emphasize morning light or landscaped surroundings.

Buyers should avoid treating the community's waterfront designation as a guarantee that every condo has a premium water view. The actual sightlines should be evaluated from inside the individual residence.

Can You Keep a Boat at Westbay Point and Moorings?

Select Westbay Point & Moorings condos have deeded boat slips. A current 2026 listing at 6500 Flotilla Drive, for example, specifically identifies a deeded boat slip associated with the residence.

That can be a significant distinction for a buyer interested in boating, but a slip requires its own due diligence. Buyers should verify:

Whether the slip is legally deeded to the unit or assigned another way
Slip dimensions
Permitted vessel size
Water depth and tidal conditions
Dock and lift condition, when applicable
Maintenance responsibilities
Association rules
Navigation route and any relevant restrictions
Insurance requirements

A buyer planning to keep a specific vessel should independently verify that the slip, water depth and access are appropriate. Dock condition or marine improvements should be evaluated with the appropriate qualified marine contractor, inspector, surveyor or other professional, while permitting questions should be confirmed with the applicable local authority.

Is Westbay Point and Moorings Good for Kayaking?

Current listings identify kayak launching or waterfront access among the community's recreational features. That can make Westbay Point & Moorings particularly appealing to buyers who want to get onto the water without transporting a kayak across the island each time.

Water access rules, kayak storage and launch procedures should be verified through the applicable association. Conditions on Anna Maria Sound can also change with weather, wind and tides, so residents should make their own decisions about appropriate conditions and equipment.

What Amenities Does Westbay Point and Moorings Offer?

One of the community's strengths is the range of recreational amenities available within the broader Westbay Point & Moorings property.

Current listings and community information identify amenities that can include:

Community swimming pools
Heated pool facilities in portions of the community
Spa or hot tub
Tennis courts
Pickleball
Kayak access
Waterfront common areas
Mature tropical landscaping
Docks and fishing opportunities in applicable areas
Select residences with private or deeded boating facilities

Westbay Point & Moorings was developed through multiple phases and associations. Buyers should confirm which amenities and common areas are available to the specific condominium being considered rather than assuming every unit has identical rights.

How Close Is Westbay Point and Moorings to the Gulf Beach?

Although Westbay Point & Moorings is waterfront, its shoreline is on the bay side rather than the Gulf side of Anna Maria Island. Buyers who want Gulf sand immediately outside the condominium will therefore find a different experience here than in a direct beachfront community.

The tradeoff is that Gulf beaches remain nearby. Current rental information for Westbay Point & Moorings describes approximately a 10-minute walk to the beach from certain units.

Buyers should personally walk the route from the particular building they are considering. Distance, road crossings, heat, weather and mobility all influence whether a beach trip feels convenient on foot.

What Is the Holmes Beach Lifestyle Like From Westbay Point and Moorings?

Holmes Beach occupies the central portion of Anna Maria Island, between Bradenton Beach and the City of Anna Maria. Westbay Point & Moorings gives residents a bay-side home base while keeping the rest of the island accessible.

A day can begin with coffee overlooking the water, continue with kayaking or time at the pool, move to the Gulf beach in the afternoon and finish at an island restaurant. Grocery shopping and other everyday services are also available within Holmes Beach.

Prospective buyers should explore the island during different seasons and times of day. Anna Maria Island traffic and travel times can vary substantially, particularly during periods of heavier visitor activity.

Does Westbay Point and Moorings Work as a Seasonal Residence?

Several features can make Westbay Point & Moorings relevant to seasonal buyers. Two-bedroom layouts provide space for guests or an office, while the condominium format shifts certain common-area and exterior responsibilities to the association according to the governing documents.

Pools, racquet sports, kayaking, waterfront scenery and nearby Gulf beaches also provide recreational options without requiring long trips from home.

Seasonal owners should understand procedures for storm preparation, extended absences, unit maintenance and insurance. A waterfront condominium may also present different maintenance considerations from a residence farther inland.

Can You Rent a Condo at Westbay Point and Moorings?

Rental activity is well documented at Westbay Point & Moorings. Current vacation accommodations are offered within the community, and a current 2026 MLS-derived listing states that monthly rentals are permitted up to 12 times per year for that particular property.

Buyers should not automatically apply that rule to every Westbay Point & Moorings condo. Multiple associations and phases exist within the community, and rules can be amended.

A buyer planning rental use should verify:

Minimum lease period
Maximum number of leases per year
Association approval procedures
Occupancy and guest restrictions
Current City of Holmes Beach requirements
Applicable registration or licensing requirements
Insurance requirements for the intended use
Financing requirements for an investment or second-home purchase

Rental income and occupancy should not be assumed from historical performance or advertisements. Buyers should verify current association and municipal requirements, discuss financing with a qualified mortgage professional, insurance with an insurance professional and tax consequences with a qualified tax professional.

Are Pets Allowed at Westbay Point and Moorings?

Historical community information indicates that pets have been permitted subject to restrictions, including size limitations in some association information. Vacation rentals may impose different guest pet policies.

Because the community contains multiple associations and pet policies can be amended, buyers should obtain the current governing documents for the specific condo and verify the number, type, size and other applicable restrictions before purchasing.

How Much Are Westbay Point and Moorings Condos?

Prices vary considerably because Westbay Point & Moorings includes different floor plans, water orientations, renovations and boating features.

For current 2026 context, a two-bedroom, two-bath residence with approximately 1,377 square feet was recently offered at $529,000 after a price adjustment. Another waterfront two-bedroom residence with approximately 1,185 square feet and a deeded boat slip was recently offered at $650,000 after a price adjustment. Asking prices are not the same as closed-sale values, and inventory can change quickly.

Water view, dock rights, floor location, renovation quality, carport availability, furnishings and building condition can all affect how buyers compare individual residences. Recent comparable sales should be evaluated when considering a specific property rather than relying on a community-wide average.

How Much Are the Condo Fees?

Current 2026 listings for multiple residences at 6500 Flotilla Drive report an association fee of approximately $713 per month. Historical data for the broader Westbay Point & Moorings community shows that fees can differ among units and associations.

A current listing's fee should be treated as property-specific information, not as a permanent community-wide quote. Buyers should obtain the current fee schedule, budget and estoppel information for the exact residence being considered and determine which expenses and services are included.

What Should Buyers Investigate Before Purchasing at Westbay Point and Moorings?

Water views and island location may get a buyer's attention, but an established waterfront condominium requires careful property and association due diligence.

1. Which Condominium Association Governs the Unit?

Westbay Point & Moorings was developed in multiple phases. Florida corporate records identify separate association entities, and property records distinguish Westbay Point & Moorings I, II and III. Buyers should identify the exact association governing the residence before comparing fees, reserves, amenities or rules.

2. Association Budget, Reserves and Assessments

Review the applicable association's current budget, reserve information, financial statements, recent meeting minutes and information concerning pending or approved assessments. Buyers should understand both the current monthly expense and how larger future building projects are expected to be funded.

3. Building Maintenance and Recent Improvements

Current listings show that improvements vary by building and residence. For example, a 2026 listing at 6500 Flotilla Drive reports a 2024 building roof, while the individual condo includes newer impact windows, appliances and HVAC equipment.

Buyers should verify completed projects through association records and determine whether additional roof, exterior, plumbing, electrical, structural, seawall, dock or other work is planned.

4. Florida Condominium Inspection and Reserve Requirements

Florida condominium inspection and reserve requirements have changed significantly in recent years. Whether a particular Westbay Point & Moorings building is subject to specific milestone inspection or structural integrity reserve requirements depends on the applicable law and building characteristics.

Buyers should obtain current reports and association information rather than assuming a requirement applies or does not apply. Structural findings should be reviewed with an appropriately qualified engineer or inspector. Questions concerning legal requirements, association obligations or a buyer's rights should be directed to a qualified Florida real estate attorney.

5. Waterfront Infrastructure

Waterfront ownership introduces additional infrastructure questions. Buyers should determine who is responsible for seawalls, docks, pilings, boat slips and other waterfront components associated with the property.

When a residence includes a boat slip or other marine feature, its physical condition and legal rights should be evaluated separately from the condo interior. Appropriate marine contractors, inspectors, surveyors, title professionals and local permitting authorities may need to be involved depending on the issue.

6. Flood and Insurance Considerations

A waterfront Anna Maria Island condominium requires property-specific insurance research. Buyers should review the association's master insurance information and determine what individual condominium coverage may be appropriate for the residence, personal property, liability, loss assessment and other exposures.

Flood-zone information and any lender requirements should also be verified for the specific property and transaction. Insurance availability, coverage and premiums can vary substantially by property. Buyers should obtain property-specific quotes and review coverage with a qualified Florida insurance professional before making a purchasing decision.

7. Individual Condo Condition

Two Westbay Point & Moorings residences can have very different renovation histories. Buyers should evaluate HVAC equipment, windows and doors, plumbing, electrical components, appliances, interior finishes, lanais and any owner-installed improvements.

Inspection findings should be evaluated with the appropriate licensed inspector, contractor, engineer or other qualified tradesperson before the buyer makes a decision.

What Are the Potential Advantages of Westbay Point and Moorings?

Waterfront setting: Select residences have expansive Anna Maria Sound or canal views.
Boating possibilities: Some units include deeded boat slips.
Kayak access: Current listings identify opportunities to launch kayaks from the community.
Community pools: Pool and spa amenities provide an alternative to beach days.
Tennis and pickleball: Racquet-sport amenities add another recreational option.
Near the Gulf: The Gulf beaches are accessible without living directly on the Gulf shoreline.
Larger floor plans available: Some residences provide more interior space than smaller island condominiums.
Established landscaping: Mature tropical landscaping contributes to the community's waterfront character.

What Tradeoffs Should Buyers Consider?

Potential Advantage	What to Investigate
Waterfront location	Flood exposure, insurance, seawalls, docks and storm considerations
Established condominium buildings	Maintenance history, reserves, inspections and future capital projects
Multiple community phases	Which association governs the unit and which amenities and rules apply
Select deeded boat slips	Slip ownership, vessel limits, depth, condition and maintenance responsibilities
Documented monthly rental activity	Current association and City of Holmes Beach rental requirements
Close to Gulf beaches	The community is bay-side rather than directly Gulf-front

Westbay Point and Moorings vs. a Gulf-Front Condo: Which Fits Better?

The comparison comes down largely to how you want to use the water.

Westbay Point & Moorings	Typical Gulf-Front Condo
Anna Maria Sound and canal setting	Direct Gulf of Mexico setting
Select units with boat slips	Boating facilities vary and may not be available
Kayak-oriented water access	Direct beach access may be the primary water amenity
Gulf beach is nearby	Beach may be immediately outside the property
Pools, tennis and pickleball available	Amenities vary substantially by community

A buyer whose ideal morning begins by walking directly onto Gulf sand may prefer a beachfront building. A buyer who wants water views, kayaking, possible boat access and a short trip to the Gulf may find Westbay Point & Moorings more compelling.

Is Westbay Point and Moorings Right for You?

Westbay Point & Moorings may be worth considering if you want a Holmes Beach condominium where water is central to the experience but direct Gulf frontage is not essential.

The combination of Anna Maria Sound, canals, pools, tennis, pickleball, kayak access and nearby Gulf beaches provides more recreational variety than many smaller island condominium communities. Select boat slips make certain residences particularly relevant for buyers who want to combine condominium ownership with boating.

The community's multiple phases also mean buyers need to look beyond the name Westbay Point & Moorings. The exact association, building, water orientation, condo condition, dock rights, parking, fees and governing documents can materially change the ownership experience from one residence to another.

The Bottom Line on Westbay Point and Moorings

Westbay Point & Moorings brings together two sides of Anna Maria Island living. Residents can enjoy the calmer bay-side setting at home while keeping the Gulf beaches within easy reach.

Water views, kayaking, pools, tennis and pickleball create plenty to do within the community. Select deeded boat slips add another level of appeal for buyers whose Florida lifestyle includes time on the water.

For buyers comparing Holmes Beach condos, the key is to evaluate Westbay Point & Moorings at the unit level. A waterfront condo with a boat slip can be a very different property from an interior residence in another phase, even though both share the same broader community name.

Looking for a Westbay Point and Moorings Condo?

Hunt Brothers Realty helps Florida Gulf Coast buyers compare Anna Maria Island condominium communities, available residences, recent comparable sales, association information, waterfront characteristics and property-specific considerations within the scope of real estate brokerage services. You can explore Florida Gulf Coast communities or contact Hunt Brothers Realty to discuss a Holmes Beach or Anna Maria Island condominium search.

Informational notice: This article provides general real estate and educational information and is not individualized legal, financial, tax, insurance, lending, inspection, engineering, marine, association or other professional advice. Condominium fees, reserves, assessments, insurance, amenities, boat-slip rights, rental policies, pet restrictions and association requirements can change. Buyers should obtain and review current property-specific condominium documents, budgets, financial information, inspection and reserve information, insurance quotes, title information and applicable regulations before purchasing. Structural or inspection concerns should be evaluated with an appropriately qualified inspector, contractor or engineer, waterfront and marine improvements with the appropriate qualified professionals, insurance matters with a qualified insurance professional, financing with a mortgage professional, tax matters with a qualified tax professional, and questions involving title, ownership rights or condominium-document interpretation with a qualified Florida real estate attorney or appropriate title professional.